All Ages

Marbleheaders in the American Revolution

Glovers Regiment in Marblehead Massachusetts is just one stop on this Trails & Sails tour.

Pick up a program book and experience Revolutionary War-era Marblehead at various sites in the Historic District. Meet the wife of war hero, James Mugford; explore Fort Sewall with Glover’s Regiment; meet diarist Ashley Bowen portrayed by Donald Friary and experience an Anglican service at St. Michael’s church; participate in a recreated town meeting and decide whether or not to support the Patriot cause at the Old Town House; visit the Powder House; see the Spirit of ’76 painting; tour the Jeremiah Lee Mansion; and learn about the town’s Tory population at the “King” Hooper Mansion; among other opportunities. Learn more here!

When: 
Saturday, September 20, 2025 11am-4pm
Sunday, September 21, 2025 11am-4pm

Historic Port of Ipswich Tour

Ipswich Museum hosts a Trails and Sails Historic Tour of the Town of Ipswich Massachusetts as a port.

Join local history buff, Scott Jewell, on a walk around the town of Ipswich and learn about the fascinating history of its former bustling port. Once a hub of maritime trade and commerce, the fate of the port was intricately tied to the rise and fall of the town’s 18th century economy, and the fortunes (and misfortunes) of many of its residents. Part of Trails & Sails.

When: 
Saturday, September 20, 2025 1-3pm

Climb Up Gloucester City Hall Tower

Take a Free tour of Gloucester Massachusetts City Hall's renovated tower as part of Trails and Sails 2024!

Experience the WOW factor when you climb up Gloucester’s City Hall clock and bell tower and emerge at the bell level. Views, weather permitting, are awesome. Members of Gloucester’s City Hall Restoration Commission will be on hand to inform you of the history of this architecturally significant building that had graced Gloucester’s skyline for more than 150 years. Please note that while the tower is not handicapped accessible the WPA Murals in City Hall are accessible and are one, if not, the best collection of WPA murals in the Commonwealth.

When: 
Saturday, September 27, 2025 Noon-3pm

Overlooking the Essex River Tour

Tour Cogswell's Grant Coastal Farm in Essex Massachusetts as part of Trails & Sails

On this walking tour, explore the landscape history at Cogswell’s Grant in Essex, Massachusetts, from the presence of indigenous people through the colonial period to the present. Walk through hayfields down to the salt marsh and the Essex River, discover the rich history of the people and families who lived and farmed here, and learn how coastal farming has evolved over the centuries. Part of Trails & Sails. Reservations Required

When: 
Saturday, September 27, 2025 11am-12:30pm

Hospital Point Lighthouse Open House

Take a tour of this historic Beverly landmark thats usually closed to the public as part of Trials and Sails!

One of Beverly's most familiar landmarks, this lighthouse commands a spectacular view of Salem Sound, and 3 other lighthouses. An enduring monument to Beverly's nautical heritage, it is one of 5 Massachusetts lighthouses that still retains its original Fresnel lens.

When: 
Sunday, September 14, 2025 10AM-4PM
Saturday, September 27, 2025 10AM-4PM

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. Since much of Salem has changed drastically since 1692, very little remains with direct ties to these historical events. However, this tour will use the Heritage Trail as a guide and will point out original locations, help debunk persistent legends, and reveal the true history that has been obscured over the centuries. 

When: 
Daily, 9-5
Location: 

Salisbury Days: Touch a Truck

Kids (and adults) can get up close and personal with all kinds of trucks in Salisbury Massachusetts
Salisbury Days are hosting a Touch-A-Truck event! Get up close and personal with all the trucks/unique vehicles you see on the road. Meet the people who drive them and learn about what they do! If you have a truck or any unique vehicle you would like to showcase in our event, feel free to message us to get on the participant list!
When: 
Sunday, September 21, 2025 Noon-4pm

Ride the Rail Trail to New Hampshire

Bike the Rail Trail from the Merrimack river in Salisbury Massachusetts to the New Hampshire border.

Join us on a scenic bike ride starting at the Graf Rink lot on Low St. in Newburyport. We’ll go along the Clipper City Trail and it’s impressive trail art. We will then go over the Merrimac River to Salisbury, past salt marshes as we make our way to the NH border. Along the way, David Read will share how it fits into the greater Border to Boston Trail and the East Coast Greenway! We will meet next to the trail at the Graf Rink parking area on Low St. in Newburyport. The round trip is 10 miles on an all-paved surface.

When: 
Sunday, September 28, 2025 10am - Noon

Newburyport's Fall Festival

The Newburyport Fall Festival is a tradition filled with family fun on the waterfront in Massachusetts

Come to downtown Newburyport's Annual Fall Festival hosted by the Newburyport Chamber of Commerce! Enjoy great food, live music, and family fun while celebrating autumn's arrival on the waterfront in downtown Newburyport Massachusetts. Explore downtown shops as well as craft vendor booths from artisans all over New England!

When: 
Saturday & Sunday, October 11 & 12, 2025 10am-4pm

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

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

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

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

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

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

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 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

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

Thursday, September 25

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

Kidleidoscope

Kidleidoscope at Maudslay State Park is a chance for preschoolers to explore the park, enjoy a story and make a craft!
Maudslay State Park has created this program for their youngest crowd! The park interpreter will lead a weekly nature themed preschool aged program that involves a story time and outdoor exploration of Maudslay trails and gardens! 
10:00 am to 11:00 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

Salem Farmers' Market

The Salem Farmer's Market bring the goodness of local farm to downtown Salem!
The Salem Farmers' Market brings fresh local produce and other foods from North Shore farms and other local resources to downtown Salem every Thursday at  Bentley Academy Charter School!
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

Friday, September 26

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
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