Gloucester

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts

Come to Hammond Castle for the 6th 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.

When: 
Daily November 21 - Decemeber 28, 2024 10am-4pm
Location: 
Hammond Castle Museum
Gloucester
Holiday
Christmas
Decor
Decorating
Museum

Santa at Sea Cruise

Sail with Santa aboard the Beauport Princess on the water of Gloucester Harbor in Massachusetts

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.

When: 
Sunday, December 15, 2024 11am or 2pm
Location: 
Cruiseport Gloucester
Gloucester
Santa
Cruise
Boat
Holiday
Pictures with Santa
Caroling
Christmas
Cocoa
Book Reading

Deck the Docks at Maritime Gloucester

Deck the Docks at on the Gloucester Massachusetts Waterfront and join the holiday cheer!

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 kids holiday crafts with Cape Ann Art Haven, free hot cocoa, story time in the classroom, Musical Performance by The Gloucester Student Band, Santa's arrival by schooner and more during Gloucester's Middle Street Walk 2024.

When: 
Saturday, December 14, 2024 10am-7pm
Location: 
Maritime Gloucester
Gloucester
Holiday
Santa
Maritime
Crafts
Cocoa
Gifts
Shopping
Story Telling
Art
Story Time
Lobster Trap Tree
Tree Lighting

Middle Street Walk 2024

The lighting of the Lobster Trap Tree is part of Middle Street Walk's finale in Gloucester Massachusetts.

The Annual Middle Street Walk is a great way to experience Gloucester's Historic District and waterfront while having Holiday fun with the family. An updated schedule of this years walk will be available for download on December 1, 2024 at this link.

When: 
Saturday, December 14, 2024 9am - 5pm
Location: 
Downtown Gloucester
Gloucester
Holiday
Walk
Food
Performance
Museum
Dance
Santa
Live Performance
Exhibit
Library
Crafts
Art
Tree Lighting
Middle Street Walk

Middle Street Walk Gingerbread Contest 2024

Middle Street Walk Gingerbread Contest entries can take any shape.

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. 

When: 
Saturday, December 14, 2024 10am - 3pm
Location: 
Gloucester City Hall
Gloucester
Holiday
Food
Contest
Competition
Fundraiser
Crafts
Middle Street Walk

Cape Ann Makers Holiday Market

Cape Ann Makers Holiday Market held at Cruiseport in Gloucester Massachusetts.

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.

When: 
Sunday, December 1, 2024 10am-4pm
Location: 
Cruiseport Gloucester
Gloucester
Shopping
Holiday
Market
Maker
Maker's Market
Gifts
Vendors
Crafts

Renaissance Faire Day

Return to the Renaissance on the oceanside lawn at Hammond Castle in Gloucester Massachusetts

Step back in time at our Renaissance Faire Day! Immerse yourself in the enchanting world of medieval and Renaissance culture with live performances by The Harper & The Minstrel and the L.I.A.R.S. (Ladies of Integrity, Aristocracy, Repute, and Society), offering a mesmerizing blend of medieval, Renaissance, and Celtic music as they stroll through the Museum and grounds.

When: 
Saturday, November 9, 2024 10am-6pm
Location: 
Hammond Castle Museum
Gloucester
Museum
History
Fesitval
Renaissance
Demonstration
Live Performance
Outdoor Event

Fishtown Horribles Parade of Trees

Fishtown Horribles Parade Trees, a holiday fundraiser in Gloucester Massachusetts

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.

When: 
Saturday, December 7, 2024 10am-8pm
Sunday, December 8, 2024 11am-5pm
Location: 
First Baptist Church of Gloucester
Gloucester
Holiday
Christmas
Holiday Tree
Fundraiser
Cape Ann

Gloucester's Santa Parade & Tree Lighting

Santa will come to Gloucester to launch the Christmas Parade and Tree Lighting -

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.

When: 
Sunday, December 1, 2024 3pm
Parade participants line up at 2pm on the State Fish Pier
Location: 
Downtown Gloucester
Gloucester
Holiday
Christmas
Parade
Santa
Tree Lighting

Pages

Appleton Farms in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

Todd Farm Market
Come to Todd Farm on Sunday - A classic New England Fleas Market in Rowley Massachusetts!
From early Spring to late Fall, Todd Farm is a great Sunday destination for families!  Head to the farm and explore the outdoor award-winning Market featuring up to 240 vendors from all over New England and New York!
Where: Todd Farm Market
5:00 am to 3:00 pm
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Bluefin Blowout Family 5k to Benefit Alzheimer's Association
The Bluefin Blowout Family Fun Run in Gloucester Massachusetts raises funds to combat the diseases of Alzheimer's and all other dementias
On Sunday, May 18th, 2025, come to Stage Fort Park, Gloucester for the Bluefin Blowout Family Fun Run 5K, Presented by the Lyon-Waugh Auto Group - Benefiting the Alzheimer’s Association. Run, walk, or stroll from Stage Fort Park to Hammond Castle and back to Stage Fort Park for a 5K loop. Enjoy the...
Where: Stage Fort Park
7:00 am to 10:30 am
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Maudslay in Bloom Self-Guided Walk
Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
Where: Maudslay State Park
7:00 am to 7:00 pm
♦ Read More →

Babson Farm Quarry Self-guided Walking Tour at Halibut Point
Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

Spring Birding Walk—Symphony of Bird Song!
You and your child can learn the basics of birding at Halibut Point State Park in Rockport Massachusetts
Stroll the trails of this seaside treasure while learning birding basics. Hear the symphony of spring bird song, watch for them in the woodland’s and at water’s edges. Learn about bird sounds, habits, and flight patterns. Enjoy extraordinary views. Bring binoculars if you have them!
Where: Halibut Point State Park
8:00 am to 10:00 am
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Beverly Warrior Weekend
Warrior Weekend at Beverly Massachusetts HighSchool
Warrior Weekend is a two day event that pays tribute to veterans through demonstrations and other events for the community. There will be all kinds of military hardware on site including tanks!
Where: Beverly High School
9:00 am to 4:00 pm
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Hill to Harbor 10k Road Race
North Shore Lynch Van Otterloo YMCA Hill to Harbor 10k Marblehead Massachusetts
Join North Shore YMCA and the Lynch van Otterloo YMCA for the 2025 Lynch/van Otterloo YMCA Hills to Harbor 10K Road Race on May 18th! Traverse the hills and shoreline of Marblehead and finish the 'Hill to Harbor 10K at the Lynch/van Otterloo YMCA!
Where: Lynch/van Otterloo YMCA
9:00 am
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Newburyport Farmers' Market
Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
Where: Tannery Marketplace
9:00 am to 1:00 pm
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Touch a Truck Beverly
The Annual Touch-a-Truck event is hosted at the Beverly High School Massachusetts.
The annual Touch-a-Truck Event is a unique, interactive, one-day event held in Beverly Massachusetts during National Public Works Week.
Where: Beverly High School
10:00 am to 1:00 pm
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Swan Boat Rides in Boston Public Garden
Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
Where: Boston Common and Boston Public Garden
10:00 am to 4:00 pm
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Lungstrong 5k & 1.5 Mile Walk
Join the Lungstrong 5k in Beverly Massachusetts
Support the fight against lung cancer and join us for our 10th annual LUNGSTRONG LIVE & VIRTUAL 5K Run & 1.5mi Walk! This family-friendly event gives 100% of race proceeds and donations to Mass General Cancer Center for Thoracic Cancer Research under the direction of Dr. Justin Gainor. MGH...
10:00 am to 1:00 pm
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TitO presents Petrushka & the Caterpillar
Theater in the Open presents Petrushka and the Catapillar at Maudslay State Park in Newburyport Massachusetts
What happens when your favorite stories need a new ending? Everyone's favorite clown upends iconic fables and fairytales in our signature storytelling style – with tons of imagination, humor, and heart. Join Petrushka and the gang as they retell old stories for our times!
Where: Maudslay State Park
2:00 pm to 4:30 pm
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NMYO Spring Concert
The Northeast Massachusetts Youth Orchestras presents their Afternoon of Spring Concerts on Sunday, May 18, 2025 at the Dolan Performing Arts Center, 130 High Street, in Ipswich, MA. There will be two performances; a concert at 2pm and a second concert at 4pm. The concerts are free to the general...
Where: Dolan Performing Arts Center
2:00 pm
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Boston String Academy at Shalin Liu
Boston String Academy at Shalin Liu Performing Arts Center. Visit Rockport Massachusetts, Cape Ann, North of Boston.
Enjoy an inspirational performance from the talented youth musicians from the Boston String Academy. Serving 130 students each year in the Greater Boston community, the BSA was cofounded in 2012 by violinists Mariesther and Marielisa Alvarez, twin sisters who learned music in Venezuela’s storied...
Where: Shalin Liu Performance Center
3:00 pm
♦ Read More →

Friday, May 23

Babson Farm Quarry Self-guided Walking Tour at Halibut Point
Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

Swan Boat Rides in Boston Public Garden
Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
Where: Boston Common and Boston Public Garden
10:00 am to 4:00 pm
♦ Read More →

Music Together - Friday
Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
Where: Community House Of Hamilton & Wenham
10:30 am to 11:15 am
♦ Read More →

Saturday, May 24

Maudslay in Bloom Self-Guided Walk
Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
Where: Maudslay State Park
7:00 am to 7:00 pm
♦ Read More →

Babson Farm Quarry Self-guided Walking Tour at Halibut Point
Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

Gold Star Run for Honor
Start Your Memorial day with a run/walk to honor a local Saugus Massachusetts veteran, Scott Procopio
The Gold Star Run for Honor is a 5k, 10k, kids fun run or 1 Mile Walk to honor the memory of a local Saugus veteran. Scott J. Procopio was on his second deployment as part of Operation Iraqi Freedom, having previously served in Fallujah in 2005. He was killed in action as a result of a roadside...
7:30 am to 12:00 pm
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Teen Naturalist Club at IRWS: Spring/Summer Series
Join Mass Audubon for their Teen Naturalist Club at Ipswich River Wildlife Sanctuary in Topsfield Massachusetts!
Explore a variety of local ecosystems, learn more about a wide range of natural history topics, and do real wildlife data collection and conservation projects in this exciting club for teens!
Where: Ipswich River Wildlife Sanctuary
8:00 am to 5:00 pm
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Melody Miles

Melody Miles raises funds for kids to pursue their artistic interests in the Hamilton-Wenham School District
The Hamilton-Wenham Friends of the Arts is excited to host the Annual Melody Miles 5k fun run starting from Winthrop Elementary School. Our talented student performers look forward to serenading you as you walk, run, hop, skip, or dance your way along our scenic local race route.
Where: Winthrop Elementary School
9:00 am
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Family Day at the Bird Banding Station
Kids will learn about local and migrating birds at Joppa Flats Education Center in Newburyport Massachusetts
There's nothing like a visit to Parker River National Wildlife Refuge for wonderful family nature experiences, and seeing the bird banding station in operation is at the top of the list. See Mass Audubon scientists evaluate and release migrant songbirds while you learn about migration and habitat...
Where: Joppa Flats Education Center
9:00 am to 11:30 am
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Music Together - Saturday
Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
Where: Grace Episcopal Church in Salem
9:15 am to 11:15 am
♦ Read More →
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