All Ages

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 cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

When: 
Daily, September 14-29, 2024

Apple Picking on the North Shore

Pick your own apple orchards and places to buy fresh local apples on Massachusetts' North Shore

We've assembled a list of some of our favorite apple orchards north of Boston. Many offer pick-your-own apples and apples that are available for purchase by the pound. In addition to apple picking, many of the orchards offer trail walks, farm stands, baked goods, petting farms, country stores, hay rides and other child-friendly activities.

Salem Witches' Magic Circle

Join the Witches of Salem on the Salem Common to celebrate the Magic Circle - a Halloween tradition!

Halloween is the night when the veil between the world of the living and the world of the dead thins and magicla things happen!  Join Christian Day & Brian Cainwith drumming by the Dragon Ritual Drummers as Witches from around the globe gather for the sacred and magical ritual of Halloween! This event is free and open to all who wish to attend with an open heart and a love for their dead. There is also no limit on the number of participants.

When: 
Thursday, October 31, 2024 5-8pm
Location: 

Wicked Wednesdays at the Phillips House

Wicked Wednesdays at Historic New England's Phillips House in Salem Massachsuetts part of Haunted Happenings

Join Historic New England for Wicked Wednesdays! Get wicked at Phillips House as part of Haunted Happenings family-friendly events. Ticket includes historic games, fall crafts, and a family- themed tour of the house. Coxstumes Welcome! This is a drop-in event. Tours are offered every half-hour. Last tour departs at 5:00 p.m.

When: 
Wednesday, October 16, 2024 3-6pm
Wednesday, October 23, 2024 3-6pm
Wednesday, October 30, 2024 3-6pm
Location: 

Haunted Happenings Grand Parade

Haunted Happenings kicks off a month of spooktacular fun with the Grand Parade!

Come join or watch this Salem tradition to kick off Haunted Happenings that is filled with pageantry, music, and the enthusiasm of thousands of Salem’s students from kindergarten to college. The theme for this year’s Parade is “Our Time on Earth”, inspired by the 2024 exhibition that was previously on view at the Peabody Essex Museum, which should give parade participants a wide array of costumes and stories to tell!

When: 
Thursday, October 3, 2024 6:30-8pm

Landmark 5k Road Race and Kids Fun Run

Landmark School's annual 5K Road Race is a family fun event that helps support the mission of Landmark School.

Landmark School's 5K Road Race and Kids 1K Fun Run are part of their Homecoming & Fall Festival. It is one of the largest events of the academic year, bringing together students, parents, alumni, faculty, friends, and members of the broader North Shore community. This event is also part of the Landmark Cares fundraiser, which helps students who have dyslexia reach their full potential.

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

Wicked Half Marathon

The Taché Realty Wicked Half Marathon will be supporting the Salem Food Pantry & the Salem Children’s Charity.

The Annual Taché Realty Wicked Half Marathon is held in historic Salem, Massachusetts! Participants will have a 4 hour time cap to complete this course. The course will offer aid stations every 1.5-2 miles and there will be a ton of cheerful volunteers on the course. Everyone will receive a custom finisher medal that you will be a nice addition to your collection. The event attracts close to 1000 runners, including elites to beginners traveling from all over the world. We promise the scenery in Salem and Marblehead will make these miles fly by! The Taché Realty Wicked Half Marathon will be supporting the Salem Food Pantry & the Salem Children’s Charity.

When: 
Sunday, September 22, 2024 7am

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

StoryWalk Series at Maudslay

“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
7:00 am to 8:00 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

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

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 4:00 pm

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

Yankee Homecoming Craft Show

Yankeee Homecoming Craft Show (formerly Market Square Day) has been a Newburyport tradition for over 50 years!
The Yankee Homecoming Craft Show (Formerly Market Square Day) features is a juried craft show offering unique, high quality, handmade items from artisans across New England.  Enjoy the free entertainment while you shop in historical Newburyport.
10:00 am to 4:00 pm

Newburyport Yankee Homecoming Marketplace

Shop to your heart’s content in our open air bazaar-like market place right in the heart of historic Newburyport’s center. Covering two square blocks, this extravaganza of food and great finds is sure to tantalize all your senses.
10:00 am to 8:00 pm

Yankee Homecoming Road Race

The Yankee Homecoming Road Race has been a tradition Since 1960 and Running Strong through the heart of Newburyport
The tradition continues in 2025 on Tuesday, July 29th as we celebrate the 65th running of the NBPT Lions Yankee Homecoming Race. Imagine a beautiful Summer evening in the seaport town of Newburyport, MA.  Thousands of runners will enjoy our breathtaking 5K and 10 Miles courses along the ocean,...
6:00 pm

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...
6:00 pm to 8:00 pm

Ipswich Downtown Tuesdays

Ipswich Downtown Tuesdays includes great dining live music, dancing & extended shopping hours for shopping Downtown Ipswich Massachusetts Tuesday evenings!
Ipswich Downtown Tuesdays includes great dining, live music, dancing at the Take-Out Terrace Stage on the Riverwalk  & extended shopping hours for shopping Downtown Ipswich Tuesday evenings!  Each week will feature live entertainment on the Riverwalk, making for a fun evening out for the whole...
6:00 pm to 8:00 pm

The North Shore Concert Band at Salem Willows

Kids enjoy the North Shore Concert Band performance at Salem Willows Park in Massachusetts
The North Shore Concert Band will perform its annual Summer Series of free outdoor concerts at the Robert Hayes Bandshell at Salem Willows Park beginning Tuesday, June 25th. 
7:00 pm to 9:00 pm

Waterfront Concert: RED SOLO CUP

Red Solo Cup performs at waterfront park in Newburyport as part of Yankee Homecoming
The Yankee Homecoming Waterfront Concert Series invites you to enjoy Red Solo Cup | Tribute to Toby Keith. Formed in honor of the legendary Toby Keith, the band authentically performs many of Toby’s over 40 top 20 country songs. Raise a cup to Toby Keith!
7:30 pm to 8:59 pm

Tuesday, August 5

Ipswich Downtown Tuesdays

Ipswich Downtown Tuesdays includes great dining live music, dancing & extended shopping hours for shopping Downtown Ipswich Massachusetts Tuesday evenings!
Ipswich Downtown Tuesdays includes great dining, live music, dancing at the Take-Out Terrace Stage on the Riverwalk  & extended shopping hours for shopping Downtown Ipswich Tuesday evenings!  Each week will feature live entertainment on the Riverwalk, making for a fun evening out for the whole...
6:00 pm to 8:00 pm

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...
6:00 pm to 8:00 pm

Wednesday, August 6

Salem Heritage Days Festival

Salem Heritage Days is a week long celebration of Salem's history and tradition.
Celebrate the past and the present with neighbors, friends and visitors at the Annual Salem Heritage Days Festival. Events are scheduled around Salem throughout the week, kicking off with the annual Salem Maritime Festival and concluding with the Essex Street Fair, produced by the Salem Chamber of...
7:00 am to 9:00 pm

StoryWalk Series at Maudslay

“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
7:00 am to 8:00 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

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

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 4:00 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

Mini Movers at North Shore Children's Museum

Things to do for children in Peabody MA
Mini Movers is an engaging dance and movement class for young children at the North Shore Children's Museum. Led by experienced instructors, the program introduces young children to the world of dance in a safe and nurturing environment.
10:00 am to 11:00 am
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