All Ages

Shop Local HW Holiday Stroll

Hamilton Wenham Holiday Festival is a fun holiday event!

Shop Local HW brings National Small Business Saturday home! The second Family Friendly Festival hosted by Shop Local HW will bring together local businesses and the wider community with an amazing schedule of activities that will enliven our business corridors along the 1A in both Wenham and Hamilton with a bustle of Holiday Cheer, including:

When: 
Saturday,November 30, 2019 10am-8pm

Gingerbread Decorating Workshop at Marini Farm

Kids will learn how to decorate gingerbrad houses at Marini Farm in Ipswich MA!

Celebrate the season with us, friends and gingerbread fun. Decorate your very own gingerbread house and take it home to eat or display as a centerpiece during your holiday celebrations. Enjoy endless decorating options, from frosted roofs, gum drop fences and cookie christmas trees.

When: 
Fridays, November 29 - December 13, 2019 4-5pm
Saturdays & Sundays, November 30 - December 15, 2019 4pm or 7pm
Saturday, December 21, 2019 11am or 2pm
Location: 

Santa at the Peabody Skating Rink for Holiday Skating Fun!

Ice Skate, Skating Rink in Peabody MA. Learn to Skate, Skate With Santa

The McVann-O'Keefe Skating Rink in Peabody is getting into the holiday spirit with an afternoon of skating with Santa! The staff at proud to host an Holiday-themed event full of fun for kids of all ages. Enjoy fun with activities like face-painting, Ballloons by Brian all while skating to festive Holiday music.

When: 
Sunday, December 22, 2019 2:10-3:40pm

Family Forest Festival

Join Mass Audubon to celebrate the forest with your family at the Ipswich River Wildlife Sanctuary.

Journey back in time with Mass Audubon and the Topsfield Historical Society on a child-friendly guided hike with hands-on games and activities to learn about the people and wildlife who have called these forests home. Try your hand at building a kid-sized log cabin, see and use real historical carpentry tools, and learn the names and stories of the towering trees and woodland wildlife all around us. Late fall is a wonderful time to take a hike with friends and family and give thanks for the resources and beauty that nature provides for us all. The hike is approximately 1 hour long, set at a leisurely pace with stops to explore. Fun forest activities, snacks, hot drinks, and a roaring fire in our cozy barn are ongoing throughout the program.

When: 
Saturday, November 23, 2019 1-4pm

Cape Ann Thanksgiving Harvest Market

The Cape Ann Farmers Market hosts a Thanksgiving market at the UU Church on Middle Street in Gloucester, Massachusetts!

At the Cape Ann Farmers' Market Thanksgiving Market, you can stock up for Thanksgiving with your favorite local farmers, bakers, and more! Grab a locally made gift for your host, a treat for yourself, and all the best locally grown veggies, cheeses, fish, bread, and more to share with your friends and family!

When: 
Saturday, November 23, 2019 10am-1pm

Giving Tree Annual Toy Fair

Toy Sale to help local children. Community Giving Tree

Community Giving Tree is proud to announce the Annual Toy Fair held at the Topsfield Fairgrounds in Coolidge Hall at the Topsfield Fairgrounds. This massive annual toy sale, is a good time to pick up gifts for the holidays as contributions will go to benefit Essex County children and families in need.

This year we ask you to bring your own bag. All proceeds support Community Giving Tree's mission to provide low income families in northeastern Massachusetts with basic necessities such as clothing, school supplies, baby equipment, and personal care items. Cash, Check, and Cards accepted.

When: 
Saturday, November 2, 2019 from 9-noon

Pumpkin Carving at Appleton Farms

Kids can carve pumpkins at the Trustees Appleton Farms in Ipswich Massachusetts!

Kids and families are invited to Appleton Farm's for some fun pumpkin carving! Want to carve your very own pumpkin, or three? Join us to help us get our pumpkins ready for the Appleton Farms Barnyard Trick or Treat! Families are welcome to bring snacks or BYOB to enjoy while carving. All pumpkins have to stay on the farm for the trail, but if you help carve a few we encourage you to come walk the trail for FREE to see if you can find your own creation along the way!

When: 
Thursday, October 24, 2019 3-7pm
Location: 

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Sea Festival of Trees family fun by the beach at Blue Ocean Event Center Salisbury 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 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

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...
10:00 am to 4:00 pm

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.
10:00 am to 4:00 pm

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich  MA is a fun and unique charity event!!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of beautifully decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! More than 50 spectacularly decorated trees...
10:00 am

Santa's Workshop

Santa's Workshop in Newburyport, Massachusetts. Visit Newburyport MA during the holidays
Newburyport is a favorite local town to shop - especially during the holidays. The fantastic lights downtown, the tree in Market Square, all the beautifully decorated window boxes and of course, Santa's Workshop, where the kids can whisper their wishes to Santa.
11:00 am to 2:00 pm

Sea Festival of Trees | Sundays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more - 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...
11:00 am to 5:00 pm

Amesbury Market Daze

Amesbury Market Daze happens every Sunday indoors at Barewolf Brewing in Amesbury, Massachusetts.
Welcome to Amesbury Market Daze at BareWolf Brewing, a vendor market where local surrounding Amesbury talent and community spirit converge.
12:00 pm to 4:00 pm

CraneOutdoors: Sunday Family Snowy Owl Prowl

Join the Trustees of Reservations at dlife Refuge in Ipswich Massachusetts in search of the Snowy Owl!
Wide-open coastal sites are the location of choice for wintering Snowy Owls; common perches are dunes and salt hay staddles. In winters past, these owls have been frequent visitors to the Crane Wildlife Refuge.
1:00 pm to 3:00 pm

Cape Ann Symphony Holiday Pops

Cape Ann Symphony Holiday Pops Concert in Ipswich and Manchester Massachsusetts
Celebrate the Holidays on Thanksgiving weekend with the Cape Ann Symphony conducted by Yoichi Udagawa. The annual Holiday Pops is a musical celebration of the season.
2:00 pm

Newburyport Santa Parade & Tree Lighting

Come celebrate Santa's arriival in Newburyport and stay for the Tree Lighting.
A Newburyport tradition! As the holiday season approaches, Santa & Mrs. Claus arrive in the most fitting way for this seaport town... by US Coast Guard boat! Welcome Santa on the Sunday after Thanksgiving as he and Mrs.
3:00 pm to 5:00 pm

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...
3:00 pm to 5:00 pm

STEM Club at MPL

Stem Club for kids in grades 3-6 at the public library in Manchester Public Library
Have some fun and learn a little science too at STEM Club! This group meets every third Thursday from 4-5 and is for grades 4-6. 
4:00 pm to 5:00 pm

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...
4:30 pm to 8:00 pm

Friday, December 13

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...
4:30 pm to 8:00 pm

Saturday, December 14

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

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.
9:00 am to 5:00 pm

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

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

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!
10:00 am to 7:00 pm

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...
10:00 am to 4:00 pm

CraneOutdoors: Family Snowy Owl Prowl

Join the Trustees of Reservations at the Crane Wildlife Refuge in Ipswich Massachusetts in search of the Snowy Owl!
Wide-open coastal sites are the location of choice for wintering Snowy Owls; common perches are dunes and salt hay staddles. In winters past, these owls have been frequent visitors to the Crane Wildlife Refuge.
10:00 am to 12:00 pm

Second Saturdays at Cape Ann Museum

Second Saturdays mean free admission for local Families at Cape Ann Museum!
The Museum is free all day for Cape Ann residents* on the second Saturday of every month in 2024! The second Saturday of every month is free for Cape Ann families. Pre-registration and timed tickets are required.
10:00 am to 6:00 pm
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