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October 5, 2022

Chamber Events

Coffee & Connections

Thursday, October 6 | 9 - 10 AM


It is that time again! Please join us Thursday morning, October 6 at 9 AM for our monthly virtual Coffee & Connections. This is a great opportunity for new and old members, as well as prospective members, to grab a cup of your favorite morning beverage and Zoom in from you home or office for an informal "Get to Know My Business" networking session.


Register Now to Get the Zoom Link

Business After Hours

Appleton Farms

Thursday, October 6 | 5 - 7 PM

Join us at the Appleton Farms historic farmstead and learn about their mission and programming as you meet other chamber members and expand your network. 

Non-members encouraged to attend!

During our short presentation, we will also be celebrating our 1 year anniversary as the Greater Cape Ann Chamber and the merger with the former Ipswich Chamber. 

Download Flyer

Register Today

Annual Fall Businesswomen's Luncheon

Thursday, October 13 | Noon - 1:30 PM


The Businesswomen's Committee invites you to their Annual Fall Luncheon.


The featured speaker for the event is Lisa Lutoff-Perlo, President & Chief Executive Officer of Celebrity Cruises, who will be joined by panelists Beth Francis, President and CEO of Essex County Community Foundation and Sheree Zizik, Owner of Beauport Hospitality Group. See more information




Sponsored by: Addison Gilbert Hospital, Beth Israel Lahey Health, Beauport Hospitality, Cape Ann Savings Bank, Law Office of Meredith Fine, McWalter Volunteer Insurance Agency, Margo J. Maloney - J. Barrett Realty, Shore Nutrition.

$25K Game $$ WIN BIG $$

Thursday, October 20 | 5 - 7 PM

Gloucester Elks


Join us at the Gloucester Elks for the Big Game Drawing! There is limited seating available, so please Reserve Your Spot Today!

There are still tickets available for purchase at the Chamber office. There are 12 chances to win with a total of $25,000 being given away. Cost is $100 per ticket, with a limit of 500 tickets being sold. 


  Grand Prize: $10,000

  Second Prize: $5,000

  Third Prize: $2,500

  Fourth Prize (6): $1,000

  Fifth Prize (3): $500


In addition, 50/50 Raffle tickets are also available for purchase. A Body Length is $20 and an Arm Length is $10.

38th Annual Essex ClamFest

Saturday, October 22 

11 AM to 4 PM

Memorial Park, Essex 

(Rain Date: Sunday, October 23)

Come taste Cape Ann’s finest chowders! Although the highlight of the day is the Chowder Tasting Competition, there is a great variety of activities, including arts and crafts vendors, live entertainment and plenty of food vendors on-site! 

Sponsorships are available. Learn more about how you can help support this great event.

Vendor spaces also available. Download vendor application. 

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Member & Community Events

Please Check the Full Community Calendar for All Member Event Listings

View Cape Ann Plein Air Schedule of Events | October 1 - October 9

Rockport Music

Shalin Liu Performance Center

Shawn Colvin: Thursday, October 6 | 8 PM

Hot Club of Cowtown: Friday, October 7 | 8 PM

Europa Galante: Sunday: October 9 | 5 PM

(Note: New England Brass originally scheduled for Saturday, October 8 has been cancelled and rescheduled for Saturday, April 29, 2023 at 8 PM)

Cape Ann Museum Tours & Talks

Hopper Paintings Around Portuguese Hill Walking Tour: Saturday, October 8 | 10:30 AM - 12 PM

CAMTalks - Arthur N. Ryan Memorial Lecture: Cape Ann Artists at Brookgreen Gardens: Saturday, October 8 | 2 - 3PM

Guest Artist Matthew Billey

Showing at Seven Suns Gallery

Friday October 7 to Friday November 25

Artist Reception: Friday, October 14 | 5 - 8 PM

The “Red Sun” series and others of Matt’s paintings will be featured as a Fall Event at Loren Doucette Studio at Seven Suns Gallery.  Seven Suns Gallery is located at 48 Bearskin Neck in Rockport, Ma. and is open 7 days a week from 10:00 AM - 6:00 PM.

Read Mathhew Billey's Bio

The Masquerade of Abbadia Mare: Inspired by the Tales of Edgar Allan Poe

Friday, October 7 | 6 - 9 PM

Hammond Castle

Step back in time and join Hammond?s guests for a Halloween night of terror and the macabre inspired by the works of Edgar Allan Poe. Set in the very castle Hammond occupied at the time of the Stock Market Crash of 1929, these heart-pounding stories weave the Hammond household into Poe's The Cask of Amontillado, The Pit and the Pendulum, The Tell-Tale Heart, The Facts in the Case of M. Valdemar, and Fall of the House of Usher. As you move through this room-to-room theatrical performance, you will hear spine-chilling tales presented by John Hays Hammond Jr himself, Irene Fenton Hammond his wife, Elin Watters their maid, Leslie Buswell their close friend, Leslie Hillman Hammond's loyal butler, and Natalie Hays Hammond Hammond's sister. Learn More

Famer's Market - Rockport Exchange

Saturday, October 8 | 9 AM - 12 PM

Harvey Park

Only two Farmer's Markets at Harvey Market remaining this season. Rockport Exchange originates and supports community initiatives, programs and events by fostering local food producers, industry and culture.  Learn More

Annisquam Arts & Crafts Show

Saturday, October 8 | 10 AM - 5 PM

Sunday, October 9 | 10 AM - 5 PM

Annisquam Village Hall

This carefully curated show features 35 local artisans and fine artists, both returning favorites and some with us for the first time. They’ll offer pillows as well as hand-crafted jewelry, blown glass, sea glass, ceramics, pottery, paper goods, children’s clothing, women’s clothing and accessories, silk scarves, pashminas, artisanal dog treats, candles, and cashmere mittens. The Gallery will showcase works in watercolors, oils and pastels. Learn More

Cape Ann Makers Market MAGTOBERFEST Fall Market

Sunday, October 9 | 11 AM - 5 PM

Annisquam Village Hall

Cape Ann Makers Market, in partnership with the Magnolia Community Farmer's Market and the Magnolia Library and Community Center will be hosting its 2nd Annual MAGTOBERFEST Fall Market as part of the block party festivities on Lexington Avenue. Jump start holiday shopping at the Cape Ann Makers Market to be located inside the library’s community room. The MAGTOBERFEST Market will feature more than 24 local artisans, crafters and makers. Then take a stroll all along Lexington Ave to check out the antique car display, live music performances, local farm stand offerings, the great line up of local food trucks, beer garden, and other fun activities. Learn More

FREE Staged Reading of White, Black and Blue by Steve Henderson & Will Chalmus

Tuesday, October 12 | 7:30 - 9:30 AM

Gloucester Stage

A young man becomes a fugitive with a hostage and the only obstacle standing between him and his home is an off-duty police officer. The three men resort to desperate measures in attempts to get back to their normal lives, but they must rely on each other to do so. Free admission but reservations are required.

The Thin Place

Through October 23

Saturdays & Sundays: Matinee: 3:00 PM

Wednesday - Saturday: Evening:7:30 PM

Gloucester Stage

Do you believe in the afterlife? Hilda does, and in her longing to reconnect with her grandmother’s spirit, she finds Linda, an esteemed medium. Linda can communicate with those in the thin place – through the veil, hearing their voices in the quiet. If you believe, she can make you hear them too. Part seance, part ghost story, this journey will make you question your assumptions about the spirit world in chilling moments of revelation. Buy Tickets

Save the Date

Elevate 2022 Woman's Conference

Saturday, October 15 | 8 AM - 2 PM

Endicott College

Elevate 2022 is brought you by the Colin & Erika Angle Center for Entrepreneurship at Endicott College and is focused on developing the next generation of entrepreneurs across all sectors of business. Take part is sessions led by those who have founded successful companies along with rounding out your skills in all things entrepreneurial.

Free for students and faculty. Sign Up Now

Cape Ann Ongoing Events 


  • Appleton Farms: Check out all events, from Hayrides, Hikes for Beer, and Wood-Fired Pizza
  • Cape Ann Museum: Learn about all the events, exhibitions, walking tours and talks happening at CAM.
  • Essex Shipbuilding Museum: Crossroads: Change in Rural America. Smithsonian traveling exhibit highlighting changing landscape of rural America in Essex, MA open through October 22.
  • Hammond Castle: Gloucester Gratis Days every Tuesday. Self-guided tours daily.
  • Rockport Exchange: Farmer's Market every Saturday through October 15th from 9 AM to Noon in Harvey Park
  • Schooner Adventure: Weekend public sailings with free sails for children

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