All Ages

Fall Fair in Marblehead

Marblehead Fall Festival at the Jeremiah Lee Mansion is a celebration of Autumn!

Join Discover Marblehead and Marblehead Museum for the second annual FALL FAIR in the Lee Mansion Gardens from 10am-2pm featuring local Artists, Music and lawn games for the kids! Stroll the gardens, mingle and shop with featured local artisans and purchase a mini pumpkin kit to support the Marblehead Food Pantry! Free admission. Rain Date October 3rd.

When: 
Saturday, October 2, 2021 10am-2pm

Revolutionary War Militia Muster!

Come by the Newburyport Custom House to see Captain John Wood’s Company, Colonel Gerrish’s 25th Regiment of the Massachusetts Grand Army on our back green!

The Custom House is celebrating Essex National Heritage Area’sTrails & Sails on Saturday,  with a Revolutionary War Militia Muster on the back green. This reenactment event will highlight Newburyport’s role in the American Revolution. Visit our back lawn to see Captain John Wood’s Company, Colonel Gerrish’s 25th Regiment of the Massachusetts Grand Army. The group will interpret a unit that was raised in Newbury, Massachusetts in 1775, as well as Virginia riflemen who stopped in Newburyport on their way to Arnold’s Expedition to Canada.

When: 
Saturday, September 25, 2021 10am-3pm

Castle Hill Picnic Concert - Disco Dream

Shake your booty on the Grande Allée at the Crane Estate in Ipswich Massachusetts with Disco Dream!

Part of the Thursday Night Picnic Concerts at Castle Hill at the Crane Estate in Ipswich, this is a great way to get together and have fun with the whole family in an exclusive setting. You can pack a picnic dinner, bring the kids, and get ready to dance the night away under the stars on the Grand Allée. Explore the landscaped grounds and the family "Eye Spy."

When: 
Thursday, August 26, 2021 7-9pm

Courtyard Concert: Rainbow Splash Variety Show with Caroline Harvey

Caroline Harvey performs at Cape Ann Museum's Courtyard Concert in Gloucester Massachusetts

During the summer, enjoy free concerts in the Cape Ann Museum Courtyard at 27 Pleasant Street, Gloucester, on Thursdays from 5:00-7:00 pm. Offered as part of the city-wide Culture Splash, the Courtyard Concerts feature local and regional musicians whose music ranges from salsa to sea shanties, bluegrass to jazz, and reggae to folk.

When: 
Thursday, August 26, 2021 5-7pm
Location: 

Captains Courageous at CAM

Come to CAM Green in Gloucester Massachusetts for a showing of the classic film 'Captains Courageous'

Join us at the Cape Ann Museum Green for a free screening of the classic Gloucester film, Captains Courageous on Saturday, August 28 in partnership with the Cape Ann Community Cinema. Captains Courageous is a legendary 1937 film about a Portuguese fisherman who rescues the son of a railway tycoon after the boy fell overboard from an ocean liner. Based on Rudyard Kipling’s 1897 novel, the movie was filmed primarily in Gloucester. Photographs from the Museum’s Library & Archives document the filming.

When: 
Saturday, August 28, 2021 7-9:30pm

Salem Pond Loop Hike at Harold Parker

Join the Harold Parker Park Interpreter on this easy to moderate 2-mile hike on the Salem Pond Loop and discover the story of the Civilian Conservation Corps along the way

Join the Park Interpreter on this easy to moderate 2-mile hike and discover the story of the Civilian Conservation Corps along the way. Bring water and a snack. Wear sturdy footwear. For ages 6 and up. Meet at the Jenkins Parking Lot, 87 Harold Parker Road, Andover.

When: 
Sunday, August 29, 2021 10am-12:30pm

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Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.
Essex National Heritage Area sites will offer over 150 free family fun events from September 14-29, 2024 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in...
7:00 am to 10:00 pm

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
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

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 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 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

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

Beverly Farmers' Market

Get fresh local produce at the Beverly Farmers Market in downtown Beverly Massac
The Beverly Farmers’ Market supports local agriculture while making healthy food available to all members of the Beverly community at affordable prices; the market promotes sustainable living practices and fosters community connections through our vendors, free activities and events. The market...
Where: Odell Park
3:00 pm to 7:00 pm

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails
Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water...
10:30 pm

Sunday, September 21

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

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Rowley Farmers Market

Rowley Farmers Market - a seasonal open-air market every Sunday July-September on Rowley Common
The Rowley Farmers Market is an open air market held on Sundays on the Rowley Town Common.  There's always a great selection of fresh local produce, food stuffs and locally hand-made goods. Come pick up some great locally grown food, freshly baked bread by Faith Anne's Unique bread, specialty teas...
9:00 am to 1:00 pm

Open Boarding on the Hannah (AKA the Fame)

Board Schooner Fame at the waterfront in Marblehead Massachusetts as part of trails and sails!
The Hannah, the first of several schooners commissioned by General George Washington, began her career as an armed cruiser in September 1775. To commemorate that important part of Marblehead’s history, the Fame – similar in size and appearance to the Hannah (aka Schooner Fame)– will be docked at...
9:00 am

Step Inside the Historic Custom House

Take in the views of this prominent building where Nathaniel Hawthorne once worked and the U.S. Custom Service operated. This Custom House was built in 1819 and housed offices for the officers of the U.S. Customs Service, as well as an attached warehouse, the Public Stores, used for the storage of...
9:30 am to 4:30 pm

Marini Farm Corn Maze

The 2025 Marini Farm Corn Maze in Ipswich Massachusetts is themed for The Wizard of Oz
Come to Marini Farm for a fun journey through our corn maze! The Maze Park, corn maze, farm stand, bakery and other attractions provide a great destination for kids birthday parties, school trips, corporate team building, scout outings, and family activities. Marini Farm is located in beautiful...
10:00 am to 10:00 pm

Fairy House Festival at Veasey Park

Fairy House Festival at Veasey Park Groveland Massachusetts Trails and Sails 2023
Walk the trails to see the handcrafted houses at this year’s enchanted Fairy House Festival. Cast your People’s Choice Award vote for your favorite Fairy House. Stay awhile for magical fun, arts and crafts, food, raffles, live music, and more. Rain or shine. Anyone is welcome to submit a house.
10:00 am to 4:00 pm

North Andover Farmers' Market

North Andover Farmers Market every Sunday Through October 2, 2022
The North Andover Farmers Market is the perfect destination for anyone living in the Merrimack Valley or the North Shore to shop and enjoy locally-sourced products. The market will take place in the center of town at the intersection of First Street and Main Street. The market has become known for...
10:00 am to 1:00 pm

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!
10:00 am to 4:00 pm

Marbleheaders in the American Revolution

Glovers Regiment in Marblehead Massachusetts is just one stop on this Trails & Sails tour.
Pick up a program book and experience Revolutionary War-era Marblehead at various sites in the Historic District. Meet the wife of war hero, James Mugford; explore Fort Sewall with Glover’s Regiment; meet diarist Ashley Bowen portrayed by Donald Friary and experience an Anglican service at St....
11:00 am to 4:00 pm
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