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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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

Breakfast with Santa

Kids will enjoy breakfast with Santa at the Hamilton Wenham Community House
Come and enjoy a continental style breakfast and get your picture taken with Santa. We will also have a letter writing station and music entertainment.
8:00 am to 12:30 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

Middle Street Walk 2025

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.
9:00 am to 5:00 pm

Boot Camp For Birth Support & Beyond

Boot Camp For Birth Support & Beyond for caregivers at Beverly Hospital in Massachusetts
Most education surrounding childbirth focuses on the person carrying the child, as it rightly should. Those in the role of supporting childbirth (spouses, significant others, couples using a surrogate, etc) should be equally as prepared for the joys and challenges in store. In this class you’ll...
9:00 am to 11:00 am

Newburyport Holiday House Tour 2025

Newburyport Holiday House Tour hosted by the Newburyport PTO Kitchen Tour
Enjoy touring private residences and unique spaces throughout Greater Newburyport, all decorated in holiday style both inside and out. Your self-guide tour will lead you through each of our homes all decked out both inside and out in holiday style reflecting the homeowner’s individual celebrations...
9:30 am to 4:00 pm

Middle Street Walk Gingerbread Contest 2025

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 prior to the start of the Middle Street at 10am. 
10:00 am to 3:00 pm

CraneExplorer: Coastal Holiday Crafts

Make holiday gifts with beach treasures from the Crane Wildlife Refuge in Ipswich Massachusetts
This holiday season, give a gift from the sea! Beach treasures make beautiful holiday ornaments, jewelry, and keepsakes. Join this workshop to take a beach walk to collect coastal treasures and then make some coastal crafts with our educators. Bring your own shells and beach treasures and we will...
10:00 am to 3:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.
10:00 am to 12:00 pm

Christmas at Castle Hill | A Nod to Nature

Christmas at Castle Hill | A Nod to Nature is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts
Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s event celebrating the beauty of the natural world. You’ll see birds, flowers, snowflakes, and more as you view 18 spaces decorated for the holidays.
10:00 am to 8:00 pm

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.
Get ready for a day full of holiday magic and cheer! Join us at the Ipswich Town Wharf to welcome Santa as he makes his grand entrance. Sing along to festive carols with Buddy the Elf while we wait for the big moment! You can even buy your own jingle bells to ring as we follow Santa and Buddy on a...
11:00 am to 1:00 pm

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. Bring the family to Newburyport to visit Santa in his traditional workshop, share your wish list, and snap a photo with Mr. Claus!
11:00 am to 2:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 pm

The Nutcracker Panto - Matinee

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
The tree is lit up and the stockings are hung and Clara’s Christmas is perfect…except for her Uncle Drosselmeyer sitting up on that clock and the sudden rat infestation…sounds like panto time!Edward Speck and Joshua Shack return to direct another cracking holiday panto, this time seizing on...
3:00 pm

The Musary presents A Charlie Brown Christmas

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! We are absolutely thrilled to welcome you back to one of our most cherished traditions— Charlie Brown Christmas!
3:00 pm

The Nutcracker Panto

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
Theater in the Open is happy to be back at the Firehouse for our production of A Nutcracker Panto, written by Edward F. Speck and adapted from the classic holiday ballet. Presented in the traditional British panto style, this holiday send-up is a family friendly romp through Clara’s adventure with...
7:00 pm

Tuesday, December 30

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

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

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
1:00 pm to 3:00 pm

Wednesday, December 31

New Years Eve

12:00 am to 11:59 pm

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

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

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
1:00 pm to 3:00 pm
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