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September 30, 2026

Chamber Events

Membership Drop-In Hours

Tuesday | 10 AM - 12 PM

Members are invited to join us for Membership Drop-In Hours, a dedicated time for members to stop by and meet with Keri Conlon, Member and Visitor Services Manager. This is an opportunity to ask questions, review benefits, and discuss business concerns in a small setting. No appointment is needed! Learn More

MA House 2nd Essex District Candidate Forum 2026

Monday, October 5 | 6:30 - 8 PM

True North Ale Company


On Monday, October 5, the Greater Cape Ann Chamber of Commerce in partnership with Ipswich Local News and Hamilton Wenham News will host a Candidate Forum for State Representative for the Second Essex District on the November 3rd Election ballot.  


The forum will be held at True North Ale Company from 6:30 to 8:00 PM. This event will be open to the public.


The candidates participating in alphabetical order are:

  • Kristin Kassner (D) incumbent
  • Daniel Kelly (R)


The candidates will each be given the opportunity to answer several questions on a wide range of topics. Please use this form to submit questions.


The event will be recorded by ICAM.

Building Connections: An Ipswich Business Meet-Up

Wednesday, October 7 | 5 - 7 PM

Ipswich Country Club


Ipswich businesses are invited to join us for an evening of connection and opportunity at Ipswich Country Club!

Do you want to expand your network?

Are you looking for new opportunities for your business?

Are you interested in ways you can engage with fellow entrepreneurs and get more involved in our community?


Ipswich Division Chamber members are encouraged to invite non-member Ipswich businesses to attend this networking evening, to come meet the new Ipswich Town Manager, Brendan Sweeney, and enjoy light appetizers, a cash bar, and great connections. Engage with fellow and prospective chamber members and learn more about how we can work together for a stronger Ipswich business community.

Registration Required

In-Person Coffee & Connections

Wednesday, October 14 | 8 - 9 AM

Chamber Office


Hosted by MassHire. Join us for a morning networking event where you can expand your business connections, explore resources, and discover new opportunities.

Register Today

Business After Hours:

Cape Ann Savings Financial Advisors

Wednesday, October 21

Cape Ann Savings Bank, Gloucester


Join us for an evening of connection and conversation at Cape Ann Savings Financial Advisors! As a department of Cape Ann Savings Bank, CASFA is proud to unveil its fresh new brand following a recent rebrand from Cape Ann Savings Trust & Financial Services. Celebrate this exciting new chapter with them while enjoying a relaxed and welcoming evening of networking, relationship-building, and community.

 

Whether you’re a longtime Chamber member or new to the community, this is a wonderful opportunity to connect with fellow business leaders from across the region.

Register Now: Free for members | $15 for non-members

$20K Game Tickets Now Available for Purchase

Drawing: Wednesday, October 28 | 5 - 7 PM

@ The Cut, with food by The Publick House


The $20K Game tickets are officially in the house and ready for sale!


There are 12 incredible chances to win, with a grand total of $20,000 in cash prizes up for grabs—including a $10,000 Grand Prize! Tickets are $100 each, and we are strictly limiting sales to just 400 tickets, giving you excellent odds to win.


How to Get Your Tickets

Online: Visit https://bit.ly/20KGame

In Person: Purchase directly from Chamber Board Members or your favorite local seller.


The live drawing takes place on Wednesday, October 28, 2026, from 5:00 PM to 7:00 PM at The Cut in Gloucester. You do not need to be present to win, but seating is limited if you'd like to join the fun.


Special thanks to our Presenting Sponsor, Seashore Comfort Solutions!

Fall Festivals

Rockport Harvest Fest

Saturday, October 17

Featuring 3rd Annual Apple Pie Contest


Sign Up Now to Join the Apple Pie Competition! Open to Amateur Bakers Only!


Sponsorships Available

41st Annual Essex ClamFest and Arts & Craft Festival

Saturday, October 24

Shepard Memorial Park


Clam Chowder Competitor Spots Open


Sponsorships Available


Upcoming Ribbon Cuttings

Ipswich River Craft Ribbon Cutting with Open Studio and Showroom

Thursday, October 1 | 1 - 7:30 PM

Ribbon Cutting at 4:30 PM


Join us as we celebrate the Grand Opening of Ipswich River Craft in Essex! 


Come tour their new studio in their brand new location and explore their unique brand of nautical gifts, specializing in hand-crafted and custom painted nautical alphabet flag signs!


Enjoy light refreshments while you browse an array of nautical inspirations from other local artisans and see how your name appears in the "secret" nautical alphabet. Observe live demos of gold leaf application. Custom orders welcome!


Special! Offering 20% off nautical flag block signs during the open studio.  

Member & Community Events

 

On-Going Events

Sign Up Now

Sound Healing Bath in the Salt Cave

October 9 @ 6 PM

Big Feelings, Confident Parenting

October 15 @ 7 PM

Past Life Spirit Guide Connection

October 23 @ 6 PM

Somatic Reset

October 3 @ 3 PM

October 24 @ 3 PM

Reiki Level 1 Training

October 3 @ 12:30 PM

Fall Sound Bath: Grounding & Renewal

October 3 @ 4 PM

Felix Family Farm, Ipswich


Reiki Level I Certification

October 24 @ 1 PM

Elephant Tree Youga, Ipswich

Enterprise Center at Salem University


Building Grant-Ready Budgets for Your Nonprofit

Thursday, October 8 | 8:30 - 10:30 AM


Simple Steps for Starting Your Business Series: Session #2

Tuesday, October 13 | 8:30 - 10:30 AM


Non-Profit Series #2: Finding and Retaining Volunteers (WEBINAR)

Tuesday, October 20 | 9 -10 AM

Member Events

1926: A Year in the Life of Hammond and His Castle

Wednesday, September 30 | 5:30 - 7:30 PM

Hammond Castle Museum


One hundred years ago, John Hays Hammond Jr. embarked on one of the most ambitious projects of his life: building Hammond Castle Museum. But why construct a brand new medieval-inspired castle after already transforming his previous home into a castle-like residence? And why was Hammond absent during the first year of construction, entrusting oversight of the project to one of the Hammond Research Laboratory's engineers? Learn More & Get Tickets

Commonwealth Payroll & HR Webinar: Fall Product Spotlight

Thursday, October 1 | 1 - 2 PM

Online Webinar


Discover how four new solutions can help simplify performance management, enhance employee self-service, guide benefits decisions, and strengthen payroll accuracy. We will demonstrate each solution in action and how they can make your everyday HR and payroll challenges easier to manage. Showcasing: Perform Small Business, Claude Connector, Perfect Benefits Guidance, and Payroll Assist. Learn More


Save the date: Commonwealth Payroll & HR Webinar: 401(k) Straight Talk for Employers. Tuesday, October 13 - 1 PM

Fall Cider & Donut Cruises

Weekends in October

Essex River Cruises and Charters


Embark on a journey to experience the award-winning flavors of Fall in New England! Cruise near Hog/Choate Island and behold the mesmerizing dark spruce forest. Watch as nature paints the landscape with brilliant hues of yellow and orange. Treat yourself to complimentary hot cider and delectable donuts from the acclaimed Russell Orchard of Ipswich. Join us for an unforgettable adventure amidst New England's most magnificent fall foliage.

Reception for 3 New Exhibitions

Saturday, October 3 | 1 - 3 PM

Rockport Art Association & Museum


Join us for our reception for the following new exhibitions:

Bethany Peck Solo Show: September 26 - October 15

Riding The Waves: Art Of The Schooner Adventure – Juried Artist Members: September 26 - November 8

Fall Exhibition – Juried Artist Members: September 26 - November 8

Cape Ann Plein Air

October 3 - 11, 2026


Cape Ann Plein Air week brings 36 juried artists to the coastal landscapes of Cape Ann, Massachusetts, where they paint through the week & compete for awards & prizes. Join us for live demonstrations, a Quickdraw competition with over 100 artists, opening reception, our Gala & Art Sale, & judges' talks.


Please visit the Cape Ann Plein Air website for the detailed calendar of events. 

"Tails on the Trails" presented by Cranney Home Services

to benefit Cape Ann Animal Aid

Saturday, October 4 | 10 AM - 2 PM

Dogtown Woods, Gloucester


Get your Tail on the Trails! Join Cape Ann Animal Aid for a 2.6-mile hike in Dogtown Woods with your pup to fundraise for Cape Ann Animal Aid! Register for this event, and then create your own fundraiser to keep the good momentum going! All funds raised will support homeless animals at Cape Ann Animal Aid.


Visit capeannanimalaid.org/walk for more information and to sign up to walk! 

Cape Ann Cake Fest

Sunday, October 4 | 2 - 4 PM

Windhover Center for the Performing Arts, Rockport


Hosted in support of The Open Door and Windhover Center for the Performing Arts, Cape Ann Cake Fest brings bakers of every kind — home bakers, bakery-bought, the ambitious and the just-here-for-fun — together for one afternoon of sampling, swapping, and second helpings. Bring a cake, leave with a box full of new favorites, and help support two organizations doing vital work on Cape Ann. Learn More

Cape Ann Toastmasters Open House

Tuesday, October 6 | 7 - 9 PM

Cape Ann Savings Bank Community Room

123 Main Street, Gloucester


Curious about Toastmasters? Come see what we’re all about! Cape Ann Toastmasters is a local public speaking club where people come together to build confidence, improve communication skills, practice speaking in front of others, and develop leadership skills in a supportive, low-pressure environment. Our Open House is a great opportunity to visit, meet members, see how a Toastmasters meeting works, and learn whether the club might be a good fit for you. Learn More | Register Now

North Shore Alliance Policymaker Series Featuring Dr. Stephen Zrike Jr., Secretary of Education

Wednesday, October 7 | 9 - 10 AM

18 Washington Square Salem


Secretary Zrike will provide an update of the Healey-Driscoll Administration Education initiatives statewide and for our region. Registration is required to attend.

CAM Studio Art: Design and Print the Folly Cove Way

Wednesday, October 7 | 1 - 4 PM (Runs for 4 Sessions)

CAM Education Room, Downtown Campus


Step into the spirit of the legendary Folly Cove Designers and learn the art of block printing with artist Mary Rhinelander in this four-week course. This class blends design fundamentals, creative play, and the rich history of Cape Ann’s iconic design collective. Referencing her unpublished book, Design and How, you’ll explore the principles of design that Virginia Lee Demetrios taught her students—selecting a theme and exploring it deeply through clarity of line, rhythm, repetition, and pattern—and you will discover how her timeless ideas can elevate your own artistic voice. Each week builds your confidence as you sketch, carve, and print your way towards an original finished artwork. Learn More & Register

A'mi Nail Studio Grand Opening Open House

Thursday, October 8 | 4 - 6 PM

17B Beach St., Manchester-by-the-Sea


Join us as we celebrate the opening of A'mi Nail Studio in beautiful Manchester-by-the-Sea! Come browse the new studio and enjoy light refreshments. Raffles and a special promotional offer for the first 20 guests!


A'mi Nail Studio: beautiful nails, thoughtfully done. Organic care and modern technique, in a calm, spa-like space designed around you. Learn More

Harborlight Homes - Journey Home 2026

Thursday, October 8 | 6 - 8 PM

The Historic Theatre at Beverly Village for Living & The Arts

20 Colon Street, Beverly


Join us for Harborlight Homes’ most meaningful Journey Home yet; our first event hosted in a community your generosity helped create. It's going to be an evening to inspire. Great food, inspiring stories, and a first look at how your support is transforming lives across the North Shore. Learn More

Cape Ann Plein Air Gala and Art Sale

Friday, October 9 | 6 - 8 PM

North Shore Arts Association, 11 Pirates Lane, Gloucester


Celebrating 10 years. 36 artists. 175+ paintings. One unforgettable night. Sip, snack, and shop original art fresh off the easel — then meet the artists who made it and see who won awards. Live music + open bar + light refreshments by Timothy Hopkins catering. Buy Tickets

Cape Ann Artisans Fall 2026 Open Studios

Saturday, October 10

Sunday October 11


Explore the creativity, craftsmanship, and coastal inspiration of the talented artisans featured in the Cape Ann Artisans Fall Open Studios 2026! This year’s tour showcases an exciting variety of artistic styles and mediums. Visitors can also learn more about the open studios in the Media Announcement.

Rockport Art Walk Second Saturdays

Saturday, October 10 | 4 - 7 PM

Last ArtWalk of the Season!


Art, artists, refreshments, shopping, and ocean views—what more could you ask for? Join us on the Second Saturday of every month for our Art Walk and experience a vibrant evening filled with creativity, conversation, and coastal charm. Visit rockportartwalk.com for list of participants.

L. Dexter Woodman Family Foundation - Restaurant Night

Wednesday, October 14 | 11 AM - 10 PM

The James 55 Main St. Essex


Join us at The James for lunch or dinner and The James will generously donate a percentage of the proceeds from the entire day to the Foundation! Live music by Jeff Fraser.


Save the Date

L. Dexter Woodman Family Foundation - Left Right Center Fundraising Tournament

Saturday, October 25 | 5:30 - 10 PM

Manchester Legion

Stepping Up for SeniorCare!

54th Anniversary Celebration

Thursday, October 15 | 5:30 - 8 PM

Beauport Hotel


SeniorCare's 54th Anniversary Celebration, marking over five decades of dedicated service to our community, will be Thursday, October 15, 2026, in the beautiful Beauport Hotel Grand Ballroom overlooking Gloucester Harbor.

 

Join us for an unforgettable evening of celebration and support for SeniorCare’s vital services for older adults! Enjoy a buffet dinner, cash bar, exciting raffles, and awards as we honor our Community Heroes:

  • Lenny & Dottie Linquata, Myra L. Herrick Outstanding Older American Award
  • Sheila Taylor, Rosemary F. Kerry Community Service Award


Get Tickets


Museum Happenings

Spiritualism Tours by Candlelight: Every Thursday through October

En Plein Air Sketch Classes with Sue Wheeler:

9:30 AM: October 3

1 PM: September 10, October 8

Gloucester Gratis Days Complimentary Admission at Hammond Castle Museum: Every Tuesday through November 10

Captain Elias Davis House Tour: Fridays @ 2 PM

Artful Conversations: “Morning, Gloucester Harbor,” by Frederick J. Mulhaupt: October 22 & 29 @ 12:30 PM

CAM Talk: From Clay to Bronze, The Making of the Seated Cat, by Robert Shure: October 24 @ 2 PM

Artful Conversations: John Sloan’s “Scavenger Rocks”: November 5 & 12 @ 2 PM

Homeschool Scholars: Seasonal Rhythms: Thursdays, October 1 - October 22 | 9 AM - 12 PM

Homeschool Adventures: Session 2: Tuesdays, October 13 - November 3 | 1 - 4 PM

CraneOutdoors Sunset Kayak in the Crane Wildlife Refuge: paddling in the protected waters of one of the most scenic sections of the Great Marsh

CraneOutdoors Kayak Adventure on the Castle Neck River: enjoy the natural beauty of the Massachusetts North Shore is kayaking the placid waters of the Great Marsh

CraneOutdoors: Choate Island Kayak and Hiking Adventure: kayak and hike your way to a perfect day

Castle Hill Tours: Guest of the Cranes, Cupola with a View, The Cat's Meow, Behind the Scenes in the Great House

Adult Cow Connection at Appleton Farms: Fridays, 5 PM

Family Farm Chores at Appleton Farms: Sundays, 9 AM

Barnyard Story Hour at Appleton Farms: Tuesdays, 10:30 AM. Appropriate for infants to children aged 6. Children under 2 are free.

Performing Arts Centers

Ruthie Foster: October 1 @ 7:30 PM

Così fan tutte - Metropolitan Opera in HD: October 4 @ 1 PM

Strictly Sinatra with Michael Dutra: October 8 @ 7 PM

Stacey Kent: October 9 @ 7:30 PM

Chanticleer: October 10 @ 7:30 PM

Abigail Rose & Melanie MacLaren: October 11 @ 5 PM

Neko Case: October 16 @ 7:30 PM

Macbeth: October 17 @ 1 PM

Cheyenne Jackson: October 18 @ 5 PM

 Jerron Paxton and Dennis Lichtman: October 21 @ 7 PM

Susto: October 23 @ 7:30 PM

The Rockport Murder Mysteries: October 27 @ 6:30 PM

Josh Ritter: October 28 @ 7:30 PM

East Nash Grass: October 30 @ 7:30 PM

Hotel Transylvania: October 31 @ 11 AM

Flamenkora: October 1 @ 8 PM

Steve Rondo: October 2 @ 8 PM

Dueling Pianos - Fall Show: October 3 @ 8 PM

No Sitter Necessary K-POP Dance Battle: October 4 @ 1 PM

Nervous Guys | G Gordon Gritty | The Chip Rockers | Beware the Dangers of a Ghost Scorpion: October 8 @ 8 PM

Grunge Fest @ The Cut! Alice In Chains and Stone Temple Pilots Tribute Night: October 9 @ 8 PM

Jimmy Tingle: The "Radical" Middle- Why Would a Comedian Run for Office?: October 11 @ 7 PM

Reckoners: October 16 @ 8 PM

Chelsea Berry - Peace Soldier Album Release: October 17 @ 7 PM

Magic Hunks - Girls Night Out: October 22 @ 8 PM

Dead to the Core - October Show: October 23 @ 8 PM

Vyntyge Skynyrd - Lynyrd Skynyrd Experience: October 24 @ 8 PM

Alexandra Grace Music Studio's Songs & Spells - Early Show: October 25 @ 2 PM

Alexandra Grace Music Studio's Songs & Spells - Late Show: October 25 @ 6 PM

Steel Magnolias: September 30 @ 7 PM

Teenage Sex and Death at Camp Miasma: October 1 & 2 @ 7 PM

Kaki King (Off Cabot): October 1 @ 8 PM

Ghosts of Jupiter featuring Nate Wilson of Moe (Off Cabot): October 2 @ 8 PM

Chris Moreno (Off Cabot): October 3 @ 8 PM

Essex Improv: Improv Level 201 (Off Cabot): October 4 @ 11 AM

Shoebert’s Unfinished Journey: October 4 @ 1:30 PM & 4:30 PM

The Omen (1976) 50th Anniversary Screening: October 4 @ 6 PM

Broadway Bar: Comedy, Costumes, & Camp! (Off Cabot): October 5 @ 7 PM

The Carole King & James Taylor Story: October 6 @ 7 PM

Draft Night (Off Cabot): October 6 @ 7 PM

Essex Improv: Improv Level 101: October 7 @ 7 PM

Aliens - 40th Anniversary Screening: October 8 @ 7 PM

Live Band Karaoke with The Inbetweeners (Off Cabot): October 8 @ 8 PM

Magical Mystery Doors: October 9 @ 8 PM

Ted Leo (Off Cabot): OCtober 8 @ 8 PM

Tricks and Treats with Matt Heaton - Kids at The Cabot: October 10 @ 10 AM

The Shining: October 10 @ 7 PM

Jackie Flynn (Off Cabot): October 10 @ 8 PM

Dracula (1931) & Frankenstein (1931) Double Feature: October 11 @ 6 PM

Voices of Hope Presents The Beat Goes On: October 3 (Auction 6:30 PM, Performance 7:30 PM)

Yeston & Kopit's Phantom: October 21 - November 1, 2026

A Christmas Carol: December 3 - 23

Soundings Sponsors

We extend a big thank you to our supporting sponsors.


If you are interested in promoting with the Greater Cape Ann Chamber of Commerce and sponsoring this newsletter, please contact Sam Bevins at sam@capeannchamber.com


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