The Annual Middle Street Walk is a great way to experience Gloucester's Historic District while having Holiday fun with the family. An updated schedule of this years walk will be available for download on December 1, 2023 at this link.
Come to Maritime Gloucester for fun holiday happenings on the waterfront in Gloucester Massachusetts! Find unique maritime themed gifts and stick around for kids events including crafts, hot cocoa and treat with Cape Ann Art Haven, story time in the classroom and more during Gloucester's Middle Street Walk 2023.
Mark your calendars, skaters ! Cape Ann Skating Club invites you to join us for a festive event - our annual Santa Holiday Skate followed by a free show! Get ready to lace up your skates and embrace the Holiday spirit. Whether you are a beginner or a seasoned skater, this event is designed to welcome skaters of all ages and skill levels.
Celebrate the fish city’s recognizably salty character with local cultural institutions and businesses during the 3rd Annual Gloucester’s So Salty festival on January 20 and 21, 2024 from 10:00 am – 5:00 pm! Over 1,800 people came out last year to share their salty pride while enjoying free ice sculptures and cultural activities around Downtown Gloucester.
Gloucester's Fishtown Parade of of Trees is a community holiday fundraiser for the annual Fishtown Horribles Parade in July! Take a stroll the the Parade of Trees and find your favorites! All trees are donated and decorated by community members, businesses and organizations.
Gloucester's Holiday Parade is a great tradition to kick off the holidays! Come enjoy the parade, Santa, and the tree lighting at Kent Circle! Volunteers will line up parade participants at the State Fish Pier on Parker Street at 2:00 PM and will guide them through downtown Gloucester and on to Kent Circle for the Annual Tree Lighting Ceremony.
Wondering what to do with your family the day after Thanksgiving? Game Night at the Castle, of course! Join us for a night of tabletop gaming in the Great Hall! We will have gamer favorites such as: Dixit, Risk, Fluxx, Munchkin, Chess (Lord of the Rings Edition), We Didn't Playtest This At All, Apples to Apples, Settlers of Catan and The Oregon Trail Card Game.
And, we'll have the recently debuted "Hammond Naval Warfare," game of naval strategy designed by our founder, inventor John Hays Hammond Jr! You can be one of the first to ever play it.
Come to Hammond Castle for the 5th annual Deck The Halls holiday celebration. Hammond Castle Museum will be dressed for the holidays inside and out. Delight in the enchanting ambiance of Christmas and White Birch trees, meticulously arranged garlands, festive wreaths, and the warm embrace of candlelight that will envelop you throughout your tour of the Hammond Castle Museum. Immerse yourself in a bygone era of opulent tranquility and holiday grandeur that promises to be unlike any other experience on the North Shore.
Come to Cruiseport Gloucester to the Cape Ann Makers Holiday Market. Support your local economy and makers by shopping local. Saturday, November 24, 2023, is Small Business Saturday. When shopping local please come by to Cruiseport Gloucester for the Holiday Sip and Shop Market.
Enjoy a holiday harbor cruise aboard Beauport Cruiselines with Santa! Take in the beautiful views of Gloucester Harbor, all while singing holiday carols with elves, enjoying hot cocoa and cookies, and listening to a reading of “The Night Before Christmas.” Plus, a visit from Santa himself! Tickets include hot cocoa, cookies, and a picture with Santa. A Cash bar will be available. Two 90 Minute cruises are offered.
