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

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

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 all of the events and activities listed below. Food, drink, and hayrides are purchased separately.

When: 
Saturday, September 13, 2025 12-5PM
Sunday, September 14, 2025 12-5PM
Location: 

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 three dimensional representation of a person, animal or mythical creature located at the bow (forward part) of a sailing ship. They were thought to bring good luck as the “eyes” of the ship. Each “Lady” has a unique story to tell. Just head to Destination Salem Visitors Center on Derby Street to pick up the scavenger hunt, and use QR codes to find the lady locations!

When: 
June-October 2025

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Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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

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

Sunday, November 23

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

Essex Turkey Trot 5K Race & Fun Walk

The Essex Massachusetts Lions host their annual 5k Turkey Trot!
The Essex Lion's Club hosts the annual turkey trot in beautiful Essex Massachusetts!
10:00 am to 1:00 pm

Swampscott Thanksgiving Farmer's Market

The Swampscott Farmers Market hosts a special Thanksgiving market in Massachusetts
The outdoor markets are done for the season but we will have one last indoor Thanksgiving Market on Sunday, November 19th at Swampscott High School Cafe. Stock up with fresh produce for your Thanksgiving table and get your Christmas shopping started early with our crafters!
10:00 am to 1:00 pm

Sea Festival of Trees | Sundays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more - Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 5:00 pm

Fall Foliage Cider & Donut Cruises

Take a guided tour of the Essex Massachusetts Marshes with Essex River Cruises this Autumn
Essex River Cruises hosts a narrated sightseeing tour that winds down the beautiful Essex River aboard Essex River Queen, a pontoon boat.
1:00 pm to 3:00 pm

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
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

Monday, November 24

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
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