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 offers great farm-based Vacation Week Programs for kids ages 5-11

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
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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
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Sing & Dance with the Music Man
Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, Thursday and Saturday mornings at 10am for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician,...
Where: Community House Of Hamilton & Wenham
10:00 am to 10:45 am
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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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Friday, May 9

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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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
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Marblehead Junior Class Carnival

The Marblehead Carnival is a fundraiser for the Marblehead High School junior class in Massachusetts!
Come join the annual Marblehead Carnival sponsored by Junior Class at Devereaux Beach. Each year this carnival serves as a major fundraiser.  You'll find rides, games, and great food!
Where: Devereux Beach
6:00 pm to 10:00 pm
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Saturday, May 10

Stamp Out Hunger Food Drive
The Second Saturday in May is the day to help stamp out hunger! Be the Change...
Participate in the Stamp Out Hunger® Food Drive, an impactful initiative recognized as the largest one-day food drive in the country. This program offers residents a simple and convenient method to contribute food to those facing food insecurity. All you have to do is place your donation of non-...
7:00 am to 5:00 pm
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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 →

ECTA Spring for the Trails
Annual Spring for the Trails Essex County Trail Association ECTAat Willowdale State Forest in Ipswich Massachusetts
Join ECTA for the 11th Annual Spring for the Trails on Saturday, May 10th! The race begins at 8:00 AM sharp on the beautiful trails, both single and double track, of Willowdale State Forest. This course is 100% on trails!
Where: Willowdale State Forest
8:00 am
♦ Read More →

Tulip Festival at Cider Hill Farm
Come cut your own tulips at Cider Hill Farm in Amesbury Massachusetts
A gorgeous, fan-favorite variety of 100k tulips are scheduled to bloom in early May. Welcome spring with this multi-weekend festival featuring free live music, self-guided blooming orchard walks, outdoor hard cider bars, food trucks, fitness n' family activities and cut-your-tulips. General...
Where: Cider Hill Farm
8:30 am to 4:30 pm
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Annual Long Hill Plant Sale
The Trustees of Reservations Long Hill Plant Sale - a North Shore tradition in Beverly Massachusetts
The Trustees of Reservations invites you to Long Hill and Sedgwick Gardens for their annual Long Hill Plant Sale. Enjoy this local tradition in it's 32nd year! Look through a wide selection of plants, from old favorites to rare and unusual species all grown here at Long Hill.
Where: Long Hill and Sedgwick Gardens
9:00 am to 1:00 pm
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Beverly Library Spring Book Sale
Beverly Library in Massachusetts hosts hosts their annual book sale and fundraiser. Image is AI generated.
Our annual Friends' Spring Book Sale takes place daily at the main library from Saturday, Saturday May 10 through May 17. The sale will be open daily during regular library hours: Mon.-Thurs., 9AM-9PM; Fri.
9:00 am to 5:00 pm
♦ Read More →
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