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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Landmark Summer Experience at Landmark School in Beverly Massachusetts

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

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

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

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

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

Rockport Farmers' Market

The Rockport Farmers' Market runs every Saturday at Rockport Music in Downtown Rockport!
The Rockport Farmers Market offers a variety of locally-grown produce, hand-crafted products, baked goods, and live music. It provides a community space to support local farmers and artisans.
9:00 am to 1:00 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

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

Andover Farmers' Market

Find Fresh Local Produce at the Andover Massachusetts Farmers Market North of Boston
The Andover Farmers Market is a vibrant hub connecting local farmers, artisans and the community through the joy of local food. Whether you come for carrots or conversation, it is a place to nourish the body, mind and spirit.
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

Maritime Adventure Days

Maritime Adventure Free Days at Custom House Maritime Museum Newburyport Massachusetts
Maritime Adventure Free Days offers families and kids a unique opportunity to explore maritime history through interactive activities, guided tours, and hands-on workshops. A day of fun and discovery at the Custom House Maritime Museum for the family.
9:00 am to 1:00 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

Blacksmithing Saturday at the Essex Company Forge

Lawrence History Center hosts a day of blacksmithing at the Essex Company Forge in Massachusetts!
Step back in time with us for a day of blacksmithing at the Essex Company forge, the company that built the city of Lawrence! Blacksmith Richard Wright will be demonstrating the craft of traditional blacksmithing methods, forging both iron and mild steel to create items for practical use in our...
9:30 am to 1:30 pm

Winter Island Tour

Explore the marine creatures that inhabit the tidepool on the rocky shore at Winter Island, Salem Massachusetts
Explore the marine creatures that inhabit the tidepool on the rocky shore! Salem Sound Coastwatch staff will bring buckets, nets, and ID guides and help you identify what we find. We recommend wearing sturdy shoes (no open toes) that can get wet and traverse slippery rocks.
9:30 am to 10:30 am

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

Marini Farm Corn Maze

The 2025 Marini Farm Corn Maze in Ipswich Massachusetts is themed for The Wizard of Oz
Come to Marini Farm for a fun journey through our corn maze! The Maze Park, corn maze, farm stand, bakery and other attractions provide a great destination for kids birthday parties, school trips, corporate team building, scout outings, and family activities. Marini Farm is located in beautiful...
10:00 am to 10:00 pm

Kite Day at Cogswell's Grant

Kite Day at Cogswell Grant is a wonderful fall afternoon event for North Shore families
Come fly a kite at Cogswell's Grant in Essex Massachusetts! Bring your own kite or build one of your own, and watch professional kite flyers from Kites Over New England. Kite-building workshops will be held with all materials included, where kids and adults can make their own kites and learn how to...
10:00 am to 4:00 pm

Waterpower at the Saugus Iron Works Tour

Free Ranger guided tours at Saugus Iron Works Colonial Industrial Site in Massachusetts
How did water drive early industries in colonial Massachusetts? Join a park ranger for a special tour focused on waterpower at the Saugus Iron Works in Massachusetts. Hear the crash of the hammer and the bang of the bellows as we demonstrate a variety of waterwheels at the Iron Works. Learn how...
10:00 am to 1:00 pm

Visit the Manchester-by-the-Sea Museum

Manchester-by-the-Seab Museum tours in Massachusetts. A Trails and Sails event.
Discover Manchester-by-the-Sea’s history, architecture & art through our exhibits, tours & collections.
10:00 am to 4:00 pm

Long Hill Garden Tours

Tour the Gardens at the Trustees of Reservations Long Hill Gardens in Beverly, Massachusetts!
The Trustees of Reservations invite you to join our expert guides for a tour around Long Hill’s stunning Sedgwick Gardens and learn more about the special plants. Visit Long Hill’s breathtaking gardens and stately historic house for a guided tour. Enjoy the rich history of this grand country estate...
11:00 am to 12:00 pm

Farm-Forest-Ice Cream Hike

Join this Trails and Sails Hike through the woods in Ipswich for an ice cream treat! A Sails & Trails event.
A group hike from Marini Farm through the forest to White Farms for an optional ice cream. Don’t miss this great opportunity to explore the farm, forest, and nature of Ipswich. The group will meet on Linebrook Road in Ipswich. Bike entrance to Willowdale State Forest just west of Marini Farm.
11:00 am to 2:15 pm

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

Boat Tour to Misery Island

Journey on Essex Heritage’s landing craft Naumkeag to Great Misery Island in Salem Sound Massachusetts
Journey on Essex Heritage’s landing craft Naumkeag to Great Misery Island in Salem Sound. Along the way, hear stories about the rich history of the harbor and how the Misery Islands acquired their unique name. When you arrive, you’ll have 2 hours to explore the trails, open meadows, rocky shoreline...
11:00 am to 2:00 pm

Plumfest 2025

Plumfest is an annual celebration of music and community on Plum Island in Newburyport
PlumFest is a non-profit volunteer-run organization incorporated as a Charitable Foundation to bring local musicians, island residents and visitors together to showcase the natural beauty and artistry that make Plum Island such a special place. As an early participant in the “porch-fest” movement...
12:00 pm to 6:00 pm

Team Haverhill’s River Ruckus

Come celebrate Haverhill's River Front at the River Ruckus in Haverhill Massachusetts!
Team Haverhill’s River Ruckus is an annual festival featuring live music, classic cars, Kids Zone, great local foods, and spectacular fireworks over the Merrimack River. Presented by Team Haverhill, a community-based volunteer organization, the festival attracts over 5,000 visitors and residents...
12:00 pm to 8:30 pm

Farm Days Festival

Farm Days is a family event held at Appleton Farms in Ipswich Massachusetts
Join us for our Annual Fall Celebration at Appleton – Farm Days! Spend the afternoon exploring the farm, listening to music, enjoying great food & beer, hiking our trails, entertaining the kids and more. Please Note: Tickets are per vehicle, not per person, and include access to the farm and...
12:00 pm to 5:00 pm

Family Day at the Industrial History Center!

Open House at the Amesbury Carriage Museum and Industrial History Center Massachusetts - a Trails and Sails Event
Join Amesbury Carriage Museum for a hands-on fun-filled day for the whole family at our Open House! Try out our hand-powered machines – test your skills at drilling or winding a bobbin, just like workers did in the mills!
12:00 pm to 4:00 pm

North Shore Concert Band Maritime Concert

Travel the high seas musically with the North Shore Concert Band at Salem Visitors Center in Massachusetts
The North Shore Concert Band will play a Family Concert “Sea Music” featuring music “from and about” the sea in the historic St. Peter’s Sanctuary. The band narrator will give short intros to the varied selections helping all to better understand the program. Before the music begins, a St. Peter’s...
1:00 pm to 2:30 pm

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

A Spiritual Quest Weekend at Hilldale Cemetery

Hilldale Cemetary in Haverhill Massachusetts is one of the North Shore's most active paranormal spots!
Do you believe in Ghosts? If you do then join the Essex County Ghost Project and Witches Wonder fort a spooktacular evening of haunts and fun . The gates open at 6:30 pm and hunt starts at 7pm . We are exploring one of New England’s most Haunted historical sites . There have been reports of full...
7:00 pm to 9:30 pm

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

Monday, September 15

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

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

Beverly Farmers' Market

Get fresh local produce at the Beverly Farmers Market in downtown Beverly Massac
The Beverly Farmers’ Market supports local agriculture while making healthy food available to all members of the Beverly community at affordable prices; the market promotes sustainable living practices and fosters community connections through our vendors, free activities and events. The market...
Where: Odell Park
3:00 pm to 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

Tuesday, September 16

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
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