Trails & Sails 2025

Fair in the Square

Fair in the Square is a Salisbury Days event in the middle of Salisbury Massachusetts

Fair in the Square is a time- honored tradition celebrating each other and showcasing our charming  town. Come shop local vendors and makers offering a wide variety of goods from local honey and bee related products to jewelry to facepainting to artists and more!

When: 
Sunday, September 21, 2025 10am-4pm

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

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. Please meet at the Winter Island rain garden (look for the SSCW flag!) and let the gatehouse staff know you’re with us. All ages welcome. Event will be held rain or shine unless there is thunder or lightning. Part of Trails & Sails.

When: 
Saturday, September 13, 2025 9:30-10:30

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 historic courtyard. The forge was first in use in the early 1880’s when the Essex Company complex at 6 Essex Street in Lawrence was constructed.

When: 
Saturday, September 13, 2025 9:30am-1:30pm

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 waterwheels were made historically, and how modern carpenters and preservationists repair and rebuild waterwheels.

When: 
Saturday, September 13, 2025 10am-1pm

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 fly them.

When: 
Saturday, September 13, 2025 10am-4pm
Rain Date, September 14, 2025

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

Discover the Highest Point on the Essex Seacoast!

Take a Trails & Sails hike to the top of Powow Hill in Amesbury Massachusetts!

Come join Amesbury Trails for a guided hikeup Powow Hill, at the summit of the highest peak on the Essex County Seacoast! This narrated hike will include the historical background of the area and descriptions of the features and landscapes encountered along the hike. Enjoy exploring a variety of biomes as we climb from the edge of Lake Gardner, through wetlands, hardwood and pine forest to reach the highest point on the Essex Seacoast – Powow Hill! Views of three states and the Isles of Shoals await us as we visit Batchelder Park on the summit, established 100 years ago!

When: 
Wednesday, September 24, 2025 10-11:30am
Location: 

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

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Landmark Skills+ Summer Course at Landmark School in Beverly Massachusetts

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

February Vacation Programs for Kids at Danvers YMCA

February vacation week programs at the Danvers YMCA in Massachusetts
Looking for fun plans during February vacation week? The Danvers YMCA is hosting Vacation Break Adventures from February 16–20, offering a full week of engaging, hands-on activities for kids. There are themed days full of arts & crafts, science fun, gym games, swimming, and more. Highlights...
9:00 am to 4:00 pm

February Vacation Week at Appleton Farms

Appleton Farm's February Vacation Week Program is perfect for kids who want to explore the winterscapes of our extensive property!
In the winter, many people hunker down to stay indoors, but at Appleton Farms, we make the most of the cold, quiet season. There is no better place to spend winter farm days than in exploring in the snow and learning to love the outdoors in all seasons! This program is for kids who are looking to...
9:00 am to 3:00 pm

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...
Where: MIT Museum
10:00 am to 5:00 pm

Giant Candy Land at IPL

Ipswich Massachusetts public library hosts a giant Candyland suring February Vacation Week.
Ipswich Public Library invites kids and families toto take part in some February Vacation Fun!  Play a Giant Candy Land game throughout the library! Work your way with your group of family and friends throughout the library on the giant gameboard. Hopefully you won’t spin and land on the black dots...
2:00 pm to 6:00 pm

Dungeons & Dragons at the G.A.R. Library

Dungeons and Dragons at the GAR Memorial Library in West Newbury Massachusetts
Come to this ongoing campaign using The Dragon of IceSpire Peak. Bring your own character, play one of ours,  or we can help you create one. All are welcome.
4:30 pm to 5:30 pm

Stargazing at Mendel Observatory

Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
7:00 pm

Sunday, February 22

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...
Where: MIT Museum
10:00 am to 5:00 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

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

Monday, February 23

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

LEGO Club at RPL

Come build using LEGOs at the Rockport Massachusetts Public Library
Come unwind after school with the library's collection of LEGO bricks. Children under 9 must be accompanied by a caregiver.
3:15 pm to 4:15 pm

Tuesday, February 24

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm
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