Gloucester

Full Moon Hike at Ward Reservation

Join the Trustees on a journey up Holt Hill under the light of the full moon at Ward Reservation in Andover!

Join the Trustees for an evening journey up Holt Hill under the light of the full moon. Together, we will trek up the trail as night falls, and gather at the top beneath the moon & stars. Enjoy the sights, sounds, smells, and unique tastes of evening in the magic of Ward Reservation. We will share stories and tales about the moon and its effect on people throughout time.

When: 
Tuesday, June 10, 2025 7:30-9:30pm
Location: 

Explore! North Shore – Trails Day Hike at Ravenswood

Giant boulders can be found all over Ravenswood Park. How'd they get there?

Join the Trustees to celebrate National Trails Day with a guided hike of Ravenswood Park in Gloucester. On this intermediate hike, you will enjoy a ~3 mile loop with moderate elevation gain, as you are guided up the rocky and narrow Ledge Trail up to a scenic overlook of the harbor and then descend via the broader and flatter Salem Road carriage path trail. You’ll pass through an old quarry, rocky trails lined with beech, pines, ferns, and rare wetland plants. This glacier-shaped landscape provides shelter for a variety of wildlife, look for scat, tracks and dens along the trail! Our naturalist guides will share the human and natural history of this property, including how the Trustees maintains the properties many trails for all to enjoy.

When: 
Saturday, June 7, 2025 10am-1pm
Location: 

Annual Plant Sale | Generous Gardeners

Generous Gardeners is having a plant sale just in time for the growing season in Gloucester Massachusetts!

Generous Gardeners is having a plant sale to just in time for the growing season in Gloucester Massachusetts! Join us for a Plant Sale on Stacy Boulevard on Saturday, May 17, 2025 from 9am to noon. The event will be held rain or shine. Locally grown plants plus dahlia tubers will be available for sale.

When: 
Saturday, May 17, 2025 9am-Noon
Location: 

Bluefin Blowout Family 5k to Benefit Alzheimer's Association

The Bluefin Blowout Family Fun Run in Gloucester Massachusetts raises funds to combat the diseases of Alzheimer's and all other dementias

On Sunday, May 18th, 2025, come to Stage Fort Park, Gloucester for the Bluefin Blowout Family Fun Run 5K, Presented by the Lyon-Waugh Auto Group - Benefiting the Alzheimer’s Association. Run, walk, or stroll from Stage Fort Park to Hammond Castle and back to Stage Fort Park for a 5K loop. Enjoy the beautiful Cape Ann waterfront and fresh ocean air while raising money for the Alzheimer’s Association.

When: 
Sunday, May 18, 2025 7am
(race starts at 8:30)
Location: 

Gloucester Student Arts Festival

Gloucester Student Arts Festival showcases multiple forms of art created by the students of Gloucester Massachusetts

Arts Fest is an annual celebration of the arts in the Gloucester Public Schools, a day to enjoy creativity, connection, and celebrating our students’ talents as a Gloucester community. It is led by the Gloucester Education Foundation in partnership with the Gloucester Public Schools, Cape Ann Museum (CAM), and a host of local arts and cultural partners.

When: 
Saturday, May 17, 2025 11am-4pm

April Vacation at Cape Ann Art Haven

April Vacation Programs at Art Haven in Gloucester Massachusetts

Cape Ann Art Haven has a week full of fun activities planned for kids during April Vacation week. There are programs for kids k-5th grade that will appeal to many styles of artistic expression with morning classes from 9am to Noon or 9am to 3pm. Scholarships are available. Open to elementary school-aged children.

When: 
Tuesday-Friday, April 21-25, 2025 9am-Noon or 9am-3pm

April Vacation at CAM

Cape Ann Museum in Gloucester Massachusetts has some great April Vacation programs for school aged kids!

This April Vacation, young visitors are invited to discover the art and history of Cape Ann at the CAM Green!  Explore the newest exhibition, Breath of Life – C.B. Fisk, Designers & Builders of Pipe Organs to learn about these incredible instruments. View intricate models of the architectural spaces and pipe organs they design, see tools used in the construction process, take an audio scavenger hunt, and enjoy one of the daily drop-in art making activities.

When: 
Wednesday, April 23 - Saturday, April 26, 2025 10:30am - 12:30pm

Twin Lights Half Marathon

Twin Lights Half Marathon starts at Good Harbor Beach in Gloucester and follows a route along the Gloucester's beautiful back shore.

Come enjoy beautiful ocean views as you run along the scenic coastline on Cape Ann and race towards our huge finish line arch! The Twin Lights Half Marathon offers a spectacular course with the seashore visible for much of the race's 13.1-mile route. Runners will also enjoy an up-close look at many of the sights that have deep roots in the nation's maritime history.

When: 
Sunday, May 4, 2025 9am

Swirling Romantics Concert | Cape Ann Symphony

Swirling Romantics Concert with the Cape Ann Symphony in Manchester Massachusetts

The season ends with Sibelius romantic and passionate Symphony No. 2. The symphony is full of gorgeous, hyper emotional melodies as well as exciting moments of high drama. The Rachamaninoff Piano Concerto is one of the most popular works in the repertoire, and virtuoso pianist Myron Romanul will be the soloist.

When: 
Saturday, May 10, 2025 2pm

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Landmark Summer Experience at Landmark School in Beverly 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

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

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

Saturday, December 6

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

Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets,...
9:00 am to 9:00 pm

Santa Arrives in Marblehead

Come to Marblehead to welcome Santa as he arrives for the Christmas Walk!
Come to the State Street Landing in Downtown Marblehead to welcome Santa as he arrives by lobster boat!  There's plenty of photo ops and Santa's arrival is followed by the Marblehead Christmas Walk Parade. 
9:00 am

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

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

2025 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.
Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local...
10:00 am to 4:00 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

Reindeer Run 5k

The Reindeer Run 5k Road Race is hosted by the YMCA of Beverly Massachusetts
Get your best reindeer on and join us as we run, walk or prance through Beverly's coastal roads and historic downtown! You may see Santa, his elves and others in festive costume… By participating, you’re not just running a race—you’re supporting the Y’s mission to strengthen our community.
10:00 am to 12:00 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

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
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