Signature Events

2021 Cape Ann Chamber Signature Events

Annual Celebration

Annual Celebration

June, 2021 – TBC

The Chamber’s way to kick-off the new year, held at an upscale venue and attended by 200+ senior business leaders and guests including local, city and state officials. This is a fantastic opportunity to promote your business in front of many area business owners, senior business leaders, and elected officials.

Irish Sweepstakes

March 18, 2021

This is one of the most exciting and fun filled events on Cape Ann as a total of $20,000 cash is given away- including one Grand Prize of $10,000! The Irish Sweepstakes also features live Irish music, a 50/50 raffle, a traditional Irish dinner and much more!

Cape Ann Chamber Education & Scholarship Golf Tournament

May 24, 2021

This is one of the most exciting and fun filled events on Cape Ann as a total of $20,000 cash is given away- including one Grand Prize of $10,000! The Irish Sweepstakes also features live Irish music, a 50/50 raffle, a traditional Irish dinner and much more!

Small Business Week

June 7 – 11, 2021

Celebrate the achievements of Cape Ann’s small business entrepreneurs and their employees by saluting their contributions to the economic vitality and community life on Cape Ann. Small Business Persons of the year are chosen and honored for each Cape Ann community.

Love Cape Ann Fundraising Auction

Fall, TBC

The Chamber’s biggest fundraiser! With over 200 attendees, the auction is one of the largest on the North Shore. This is a wonderful way to support the organization and help build stronger Cape Ann Businesses and the community as a whole.

Gloucester Block Parties

July 17, 2021 | August 14, 2021 | September 3, 2021

Three popular summer events that celebrate all that downtown Gloucester has to offer. Guests enjoy live music, street performers, family friendly activities, contests, games, and more!

Festival by the Sea

August 7, 2021

Three popular summer events that celebrate all that downtown Gloucester has to offer. Guests enjoy live music, street performers, family friendly activities, contests, games, and more!

Gloucester Waterfront Festival

August 21 & 22, 2021

More than 175 juried artists and craftsmen from throughout the United States will be coming to Gloucester for this festival, now in its 40th year. Live music, unique creations and delicious food will highlight the two-day event.

$25,000 Game

October 7, 2021

Every October, the Chamber hosts the premier giveaway night on Cape Ann where $25,000 is given away, including a grand prize of $10,000!

Cape Ann Plein Air

TBC

Essex ClamFest

October 23, 2021

This event has grown every year to become one of the best attended Festivals in the region. This annual event has everything this small town is known for, including: arts and crafts, K-9 demonstrations, lots of food vendors and of course, the ever popular Clam Chowder Competition. Nearly 1,000 people attend to taste the best of the best, each voting for their favorite in the People’s Choice Award, while nine esteemed judges helped to select the winner of the Judge’s Award. Proceeds from this event go in part to supporting the local Essex Merchants, Lions Club and the community.

Celebrating the Holidays on Cape Ann

November 27 – December 21, 2021

Celebrations that last the full month in each of the four communities and include several events.

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