Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
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.
5k and Half MerryThon - or both races back-to-back! Whether you're just hitting the road for the first time or already passionate about the sport, our races provide fun, festive and competitive events where everyone is welcome. Come enjoy beautiful ocean views as you run along the scenic coastline on Cape Ann and race towards our huge finish line arch!
The Annual Middle Street Walk is a great way to experience Gloucester's Historic District while having fun with the family. For 2022 the walk will be more abbreviated than years past. The Festivities begin at 10am and go all the way through to the lighting of the lobster pot tree in downtown Gloucester! An updated schedule of this years walk will be available for download on December 1, 2022 at this link.
Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape. All entries will be judged during the Middle Street walk with winners being announced at 1pm in Gloucester City Hall.
The Museum is free all day for Cape Ann residents on the second Saturday of every month in 2021! The second Saturday of every month is free for Cape Ann families. Pre-registration and timed tickets are required.
Maritime Gloucester invites you to get in the Halloween “Spirit” Saturday, Oct 29 from 1 to 5pm. Come visit our Warlock on the Dock and make your very own magic wand or meet our Pirate on the Pier for a Spooktacular scavenger hunt! Our Bard in the Shipyard will start with a reading of the children's book Tilly and the Pirate at 1 followed by some lively maritime music and you can visit our snack station to sample Dwarven Delicacies or our Potion Station for refreshment.
Come to the Cape Ann YMCA in Gloucester for a family fun filled day of pumpkin painting, treats, costume contest, games and a spooky walk! This event is FREE and open to all!
What better place to trick or treat than at an old seaside castle? We have everything you need to ignite your child’s imagination: a drawbridge, spiral staircase, and a Great Hall
We will have spooky music, multiple trick or treat stations inside the castle and bubbles, snacks, and a craft at the 13th Century arches. You bring the scary costumes.
Sunday, January 1
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