Outdoor Activity

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: 
Sunday, September 15, 2024 2-3pm

Ocean Views Walk from Ravenswood to Rafe's Chasm

Take a hike along the newly created trail links the southern edge of the Trustees of Reservation's Ravenswood Park with the City of Gloucester's Rafe's Chasm Park.

Join us for a hike across Magnolia Woods to the oceanside cliffs of Rafe’s Chasm! This 3-mile round trip hike takes us through a 300-acre area of woodlands owned by the City of Gloucester (across the street from Ravenswood Park), out to Rafe’s Chasm, which features spectacular views of the ocean from rocky cliffs.

When: 
Saturday, September 21, 2024 10am-12:30pm
Location: 

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 22, 2024 10am-4pm

Gloucester Schooner Festival 2024

The Gloucester Schooner Festival celebrates maritime, sailing and fishing heritage of Cape Ann Massachusetts

The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and beyond. There will be both large and small vessels—ranging from 19 feet to over 100 feet in length. You will see new boats and old boats, from newly built (Ardelle - launched 2011) to over 100 years old!

When: 
Labor Day Weekend, August 28-September 1, 2024

Visit the Saugus Iron Works Museum

Visit the Saugus Iron Works Museum and learn about the history of iron making in Massachusetts

Learn about the history of iron making at the Saugus Iron Works Museum. Exhibits include artifacts excavated during the archaeological dig performed on-site in the 1940s-1950s. See the original 17th century blast furnace waterwheel, an anvil base and hammer head from the original forge, and other tools and items from the 1600s. The museum also includes Native American artifacts that predate European settlement by thousands of years. This is a Trails & Sails event.

When: 
Wednesday-Sunday, September 14-29, 2024 9am-4pm

Manchester by the Sea Summer Concert Series

Summer Concerts happen at Masconomo Park in Manchester by the Sea every Tuesday through the Summer!

Come to Manchester Tuesday nights all summer for the annual Music in Masconomo Summer Concert Series. Each week from 6:00 - 8:00 pm a variety of Oldies, Swing, Rhythm & Blues & Classic Rock music will fill the air! Bring your family and friends, blankets and chairs, and dinner to enjoy a wonderful evening of music in Masconomo Park! Great for all ages. Come join the fun!

When: 
Tuesdays through August 20, 2022 6-8pm
Location: 

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Art Academy Summer Program at Montserrat College of Art 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

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

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

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, November 29

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

Music Together - Friday

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...
10:30 am to 11:15 am

SeaFestival of Trees in Salisbury | Saturdays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
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 8:00 pm

Trustees Winterlights at Stevens Coolidge Place

The Trustees of Reservations Winterlights at the Stevents-Coolidge Place North Andover North Andover.
Winterlights is back! Join the Trustees for a magical outdoor experience at Stevens-Coolidge House & Gardens, and see the gardens aglow with your favorite light installations as well as marveling at new components. Bring the whole family for a fun and safe outdoor experience. Winterlights runs...
4:30 pm to 8:00 pm

Salem Holiday Tree Lighting

Come to the Holiday Tree Lighting in Salem to kick off the holiday season!
Join Salem Main Streets and the City of Salem as we combine two of our most beloved annual traditions – Greet Santa at the Hawthorne Hotel and the lighting of Salem’s Holiday Tree – into one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00...
5:45 pm to 6:30 pm

Greet Santa at the Hawthorne Hotel

Salem Main Streets, SalemMainStreets.org, Visit Salem MA for the holidays
Join Salem Main Streets and the City of Salem as we celebrate two of our most beloved annual traditions – Santa’s Arrival and the lighting of Salem’s Holiday Tree – all in one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00 p.m. on Friday...
5:45 pm to 8:00 pm

Beverly Tree Lighting

Beverly Massachusetts holiday tree lighting on the Common is a favorite community event!
Come to the Beverly Tree Lighting!  Gather with your nieghbors and enjoy cocoa, cookies, music and Santa, as we light the town Holiday Tree!
7:00 pm

Saturday, November 30

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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