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The Dorchester Chamber Connection


YOUR WEEKLY SOURCE FOR DORCHESTER COUNTY BUSINESS

AND COMMUNITY UPDATES


October 29, 2026

 
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We wish everyone a fun, festive, safe, and spooky Halloween weekend!


Please come see us during the annual Cambridge Main Street Trick or Treat Halloween event on Friday eve, October 30, in downtown Cambridge.



The Dorchester Chamber Young Professionals Committee will be greeting the community and handing out treats on Race Street from 5:00-8:00 p.m.


Tranzfusion Concert for Cambridge Power Boat Racing Association

TOMORROW - October 30, 2026 - 6:00 p.m.

American Legion Post 91, 98 Sunburst Highway, Cambridge, MD

Costumes Optional - Feel Free if You'd Like!


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

The American Legion Post 91 will be having Cash bar & Food will be available for purchase: 

Hot Dogs | Pulled pork sandwiches | Chicken salad | Mozzarella sticks | Coleslaw | French fries | Pizza by the slice | Nachos 'n cheese | Turkey 'n cheese sliders

Brownies | Cookies

We will have Cambridge Classic T-shirts available for purchase as well.


Click Here to prepurchase tickets. (PRESALE ENDS 3 p.m. on 10/30/2026)


Tickets on sale at the concert and available pre-concert at the

Dorchester Chamber of Commerce, 306 High Street, Cambridge, MD.

 
DIAMOND SPONSORS

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.

 
 

Notes from the Chamber

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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.


Robin, Thornette, & Alessandro

Snapshot on Chamber Services

Election Day is Tuesday, November 3, 2026

2026 Local Candidate Questions

  • The Dorchester Chamber of Commerce Government Affairs Committee created a series of questions for each of the local positions up for election in 2026. The questions are based on topics the committee believes are of concern to our members. It is by no means meant to be a comprehensive list of all voter concerns but will provide insight on candidate positions on key issues that would have an impact on the business community. The questions were provided to all candidates, even those running unopposed, to give all an equal chance to present their positions. 
  • The following links will take you to candidate responses that can be reviewed and downloaded. The responses are grouped by position and there is one file for each. Questions are listed in order with all responses for each question grouped together with candidate responses listed in order by candidate last name. 
  • Both candidates for Maryland State Senate
  • Click here to review responses​
  • ​Three of the six candidates for the Maryland House of Delegates
  • Click here to review responses
  • Five of the nine candidates for Dorchester County Council
  • District 1
  • District 2
  • District 3
  • District 5
  • Four of the five candidates for the Dorchester County Orphans Court 
  • Click here to review responses.
  • Both candidates for the Dorchester County Sheriff's Election provided answers.
  • Click here for responses
  • One of the two candidates provided answers for Dorchester County Register of Wills
  • Click here to review responses.


Upcoming Chamber Events

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.

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 1st: Members-$25, Non-Members-$30

After 5 p.m. November 1st: 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

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

Dominic DeLuca

Vice Chair

DELCO Packaging Products

Caitlin Cannon

Treasurer

Koski Enterprises

Blake Whitten

Immediate Past Chair

Whitten Retirement Solutions

Kevin Hill

Past Chairman

Hill-Kimmel Contracting

Jennifer Layton

Vice and Past Chairman

Layton's Chance

Camila (Cam) Lopez

Vice Chair

Cambridge Super Soda

Aliza Callahan

Shore United Bank


Bayley Brown-Covey

Powell Legacy Group

of Coldwell Banker Realty

Beth Hancock

Regal Rexnord Corporation/Cambridge Engineered Solutions

Brandon Hesson

City of Cambridge

Amber McGinnis

Chesapeake College


Sherri Hobbs-Messick

University of Maryland Shore Regional Health

Shane Nicolopoulos

Hyatt Regency Chesapeak Bay Resort & Spa

James Pilchard

CULTA


Eleanor Siri

Siri Premier Eyecare


Lisa Windsor

ZSTS Law Group

GOLD SPONSORS
WELCOME NEW MEMBERS

Morgan Stanley

Shane Hatfield

68601 Marlboro Ave, Suite 201

Easton, MD 21601

410-770-6146

eMail: Shane.hatfield@morganstanley.com

Website: https://advisor.morganstanley.com/shane.hatfield

Wealth Management


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.

 
SILVER SPONSORS
 
 

CHAMBER NEWS

Dorchester Chamber of Commerce Welcomes New Board Member


Amber McGinnis is the director of development for Chesapeake College and executive director of the Chesapeake College Foundation. In her current role she is responsible for growing internal and external relationships, fundraising, managing the Foundation’s non-profit Board of Directors, and executing a comprehensive grants strategy. Previously, Amber was an assistant professor of communication, director of the Honors Program, and still maintains adjunct faculty status at the College. She has been employed by Chesapeake College for 18 years. Before entering higher education, Amber worked in corporate communications for Baltimore-based Erickson Senior Living, where she oversaw the creative strategy for $10 million in advertising. She obtained a Bachelor of Science in Mass Communications from Towson University and a Master of Arts in Publications Design from the University of Baltimore. Amber is a native of southern Dorchester County and now resides in Cambridge with her husband, Sean, and two teenagers, Quinn and Daniel.

The new FOP #27 Lodge will be located at

2220 Dailsville Road

Cambridge, MD

Groundbreaking: Fraternal Order of Police Cambridge-Dorchester Lodge #27


The highly anticipated groundbreaking for the new Clubhouse for the Fraternal Order of Police, Cambridge-Dorchester Lodge #27, occurred this past week! We were able to join and great group and celebrate the start of a new lodge. We are so looking forward to the creation of a safe and happy location for officers to have meetings and functions.

Fraternal Order of Police, Cambridge - Dorchester Lodge #27, Inc.

Bronze Sponsors - Part 1

 
 
 
MEMBERS IN THE NEWS

Come Along with Us! Experience the Magic of Europe's Christmas Markets

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Shore Travel Invites You on a Special Avalon Waterways River Cruise | November 29 – December 8, 2027


Have you ever dreamed of experiencing Europe during the Christmas season? Imagine strolling through charming Christmas markets filled with twinkling lights, sipping warm mulled wine, browsing handcrafted gifts, and enjoying the festive traditions that make this time of year so magical.

Shore Travel is excited to invite you to come along with us on an unforgettable European Christmas Markets River Cruise with Avalon Waterways!


Our journey, Christmastime on the Blue Danube Discovery with 2 Nights in Prague, takes place November 29 – December 8, 2027.


Read more HERE

Get Ready for a Pleasant Holiday tricky Tray in 2026

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Pleasant Day Medical Adult Day Care will once again be holding their Annual Tricky Tray on Sunday, November 22 from 2-4 p.m. at their facility located at 2474 Cambridge Beltway, Cambridge, MD 21613.


There will be 100+ items including handmade wreaths, PLUS special raffles.


Pleasant Day's holiday fund raisers cannot happen without the help of the community. Your donations enable Pleasant Day participants to have a brighter, happier holiday season through activities, guests, trips, special homemade meals, and presents to open on Christmas Day. Please join us on November 22 to raise money or consider a contribution as a tricky tray item.


If you would like to donate to the event, please email care@pleasantday.com


Thank you to all sponsors, volunteers and members of the community that have supported our fundraisers throughout the years!


pleasantday.com/index.php/holiday-tricky-tray

See Flyer Here

Oysters & Moonlight Gala Raises About $50,000 for One Mission Cambridge

A sold-out crowd at the Cambridge Yacht Club helped raise approximately $50,000 for One Mission Cambridge during its Oysters & Moonlight Gala on October 17. Proceeds will support the organization’s services for Dorchester County individuals and families facing hardship.


Chaired by Bob and Laurie Cowin, the evening featured oysters, dinner, live music and dancing, along with wine and bourbon pulls. Raffle packages included a weeklong Lake Tahoe getaway, a custom fire ring with Adirondack chairs and accessories, and a lighthouse boat tour paired with a handmade stained-glass heron.


Read more on the Cambridge Spy

Handsell House hosts Amplifying Our Voices Symposium

(VIENNA, Md) – Historians from across Maryland, Delaware and Virginia are here at the Hansell House in Vienna to take part in the first ever Amplifying their Voices symposium. One of the first major events happening at the Three Cultures Center at Handsell.


Nanticoke Preservation Alliance Vice President Midge Ingersoll gives us a quick overview of the three day event taking place at the Three Cultures Center.


Midge tells WMDT, “It’s a symposium on interpretation of black and indigenous history. So he’s using the hands of both enhancing the site and our incident database as the basis for his teaching.”


The symposium is running through the weekend with researchers holding discussions through Friday.

With Saturday being open for everyone.


Read more on WMDT

Cambridge Emerges as Leading Overnight Alternative for St. Michaels Visitors

Cambridge appears to be benefiting from an unexpected source of tourism: visitors who come to St. Michaels but choose to spend the night elsewhere.

At the October 22 meeting of the St. Michaels Tourism Advisory Board, tourism officials reported that Cambridge had overtaken Easton as the leading overnight destination for visitors who come to St. Michaels but stay outside the town.


According to the town’s third-quarter tourism report, Cambridge accounted for more than 20% of these overnight stays, compared with approximately 6% in the previous quarter.


While these numbers represent a relatively small share of the overall St. Michaels tourism market, the shift suggests Cambridge is becoming a more significant lodging option for visitors exploring the Mid-Shore.


Read on the Cambridge Spy

A day 30 years in the making for the Cambridge-Dorchester FOP

Cambridge, Md. — After three decades of waiting, the Cambridge-Dorchester Fraternal Order of Police broke ground on a new clubhouse Tuesday, as they hope to build a space for local law enforcement to come together.


Thomas Hurley has been president of the Cambridge-Dorchester FOP Lodge #27 for 32 years, and he’s been working on this project for 30 of them. Now, the ground has been broken.


“I was starting to wonder if I ever was going to do it, you know? But the longest journey begins with one step, and I’m almost, I believe, to the end of that journey of trying to complete this project,” Hurley said.


Hurley’s dream is to build a place for local officers to call home – have meetings – share history – and honor fallen officers.


“A lot of good, positive things can come from this building being here and is for the officers and their families. So, it’s very important to have it,” Hughes said. 

He added that the FOP bought the land the structure will eventually be built on in 2017 and he realized the project he could get funding from grant money.


Read more and watch the segment on WMDT

For All Seasons Offers Lunch & Learn About What NASA Teaches Us About Hope, Purpose, and Thriving

On Wednesday, November 11, from noon to 1:30 p.m., For All Seasons Center for Learning will offer a free Lunch & Learn, What NASA Can Teach Us About Hope, Purpose, and Thriving, at its location at 111 E. Dover Street in Easton.


International researcher and author Dr. Jeff Thompson will share how the same psychological qualities that help astronauts thrive in the extreme environments of space can strengthen hope, purpose, and resilience in our lives. Drawing upon his research in suicide prevention, resilience, human performance, and his ongoing NASA-related work, Dr. Thompson will examine how building lives filled with meaning, connection, and hope is essential to supporting mental health and preventing suicide.


Read more HERE

MCE Women’s Business Center Announces Free of Charge November Classes

SALISBURY, Md. — Maryland Capital Enterprises’ Women’s Business Center (MCE WBC) will 

offer six no-charge webinars in November 2026 to help aspiring and established entrepreneurs 

explore business ownership, develop additional income, access resources and strengthen their 

financial foundation. All sessions are online and open to everyone. Advance registration is required 

to receive the webinar links.


Wednesday, November 4 | Noon–1 p.m.

First Steps of Starting Your Own Business

Nick Rudolph, Baltimore Regional Director for Maryland Capital Enterprises, will introduce the 

fundamentals of business ownership, including the advantages and challenges, skills and resources 

needed, Maryland startup requirements, the importance of good credit and the purpose of a business 

plan.

Tuesday, November 10 | Noon–1 p.m.

Turning Your Hobby into a Side Hustle

Discover how to turn something you enjoy into an income opportunity. Jim Peterson, Vice 

President and Small Business Ambassador for M&T Bank, will share practical tips and best 

practices for developing a hobby into a money-making side hustle during this live, interactive 

session.


Read more HERE

TidalHealth among America’s top performers in 2027 Healthgrades Star Report

The Healthgrades 2027 Star Report of hospital achievements shows TidalHealth is again rated among the nation’s best health systems in several clinical services.


TidalHealth announced today that it has earned numerous accolades for clinical excellence from Healthgrades, the #1 site Americans use to find a doctor or hospital.


TidalHealth Peninsula Regional is again One of America’s 50 Best Hospitals for Vascular Surgery. This is the thirteenth consecutive year earning that recognition (2015-2027). The vascular team also maintained the Healthgrades Vascular Surgery Excellence Award for a thirteenth consecutive year (2015-2027), placing it again among the Top 5% in the Nation for Vascular Surgery (2025-2027).


Read more HERE

LEGISLATIVE UPDATE

Official 2026 Gubernatorial Primary Election Results for Dorchester County


Dorchester County Board of Election

1000 Goodwill Ave.

Cambridge, MD 21613

www.docomdelections.org


General Election Day is November 3, 2026


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


Links to upcoming local meeting agendas



City of Cambridge


Town of Hurlock


Dorchester County Council


Here is link to Town Hall Streams where you can watch Dorchester County Council, City of Cambridge, Town of Hurlock, and Dorchester County School Board meetings live or recording of prior meetings: TOWN HALL STREAMS


This section of the weekly eNews is designed to provide updates to various legislative topics we think are of importance to our members. If there is any legislation we do not mention that you believe is important please reach out to us via email or call 410-228-3575.

BRONZE SPONSORS - PART 2

 
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UPCOMING CHAMBER EVENTS

October 30, 2026

6:00 p.m.

Tranzfusion Concert - TOMORROW

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 5, 2026

5:00 p.m.

Chamber Business Reception: DCPS | THRIVE

The Packing House

411 Dorchester Avenue, Cambridge, MD 21613

Click Here to Register


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

 
COMMUNITY EVENTS

Ongoing

Eastern Region SBDC Training Events


https://mdsbdc.ecenterdirect.com/events

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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/

Ongoing

Maryland Capital Enterprises, Inc., Women's Business Center offers Business Education


Click Here to see the latest classes being offered:

https://womensbusinesscenteratmarylandcapitalenterprises.org/services/womens-business-education/

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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 November 7 or Tuesday, November 10

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Thursdays

3:00 p.m. - 6:00 p.m.

Cambridge Farmers' Market 2026


The Cambridge, Maryland Farmers Market, held annually at Long Wharf, is operated by Cambridge Main Street, Inc.

The 2026 Market Season is open! Going from April through mid-November. 

We hope you'll visist us, in Downtown Cambridge, for our wonderful Farmers Market, on the Choptank River.

Cambridge Main Street / @CambridgeMainStreet/DowntownCambridge

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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

No class on Saturday November 7 or Tuesday, November 10

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 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. - 9:00 p.m.

Costume Halloween Party


Costume Halloween Party at the 86'D Tiki Bar at Portside Seafood Restaurant with live music by Union Bridge. Cash prizes for best costume.

portsidemaryland.com

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!

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!!

October 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 31, 2026

6:00 - 8:00 p.m.

Track or Treat


TRACT & TREAT

October 31

6 to 8 pm

Faith Baptist Fellowship's Lawn

1312 Race Street

Cambridge MD 21613

Faith Baptist Fellowship on Facebook

https://www.faithwalking.net/

Palm Beach Willies

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.

November 1, 2026


Daylight Savings Time Ends

Fall Back

Set your clocks back one hour and also change the batteries in your smoke detectors.

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.

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!!

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

6:00 - 8:00 p.m.

One Day Closer Gospel Quartet


Faith Baptist Fellowship's Lawn

1312 Race Street

Cambridge MD 21613

Faith Baptist Fellowship on Facebook

https://www.faithwalking.net/

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November 2, 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/

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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 

Music

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.

November 3, 2026

6:00 p.m. - 8:00 p.m.

Dorchester County Council Meeting


The County Council of Dorchester County meets the 1st and 3rd Tuesdays of each month for a Regular Open Session. Meeting Info: dorchestercountymd.com/newsroom/ |  https://dorchestercountymd.com/  

Streaming live and recorded at: https://www.townhallstreams.com/towns/dorchestercountymd

November 6, 2026

6:30 p.m. - 9:30 p.m.

Toast and Toasted


Join Layton's Chance on 𝐅𝐫𝐢𝐝𝐚𝐲, 𝐍𝐨𝐯𝐞𝐦𝐛𝐞𝐫 𝟔, 𝐟𝐫𝐨𝐦 𝟔:𝟑𝟎–𝟗:𝟑𝟎𝐩𝐦 for an evening of wine, s’mores, firepits, and live music under the stars!

We’ll light firepits throughout the yard so you can gather with friends, get cozy by the fire, and make your way through four s’mores paired with four of our wines. We’re bringing back last year’s favorite twist: two sweet s’mores and two savory s’mores!

And while you toast, taste, and relax by the fire, 𝐔𝐧𝐢𝐨𝐧 𝐑𝐨𝐚𝐝 will provide live music throughout the evening!

𝐓𝐢𝐜𝐤𝐞𝐭𝐬 𝐚𝐫𝐞 $𝟐𝟓 𝐩𝐞𝐫 𝐩𝐞𝐫𝐬𝐨𝐧 and include everything you need to make all four s’mores, all four wine pairings, and the concert.

Grab your friends and join us for a deliciously different night at the vineyard. We can’t wait to get Toast & Toasted with you!

**𝐆𝐨𝐥𝐝 𝐋𝐞𝐚𝐟 𝐦𝐞𝐦𝐛𝐞𝐫𝐬 save 15% off the price of 2 tickets - remember to log into your account FIRST when trying to purchase tickets!

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November 7, 2026

6:00 p.m. - 8:00 p.m.

Ultimate Survivor: How Insects Survive the Winter and Extreme Heat


Join the Friends of Blackwater National Wildlife Refuge on Saturday, November 7 at 6 p.m. at Layton’s Chance Vineyard & Winery for “Ultimate Survivor: How Local Insects Survive the Winter & Extreme Weather.” Entomologist Emily Zobel, Agriculture Faculty Extension Assistant for Dorchester County, will share her expertise and fascinating stories about the remarkable ways insects endure challenging conditions.

Emily holds a bachelor’s degree in Ecology and a master’s degree in Entomology from the University of Maryland and has extensive experience in insect research and sustainable agriculture.

Charcuterie will be provided, with wine and non-alcoholic beverages available for purchase. Tickets are $35 for Friends of Blackwater members and $45 for non-members, with special ticket-and-membership packages also available. Ten percent of all wine sales will be donated to the Friends of Blackwater to benefit the refuge.

Visit https://www.friendsofblackwater.org/speaker-series.html for tickets and additional information.

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November 7, 2026

10:00 a.m. - 4:00 p.m.

Christmas Open House - E.S. Hubberts Hardware


You're Invited to the E.S. Hubbert's Christmas Open House where the Elves have taken over!

Bring the whole family and celebrate the season with US! You'll find:

DIY ornaments with the elves | Cocoa & cookies | Solo Bonfire demo & s'mores (kits for the kids) | Holiday gifts, decor & festive fun | Delicious finger foods | Giftables at various price ranges for the entire family!

Shop Local 🌲Support Local 🌲Celebrate the Season with Us

facebook.com/ehubbert1

November 9, 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**

November 9, 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.

November 9, 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

November 10, 2026

8:00 a.m. - 12:00 p.m.

Guided Birding Tour


Expert birder Jim Green 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.

November 10, 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.

November 10, 2026

6:00 p.m. - 8:00 p.m.

Town of East New Market Council Meeting


The Town of East New Market Town Meetings are held the second Tuesday of each month at 7 pm at Town Hall; 101 Main Street, East New Market, MD 21631. The town members are welcomed to attend.


Working Sessions are the second and fourth Tuesdays of each month beginning at 5:30 pm at Town Hall. Town Citizens are encouraged to attend - questions and comments are held until the town meeting.

https://townofeastnewmarket.com  enmtownhall@gmail.com

November 11, 2026

7:00 a.m. - 11:00 p.m.

Free-Free Day: Veterans Day


In recognition of Veterans Day, all national wildlife refuges and other U.S. Fish and Wildlife Service lands that normally charge an entrance fee offer free admission November 11, 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

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.

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

306 High Street
Cambridge, MD 21613
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