Together, Let's Glow! Auction | | |
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
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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.
The event will be recorded by ICAM.
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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
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$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!
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RENEW by the Sea Grand Opening Ribbon Cutting
Thursday, September 24
9 - 10 AM
17 Beach Street, Unit D
Manchester-by-the-Sea
Join us as we celebrate the opening of RENEW by the Sea with an official ribbon-cutting ceremony in beautiful Manchester-by-the-Sea! Founded by Dr. Pam Jarboe, RENEW by the Sea is a regenerative care center bringing together advanced science and holistic healing to help people feel, move, and live their best.
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Ribbon Cutting Ceremony - City of Gloucester's Wayfinding Signage
Friday, September 25
11:30 AM - 12 PM
Rogers Street
in front of 24 Harbor Loop
Join is in celebrating the unveiling of the City of Gloucester's new Wayfinding Signs!
These signs, placed in strategic points throughout downtown, will help visitors navigate the downtown area providing more clear direction on where to park, things to do and key points of interest. This culminates a year's long project in the city's initiative to make Gloucester a welcoming destination.
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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
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Marini Farm Corn Maze Adventures 2026: Open Saturdays and Sundays through October
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Themed Public Sail: Schooner Adventure, Sundays through September 20 | 11 AM - 1:30 PM
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Rockport Exchange Farmer's Market: 9 AM - 1 PM in Harvey Park, Rockport | Every Saturday through October 10
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Cape Ann Lanes & Laneside Pub & Brewery:
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Music Video Bingo - Join us every Tuesday in our Laneside Pub & Brewery for Music Video Bingo!
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Ladies Night - Every Wednesday night all summer long
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Unlimited Cosmic Bowling: Thursday Night Special
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Backyard Growcery: Every Wednesday | 2:30 - 6:30 PM | Burnham’s Field, Gloucester, through September 30
- Rockport Art Association & Museum
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Fourth Summer Show - Juried Artist Members: through September 20
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A Tribute To Ansel Adams – Skip Montello Solo Show, through September 24
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Museum Fundraiser: Collector's Sale: through September 27
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Impressions of the New England Landscape: through October 18
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Landings 3 Visions: Cape Ann Cosmos Gallery, through October 11
- Rocky Neck Art Colony: Weekly Life Drawing Workshops, Mondays, 1 - 4 PM
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Fiber Arts Circle: Wednesdays at Manchester Public Library, 2 - 3 PM
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Cape Ann Foodie Tours presents Beauport Hotel Taste of Gloucester Tour: Every Thursday, Friday & Saturday, 11:30 AM - 2:30 PM, starting at the Beauport Hotel
- The James Pub & Provisions Events, Essex
- Burger & Beer Night Mondays $20
- Trivia Night Tuesdays
- Live Music Fridays, Saturdays, and Sundays
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Artful Conversations:
Sierra ‘Autumn’ Henries with her Father, Hawk Henries
2024, by Matika Wilbur
Thursday, September 24 | 12:30 - 1:30 PM
Cape Ann Museum | Downtown Campus
Take a midday pause and experience one work of art in depth. Artful Conversations are informal, docent-led gallery experiences that invite visitors to slow down, look closely, and engage in thoughtful conversation. Each session features a work of art or object that is new to view—whether a recent acquisition or a work newly installed in the galleries. Learn More
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Meet the Sound Artist: Opening Night w/ Liam Anastasia-Murphy
Thursday, September 24 | 5 - 6:30 PM
Sawyer Free Library
Get inspired by our 2026 Sound Artist in Residence, Liam Anastasia-Murphy. Join Liam for an evening of sound performance and conversation about music making. Discover how Liam will be working in the Library’s Digital Learning Lab Audio Studios and how to get involved with our upcoming community workshops and recording projects. Reserve Your Spot Today
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Fair Winds and Following Seas: Matthew Allen & Zelda Rohrbach Mayer
Opening Reception, Friday, September 25 | 5:30 - 7:30 PM
Rockport Art Association & Museum
Fair Winds and Following Seas presents the work of two artists from opposite coasts: interdisciplinary Southern California artist Matthew Allen and Boston-area ceramicist Zelda Rohrbach Mayer.
Zelda and Matthew’s practices are deeply shaped by the materials they work with. Both appreciate works in process as much as the finished piece, as well as the inevitable element of surprise that comes with making objects by hand.
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North of Boston Life & Wellness Expo
Saturday, September 26 | 9 AM - 1 PM
Essex North Shore Agricultural & Technical School, Danvers, MA
Join us for our 2nd Annual North of Boston Life and Wellness Expo! Promoting healthy living & community well-being. The North of Boston Life & Wellness Expo is a free community event designed to inspire healthier lifestyles across all ages. Hosted by State Senators and Representatives of North Shore communities. It offers resources, support, and inspiration for all ages and needs—including families, veterans, older adults, individuals with disabilities, caregivers, and more! Learn More
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5th Annual Clean Up Day
Saturday, September 26 | 9 AM - 12 PM
Meet at Gloucester High School
Come join other volunteers who care about our community and help clean up downtown Gloucester! Bags, gloves, and refreshments provided. Working Together to Keep Gloucester Clean!
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Choate Island Day
Saturday, September 26 | 10 AM - 3 PM
Crane Beach
Spend a day with us in celebration of Choate Island – the crown jewel of the Crane Wildlife Refuge. Here, deer and foxes roam through fields that once housed herds of sheep, and osprey fly over breathtaking views of Essex Bay. The island was first home to indigenous farmers and fishers, then to generations of the Choate family, and was later a retreat for Cornelius and Miné Crane, who loved the place so much they decided to be buried at the summit. This year, we are again offering both a Self-Guided and Guided experience. Both will allow visitors to explore the extent of the island. Learn More & Get Tickets
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Manship Artist Residency: David Hockney - A Bigger Picture
Saturday, September 26 | 2 - 4 PM
Sawyer Free Library
Please join us for a screening of the 2009 documentary David Hockney: A Bigger Picture, followed by a Q&A with director Bruno Wollheim from Coluga Pictures. Hockney Reproductions, on view from September 11, 2026 - October 18, 2026 is a major exhibition exploring the artist's six-decade career engagement with reproductive technologies through more than 70 posters, rare fax works, prints, photographic composites, digital drawings, and video installations. Register Now
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The Pumpkins are coming! The Pumpkins are coming!
Saturday, September 26 | 3 - 5 PM
West Gloucester Trinitarian Congregational Church, 488 Essex Ave
Pumpkin Sale starts Sunday, September 27
Hours are Monday to Friday, 3 to 6 PM
Saturdays, 9 AM to 6 PM
Sundays, noon to 6 pm.
The West Gloucester Trinitarian Congregational church is again selling pumpkins at 488 Essex Ave during October. The pumpkins are being delivered by very big truck about 3:00 pm on Saturday, Sept 26th. It is our task to empty the truck and all are invited to help us in this family friendly event. Yes, it is labor intensive and we have a good crew of kids who are taking the lead on this project. It is also a lot of fun! Anyone is welcome to come help and meet other folks in the community. Sales will start the next day after church. Learn More
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Emerson Inn Moonrise Party
Sunday, September 27 | 5 - 9 PM
The Emerson Inn
Join us at the historic Emerson inn for an evening of elegance. Sip on crafted, moon-themed cocktails and enjoy a delicious menu of seasonal bites, along with live music as we watch the harvest moon rise over the Atlantic. Reserve a Table
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CORE Peer Recovery - 4th Anniversary Open House
Tuesday, September 29 | 4 - 7 PM
11-15 Parker St, Suite 112, Gloucester
CORE Peer Recovery and Resource Center is happy to celebrate Recovery Month with our 4th Anniversary Open House on Tuesday, September 29th from 4:00pm to 7:00pm. The date holds a special place in our hearts because it was the birthdate of Cory Bullard, son of our founders, Gordon and Colleen, whose tragic loss to addiction inspired the creation of our center. So, we honor Cory and CORE by celebrating 4 continuous years of operation!! Learn More
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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
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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. Don't miss out on this enchanting opportunity. Peak foliage times may vary. Cider and Donuts from award-winning Russell Orchards.
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Cape Ann Cake Fest
Sunday, October 4 | 2 - 4 PM (Rescheduled from September 27)
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
Register by September 25 to get in on the fun! This event is rain or shine. No cancellations. Register Now
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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
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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.
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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
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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
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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.
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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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