Gloucester

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.

When: 
Saturday, January 24, 2026 10am-Noon

Gloucester's So Salty 2026

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 5th Annual Gloucester’s So Salty festival sponsored by the Cape Ann Museum in partnership with Discover Gloucester! This annual event brings over 2,000 people to the downtown area each January to shop at local stores, enjoy family friendly activities, visit the Museum Courtyard, and find each of the ice sculptures sponsored by local cultural institutions and businesses.

When: 
Saturday, January 24, 2026 10am-4pm
Sunday, January 25, 2026 10am-4pm

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 own unique holiday theme. From nature’s bounty of fruits and greenery to the warm glow of candlelight, every detail creates a true feast for the senses. Along the way, you will encounter a royal guard of nutcrackers standing watch over a gingerbread house replica of the castle. Keep an eye out for playful elves and gnomes who are up to mischief—great fun for little ones! This year, the celebration will also shine with the glow of two menorahs on display, honoring the traditions of Hanukkah within the Museum’s holiday splendor.

When: 
Daily November 21 - January 4, 2025 Times Vary
Closed Christmas Eve and Day, New Year's Eve and Day

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. 

When: 
Saturday, December 13, 2025 10am - 3pm

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 7, 2025 3pm
Parade participants line up at 2pm on the State Fish Pier

Cape Ann Makers Holiday Market

Cape Ann Makers Holiday Market held at Cruiseport in Gloucester Massachusetts.

Cruiseport Gloucester hosts the Cape Ann Makers Holiday Market. Come get your Christmas and Holiday shopping done while you sip a beverage, listen to music and buy from over 55 local vendors – food gifts, soaps, lotions, artwork, jewelry, home goods, all unique handcrafted items – something for everyone on your list!

When: 
Saturday, November 29, 2025 10am-4pm

Middle Street Walk in Gloucester

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 is available for download at this link.

When: 
Saturday, December 13, 2025 9am - 5pm

Winter Solstice Hike | Ward Reservation

Come for a solstice hike at Ward Reservation to celebrate the Winter Solstice in North Andover Massachusetts

The Explore! North Shore hiking series will get you outside and moving at some lesser explored Trustees properties across the Northeast Region, at the right time of year to see these special places shine. These beginner hikes will not be too strenuous, and will offer frequent stops for learning and taking in the beauty of our special places.

When: 
Sunday, December 21, 2025 1-3:30pm
Location: 

The Open Door Autumn Breakfast

The Open Door Autumn Breakfast is a fundraiser that helps families in need on the North Shore

Cruiseport Gloucester and The Open Door invite you to a celebration of community spirit! Each year, The Open Door Autumn Breakfast kicks off the holiday giving season and raises funds for Holiday Meal Baskets (and beyond). Each basket provides local people with all the ingredients they will need to make a special meal, and Holiday Baskets are available for BOTH Thanksgiving and the winter holidays. LIMITED SPOTS AVAILABLE, purchase tickets in advance to guarantee your spot.

When: 
Wednesday, October 22, 2025 7:30-9am
Location: 

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Landmark Skills+ Summer Course at Landmark School in Beverly Massachusetts

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's So Sweet Festival

Salem Massachusetts' retailers have some sweet surprises in store during the Salem's So Sweet Weekend Festival
Salem Main Streets and the Salem Chamber of Commerce invite you to come enjoy the annual Salem’s So Sweet Chocolate & Ice Sculpture Festival – a decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Now in its 24th year, Salem’s So Sweet has become...
9:00 am to 10:00 pm

NSNP Saturday Srolls at Choate Farm

Come to Choate Farm in Danvers Massachusetts to learn some basic Winter Survival Skills with your family!
Do you and your family have what it takes to survive out in the wilderness?
10:00 am to 11:30 am

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 pm

Music and Movement at North Shore Children's Museum

North Shore, North Shore Childrens Museum in Peabody MA
Music and Movement with Marybeth Maes is an engaging music and movement class for young children at the North Shore Children's Museum. Marybeth brings her guitar and instruments for the children to use while they sing, dance, and play.
10:00 am to 11:00 am

CraneExplorer: Valentine's Coastal Craft

Make Valentines crafts from materials that we find along the shore at the Trustees of Reservations Crane Estate in Ipswich, Massachusetts
The Trustees of Reservations invites ages 12 and up to a valentine craft making workshop! This Valentine’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 learn fun craft ideas and make marine art...
10:00 am to 12:30 pm

Children's Maple in the Barnyard at Appleton Farms

Visit Appleton Farms' sugaring operation and learn about making maple sugar syrup!
Maple Season is here! This special program for ages 3-11 & their families will focus on the magic of maple from start to finish. We will discover this tradition by observing trees, tasting sap, learning the tools involved, and finally, tasting the sweet product. We will make sure to have time...
10:45 am to 3:00 pm

Bald Eagles in the Wild for Teens

Teens are invited to Joppa Flats Education Center in Newburyport Massachusetts to learn about eagles and their behaviors. Photo: Bill O'Connor
Head to the most popular spots to search for Bald Eagles. Learn how to spot an eagle in flight, observe their behaviors, and learn how to identify Bald Eagles at different stages of life. Use binoculars, field scopes, and bird guides. Stay active and warm with group challenges about wingspan and...
2:00 pm to 4:00 pm

Sunday, February 8

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's So Sweet Festival

Salem Massachusetts' retailers have some sweet surprises in store during the Salem's So Sweet Weekend Festival
Salem Main Streets and the Salem Chamber of Commerce invite you to come enjoy the annual Salem’s So Sweet Chocolate & Ice Sculpture Festival – a decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Now in its 24th year, Salem’s So Sweet has become...
9:00 am to 10:00 pm

Watching the Coastal Edge at Halibut Point

Tour the WWII era observation tower at Halibut Point State Park in Rockport Massachusetts.
Meet at the Halibut Point State Park visitors center to learn about the role Halibut Point has played in America’s military history. One day after the 1941 Pearl Harbor attack, U.S.
11:00 am to 12:30 pm

Amesbury Winter Market

Amesbury Winter Market Daze at Barewolf Brewing January 11-February 8, 2026
Amesbury Market Daze is your friendly local community marketplace. We take pride in curating a marketplace that showcases local art and food from talented local artisans, chefs, farmers, creators and curators of surrounding Amesbury, Massachusetts. Join us throughout the year to curate and foster a...
12:00 pm to 4:00 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 3:30 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Monday, February 9

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

Tuesday, February 10

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

Wednesday, February 11

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

Thursday, February 12

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
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