Holiday

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

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

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

SeaFestival of Trees in Salisbury

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more by the beach in Massachusetts

As one of New England’s must-see holiday traditions, the 12th Annual SeaFestival of Trees fundraiser opens Saturday, November 23, at the Blue Ocean Event Center in Salisbury, MA. With over 135 extravagantly themed trees, a full-size indoor skating rink, a spectacular giant sand sculpture, and Santa’s Workshop, this immersive winter wonderland has grown into a cherished event for all ages. The Festival runs on weekends through December 8, plus Tuesday, November 26 and Thursday, December 5, with special events and themed evenings bringing magic to every visit.

When: 
Saturdays, November 23-December 7, 2024 11am-8pm
Sundays, November 24-December 7, 2024 11am-5pm
Tuesday, November 26, 2024 5-8pm
Fridays, November 29 & December 7, 2024 11am-8pm
Thursday, December 5, 2024 5-8pm

Beverly Downtown Winter Market

Beverly Downtown Winter Market is a weekend full of holiday fun, music, food and shopping in Beverly Massachusetts

Come to Beverly Massachusetts for two festive evenings of holiday cheer during Cabot Night (Friday, 12/13) and Rantoul Night (Saturday, 12/14)! Both nights are packed with activities for all ages, including local shopping, live music, and delicious treats. Don’t miss the Beverly Memory Tree lighting ceremony on Saturday at Odell Park, a heartwarming event to kick off the season. Families can enjoy special shopping deals, craft markets, and performances by local artists, including Victorian carolers and the North Atlantic Ballet’s Nutcracker youth cast. For parents looking for a night out, the First Baptist Church is offering free childcare with dinner and activities.

When: 
Friday, December 13, 2024 4-8PM
Saturday, December 14, 2024 4-8PM
Location: 

Trustees Winterlights at Stevens Coolidge Place

The Trustees of Reservations Winterlights at the Stevents-Coolidge Place North Andover North Andover.

Winterlights is back! Join the Trustees for a magical outdoor experience at Stevens-Coolidge House & Gardens, and see the gardens aglow with your favorite light installations as well as marveling at new components. Bring the whole family for a fun and safe outdoor experience. Winterlights runs Wednesday through Sunday each week from the Friday after Thanksgiving (11/24) through December 31st. Winter Lights are closed on December 24 & 25, but open on December 26th!

When: 
Wednesdays - Sundays, November 29, 2024 - January 4, 2025 4:30-8:00pm
Closed Christmas Day and Christmas Eve

Ipswich Jingle Bell Walk

Join friends and family for a day of holiday festivities and cheer! Sing carols with Buddy the Elf while waiting for Santa’s arrival.

Greet Santa as he arrives at Town Wharf on East Street, at the north end end of Water Street, in Ipswich!  Come sing carols with Buddy the Elf as we await Santa’s arrival.  Jingle Bells will be available for purchase.  Jingle your bells and follow our honored guest and Buddy the Elf on a festive “Jingle Bell Walk” along Water Street to the Ipswich Town Hall at 45 Green Street.  Keep a sharp eye out for the “Grinch”! 

When: 
Saturday, December 14, 2024 11-1:30pm

Free Holiday Concert in Hamilton

The Musary performs A Charlie Brown Christmas at the The Community House in Hamilton Massachusetts

The Musary brings Charlie Brown's Christmas to The Community House! The Aidan Scrimgeour Trio will bring to life and perform a LIVE version of the Vince Guaraldi holiday masterpiece (John's favorite!).  This year they will be joined by members of the HW Elementary School Chorus!  The event is FREE, although we kindly encourage attendees to make a suggested donation of $25 to support The Musary. We warmly invite you to join us at the event! As space is limited, admission is on a first-come, first-served basis.

When: 
Saturday, December 14, 2024 3pm

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

Pages

Summerquest Camp for kids aed 5-14 at the Crane Estate in Ipswich Massachusetts

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

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!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

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,...
10:00 am to 10:45 am

Beverly Farmers' Market

Get fresh local produce at the Beverly Farmers Market in downtown Beverly Massac
The Beverly Farmers’ Market supports local agriculture while making healthy food available to all members of the Beverly community at affordable prices; the market promotes sustainable living practices and fosters community connections through our vendors, free activities and events. The market...
Where: Odell Park
3:00 pm to 7:00 pm

Tuesday, October 7

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!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Topsfield Fair

Topsfield Fair is one of the longest running annual fairs in the United States
The Topsfield Fair is a perennial favorite for us.  We're not the biggest fans of the midway, although it is always worth a walkthrough and a ride or two.  We love fruits and vegetables, and are always on the lookout for the winning 'biggest pumpkin'.  Another favorite is checking out the pigs and...
10:00 am to 10:00 pm

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

Wednesday, October 8

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

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!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm
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