Gloucester

Holiday Santa Skate

Get ready to lace up your skates and embrace the Holiday spirit. Skate with Santa in Gloucester Massachusetts

Mark your calendars, skaters ! Cape Ann Skating Club invites you to join us for a festive event - our annual Santa Holiday Skate followed by a free show! Get ready to lace up your skates and embrace the Holiday spirit. Whether you are a beginner or a seasoned skater, this event is designed to welcome skaters of all ages and skill levels.

When: 
Saturday, December 16, 2023 12 pm

Gloucester's So Salty 2024

Celebrate Gloucester Massachusetts recognizably salty character with local cultural institutions in the heart of downtown.

Celebrate the fish city’s recognizably salty character with local cultural institutions and businesses during the 3rd Annual Gloucester’s So Salty festival on January 20 and 21, 2024 from 10:00 am – 5:00 pm! Over 1,800 people came out last year to share their salty pride while enjoying free ice sculptures and cultural activities around Downtown Gloucester.

When: 
Saturday, January 20, 2024 10am-5pm
Sunday, January 21, 2024 10am-5pm

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 2, 2023 10am-8pm
Sunday, December 3, 2023 11am-5pm

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, November 26, 2023 3pm
Parade participants line up at 2pm on the State Fish Pier

Family Fun Game Night at Hammond Castle Museum

Family Fun Game Night at Hammond Castle in Gloucester Massachusetts

Wondering what to do with your family the day after Thanksgiving? Game Night at the Castle, of course!  Join us for a night of tabletop gaming in the Great Hall!  We will have gamer favorites such as: Dixit, Risk, Fluxx, Munchkin, Chess (Lord of the Rings Edition), We Didn't Playtest This At All, Apples to Apples, Settlers of Catan and The Oregon Trail Card Game.

And, we'll have the recently debuted "Hammond Naval Warfare," game of naval strategy designed by our founder, inventor John Hays Hammond Jr! You can be one of the first to ever play it.

When: 
Friday, November 24, 2023 5-10pm
Location: 

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts

Come to Hammond Castle for the 5th 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: 
Friday-Sunday, November 17-December 3, 2023 10am-4pm
Daily, December 10-30, 2023 10am-4pm
Location: 

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: 
Saturday, November 25, 2023 10am-4pm

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 10, 2023 11am or 2pm

All Family Field Trips: Mushroom Hunting

Join the hunt for mushrooms with Massachusetts Audubon in Gloucester Massachusetts

Come explore what nature has in store at some of our most amazing wild places on the North Shore. Joppa Flats' engaging and experienced staff will introduce families to local beaches, forests, and wetlands to make observations in nature, identify wildlife, and enjoy hands on science activities outdoors. Sign up for one, some, or all!

When: 
Friday, November 10, 2023 10am-Noon

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A Landmark Summer Experience at Landmark School in Beverly Massachusetts prepare students for success in the fall and beyond.

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

Lil Kickers Soccer at North Shore Children's Museum

 Danvers Indoor Sports host a Lil Kickers soccer program for little ones at North Shore Children's Museum
Coach Lex from Danvers Indoor Sports Clinic will engage budding soccer players for a fun morning of active learning through sports! Warm up, run, and work on skill drills during our 9-12 play session.
9:00 am to 12:00 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

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.
10:00 am to 3:59 pm

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...
10:30 am to 11:15 am

Kidleidoscope

Kidleidoscope at Maudslay State Park is a chance for preschoolers to explore the park, enjoy a story and make a craft!
Maudslay State Park has created this program for their youngest crowd! For the young set that loves nature, the park interpreter will lead a three-part preschool aged program that includes a story, craft & walk that involves outdoor exploration. A different nature topic each week so come every...
11:00 am

Friday Family Farm Chores at Appleton Farms

Join The Trustees of Reservations at Appleton Farms for our special, hands-on Family Farm Chores program held on Fridays, Saturdays & Sundays
Every day has a full list of barnyard chores we need to accomplish to make sure our farmyard friends are happy and healthy. Let’s get to work! Join us for our special, hands-on Family Farm Chores program held on Fridays and Saturdays! Get on your muck boots – your whole family will get to be...
3:30 pm to 4:30 pm

Monday, May 27

Essex Memorial Day Parade

Memorial Day parades, ceremonies and events in Essex in Massachusetts. Photo ©2023 Bill O'Connor
Head down to Shepard Memorial Park on Monday morning, May 27th at 11am (rain or shine) for the Essex Memorial Day service. Tribute will be paid to those who gave their lives in military service to their country. You may even learn something “new” about Essex!
11:00 am to 12:00 pm

Tuesday, May 28

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

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.
10:00 am to 3:59 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 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

Music Together - Tuesday in Marblehead

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® of Salem classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45...
10:00 am to 10:45 am

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Barnyard stories really come alive when you get to see the main characters in real life! Bring the kids down to Appleton Farms for our farm-fresh version of story time. Explore the farmstead, visit our learning garden, see our cows and rabbits, and find a spot to play under a shady tree in our...
10:30 am to 11:30 am

Wednesday, May 29

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

Fiddleheads | Preschool Drop-Off Series

The Fiddlehead program at Appleton Farms encourages kids 3-5 to explore their environment in Ipswich Massachusetts
Spring has sprung! It is an excellent time of year for exploring and learning on the farm. We will be planting and harvesting in our garden, taking care of our animals and finding all the signs of spring that nature divulges. Join us on Wednesday mornings from 9:30AM to 12:30PM for a preschool drop...
9:30 am to 12:30 pm

Music Together - Wednesday

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...
9:30 am to 11:15 am
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