Trails & Sails 2025

Ride the Coastal Trails Network

Take a ride with the Coastal Trails Coalition through Amesbury, Newburyport and Salisbury Massachusetts!

Join Coastal Trails Coalition on a bike ride on the Coastal Trails in Newburyport, Amesbury and Salisbury on a combination of quiet streets and paved and stone dust trails, with two crossings of the Merrimack River beside US 1 and I-95. We’ll cycle through woods, salt marsh, neighborhoods, and Newburyport’s historic downtown. The total length is 12 miles on mostly flat terrain, with short climbs on the bridges over the river. If participants wish, the route can be extended to look at other parts of the system.

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

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. See our Salt Cod Fish Yard, original Singing Beach Bath House, and the exhibit “Summers by the Sea: Masconomo House Hotel & the Resort Era,” which examines Manchester-by-the-Sea’s transformation from a furniture-making mill town to an international summer-resort destination. This event is part of Trails & Sails

When: 
Wednesday-Saturday, September 13-27, 2025 11am-4pm

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

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

Brocklebank Museum Open House

Explore the Brocklebank Museum in Georgetown Massachusetts as part of Trails and Sails!

Visit the Brocklebank Museum, built in the late 1600s, with ties to the abolitionist movement and the famous Beecher family. tep back in time to the birth of our Nation. The Revolutionary War era in Essex County. Stop by and visit the Georgetown Historical Society in our tavern room at the Brockleback, Nelson, Beecher house.

When: 
Sunday, September 14, 2025 1-4pm
Sunday, September 21, 20025 1-4pm
Sunday, September 28, 2025 1-4pm

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

Make a Car or Boat Craft at APL

Kids are invited to come the Amesbury Public Library to a Car or Boat to take home!

Bring the family to create a 3D car or an origami boat in a bottle. All supplies will be outside and enjoyed during the Annual Car Show in downtown Amesbury in the quiet of the Library programming area. Build, decorate, and enjoy some books about transportation! After you’re done with your craft, be sure to check out the Carriagetown Car Show!

When: 
Saturday, September 27, 2025

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

Pages

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

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

Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets,...
9:00 am to 9:00 pm

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts is a fun and unique charity event!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and...
10:00 am

Christmas at Castle Hill | A Nod to Nature

Christmas at Castle Hill | A Nod to Nature is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts
Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s event celebrating the beauty of the natural world. You’ll see birds, flowers, snowflakes, and more as you view 18 spaces decorated for the holidays.
10:00 am to 8:00 pm

SeaFestival of Trees | Santa & Grinch Brunch

Brunch with Santa and the Grinch at the Sea Festival of Trees in Salisbury Massachusetts
Red Suit. Green Suit. Jolly one. Mean one. Who’s your fave? Santa or The Grinch. Come join the holiday fun in Beach-Ville! Here’s what’s happening:
10:00 am to 12:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Family & Friends CPR Course

Learn about infant and child cpr and choke saving skills at Beath Israel Lahey Health's Beverly Hospital in Massachusetts!
It is only a matter of a few short minutes before it is too late to save a life … learning what to do provides you precious minutes and gives someone a chance to survive.  The Family & Friends CPR Course teaches the lifesaving skills of child CPR with breaths, child AED use, infant CPR, and m
10:00 am to 12:00 pm

2025 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.
Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local...
10:00 am to 4:00 pm

Santa's Workshop

Santa's Workshop in Newburyport, Massachusetts. Visit Newburyport MA during the holidays
Newburyport is a favorite local town to shop - especially during the holidays. Bring the family to Newburyport to visit Santa in his traditional workshop, share your wish list, and snap a photo with Mr. Claus!
11:00 am to 2:00 pm

SeaFestival of Trees | Sundays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury 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

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 3:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 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

Gloucester's Santa Parade & Tree Lighting

Santa will come to Gloucester to launch the Christmas Parade and Tree Lighting -
Gloucester's Holiday Parade is a great tradition to kick off the holidays! Come enjoy the parade, Santa, and the tree lighting at Kent Circle!  Volunteers will line up parade participants at the State Fish Pier on Parker Street at 2:00 PM and will guide them through downtown Gloucester and on to...
3:00 pm to 5:00 pm

Thursday, December 11

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

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 pm

Friday, December 12

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

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

Christmas at Castle Hill | A Nod to Nature

Christmas at Castle Hill | A Nod to Nature is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts
Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s event celebrating the beauty of the natural world. You’ll see birds, flowers, snowflakes, and more as you view 18 spaces decorated for the holidays.
10:00 am to 8:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 pm

The Nutcracker Panto

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!
Theater in the Open is happy to be back at the Firehouse for our production of A Nutcracker Panto, written by Edward F. Speck and adapted from the classic holiday ballet. Presented in the traditional British panto style, this holiday send-up is a family friendly romp through Clara’s adventure with...
7:00 pm
Subscribe to Trails & Sails 2025