Gloucester

Saint Peter's Fiesta 5k

The Cape Ann YMCA Saint Peter's Fiesta 5k encourages kids to enter.

The Saint Peter's Fiesta 5k Road Race hosted by the Cape Ann YMCA is a healthy opportunity for families to be directly involved with this traditional community celebration in Gloucester!  Kids are encouraged to enter, and all funds raised by the race go to the Cape Ann YMCA Summer Camps program. The race starts at beautiful Stage Fort Park and ends in the heart of the Fiesta celebration in Saint Peter's Square.

When: 
Thursday, June 26, 2025 6:30pm

Family Program: Creature Sculptures at CAM

Family Program: Creature Sculptures at Cape Ann Museum in Gloucester Massachusetts

Inspired by the exhibition on view, Portrait of a Sculptor: Walker Hancock & Michael Lafferty. Create your own animal or fantastic creature with air-dry clay, inspired by the artist Katharine Lane Weems. Recommended ages 3 and up. Adult supervision required.  Free and open to the public. Vehicle reservation recommended to ensure parking.

When: 
Saturday, March 29, 2025 10am-Noon
Location: 

Annual Pizza Taste Off

The annual pizza taste-off in Gloucester raises funds for the American Cancer Society

The Interact Club at Gloucester High School will be holding their annual pizza taste off at Cruiseport Gloucester!  Come try different pizza from around Cape Ann, while helping to raise funds for the American Cancer Society! Taste them all for yourself and vote for the best! Only 300 tickets sold and will be available at the door. All proceeds will be donated to the American Cancer Society.

When: 
Wednesday, April 9, 2025 5-7pm

Gloucester Education Foundation's Power of Play Festival

Gloucester Education Foundation is proud to host Power of Play Festival, a day of play for Gloucester Massachusetts families and kids of all ages. Gloucester Education Foundation's Power of Play Festival

Gloucester Education Foundation hosts the annual Power of Play Festival in Gloucester Massachusetts. A day of hands-on, low-tech play for all ages, hosted by Gloucester Education Foundation and run by a powerhouse team of community and student volunteers.

When: 
Sunday, March 23, 2025 11am-2pm

Bruins Pajama Drive

Drop off new pajama donations at libraries across the North Shore as part of the Boston Bruins PJ Drive.

From February 1 through March 15, Cradles to Crayons®, the Boston Bruins, Massachusetts Board of Library Commissioners, and Wonderfund are coming together with organizations in your community to collect new pajamas for local children living in low-income and homeless situations. Together, we are looking to collect 10,000 pairs of pajamas. By supporting us with a PJ Drive, you will directly supply new pajamas to the children who need them most so they can stay warm for a good night’s sleep. Register through our form below to get more information on hosting a PJ Drive with us.

When: 
February 1- March 15, 2025

Gloucester's So Salty 2025

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 4th Annual Gloucester’s So Salty festival on January 25 and 26, 2025 from 10:00 am – 5:00 pm! Over 1,800 people came out last year to share their salty pride while enjoying free ice sculptures and cultural activities around Downtown Gloucester.

When: 
Saturday, January 25, 2025 10am-5pm
Sunday, January 26, 2025 10am-5pm

MLK Day Celebration at the Meetinghouse

The Gloucester Meetinghouse Foundation celebrates Martin Luther King Day Massachusetts

The Gloucester Meetinghouse Foundation proudly presents its ninth annual Martin Luther King, Jr. birthday event. It will be held on Monday, January 20th at 2:00pm in the Gloucester Unitarian Universalist Church, located at the corner of Church and Middle Streets (GPS 50 Middle Street). An elevator is available from the side door at 10 Church Street. No charge for admission but freewill donations are gratefully received.

When: 
Monday, January 20th, 2025 2-6pm

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 candlelight that will envelop you throughout your tour of the Hammond Castle Museum. Immerse yourself in a bygone era of opulent tranquility and holiday grandeur that promises to be unlike any other experience on the North Shore.

When: 
Daily November 21 - Decemeber 28, 2024 10am-4pm

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Smileland Pediatric Dental Care Waltham Malden Massachusetts

Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.
Essex National Heritage Area sites will offer over 150 free family fun events from September 14-29, 2024 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in...
7:00 am to 10:00 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

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Step Inside the Historic Custom House

Take in the views of this prominent building where Nathaniel Hawthorne once worked and the U.S. Custom Service operated. This Custom House was built in 1819 and housed offices for the officers of the U.S. Customs Service, as well as an attached warehouse, the Public Stores, used for the storage of...
9:30 am to 4:30 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

Saugus Iron Works House Tours

Free Ranger guided tours of the Saugus Iron Works House in Massachusetts
Join National Park staff at Saugus Iron Works National Historic Site for a 30-minute tour of The Iron Works House.
11:00 am

Step Aboard the Friendship of Salem

Permission to come aboard the Friendship of Salem is granted at Derby Wharf in Salem Massachusetts!
Explore the FRIENDSHIP OF SALEM, a replica tall ship based on a 1796 Salem vessel at Salem Maritime National Historic Site.
1:30 pm to 4:30 pm

Saugus Iron Works Tours

Free Ranger guided tours at Saugus Iron Works Colonial Industrial Site in Massachusetts
Join the National Park staff at Saugus Iron Works National Historic Site for a tour of the colonial industrial site. On select days, you may be able to stick around and witness pop-up molten iron pour, blacksmithing, waterwheel demonstrations, and take part in hands-on river stewardship activities.
2:00 pm

The Backyard Growcery

Join Backyard Growers at Burnham's Field in Gloucester Massachusetts for a weekly Farmer's Market
Stop by Gloucester’s new weekly farmers market, the Backyard Growcery, managed by Backyard Growers. The Backyard Growcery is located at Burnham's Field, an urban park near Gloucester’s thriving waterfront, and features small-scale North Shore farmers, bakers, a seafood vendor, an artisanal pizza...
2:30 pm to 6:30 pm

Topsfield HomeGrown Market

Come to Topsfield Massachusetts Common for a homegrown market on the Wednesdays through July
The mission of the HomeGrown Market is to provide the Topsfield community with a series of family-friendly events that emphasize supporting local and offer the opportunity for Topsfield and surrounding North Shore farmers, gardeners, artisans, creators, performers, musicians, nonprofits, young...
4:00 pm to 7:00 pm

Evening Stroll at Maudslay

Enjoy and evening stroll with the park interpreter at Maudlsay State Park in Newburyport, Massachusetts
This popular hike is back again and has been going for over a decade! Join the park interpreter for a moderately paced walk each week to view different areas of the park and experience the seasonal changes at Maudslay. For Ages 6 & up
5:30 pm to 6:30 pm

Stargazing at Mendel Observatory

Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
7:00 pm

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails
Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water...
10:30 pm

Friday, September 19

Star Party with the North Shore Amateur Astronomy Club

Join the North Shore Amateur Astronomy Club in a free star party at Battis Farm as part of Trails and Sails!
Come see the night skies through one of our volunteer’s telescopes! In addition to the moon (9/14 only) and Saturn we’ll be showing off an assortment of binary and multi-star systems (imagine having 4 suns in your sky!), nebula, clusters, and galaxies, some of which are millions of light years away...
7:30 pm to 9:30 pm

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails
Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water...
10:30 pm

Saturday, September 20

Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.
Essex National Heritage Area sites will offer over 150 free family fun events from September 14-29, 2024 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in...
7:00 am to 10:00 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

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

The Lady of Salem: Maritime Art

Learn about the history of Salem Massachusetts through this unique public art installation self-guided tour!
Discover Salem’s Golden Age of Sail as you uncover clues! Celebrate America’s Maritime History! The Ladies of Salem will have you looking up at whimsical and beautifully designed figureheads gracing lampposts downtown. “What is a figurehead ?” you may ask? It’s a large carved wooden decorative...
8:00 am to 10:00 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

Haverhill Farmers' Market

Haverhill Farmers Market, North Shore Farmers Market, Cape Ann Farmers Marke
The vibrant, colorful Haverhill Farmers Market is where local farmers and food producers meet to sell directly to the community. Established in 1978, the Haverhill Farmers Market mission is to provide access to farm-fresh products and promote local agriculture, as well as serve as a social...
9:00 am to 1:00 pm

Marblehead Farmers' Market

Find fresh local produce and other foods at the Marblehead Farmer's Market!
The Marblehead Farmer's Market boasts 15+ local farms, and booths with an educational spin nutrition, vendors and farms selling homemade prepared goods and craft vendors that are switched up in a rotation basis week to week. Additionally there are entertainers and exhibits by environmentally...
9:00 am to 12:00 pm
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