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The Dorchester Chamber Connection
YOUR WEEKLY SOURCE FOR DORCHESTER COUNTY BUSINESS
AND COMMUNITY UPDATES
October 22, 2026
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With October brings Bird Watching, Reading Activities, Maritime Activities, Open Houses, Fundraisers, and Music and Outdoor Activities.
Parade and bazaar season is starting
Don't forget - there's Trunk or Treats coming up too - what will your car be?
Be sure to check out our calendar... Add your event if it isn't on there.
| | Click on the logo of any of our Corporate Sponsors in the eNews to learn more about them and to thank them for their on going support of the community. | | |
Put your business in front of Dorchester County in 2027
Our 2027 Corporate Sponsorship program and Business & Resource Directory advertising are now open, and they're one of the best ways to keep your name in front of local and regional customers all year long. Sponsors get visibility at Chamber events and across our channels, so your investment works for you all year long.
Explore sponsorships and advertising opportunities, or send us an email and we'll help you find the right fit.
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Fueling our Students through College Application Week
October 26-30!
October 26-October 30th DCPS is celebrating College Application Week and the Chamber wants to help DCPS create a supportive atmosphere that celebrates the students' hard work and encourages them to dream big.
College Application Week is an opportunity to encourage students to take the next step toward their future, explore postsecondary opportunities, and complete college applications. The High Schools are looking for donations of gift cards and snacks to help make this a fun and engaging experience for the students. Both Cambridge South Dorchester High School and North Dorchester High School will be participating.
If you or your organization are willing to contribute gift cards, individually packaged snacks, or other treats to help fuel our students through those college essay questions and financial aid applications, let us know. We can pick up donations, or you can drop them off at the Chamber (306 High Street in downtown Cambridge!) and we will deliver them to the schools through the week. If it's more convenient for you, you can also contact the high schools directly to arrange drop offs.
Every donation, big or small, helps make the week special and reinforces the message that our community believes in our students and their futures.
Thank you for your continued support of our students and for the Dorchester Chamber. Please email us if you are interested in donating or would like additional information.
| | Snapshot on Chamber Services | | |
Chamber Foundation Scholarships
Congratulations to:
Lori Nagel of Farm Creek Insurance
The winner of the 10 Year Rip Van Winkle!!!
We appreciate everyone who took chances on this raffle and made donations to help to further the educations of young people in our community.
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Thank you to our Event Sponsor
Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina
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It'sTime to Check Your Information
We are working to update member records
Please be sure to let us know if there are changes to be made to your account.
We are currently working on the Dorchester Chamber of Commerce 2027 Business and Community Resource Directory, and we want to make sure the information we print in the book for you is as accurate as possible. We also get thousands of online searches of our member directory each month so the more accurate your data the more likely new business will come your way.
Your membership provides excellent opportunities for your organization to attract new customers and share information with our community and the region. Completing and keeping your profile accurate is critical to gaining increased visibility and exposure. All the information we capture is important, but keywords are critical, and they need to be accurate and complete for your business to show up in online searches.
An email was sent out to all members 10/6/2026 to review the information we have. You can also just email the corrections to us at robinmarie@dochesterchamber.org.
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Ground-Breaking: Fraternal Order of Police,
Cambridge-Dorchester Lodge #27
October 27, 2026 - 12:00 p.m.
2220 Dailsville Road, Cambridge, MD
The Dream is finally happening! The Fraternal Order of Police, Cambridge - Dorchester Lodge #27 is breaking ground for their new Clubhouse just outside of Cambridge and want you to be there for this joyous occasion!.
Our Heroes certainly deserve our support and are looking forward to having a "safe and happy location for officers to have meetings and functions."
Please join us for the official GroundBreaking that will be held on Tuesday, October 27 at the new site at 2220 Dailsville Road, Cambridge, MD to get this project started.
Click Here to Register
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Tranzfusion Concert for
Cambridge Power Boat Racing Association
October 30, 2026 - 6:00 p.m.
American Legion Post 91
98 Sunburst Highway, Cambridge, MD
Come rock with us at the Tranzfusion concert to benefit the Cambridge Classic Powerboat Regatta. The concert will be at the Dorchester American Legion Post 91 on Friday, October 30th. Plan to join in the fun, doors open at 5 pm, concert starts at 6 pm - til.
This concert is a fund raiser for the 2027 Cambridge Classic Powerboat Regatta. Tranzfusion is a live local classic rock band. They are well into their forth decade of performing, mainly on the Delmarva Penninsula and across the Chesapeake Bay Bridge. (https://www.facebook.com/tranzfusionband). They will be rocking the American Legion so be sure to get this on your calendar.
$15 per person donation/cover in advance at: https://bit.ly/CPBRATickets / $20 per person at the door. All proceeds to support the 116-year tradition of power boat racing on the Choptank River.
50/50 Raffle Raffle & Wagon of Cheer Raffle
Cash bar & Food will be available for purchase.
We will have Cambridge Classic T-shirts available for purchase as well.
Click Here to prepurchase tickets.
Tickets on sale at the concert and available pre-concert at the
Dorchester Chamber of Commerce, 306 High Street, Cambridge, MD.
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Chamber Business Reception
with Dorchester Public Schools Superintendent
Dr. Jymil Thompson
The Packing House, 411 Dorchester Ave., Cambridge, MD
Re-Scheduled
Thursday, November 5, 2026 - 5 - 6:30 p.m.
Join us to hear Superintendent Dr. Jymil Thompson and Ms. Casey O'Bier presentation of THRIVE 21613 to the business community. We are excited to hear the latest about how Dorchester County Public Schools are doing and the plans for the upcoming school year and future for our most important assets - our children. We look forward to having you with us.
REGISTRATION IS REQUIRED
Register by 5 p.m. on November 2nd: Members-$25, Non-Members-$30
After 5 p.m. November 2nd: Members-$30, Non-Members-$35
Registration can be made by clicking the REGISTER button, by emailing info@dorchesterchamber.org or by calling 410-228-3575.
Click Here to Register
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Business After Hours/Ribbon Cutting:
Boys & Girls Club at Maces Lane Community Center
November 12, 2026 - 5:00 p.m.
1099 Maces Lane, Cambridge, MD
The long awaited, new chapter at the "old" Mace's Lane is now starting! Come join the Boys & Girls Clubs of Metropolitan Baltimore and the Mace's Lane Community Center to celebrate the
OPENING of the DOORS AT MACE'S LANE
A new chapter is beginning at Mace's Lane and you're invited to be a part of it. The historic Mace's Lane High School is becoming Mace's Lane Community Center: a place where history, legacy and community pride will inspire new possibilities for generations to come.
Come see the Center, take a tour, and enjoy being a part of this opening. Doors will open at 5 p.m. at 1099 Maces Lane, Cambridge, MD.
Click Here to Register
| | 2026 Dorchester Chamber Board of Directors | | |
Danielle Johnson
Chairman
Johnson's Cleaning Service
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Dominic DeLuca
Vice Chair
DELCO Packaging Products
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Caitlin Cannon
Treasurer
Koski Enterprises
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Blake Whitten
Immediate Past Chair
Whitten Retirement Solutions
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Kevin Hill
Past Chairman
Hill-Kimmel Contracting
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Jennifer Layton
Vice and Past Chairman
Layton's Chance
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Camila (Cam) Lopez
Vice Chair
Cambridge Super Soda
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Aliza Callahan
Shore United Bank
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Bayley Brown-Covey
Powell Legacy Group
of Coldwell Banker Realty
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Beth Hancock
Regal Rexnord Corporation/Cambridge Engineered Solutions
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Brandon Hesson
City of Cambridge
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Sherri Hobbs-Messick
University of Maryland Shore Regional Health
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Shane Nicolopoulos
Hyatt Regency Chesapeake Bay Resort & Spa
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Eleanor Siri
Siri Premier Eyecare
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Lisa Windsor
ZSTS Law Group
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Faith Baptist Fellowship
Randall Blackmon, Pastor
1312 Race Street
Cambridge, MD 21613
410-221-5104
eMail: Faithbaptistfellowship@hotmail.com
Website: www.faithwalking.net
Churches / Religious
If you are a member and you get a business listed in this section of the eNews you get a free admission to a Chamber Business Lunch or Breakfast.
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BAH/Ribbon Cutting: EHIC
The Team of the Dorchester County Economic Development were wonderful hosts for the Business After Hours when we were at the Eastern Shore Innovation Center for their 10 Year Anniversary of helping entrepreneurs and small businesses grow here in Dorchester County.
Be sure to find out more and even check out their website for educational events.
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Read more HERE
Read / Watch on WBOC
Read / Watch on WMDT
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CWDI and Pinnacle Sign Agreement to Advance Cambridge Harbor Hotel
CAMBRIDGE, Md. — October 19, 2026 — Cambridge Waterfront Development Inc. (CWDI) and Pinnacle Hospitality Group announced the signing of a Purchase and Sale Agreement between CWDI Holdings LLC and Ocean 9 Group LLC for the proposed hotel at Cambridge Harbor, marking a significant milestone in the long-planned redevelopment of Cambridge's waterfront and an important transition toward private development.
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Martha's Table- With a Bamm's Experience
An awesome crowd was on hand to congratulate the Team of Martha's Table for their Grand Opening with a Ribbon Cutting during the Business After Hours held Oct. 21st, 2027. Delicious samples were given, along with coupons to the first 25 people for the evening. Stop by and try their menu, the food is there. 748 High Street, Cambridge, MD 410-901-3172
| | | Bronze Sponsors - Part 1 | |
Early Voting Starts Thursday across Delaware and Maryland.
Here's What You Need to Know
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DELMARVA - Election day is just a few weeks away, on Tuesday, Nov. 3, and early voting starts Thursday, Oct. 22 in Maryland and Delaware.
Dorchester County can vote early at the Goodwill Ave. Early Voting Center at 1000 Goodwill Ave. in Cambridge.
Read more on WBOC.com
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Dorchester Co. Historical Society Prepares for Pirates & Privateers Fundraiser | |
(CAMBRIDGE, Md) – The Dorchester County Historical Society is gearing up to celebrate Halloween a little early.
The Historical Society is hosting their first Pirates & Privateers fundraiser this Saturday. The fundraiser will focus on the legacy of pirates along Chesapeake waters, and they’re looking forward to spreading the Halloween spirit.
“But again, each time that folks visit us, we hope to give you a literal taste of the past, because the view is meant to enlighten the past to a preserve the future,” says Historical Society Director, Marcos Salaverria.
Pirates and Privateers will take place at the Meredyth House on Saturday, October 24th, from 4 P.M. to 7 P.M.
Read on WMDT.com
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Hyatt Regency Chesapeake Bay Named Among Top Resorts in the World in Condé Nast Travelers 2026
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Cambridge, Md. (October 14, 2026) – Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, a stunning 342-acre waterfront retreat on Maryland’s Eastern Shore, has been named the No. 16 resort in the world and the No. 2 resort in the Northeast and Mid-Atlantic in Condé Nast Traveler’s 2026 Readers’ Choice Awards. The annual awards recognize traveler’s favorite hotels, resorts, and destinations around the world.
“We are honored to receive this incredible recognition from Condé Nast Traveler,” said Brianna Guzman, Area Director of Marketing at Hyatt Regency Chesapeake Bay. “Being named among the top resorts in the world by such an esteemed publication as Condé Nast Traveler is a testament to our incredible team and the care, dedication, and creativity they bring to every guest experience. We are grateful to our guests for their support and look forward to continuing to create unforgettable stays on Maryland’s Eastern Shore.”
Read more HERE
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TidalHealth is Pleased to Welcome Five Specialists to the Health System | |
Patrick Donaghue, MD, provides surgical and nonsurgical care to patients with foot and ankle conditions, including sports injuries, arthritis, deformity correction, and fracture care at TidalHealth Peninsula Orthopaedic Institute.
Matthew K. Folstein, MD, FACS, is a da Vinci-certified robotic surgeon who provides comprehensive care at TidalHealth General Surgery in Berlin, Maryland.
Beth Collins, MSN, APRN, PMHNP-BC, AGCNS-BC, cares for adolescents and adults experiencing a wide range of mental health conditions, including anxiety, depression, trauma-related disorders, mood disorders and other psychiatric conditions at the TidalHealth Crisis Center in Salisbury, Maryland.
Melissa Gunther, PA-C, cares for patients with digestive health conditions at TidalHealth Gastroenterology in Salisbury, Maryland.
Wendy Subasic, PA-C, cares for male and female patients with general urologic disorders at TidalHealth Urology in Salisbury, Maryland.
Read more HERE
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Eastern Shore Land Conservancy protects 350 conservation easement on Maryland's Eastern Shore |
| |  | Easton, MD, September 22, 2026 — Eastern Shore Land Conservancy has permanently protected its 350th conservation easement; Leslie and Vincent M. Raimond’s 62-acre haven of forest, wetland, and grassland. “Our 350th easement functions as a critical keystone in a contiguous block of more than 1,200 protected acres in Kent County,” commented ESLC President & CEO Steve Kline. Home of historic Toad Hall and the Prince Raimond Arts Center, the property is primarily forest, providing extensive riparian habitat for wildlife (especially forest interior dwelling species of birds) and actively benefiting the water quality of Still Pond Creek. 100-foot forested buffer strips protect flooded beaver habitat, 2,200 linear feet of shoreline, a three-acre pond and seven acres of wetlands that support diverse plant and wildlife communities and perform critical ecological functions, including stormwater retention and nutrient cycling. More than 11 acres of the property are covered by grassland and shrubland, providing valuable open space for ground-nesting birds, turtles, rabbits, butterflies, numerous pollinator species, and, of course, toads.
Read more HERE
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For All Seasons in the News | | |
For All Seasons Shines a Light on Postpartum Depression during Depression Awareness Month
- Read More Here
For All Seasons to Host Free Lunch & Learn on Suicide Prevention and Lethal Means Safety
- Read More Here
| | Local Business Leaders Come Together For Hebron Savings Bank's First Executive Cornhole Challenge | | |
Mountaire Farms Takes First Place as Inaugural Event Celebrates Community
SALISBURY, MD — [October 20, 2026] — Hebron Savings Bank brought together local business leaders, nonprofit organizations, and community members on Saturday, October 17, for its inaugural HSB Executive Cornhole Challenge at WinterPlace Park in Salisbury.
The event featured local businesses competing in a double-elimination cornhole tournament, with each team representing a nonprofit organization of its choice. Designed to combine friendly competition with community involvement, the Challenge provided an opportunity to raise funds, build awareness, and celebrate the important work of nonprofit organizations serving our region.
Read More Here
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October 27, 2026
12:00 p.m.
Ground-Breaking: Fraternal Order of Police, Cambridge-Dorchester Lodge #27
2220 Dailsville Road, Cambridge, MD
Click Here to Register
October 30, 2026
6:00 p.m.
Tranzfusion Concert
Dorchester American Legion Post 91
98 Sunburst Highway, Cambridge, MD
$15 /pp in advance / $20 at the door.
Cash Bar & Food for purchase
https://cpbra.com
https://bit.ly/CPBRATickets
November 12, 2026
5:00 p.m.
Business After Hours/Ribbon Cutting: Boys & Girls Club - Maces Lane Community Center
1099 Maces Lane
Cambridge, MD 21613
Click Here to Register
December 10, 2026
5:30 p.m.
Business After Hours: Megan Holotick State Farm's 25th Anniversary
722 Cambridge Marketplace Blvd
Cambridge, MD 21613
Click Here to Register
January 15 & 16, 2027
Cambridge Ice & Oyster Festival
Downtown Cambridge & Hyatt Regency Chesapeake Bay
iceoysterfest.com
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Ongoing
Maryland ROPTA Classes
Workshops in Mental Health First Aid for Adults, Adults who work with Youth, Connection between problem gambling and substance related disorders. For the schedule and if virtual, webinar or in-person, go to:
https://marylandropta.org/
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Tuesday Mornings
Grief Support Group - Dorchester
Coastal Hospice invites you to become a part of our ongoing grief support groups that occur weekly. Our groups are offered at no cost and are open to all members who continue experiencing pain due to death, whether or not Coastal Hospice supported you. Our goals are grief education, emotional support, and expanding your circle of connection and support.
*You will be notified by the Facilitator, Nicole, if there are any group cancelations.
To register, please email Nicole Long, Coastal Hospice Bereavement Counselor and Community Educator at nlong@coastalhospice.org or call 410-742-8732 ext 621
If leaving a message, please state the grief support group you are interested in attending.
For more information about support we offer, please visit www.coastalhospice.org/grief-support
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Tuesdays
5:00 - 6:00 p.m.
Yoga with Patty
Embark on a journey of tranquility and strength with our gentle yoga class. Designed for all skill levels, this class offers a harmonious blend of postures and breathing techniques to rejuvenate both mind and body. As you flow through the sequences, you'll find a nurturing environment that encourages personal growth and inner peace. Concluding with a serene meditation, you'll leave feeling centered and refreshed, carrying the calmness of the class with you into the world.
Please Call/Text to Reserve Your Space: 410-463-8393 $15/session/person
*NOTE*
No class on Saturday, October 10 or Tuesday, October 13
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Thursdays
7:00 p.m. - 8:00 p.m.
NA Meeting
Safe Harbor meets weekly on Thursday's except on state holiday's when the office is closed.
Dri-Dock Recovery & Wellness Center, 103 Maryland Avenue, Cambridge, MD
https://dorchesterhealth.org/behavioral-health/
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Fridays
9:30 a.m.
Vets Helping Vets
Meets Fridays at 9:30 am at American Legion Post 243, Hurlock, MD. Free coffee and Donuts. EVERYONE INVITED that cares about Veteran issues or cares about a Veteran. Young adults interested in the military should attend and ask questions.
American Legion Post #243, 57 Legion Drive, Hurlock, MD 21643 facebook.com/HurlockAmericanLegionPost243
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Saturdays
8:00 - 9:00 a.m.
Yoga with Patty
Embark on a journey of tranquility and strength with our gentle yoga class. Designed for all skill levels, this class offers a harmonious blend of postures and breathing techniques to rejuvenate both mind and body. As you flow through the sequences, you'll find a nurturing environment that encourages personal growth and inner peace. Concluding with a serene meditation, you'll leave feeling centered and refreshed, carrying the calmness of the class with you into the world.
Please Call/Text to Reserve Your Space: 410-463-8393 $15/session/person
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Through October 2026
1:00 p.m. - 2:00 p.m.
Women's Hall of History Tour
The Cambridge Woman’s Club has a new exhibit of Dorchester women through history – from colonial times to the 1970s. Join a one-hour tour at 1pm on Saturdays through September. $5 per person; kids under 10 free.
www.cambridgewomansclub.com
Private tours are available any day by appointment - email cambridgemdwomansclb@gmail.com
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October 22, 2026
5:30 p.m. - 8:00 p.m.
Dorchester Center for the Arts Fall Art Classes - Basic Observational
Discover the fundamentals of observational drawing. Through guided, step-by-step exercises, students will develop essential drawing skills while working in pencil and charcoal. The class focuses on creating realistic drawings by exploring contour line techniques, recognizing basic forms and shapes, understanding proportion and scale, and building strong spatial relationships between objects. This workshop will provide the skills needed to create successful, realistic drawings in a supportive learning environment. Minimum 3, Maximum 8 students Skill level: Open to all skill levels Ages: 18 and up Materials: Material list available upon registration Day & Time: Thursdays, 5:30 - 8pm Session: 6 weeks Dates: October 1 - November 5 Cost: $180 DCA Member $205 Non-members Location: Classroom
Click Here to Register
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October 22, 2026
Anniversary Weekend Celebration-Dorchester Elks Lodge #223
Dorchester Elks Lodge No. 223 and Progressive of Dorchester Temple No. 224 cordially invite all Lodges, Temples, and community members to join us for our Anniversary Weekend Celebration, October 22nd through October 24th. We are asking everyone to come out and help us celebrate.
Event Location:
Dorchester Elks Lodge, 618 Pine Street, Cambridge, Maryland 21613
Weekend Schedule & Highlights:
Thursday, Oct 22nd: Happy Hour from 5:00 p.m. to 7:00 p.m. featuring light refreshments.
Friday, Oct 23rd: Anniversary Dinner & Dance starting at 7:00 p.m., featuring the hilarious BET comedian Sweet Baby Kita.
Saturday, Oct 24th: Anniversary Parade starting at 3:00 p.m., and the Lodge will open at noon for its Annual Day Party.
How to Purchase Tickets:
QR Code: Lodges, Temples, and community members can scan the QR code located directly on the attached flyer to purchase Anniversary Dinner Tickets.
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October 23, 2026
4:00 - 7:00 p.m.
The Star Child Spooktacular
Join us for The Star Child Spooktacular: Halloween Magical Games on Friday, October 23 from 4–7 PM. Enjoy four fun magical games, free Halloween mocktails and treats, tarot readings with Paige Burleigh, and a special surprise for guests who come in costume. Fun for all ages at The Star Child Family Trading Company, 440 Race St., Cambridge.
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October 23, 2026
5:30 - 7:00 p.m.
East New Market's Trunk or Treat
Join East New Market for a fun evening of treats, costumes, and community at East New Market’s Trunk or Treat!
- Decorated trunks
- Plenty of treats
- Family-friendly costumes
- Fun photo opportunities
- October 23
- 5:30–7:00 PM
- East New Market’s Train Station
Stay after Trunk or Treat for our outdoor Movie Night beginning at 7:00 PM! Bring your chairs and blankets, grab something from the concession stand, and enjoy the movie with your neighbors.
Costumes are encouraged, but please keep them family-friendly. We can’t wait to see everyone!
Interested in decorating your trunk and handing out treats?
Sign up at: tinyurl.com/ENM-2026-TrunkSignUp
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October 23, 2026
7:00 p.m. - 9:00 p.m.
Movie Nights in the Neighborhood
Join East New Market Events for a fun-filled series of FREE outdoor movie nights right here in East New Market! Bring your lawn chairs, blankets, family, and friends for evenings under the stars with great movies, community fun, concessions, and food trucks.
- Free Admission
- Concessions Available
- Food Trucks On Site
- Open to the Community
October 23 at 7:00 PM
Halloweentown
10 Murphy’s Alley, Historic Train Station
Rain Date: October 30
We can’t wait to spend these evenings together celebrating community, neighbors, and classic movie night fun. Invite your friends and come make memories with us!
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October 24, 2026
7:30 a.m. - 5:30 p.m.
American Cruise Line Ship Docking
The American Independence will be docking at Long Wharf on October 24, 2026
*The schedule is subject to change due to weather or other reasons, please watch our calendar as we will update as we are able.
www.dorchesterchamber.org/events/calendar
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October 24, 2026
8:00 a.m. - 2:00 p.m.
Oyster Fritters, Soup & Yard Sale Day
Who's ready for some Linkwood Oyster Fritters?!? Well, come see us and get a fritter sandwich and some homemade soup and shop our market tables! We're sure there will be something for everyone!
8:00 am - 2:00 pm - Yard Sale
9:00 am - 2:00 pm - Food Items
Oyster Fritter sandwiches, Homemade soups, Baked Goods, Indoor Yard Sale / Vendors
Oyster Fritter Sandwiches-$12
Stewed Tomatoes-$6
Chili-$6
Green Lima Bean & Duplings-$6
Peas & Gumplings-$6
Vegetable Beef Soup-$6
Beef Hot Dogs-$3
(Soups served with rolls)
Homemade desserts available for sale
Pre-orders are encouraged.
Yard sale tables
As always, we thank you for your support.
410-221-0169 | LSVFC61@gmail.com
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October 24, 2026
9:00 a.m. - 7:30 p.m.
Hops in the Crops
Sipping a local brew while you wander through the corn maze on a fall day...YES PLEASE!!
Join the fall fun as we sip, celebrate, and savor the season!! Our WONDERFUL friends from Ten Eyck Brewing will be here with a big ole keg of Tractor Trail for draft beer in the Silo from 12pm-4pm, we’ll have an assortment of other local sips on special, AND we’ll be extending our hours for an Ale Trail evening where you get to explore the corn maze & find hidden brew stations to complete a full fall flight card (pre-ticketing required)!!
Emily's Produce
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October 24, 31, 2026
11:00 a.m. - 1:00 p.m.
Skipjack Nathan Public Sail
Enjoy a two-hour sail aboard the Skipjack Nathan! We tell stories, learn about the history of Skipjacks, enjoy scenic views, and dredge for oysters. Each sail is unique depending on the wind, weather, captain, and crew.
We carry up to 20 passengers per trip and the boat leaves the dock promptly on schedule. Please arrive at Long Wharf in Cambridge, MD 15 minutes before your sail to complete check-in and preparation.
Long Wharf
Next to 100 High Street
Cambridge, MD 21613
https://www.skipjack-nathan.org/
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October 24, 2026
12:00 p.m. - 2:00 p.m.
Annual Trunk or Treat @ Preston Auto
Everyone is invited! Join us for a spooktacular afternoon at our Annual Preston Autoplex Trunk or Treat!
Bring the whole family, dress up, and enjoy an afternoon filled with Halloween fun, treats, and creatively decorated trunks. Want to join the fun? Decorate your vehicle and enter our Trunk Decorating Contest for a chance to win one of our cash prizes!
Event Details
Saturday, October 24
Trunk Set-Up: 10 AM–12 PM | Trunk or Treat: 12–2 PM
The field next to Preston Hyundai
4327 Preston Road, Hurlock, MD
Trunk Decorating Contest
Show off your Halloween spirit and get creative! The top three decorated trunks will take home cash prizes.
Help Us Stock the Treats!
We’re also looking for sponsors and candy donations to help make this year’s event a success.
To donate money: Send a check to Keirsa Buckingham with “Memo: 2026 Trunk or Treat.”
To donate candy: Drop it off at Preston Hyundai or iFrog Marketing Solutions (Suite 2, Easton).
For sponsorship information or questions, contact Keirsa Buckingham at hoppy@prestonmotor.com.
We can’t wait to see you there!
https://www.facebook.com/events/2233589194097951/
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October 24, 2026
3:00 - 6:00 p.m.
Trot or Treat Parade
Positive Strides Center, a nonprofit therapeutic horseback riding program in Preston, is hosting "Trot or Treat", a free Halloween community event for families, on Saturday, October 24. We would be grateful if you would share it with your readers, viewers and listeners.
The event opens with a parade of costumed horses. Guests can then play games, paint a horse, take a photo in our horse photo booth and collect treats. Positive Strides will have an information booth with a donation box for anyone who would like to support our riders.
For photographers and videographers, the opening parade is the best moment to capture, and we would be glad to arrange a short interview with our staff or a rider's family. Our website has more details at positivestridescenter.org.
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October 24, 2026
4:00 p.m. - 7:00 p.m.
Carnival Fundraiser for Harriett's House
Harriett’s House is hosting a Carnival this year for our Annual Fundraiser. There will be cotton candy, carnival games, prizes and more! This is a family friendly event raising funds to support the mission of Harriett’s House supporting the lives of women survivors. Save your spot today, admission is free and donations are appreciated.
Register/Tickets
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October 25, 2026
12:30 - 5:00 p.m.
Football Sunday at Cambridge Moose
The RAVENS are taking on the BENGALS and we’re opening early so you can watch the game with your Moose family!
Lodge opens at 12:30 pm
Bring your favorite game-day appetizer, dip, side, snack or dessert and add it to the spread!
Big Screens
Cold Drinks
Plenty of Game-Day Food
Great Friends & Great Company
Throw on your purple, grab a dish, and come claim your seat! There’s nothing better than Football Sunday at the Moose!
Members & Qualified Guests Welcome.
Cambridge Moose Lodge 1211
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October 25, 2026
1:00 p.m. - 4:00 p.m.
LIVE on the Porch
Live on the Porch with Anna Burgess
Join us at Layton’s Chance Vineyard & Winery on Sunday, October 25th from 1–4 PM for an afternoon of great music, wine, and relaxation!
Featuring: Anna Burgess
Admission: FREE
Sip your favorite Layton’s Chance wines, relax on the porch, and soak up the sounds of this talented singer.
Bring your friends, grab a glass, and enjoy the perfect vineyard vibe!
www.laytonschance.com
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October 25, 2026
2:00 - 4:00 p.m.
Trunk or Teat at Cambridge Elks Lodge 1272
Open to Everyone. Come down the lane to the Cambridge Elks Lodge #1272 and bring your kids to our annual Trunk or Treat. Set up is at 11:30 for anyone wanting to participate. Lots of space available. Chilly Billy's Ice Cream will be there with his Ice Cream truck with ice cream for purchase. See you all down the lane.
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October 25, 2026
4:30 p.m. - 6:00 p.m.
Trunk or Teat at Immanuel UCC
Please join us for a family fun night.
Dress up and enjoy the fun!
Free admission (donations accepted) for all.
Children 12 and under will have the opportunity to "trick or treat" the decorated trunks of volunteer "treators" 🙂
3:45-4:00 - Set up.
4:30 pm, the Party starts!
All are welcome to decorate a trunk or a table to be treated from (if it rains, the event will be moved inside) and hand-out goodies to all the little ghouls and goblins at this Spooktacular family-friendly event! Sure to be FUN for all!!
***Children MUST be accompanied by an adult at all times!****
For safety and space reasons, we need anyone decorating a trunk to sign up ahead of time. To reserve a spot to decorate your trunk, send your name, phone number and/or email address to: 410-228-4640 (M-Th, 9am-1pm) or email to info@immanuelucc.faith
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October 26, 2026
6:00 p.m. - 8:00 p.m.
Town of Hurlock Council Meeting
The Town of Hurlock Council meets on the 2nd and 4th Monday of each month at 6 p.m. The meeting is open to the public.
The meeting can also be viewed via Town Hall Streams.
hurlock-md.gov/ | Council Minutes & Agendas
**Holiday Schedules may differ**
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October 26, 2026
6:00 p.m. - 8:00 p.m.
City of Cambridge Council Meeting
The City Council meets in public forum at 6 p.m. on the second and fourth Monday of each month (unless otherwise noted on the agenda) in the Council Chambers at 305 Gay Street. Follow them on Facebook, view meetings via Town Hall Streams
Meeting Schedule | Agenda Center
If work sessions are needed, they will normally be held on the 3rd Monday of the month beginning at 6 pm
Closed sessions may be scheduled to start at 5:00 pm as needed.
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October 26, 2026
7:00 p.m. - 8:00 p.m.
Town of Vienna Council Meeting
The Town of Vienna Public Meeting of the Mayor and Council meets on the 2nd and 4th Monday of each month at 7 p.m. The meeting is open to the public.
http://ViennaMD.org
**Holiday Schedules May Change Meeting Schedule
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October 27, 2026
Fee-Free Day: Theodore Roosevelt's Birthday
In recognition of Theodore Roosevelt's Birthday, all national wildlife refuges and other U.S. Fish and Wildlife Service lands that normally charge an entrance fee offer free admission October 27, 2026.
(The entrance fee waiver does not cover concessionaire or permit fees for some activities such as hunting, fishing or special tours.)
https://www.fws.gov/refuge/blackwater
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October 27, 2026
5:00 p.m. - 6:00 p.m.
Business Growth Series, Part 4: Simplify the Sales Process
Simplify the Sales Process
Manage Business Opportunities from Initial Contact Through Follow-Up
Gain practical tools for managing opportunities from the first conversation through follow-up. Learn how a consistent process can improve communication, strengthen relationships, and increase business success.
This is part of a Business Growth Series, presented by the Dorchester County Economic Development. This free five-part webinar series will be held on Tuesdays from October 6 through November 3 from
5-6 pm via Zoom and will be led by Thomas Ellis, Founder and Business Growth Coach of EWC Consultants. The series is designed to provide entrepreneurs, startups, small business owners, nonprofits and professionals with practical strategies to stregthen their businesses, build meaningful relationships, and create new opportunities for growth.
Click Here to Register
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October 27, 2026
6:00 p.m. - 7:30 p.m.
Shrimp Night at the Moose
Enjoy a dinner of Steamed or Fried Shrimp and two sides of your choice.
Great food and great company at the Cambridge Moose Lodge for just $12.00. Hope to see you there! Eat in or Carry Out.
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October 28, 2026
12:00 - 1:30 p.m.
Free Lunch & Learn - Suicide Prevention and Lethal Means Safety
For All Seasons will host a free community Lunch & Learn, Time & Distance Could Save a Life: An Introduction to CALM, on Wednesday, October 28, from 12 to 1:30 p.m. at the organization’s Center for Learning, 111 E. Dover Street in Easton.
Led by Lauren K. Weber, Chief Strategy Officer, and Lesa Mulcahy, Chief Clinical Officer, the session will introduce Counseling on Access to Lethal Means (CALM), an evidence-informed approach to suicide prevention that focuses on creating time, distance, and safety between individuals experiencing a suicidal crisis and potentially lethal means.
Participants will learn how compassionate, respectful conversations about firearms, medications, and other lethal means can help reduce suicide risk while preserving individual dignity, autonomy, and personal choice. The session will offer practical strategies for recognizing opportunities to have these conversations and creating additional layers of safety during periods of crisis.
The event is open to mental health professionals, healthcare providers, educators, first responders, community leaders, caregivers, and anyone who wants to be better prepared to support someone who may be at risk for suicide. Lunch will be provided at no cost, but seating is limited.
To register, visit CALMLandL.eventbrite.com. To learn more, contact centerforlearning@forallseasonsinc.org.
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October 28, 2026
6:00 p.m. - 8:00 p.m.
Trunk or Treat - TidalHealth
TidalHealth will again host free trunk-or-treat events in Seaford.
Families are invited to attend the location most convenient for them to enjoy festive fun, creative costumes, plenty of candy and meaningful connections with TidalHealth team members and community partners. Parents are responsible for the supervision of their children at these events.
Designated public parking will be available at each event. No public vehicles will be allowed in trunk-or-treat areas for the safety of all participants.
TidalHealth Nanticoke will host its third annual trunk-or-treat from 6 to 8 pm on Wednesday, Oct. 28, in the parking lot of TidalHealth Mears Campus, 100 Rawlins Drive, Seaford, DE 19973. The rain date is Thursday, Oct. 29.
This year's event will again be held in partnership with Delaware Guidance Services.
Questions? Email april.jenkins@tidalhealth.org or chris.martinez@tidalhealth.org.
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October 29, 2026
5:30 - 7:00 p.m.
Trunk or Treat at Moose
TRUNK OR TREAT AT CAMBRIDGE MOOSE LODGE 1211!
Grab the costumes, round up the kiddos, and come join us for a spooktacular evening of Halloween fun!
WE NEED TRUNKS!
We’re inviting individuals AND local businesses to participate! Decorate your trunk, bring plenty of treats, and help us make this a fun-filled evening for all of our little trick-or-treaters!
Bring the family!
Wear your costumes!
Visit the decorated trunks!
Collect lots of treats!
FREE hot dogs for the kids!
FREE drink for the kids!
Whether you want to decorate a trunk or just bring the kids out to trick-or-treat, we’d love to have you!
Help us fill the parking lot with decorated trunks and give our kiddos a safe, fun place to celebrate Halloween!
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October 30, 2026
5:00 p.m. - 9:00 p.m.
Main Street Trick or Treat
Cambridge Main Street will be hosting our annual Halloween event on Friday, October 30, from 5-8 p.m. Many streets are closed for this, as we have hundreds of families that attend -- the 300 block of High, Poplar, and the 400/500 block of Race. We have live music this year and are adding a Witches & Warlocks Crawl for our restaurants.
downtowncambridge.org
facebook.com/DowntownCambridgeMD
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October 30, 2026
5:00 p.m. - 10:00 p.m.
Tranzfusion Concert for Cambridge Power Boat Racing Association
Come rock with us at the Tranzfusion concert to benefit the Cambridge Classic Powerboat Regatta. The concert will be at the Dorchester American Legion Post 91 on Friday, October 30th. Plan to join in the fun, doors open at 5 pm, concert starts at 6 pm - til.
This concert is a fund raiser for the 2027 Cambridge Classic Powerboat Regatta. Tranzfusion is a live local classic rock band. They are well into their forth decade of performing, mainly on the Delmarva Penninsula and across the Chesapeake Bay Bridge. (https://www.facebook.com/tranzfusionband). They will be rocking the American Legion so be sure to get this on your calendar.
$15 per person donation/cover in advance / $20 per person at the door. All proceeds to support the 116-year tradition of power boat racing on the Choptank River.
50/50 Raffle Raffle and Wagon of Cheer Raffle
Cash bar & Food will be available for purchase.
We will have Cambridge Classic T-shirts available for purchase as well.
Click Here to prepurchase tickets.
Tickets on sale at the concert and available pre-concert at the Dorchester Chamber of Commerce, 306 High Street, Cambridge, MD.
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October 31, 2026
Halloween
DORCHESTER COUNTY OBSERVATION OF HALLOWEEN
At the Dorchester County Council meeting, Tuesday, October 6, 2026, it was approved by the Council that Halloween will be observed by County residents on Saturday, October 31, 2026 from 6:00 PM to 8:00 PM for children ages 12 and under. This policy will not supersede prescheduled times and dates set by municipalities. Residents living outside town limits should follow the County policy set forth by the County Council, unless they intend on carrying their child (ren) into a town.
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October 31, 2026
Halloween in Hurlock
A massive new celebration is coming to town: Halloween In Hurlock!
On Saturday, October 31st, we are turning the town into the ultimate Halloween destination. Check out the flyer below for the main events, including:
The Trick-or-Treatin' Trolley rolling through the neighborhoods
The Haunted Express & Jack-o'-Lantern Display glowing at the Train Station
Hurlock History Museum special day & night hours
Marshmallows with the Murphys over in Woodsedge
Mark your calendars and join our official Facebook Event Page to get all the updates in one place. Stay tuned—because in the next few days, we’ll be dropping the exact Trolley neighborhood schedule and all the details on how YOU can enter the community Jack-o'-Lantern carving contest!
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October 31, 2026
9 a.m. - 5:00 p.m.
Emily's Halloween Hoopla
It’s going to be an epic day here at Emily’s Produce full of Halloween treats and absolutely no tricks!!
Come in costume for a free festive treat, take part in our all ages costume parade (11am), enjoy the ULTIMATE fall festivity, fill your arms with as many pumpkins as you can carry for $25, carve a halloween pumpkin in the Fields of Fun, and end your October in the BEST way possible!!
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October 31, 2026
2:00 p.m. - 9:00 p.m.
Halloween at PBW
We are SO excited about spooky season here at Palm Beach Willies and we cannot wait to see the Trunk or Treat entries and all of the Costumes this year!
Trunk or Treat from 2-4pm with a family friendly party at the Tiki Bar from 5-9pm, live music from The Strays 5-8pm
We have great prizes for both including plushies for the kids and gift cards for the grown ups, with fun and games for everyone!
Trunk and Kids costume competition at 3:30/ Adult costumes at 8:30
Don’t forget to message us or call the marina to register your trunk so we ensure parking spaces for all entries.
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November 1, 2026
Daylight Savings Time Ends
Fall Back
Set your clocks back one hour and also change the batteries in your smoke detectors.
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November 1, 2026
8:00 a.m. - 12:00 p.m.
Guided Birding Tour
Expert birder Terry Allen will help you find and identify the large variety of birds that are found on Blackwater NWR!
All Birding Tours meet at the Blackwater Visitor Center, 2145 Key Wallace Drive, Cambridge,
MD, 21613. Tours begin at 8am, unless otherwise noted. Tours may last 3-4 hours. Bring your binoculars
(loaners available) and dress appropriately for the weather. The birding party will caravan via car to
birding hotspots around the Wildlife Drive.
For further information, please call the Blackwater NWR Visitor Center at 410-228-2677 or visit our website at www.fws.gov/refuge/Blackwater.
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November 1, 2026
11:00 a.m. - 3:00 p.m.
First Responder Day
Calling all first responders...let us give you a great big Emily’s Produce THANK YOU for all that you do by welcoming you + up to 3 immediate family members to enter our Fields of Fun for FREE!!
Not a first responder?? Not a problem!! We’ll also have plenty of first responder trucks & vehicles for your kiddos to see out in the Fields of Fun, non-profit vendor tables and plenty of festivity to soak up all around the market!!
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November 1, 2026
12:00 p.m. - 2:00 p.m.
Bingo at the Elks #1272
Come and join Changing My Stars for an afternoon of Bingo at the Cambridge Elks Lodge #1272 on Sunday, October 18.
Doors open at 12 noon, Games begin at 2 pm.
$35.00 in advance / $40.00 at the door.
www.changingmystars.org
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November 1, 2026
11:00 a.m. - 6:00 p.m
Main Street on the Upswing - Downtown Cambridge
We, at Cambridge Main Street/Downtown Cambridge, are so excited for our first ever golf tournament -- Main Street on the Upswing, on Monday, November 2, at the Hyatt Regency Chesapeake Bay, in Cambridge.
Register a team or check out our available sponsorship opportunities at Main Street on the Upswing — Downtown Cambridge
Cambridge Main Street is a 501(c)(3) nonprofit organization, and is solely funded by our fundraising efforts, community and corporate donors, and grants. Our events, programs, beautification and economic development efforts in historic Downtown Cambridge would not be possible without the support of our community.
We hope to see you on Monday, November 2!
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November 3, 2026
7:00 a.m. - 8:00 p.m.
General Election Day
The 2026 General / Gubernatorial Election is Tuesday, November 3, 2026
Voting Centers are open 7 a.m. - 8 p.m.
https://elections.maryland.gov/elections/2026/index.html
Early Voting: October 22 - 29, 2026
Dorchester County Early Voting Center - 1000 Goodwill Avenue, Cambridge, MD 21613
Voter Registration, Click here
To find out more information, go to the Dorchester County Election Board's website: https://www.docomdelections.org/
Candidates for Dorchester County received a questionnaire about issues affecting the business community.
A link can be found on our website with the responses received from the candidates, listed by specific race.
Here is the web page: dorchesterchamber.org/candidate-questions
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November 3, 2026
5:00 p.m. - 6:00 p.m.
Business Growth Series, Part 5: Network with Intention
Network with Intention
Turn Connections into Lasting Business Relationships
Learn how to network with purpose by building meaningful connections, creating lasting professional relationships, and following up effectively to generate new business opportunities.
This is part of a Business Growth Series, presented by the Dorchester County Economic Development. This free five-part webinar series will be held on Tuesdays from October 6 through November 3 from
5-6 pm via Zoom and will be led by Thomas Ellis, Founder and Business Growth Coach of EWC Consultants. The series is designed to provide entrepreneurs, startups, small business owners, nonprofits and professionals with practical strategies to stregthen their businesses, build meaningful relationships, and create new opportunities for growth.
Click Here to Register
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November 3, 2026
6:00 p.m. - 9:00 p.m.
America's 250 Music Series
America's 250 Music Series, held at 447 Venue is in tribute to the Chitlin Circuit on Pine Street and American/Americana music over 250 years.
This special music series honors the rich heritage, community spirit, and live music traditions that continue to shape Dorchester County and the Heart of the Chesapeake. Join in most Tuesday nights through October for local and regional musicians performing Motown, rock and roll, jazz, bluegrass, blues, and Americana and soul. At 447 Venue in Cambridge, Maryland. Doors open 6pm; music starts at 6:30pm with featured artists at 7:30pm. Here's the schedule:
Oct. 20: Woodstock Era with KC Stangl Group
Presented by Dorchester County Tourism and Grassroots Open Mic.
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Detailed Information for each event can be found on our website: www.dorchesterchamber.org/events/calendar/
Please always check with the organization holding the event to make sure the events are still being held.
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Please take the time to send your community events to us at:
robinmarie@dorchesterchamber.org
Events can be submitted on our Public Submission Event Page
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306 High Street
Cambridge, MD 21613
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