All Ages

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!

Get a bird’s eye view of Gloucester and Cape Ann! Experience the WOW factor by climbing up the interior of City Hall’s clock and bell tower. Weather permitting, the views over Gloucester and Cape Ann are spectacular. Your guides will also tell you about the history of Gloucester’s most significant architectural building that has defined our skyline for over 150 years.

When: 
Saturday, September 28, 2024 Noon-3pm

Coastal Farming Walking Tour - Essex

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

Cogswell’s Grant is a coastal farm of 165 acres located along the banks of the Essex River, just two miles inland from the Atlantic Ocean. On this walking tour, explore Cogswell’s Grant’s landscape history, 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. This is a rain-or-shine walk; please wear weather-appropriate clothing and footwear. Limited capacity, registration is required.

When: 
Saturday, September 21, 2024 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 22, 2024 11AM-4PM
Saturday, September 28, 2024 11AM-4PM

Pumpkin Dash 5k

The Revere Beach Pumpkin Dash is an exciting and festive community event that combines fitness, fun, and the spirit of the fall season. Participants of all ages come together to dash along the scenic Revere Beach, adorned with vibrant autumn decorations and the unmistakable charm of pumpkins. This family-friendly run features a lively and inclusive atmosphere, encouraging both seasoned runners and casual participants to join in the celebration.

When: 
Sunday, October 19, 2024 11am-1pm
Registration opens at 8:30am
Location: 

Plumfest 2024

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 14, 2024 12-6pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a guided walking tour with Essex Heritage

Essex Hertiage invites you to learn the true causes and events behind the Salem Witch Trials in our documentary film, then discover the myths during our walking tour. The Salem Witch Trials happened over 300 years ago, and it has been dramatized in books, documentaries, movies, and even TV shows. Over the years it has been presented so many times in so many ways that the line between fact and fiction gets blurred.

When: 
Thursday-Sunday through September 29, 2024 11:45am & 1:45pm
Location: 

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Glen Urquhart School Pre-K through 8th grade in Beverly MA

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 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

Turkey Trot at Breakheart Reservation

Come to Breakheart Reservation for a pre-Thanksgiving Turkey Trot in Saugus Massachusetts!
Breakheart Reservation invites you to a Thanksgiving run/walk! Join us for the annual Breakheart Turkey Trot, a fun-filled event for runners and walkers of all ages! Lace up your sneakers and get ready to hit the scenic trails of Breakheart Reservation in Saugus, MA, USA. Whether you're a seasoned...
9:30 am to 12:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Come to Hammond Castle for the 6th annual Deck The Halls holiday celebration. Hammond Castle Museum will be dressed for the holidays inside and out. Delight in the enchanting ambiance of Christmas and White Birch trees, meticulously arranged garlands, festive wreaths, and the warm embrace of...
10:00 am to 4:00 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

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

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

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
As one of New England’s must-see holiday traditions, the 12th Annual SeaFestival of Trees fundraiser opens Saturday, November 23, at the Blue Ocean Event Center in Salisbury, MA. With over 135 extravagantly themed trees, a full-size indoor skating rink, a spectacular giant sand sculpture, and Santa...
11:00 am to 5:00 pm

Amesbury Market Daze

Amesbury Market Daze happens every Sunday indoors at Barewolf Brewing in Amesbury, Massachusetts.
Welcome to Amesbury Market Daze at BareWolf Brewing, a vendor market where local surrounding Amesbury talent and community spirit converge.
12:00 pm to 4:00 pm

Friday, December 6

Tree Lighting in Marblehead

Marblehead's tree lighting is always a festive occasion to kick off the holidays
The Tree Lighting will take place at the new National Grand Bank Parking Lot on Pleasant Street in Downtown Marblehead this year!  Enjoy the festive atmosphere and live music as the town lights the yearly Christmas tree! Festivities begin at 5:30pm with the tree lighting at 7pm.
5:30 pm to 7:00 pm

Hamilton-Wenham Carol Sing & Tree Lighting

Hamilton-Wenham Community hosts a community carol sing and tree lighting in Massachusetts
The Community House Of Hamilton & Wenham invites children to bring their own flashlight or glowsticks for the tree and gazebo lighting and a Christmas Carol Sing for all ages! Join us for a jolly evening of carol singing and holiday cheer, featuring Brian Doser, Peter Stewart, and Stage 284...
6:30 pm

Ipswich Memory Tree Lighting

Come remember family and friends at the Ipswich Massachusetts Memory Tree Lighting
An annual community event to remember family and friends. Participants buy a star in memory of late friends and loved ones and place the stars on the tree as their loved one's name is read. To add a star please contact Kim Porter via email or phone.
6:30 pm

Saturday, December 7

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

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

Santa Arrives in Marblehead

Come to Marblehead to welcome Santa as he arrives for the Christmas Walk!
Come to the State Street Landing in Downtown Marblehead to welcome Santa as he arrives by lobster boat!  There's plenty of photo ops and Santa's arrival is followed by the Marblehead Christmas Walk Parade. 
9:00 am

Music Together - Saturday

Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
9:15 am to 11:15 am

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, Thursday and Saturday mornings at 10am for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician,...
10:00 am to 10:45 am

2024 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
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