Events Calendar - Annual Event
Empty Bowl Enchanted Forest
The Open Door Empty Bowl Enchanted Forest
Spring Tourism Mixer 2025
Annual greater Cape Ann Spring Tourism Mixer at Manchester by the Sea Museum
Save the Date! Schooner Adventure Knockabout Rockabout 3
Schooner Adventure Fundraising Gala, Knockabout Rockabout 3!
Meals on Wheels Breakfast Fundraiser
“A Wicked Good Breakfast for a Wicked Good Cause!” SeniorCare's 51st Annual Meals on Wheels Fundraising Breakfast on May 16, 2025, at the Gloucester House Resta
Gloucester Student Arts Festival
Arts Fest is a daylong celebration of the arts in the Gloucester Public Schools, featuring exhibits, performances, and demonstrations by students in grades preK
Motif No.1 Day 2025
Motif No.1 Day, 5k Run, celebrates Rockport across the arts, Rockport's iconic Motif No.1, subject of artists for over 100 years. A fantastic lineup of events take place throughout the Day: Live music, Plein Air Painting, Children's Activities, Gallery Exhibitions and Performance Art.
Cape Ann Pride 2025!
#CapeAnnPride, Pride Flag Raising, DJ Coleslaw, Essex Senior Center, City of Gloucester, Pride, Cape Ann Lanes, Bowling, Music, Harbor 9 Golf, Maritime Gloucester, Cape Ann
Small Business Person of the Year in Manchester-by-the-Sea 2025
Allan Houle of Manchester Ace Hardware is the Winner of the 'Small Business Person of the Year' from Manchester-by-the-Sea. Join The Chamber in celebrating his win at Cala's Restaurant in Manchester-by-the-Sea.
Ipswich Small Business Person of the Year 2025
Kerrie Bates of Ipswich ReCreation & Culture is the 'Small Business Person of the Year' Winner from Ipswich. Join The Chamber in celebrating her win at True North Ale Company in Ipswich.
Rockport Small Business Person of the Year 2025
Kimberly Cameron Tibert of Sandcastles and Wharf Rat Trading Co. is the 'Small Business Person of the Year' winner from Rockport. Join the Greater Cape Ann Chamber in celebrating her win at the Emerson Inn in Rockport.
Gloucester Small Business Person of the Year 2025
Joe Ciolino of The Weathervane is the 'Small Business Persons of the Year' winner from Gloucester. Join the Greater Cape Ann Chamber in celebrating his win at Oak to Ember in Gloucester.
CANCELED! Essex River Day 2025
The Locals of Essex invite you to Essex River Day - A GIANT bonfire (with a Green Head on top!) at Shepard Memorial Park. There will be live Music, Lawn Games and Food Trucks as well as the Ipswich Ale Beer Truck. Join us for this wonderful family event!
5th Annual Gloucester Juneteenth Celebration
Join the Cape Ann Museum at Gloucester City Hall to celebrate Juneteenth, the oldest nationally celebrated commemoration of the ending of slavery in the United
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Gloucester Saint Peter's Fiesta Harbor Cruise
Avoid the crowds, enjoy the breeze: Whether you're a Fiesta veteran or a first-time visitor, a boat cruise gives you a relaxing escape from the packed streets
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Rockport in Bloom "Neighborhood Gems" Garden Tour
Rockport in Bloom ''Neighborhood Gems'' Garden Tour- Saturday, June 28th, 2025- 10: AM- 4:00 PM. Tickets https://rockportgardenclub.org/garden-tour
