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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Sea Festival of Trees family fun by the beach at Blue Ocean Event Center Salisbury Massachusetts

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 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

Run for the Pies in Ipswich

Burn some calories before the Thanksgiving Feast at Ipswich's Run for the Pies!
Start your turkey day by burning off some calories with a run or walk along the Ipswich River! Every 10th adult finisher receives a large Russell Orchards pie; every child Fun Run finisher receives a 4" Table Talk pie. and you'll have a chance to win a ready-to-bake pie! Racers, runners, walkers or...
8:00 am

Middleton Turkey Trot

Thanksgiving Day Turkey Trot 5k Race in Middleton Massachusetts
Bringing the Middleton community together on Thanksgiving Morning since 2018! Registration is now open for our 7th Annual Middleton Turkey Trot! Our 7th Annual Middleton Turkey Trot will be held on Thanksgiving Morning at 8am.
8:00 am

Wild Turkey 5 Mile Road Race

Run like a turkey through downtown Salem MA on Thanksgiving Day! Proceeds benefit the Boys & Girls Club of Greater Salem.
Join the fun for the annual Wild Turkey 5 Mile Run in downtown Salem Massachusetts Thanksgiving morning and raise funds for the Boys & Girls Club of Greater Salem! This is the largest race on the North Shore, now in its 21st year, with 2,000 anticipated participants.
8:00 am

Turkey Trot at Maudslay State Park

Turkey Trot at Maudslay State Park in Newburyport Massachusetts on Thanksgiving Day
Begin Thanksgiving Day running in one of Massachusett's most picturesque state parks by running the 34th Annual Newburyport Maudslay 3.1 mile X-Country Run/Walk.  Run with family, friends, and neighbors!  Organized by Turkeys for the 34th straight year.  Parking is FREE to runners on race day.
8:20 am

WCRC Wild Turkey Trot 5k Run/Walk

Winner's Circle Running Club Annual Thanksgiving 5k in Salisbury Massachusetts
Cool weather Fall running is back! This year the Winner's Circle Running Club has moved our annual 5K to Salisbury! It will be run Thanksgiving morning November 23rd. Registration opens at 7:00 a.m. and the race starts promptly at 8:30. We feature runner and family friendly trails and post race...
8:30 am to 10:00 am

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

Sunday, December 8

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

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

Marblehead Artisan's Holiday Marketplace

Find unique hand made gifts at Abbot Hall in Marblehead, Massachusetts - MFoA Artisans Holiday Market
The Marblehead Festival of Arts invites families to their holiday arts-and-crafts show at Marblehead Arts Association the first weekend in December. The market place is held in conjunction with the Marblehead Chamber of Commerce Marblehead Christmas Walk, a town-wide event. Each year the market...
10:00 am to 5:00 pm

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich  MA 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 beautifully decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! More than 50 spectacularly decorated trees...
10:00 am

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

Fishtown Horribles Parade of Trees

Fishtown Horribles Parade Trees, a holiday fundraiser in Gloucester Massachusetts
Gloucester's Fishtown Parade of of Trees is a community holiday fundraiser for the annual Fishtown Horribles Parade in July! Take a stroll the the Parade of Trees and find your favorites! All trees are donated and decorated by community members, businesses and organizations.
10:00 am to 5:00 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. The fantastic lights downtown, the tree in Market Square, all the beautifully decorated window boxes and of course, Santa's Workshop, where the kids can whisper their wishes to Santa.
11:00 am to 2:00 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
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

CraneOutdoors: Sunday Family Snowy Owl Prowl

Join the Trustees of Reservations at dlife Refuge in Ipswich Massachusetts in search of the Snowy Owl!
Wide-open coastal sites are the location of choice for wintering Snowy Owls; common perches are dunes and salt hay staddles. In winters past, these owls have been frequent visitors to the Crane Wildlife Refuge.
1:00 pm to 3:00 pm
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