Gloucester

Deck The Halls: Hammond Castle

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

Read more about Deck The Halls: Hammond Castle

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

Read more about Santa at Sea Cruise

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:

Read more about Deck the Docks at Maritime Gloucester

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:

Read more about Middle Street Walk 2024

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:

Read more about Middle Street Walk Gingerbread Contest 2024

ECGA Mutt Strut

Hike Thompson Street Reservation in Gloucester Massachusetts with your dog and the ECGA!

An adventurous outing for you and your pup! Tompson Street has a little of everything: wooded trails, bridges across the swamp, rocky outcroppings…! The dogs and humans have a blast! Social dogs very, very welcome!

When:

Sunday, December 8, 2024 1:30-3:30pm

Location:

Thompson Street Reservation

Read more about ECGA Mutt Strut

Cape Ann Makers Holiday Market

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

Read more about Cape Ann Makers Holiday Market

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

Read more about Renaissance Faire Day

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

Read more about Fishtown Horribles Parade of Trees

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:

Read more about Gloucester's Santa Parade & Tree Lighting

Maudslay in Bloom Self-Guided Walk

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

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 →

Music Together - Wednesday

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: St. John's Episcopal Church in Beverly Farms

9:30 am to 11:15 am

♦ Read More →

Swan Boat Rides in Boston Public Garden

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 →

Sing & Dance with the Music Man

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

♦ Read More →

Stargazing at Mendel Observatory

The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later. When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs

Where: Mendel Observatory at Merrimack College

7:00 pm

♦ Read More →

Saturday, May 10

Newburyport Kitchen Tour

The Annual Newburyport Kitchen Tour is a a self-guided tour where historic design meets modern amenities with sweet & savory bites & spirits.You are invited to tour magnificent kitchens at the 23rd Annual Newburyport PTO Kitchen Tour & Taste of the Port on Saturday, May 10th, 2025 10-3...

Where: Downtown Newburyport

10:00 am to 3:00 pm

♦ Read More →

CraneExplorer: Mother's Day Coastal Crafts

This Mother’s day, give a gift from the sea! From seaweed pressings to shell collages, beach treasures make beautiful greetings and keepsakes. Join this workshop to make a gift for Mom, OR bring Mom along for a fun coastal art-making outing! This program will start with a beach walk to collect...

Where: Castle Hill on the Crane Estate

10:00 am to 12:30 pm

♦ Read More →

2nd & 4th Saturday at Lynn Museum

Come to the Lynn Museum and Historical Society for FREE family fun. Join us on the second and fourth Saturday of each month for FREE admission to the Museum from 10 a.m. – 2 p.m.! You can view our latest exhibitions, purchase Lynn-themed goods in our shop, check out books in our free library, and...

Where: Lynn Museum and Historical Society

10:00 am to 2:00 pm

♦ Read More →

LEGO Club at Salem Public Library

Salem Public Library hosts a morning session of LEGO fun! We provide the LEGO, you provide the imagination. Stop by the library on Saturday mornings (every other Saturday) to play and build.

Where: Salem Public Library

10:30 am to 11:30 am

♦ Read More →

Revere Beach Kite Festival

On Saturday, May 10th, Revere Beach hosts their Annual Kite Festival on Revere Beach. This is our way of kicking off beach season with fun for the whole family! Children will have the opportunity to build, decorate, and fly their kites. The event also features professional kite flyers, live music...

Where: Revere Beach

11:00 am to 2:00 pm

♦ Read More →

Swirling Romantics Concert | Cape Ann Symphony

The season ends with Sibelius romantic and passionate Symphony No. 2. The symphony is full of gorgeous, hyper emotional melodies as well as exciting moments of high drama. The Rachamaninoff Piano Concerto is one of the most popular works in the repertoire, and virtuoso pianist Myron Romanul will be...

Where: Manchester Essex Regional High School

2:00 pm

♦ Read More →

Marblehead Junior Class Carnival

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

♦ Read More →

Sunday, May 11

Todd Farm Market

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

♦ Read More →