Festival

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 cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

When: 
Daily, September 13-28, 2025

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. Learn about the voyages of the original FRIENDSHIP and the lives of the crewmembers onboard. The two-decked, three-masted, square-rigged, 342-ton vessel represents New England’s influential role in the development of global and domestic maritime trade. Ongoing repair work is taking place on the FRIENDSHIP, so capacity limits are in place on deck.

When: 
Wednesday - Sunday, September 13-28, 2025 1:30-4:30pm

Northern Strand Community Path Ride

Ride the Northern Strand Path as a group starting in Lynn Massachusetts! Part of Trails & Sails

This low-stress ride will be led by Dave Read of the Border to Boston Trail Coalition. We’ll start in the Market Basket parking lot next to the trail in Lynn, go over the Saugus River and past the Rumney Marsh in Revere. Meet next to the trail at the Market Basket in Lynn. There will be two options: one to Malden line (12 miles round trip) and a bit longer to the Everett line (16 miles round trip). This is a paved trail. Part of Trails & Sails.

When: 
Sunday, September 14, 2025 10am-Noon

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 that is gaining popularity nation-wide, PlumFest brings our own unique flavor to the mix, with an event that is sure to please.

When: 
Saturday, September 13, 2025 12-6pm

Lowell's Boat Shop: Boatbuilding in the New Nation

Learn about Lowell's Boat Shop in Amesbury Massachusetts on this guided Trails and Sails Tour

Step back in time with a visit to Lowell’s Boat Shop  in Amesbury Massachusetts during Trails & Sails! Established in 1793, Lowell’s was one of The New Nation’s many boat shops, and is the oldest continuously operating boat shop in the country. Simeon Lowell founded his own business after working as a shipwright in the area; he and other Lowell family shipwrights participated in the build of The Alliance, one of the first frigates built for the Revolutionary Navy.

When: 
Thursday, September 19, 2025 11am-2pm
Friday, September 20, 2025 11am-2pm

Beverly Harbor Fest

Families are invited to the Beverly Harbor Fest for an afternoon of family fun at lynch park iun Beverly Massachusetts

The 13th annual Harbor Fest is a lively family celebration on the water hosted by Beverly Harbor Management Authority. Join us for games on the lawn, food trucks, music in the shell, and a beer garden at the Carriage House. Mark your calendar NOW and follow more specifics of the event on Facebook - #beverlyharborfest2024 or search “Beverly Harbor Fest 2024”. We hope to see you there to celebrate Beverly’s beautiful waterfront that we can all enjoy!

When: 
Sunday, September 7, 2025 1-5pm
Location: 

Bread and Roses Heritage Festival

Annual Bread and Roses Festival in Lawrence Massachusetts actually celebrates the labor movement in America - the folks who brought you the weekend.

Lawrence is a city of art, culture and history, and what better way to continue the excitement of Labor Day Weekend in Lawrence, than with the Bread & Roses Heritage Festival? At the festival, attendees can enjoy art, history, food, and especially, music where we have three stages off all-day entertainment.  This annual festival is celebrated on Labor Day in order to honor the most significant event in Lawrence history: the 1912 Bread and Roses Strike. We memorialize the event with a variety of music and dance, poetry and drama, ethnic food, historical demonstrations, and walking and trolley tours, all on or starting from Lawrence's Common. The festival is a one-day 'open air' celebration.

When: 
Monday, September 1, 2025
Location: 

Gloucester Schooner Festival 2025

The Gloucester Schooner Festival celebrates maritime, sailing and fishing heritage of Cape Ann Massachusetts

The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and beyond. There will be both large and small vessels—ranging from 19 feet to over 100 feet in length. You will see new boats and old boats, from newly built (Ardelle - launched 2011) to over 100 years old!

When: 
Labor Day Weekend, August 27-31, 2025

Gloucester Waterfront Festival

Come to Stage Fort Park in Gloucester Massachusetts for the Annual Waterfront Festival.

Get ready for a weekend of art, flavor, and seaside charm as the 44th Annual Gloucester Waterfront Festival returns to the historic Stage Fort Park on August 16 & 17, 2025. Set against the stunning backdrop of Gloucester Harbor, this beloved festival invites visitors to explore an extraordinary array of over 200 juried booths featuring American-made arts, crafts, specialty foods, and more! 

When: 
Saturday, August 16, 2025 9am-6pm
Sunday, August 17, 2025 9am-5pm
Location: 

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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

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Barnyard stories really come alive when you get to see the main characters in real life! Bring the kids down to Appleton Farms for our farm-fresh version of story time. Explore the farmstead, visit our learning garden, see our cows and rabbits, and find a spot to play under a shady tree in our...
10:30 am to 11:30 am

Saturday, January 24

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...
10:00 am to 4:00 pm

Native Seed Sowing at Long Hill

Seed Sowing Workshop at The Trustess of Reservations' Long Hill Gardens in Beverly Massachusetts
Join Cole Campbell, production horticulturist at Native Plant Trust, for this native seed-sowing workshop at Long Hill Public Garden in Beverly, MA. Learn about our native plant seeds, and then get your hands in the soil to sow some seeds that you can take home with you.
11:00 am to 12:30 pm

Sunday, January 25

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

Explore! North Shore: Winter Hike at Moraine Farm

The Explore! North Shore hiking series will get you outside and moving at Moraine Farm in Beverly 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...
10:00 am to 12:30 pm

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...
10:00 am to 4:00 pm

Raptor Roundup: Meet Live Birds of Prey at IRWS

Raptor Roundup: Meet Live Birds of Prey at Mass Audubon's Ipswich River Wildlife Sanctuary
Get a close look at some live local birds of prey while keeping warm in our barn! Learn each bird's unique story, discover why raptors play such a vital role in our environment, and explore their amazing adaptations, like keen eyesight and powerful talons, that help them survive in the wild....
11:00 am to 12:30 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
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