Gloucester

February Vacation Week at CAM

Come explore the Cape Ann Museum with your family during February Vacation in Gloucester, Massachusetts!

Put on your winter coat and visit the Cape Ann Museum during February School Vacation Week! The Museum will be free for school-age children, 18 and under, and their guardians from Tuesday, February 20 – Thursday, February 22. On Friday, February 23 the Museum will have free admission for all visitors thanks to generous support from the Highland Street Foundation’s Winter Camp Initiative.

When: 
Tuesday, February 20 - Friday, February 23, 2024 10am-5pm
Location: 

Cape Ann Symphony | Blazing Brass

The Cape Ann Symphony Blazing Brass feature brass music by Bernstein and more!

The Cape Ann Symphony is thrilled to bring you an exciting concert of brass music — Blazing Brass! Hold on to your seats as these five musicians take you on a musical journey through the decades that you will not soon forget. Featuring music of George Cohan, Leonard Bernstein and America’s March King, John Philip Sousa.

When: 
Sunday, February 11, 2024 3pm

G400+ New Year's Eve Celebration

Cape Ann YMCA hosts the G400+ New Year's Eve Celebration in Gloucester Massachusetts

Please join us as we bid farewell to a year packed full of gatherings for one final hurrah on December 31st at the Cape Ann YMCA, 6:30-8:30pm. Expect dazzling lights, warm beverages, delicious sweets, exciting music, and a community countdown to 2024! This event is family friendly and FREE - we invite all to come out and toast a great year!

When: 
Sunday, December 31, 2023 6:30-8:30pm
Location: 

Appleton Farms' Winter Solstice Walk

Celebrate the solstice with the Trustees of Reservations at Appleton Farm in Ipswich Massachusetts

This Event is Full! Join us for a wintery lantern-lit stroll through the property to one of the many beautiful secluded spots on the farm. Once there, our staff will lead you in a solstice ritual of reflection and meditation around the fire, looking back on the past year and welcoming the new year, celebrating the end of days getting darker and looking forward to the increasing of the light. We look forward to having you at Appleton to mark this moment in our journey together.

When: 
Thursday, December 21, 2023 4-6pm or 6:15-8:15pm
Location: 

Winter Lights on Cape Ann

Celebrate the season with holiday light displays in Gloucester, Essex, Ipswich, Manchester-by-the-Sea, and Rockport.

The Annual Winter Lights on Cape Ann is a festive event celebrating the holiday season, running from late November through New Year's Day. Over 100 local businesses in Gloucester, Essex, Ipswich, Manchester-by-the-Sea, and Rockport are participating by decorating their storefronts with lights and creative displays. A decorating contest is back by popular demand, allowing visitors to vote for their favorite decorated business in each of the five communities.

When: 
Daily through New Years Day 2024

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

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

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Brookwood School Summer Program for kids Pre-K through 9 in Manchester 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

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

Ipswich Illumination

Come to Ipswich Massachusetts as points along the Ipswich River are illuminated!
The Town of Ipswich, Massachusetts, proudly presents 2025 Ipswich Illumination. This year we are celebrating harvest, hearth, & home, and our maritime history, heritage & culture.
11:00 am to 9:30 pm

Saturday, November 29

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

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

Sunday, November 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

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

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts 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 uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and...
10:00 am

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

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
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 5:00 pm

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
1:00 pm to 3:30 pm
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