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November 30, 2022

Chamber Events

Coffee & Connections

Thursday, December 1

9 - 10 AM

Please join us Thursday morning, October 6 at 9 AM for our monthly virtual Coffee & Connections. This is a great opportunity for new members and seasoned veterans, 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. Know someone who would enjoy learning more about the Chamber? Please invite them to attend!

Register for Zoom Link


Mark your calendars for Friday, January 27 from 6 to 11 PM to help us celebrate 2023 President Loran Caputo and 2022 President Caitlin Pszenny, plus thank out-going and welcome incoming Board members. It promises to be a great evening of food, fun and dancing at the Beauport Hotel.

Early Registration Now Open

Tis the Season!

See Holiday Events at End of Newsletter for a Detailed List of Upcoming Holiday Events

The Festivities get started on Thursday, December 1 with the Manchester Division Chamber Holiday Party and Lucky 9 Drawing, where one lucky winner will have the chance to win $1,000! Tickets for the drawing cost $25 and are available for purchase at the Chamber office. Santa will arrive by boat on December 3 at 1 PM.

Download Brochure & Schedule

Download Window Poster

Mark your calendars for December 3. Santa wlll be arriving by lobster boat at 1 PM, followed by photos with Santa and Dock Square Tree Lighting at 4:20 PM

See Full Schedule and List of Participating Businesses on

Download Brochure & Map

Visit Maritime Gloucester December 1 - 4 for the Annual Deck the Docks Celebration. View the Schedule of Events

First Annual Parade of Trees: December 2 - 4, varying times

Gloucester Christmas Parade & Tree Lighting: Sunday, December 4 | 3 - 4 PM (rescheduled from November 27)

Chamber Holiday Parties

Thursday, December 1 | 5 - 7 PM

Manchester Division Party and Lucky 9 Drawing @ Boo-Bird

Tuesday, December 6 | 5 - 7 PM

Rockport Division Party & Half-price Sale at Roy Moore's Fish Shack

Wednesday, December 7 | 5 - 7 PM

Essex Division Party @ Ripple on the Water

Wednesday, December 7 | 5 - 7 PM

Next Gen Party at Cape Ann Lanes

Tuesday, December 13 | 5 - 7 PM

Ipswich Division Party at American Barbecue in Rowley

Thursday, December 15 | 5 - 7 PM

Gloucester Chamber Party & CEO Ken Riehl's Retirement Party @ Gloucester House

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Shop Local - Shop Greater Cape Ann

Don't forget about your Fur Babies this Holiday Season - Essex Bird & Pet Supply has all you covered.

Visit James Russell Metalsmiths in Rockport for that special something for you special someone

Give the Gift of Greater Cape Ann!

Greater Cape Ann Gift Checks may be purchased at the Chamber office in Gloucester, both Shaw’s locations in Gloucester, at Tuck’s Candy’s & Gifts in Rockport, and at Cape Ann Savings Bank in Manchester-by-the-Sea.

Available in any denomination from $10 - $100. Accepted at over 250 participating 

Greater Cape Ann Chamber Member businesses. Visit

to learn more.

Member & Community Events

Please Check the Full Community Calendar for All Member Event Listings

Rockport Music

Shalin Liu Performance Center

Keller Williams & Steve Poltz: Thursday, December 1 | 8 PM

A Seaside Yuletide - with Jon Butcher, Alan Estes, and Sal Baglio: Saturday, December 3 | 8 PM

Christian Tetzlaff: Sunday, December 4 | 3 PM

Handel's Messiah: Friday, December 9 | 7 PM

Metropolitan Opera Live in HD: Saturday.December 10 | 12:55 PM

Pokey LaFarge: Saturday.December 10 | 8 PM

Christmas with the Back Bay Ringers: Sunday, December 11 | 2 & 5 PM

Shopping, Music & Tastings

Cellar Door | Ipswich

December 1: Sip, Shop and enjoy music by Joe and Renee Cardoza | 6 - 8 PM

December 2: Wine Tasting | 6 - 8 PM

December 9: Craft Beer Tasting | 5 - 7 PM

December 15: Live Music Shopping Night

See More Cellar Door Events in December

Hammond Castle Museum

4th Annual Deck the Hall Guided Tours

Friday - Sunday: Through December 30 | Varying Times

Holiday Illumination Celebration

Through January 1 | 4 - 10 PM

Sketch Class with Slow River Studio

Sunday, December 4 | 10 AM - 12 PM

Essex Historical Society & Shipbuilding Museum

A Very Essex Christmas Celebration

Friday, December 2 | 4 - 6 PM

Join EHSSM at the Town Landing for snack, enertainment and fun for all ages. Santa arrives by boat at 5 PM. Please bring a mask if planning to sit with Santa & Mrs. Claus.

Holiday Shopping Market (Indoors)

Saturday, December 3 | 11 AM - 3 PM

Sip while you shop from multiple vendors and our museum gift shop at this indoor shopping event. Fill your bags with vintage artisan crafts & goodies. Shop local and support small business this holiday season.

Holiday Open House

Friday, December 2 | 5 - 8 PM

Seven Suns Gallery, Rockport

Join Loren Doucette Studio invites you to join during their Open House for light refreshments and artful gifts, including painting and prints by Loren and jewelry by Ann Schlecht. Gift Certificates also available.

View Flyer

First Fridays: Art After Hours

Friday, December 2 | 6 - 8 PM

Cape Ann Museum

Enjoy free admission to the Cape Ann Museum every First Friday from 6:00 – 8:00 pm. Each month, CAM partners with a practicing, contemporary artist to interpret the Museum’s collections. Watch art come to life through dance, music, performance, painting, and more. This month, the Museum is partnering with local blockprinter Mary Rhinelander for a Block Print Demonstration inpired by the special exhibition, Designed & Hand-blocked by the Folly Cove Designers of Cape Ann. 

Tree Jubilee

December 2- 4

Marini Farm, Ipswich, MA

Over 100 Decorated Trees & Wreaths to Win! Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses; then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and wreaths will be raffled off (decorations and all!) at the end of the Jubilee. You never know what the donors will decorate their trees with! Proceeds benefit the Ipswich Humane Group to support the animals at the Ipswich Animal Shelter.

Cape Ann Artisans Holiday "Pop-In" Show & Sale

Saturday, December 3 | 10 AM - 4 PM

Download Participant List & Map

Holiday Pottery Sale

Saturday, December 3 & Sunday, December 4

10 AM - 4 PM

Annisquam River Pottery & Marty Morgan Pottery

10% of all sales will go to "The Art of Lunch" Cape Ann Museum Grace Center Meals.

Download Flyer

1st Annual In Home Design Center Open House

December 3 & 4

117 Eastern Ave, Essex

Join In Home Design Center to Celebrate this Holiday Season. Special activities include photos with Santa in his workshop (advance reservations required), decorating demonstrations, and a wreath making workshop.

Learn More

Masterpieces in Miniature

December 3 - 31

Rockport Art Association & Museum

Stop by Rockport Art Association & Museum for small works of art created by juried artist members for sale. Art makes a great holiday gift.

Breakfast with Santa

December 4 | 9 - 11:30 AM

Manchester Masonic Lodge, 10 Church St.

$10 per person

Tickets available at the door Or by reservations upon request at or 978-810-1332. Bring a camera to take photos with Santa.

Winter Wreath-Making with Local Flora

Wednesday, December 7 | 5 - 6:30 PM

Backyard Growers

Learn how to design and create festive winter wreaths using local flora like amaranth, straw flower, and evergreen. Instructed by North Shore flower farmer Lauren Barnhill of Sunspell Flora, each participant will take home a wreath of their own creation. Learn More & Purchase Tickets

Grand Banks Makers Market

December 8 | 2 - 7 PM

Grand Banks Showroom

Grand Banks is hosting it's first Makers Market. They will be featuring 8 local vendors who have mastered their crafts. In our Germany inspired Bier Garten Penny Packers food truck will be serving up a variety of savory dishes while Alexis from Helen's Bottle Shop keeps us warm with thoughtfully selected choices of wine, beer, and festive mocktails. 

Save the Date

American Originals: A Moravian Christmas

December 17 | 7:30 PM

Gloucester Meetinghouse.

The Musicians of the Old Post Road perform chamber music from the Moravian community played on period instruments.

Musical selections are drawn from Moravian composers including several modern-day premieres of works penned by America’s Moravian immigrants along with selections by Johann Joachim Quantz, Carl Heinrich Graun, and Johann Christoph Friedrich Bach, the fifth son of J.S. Bach.

Holiday Events

Below is a "working list" of up coming Holiday events in the greater Cape Ann region. Please visit the Community Calendar on the Chamber website for more information. For Rockport events, see dedicated Christmas in Rockport page.

Download PDF

Did we miss your event? Please email with details.

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