Outdoor Activity

Crane Estate Picnic Concert - Voodoo Lounge

Voodoo Lounge will rock Castle Hill on the Crane Estate in Ipswich Massachusetts at a Thursday night picnic concert

Looking for a fun family outing on the North Shore of Massachusetts? Don't miss the Thursday Night Picnic Concerts at Castle Hill on the Crane Estate in Ipswich! These concerts offer a perfect opportunity to enjoy quality time with your loved ones in a beautiful and exclusive setting on the North Shore. Pack a picnic dinner, bring your kids, and get ready to dance the night away under the stars on the Grand Allée. While you're there, explore the stunning landscaped grounds and have fun with the family-friendly "Eye Spy" game. It's an evening filled with music, laughter, and unforgettable memories for the whole family! Advance ticket reservations are recommended but not required.

When: 
Thursday, July 17, 2025 6:30-8:30pm

Castle Hill Picnic Concert | The Far Out

The Far Out Thursday night picnic concert performance at the Crane Estate in Ipswich Massachusetts

Looking for a fun family outing on the North Shore of Massachusetts? Don't miss the Thursday Night Picnic Concerts at Castle Hill on the Crane Estate in Ipswich! These concerts offer a perfect opportunity to enjoy quality time with your loved ones in a beautiful and exclusive setting on the North Shore. Pack a picnic dinner, bring your kids, and get ready to dance the night away under the stars on the Grand Allée. While you're there, explore the stunning landscaped grounds and have fun with the family-friendly "Eye Spy" game. It's an evening filled with music, laughter, and unforgettable memories for the whole family! Advance ticket reservations are recommended but not required.

When: 
Thursday, June 26, 2025 6:30-8:30 pm

Castle Hill Picnic Concert - Soul Rebel Project

Soul Rebel Project brings reggae jams to Castle Hill on the Crane Estate in Ipswich Massachusetts!

Looking for a fun family outing on the North Shore of Massachusetts? Don't miss the Thursday Night Picnic Concerts at Castle Hill on the Crane Estate in Ipswich! These concerts offer a perfect opportunity to enjoy quality time with your loved ones in a beautiful and exclusive setting on the North Shore. Pack a picnic dinner, bring your kids, and get ready to dance the night away under the stars on the Grand Allée. While you're there, explore the stunning landscaped grounds and have fun with the family-friendly "Eye Spy" game. It's an evening filled with music, laughter, and unforgettable memories for the whole family! Advance ticket reservations are recommended but not required.

When: 
Thursday, August 7, 2025 6:30-8:30pm

Castle Hill Picnic Concert | Los Sugar Kings

Los Sugar Kings will fill the grande allee with roots-rock-reggae during this Summer picnic Concert at the Crane Estate in Ipswich Massachusetts

Looking for a fun family outing on the North Shore of Massachusetts? Don't miss the Thursday Night Picnic Concerts at Castle Hill on the Crane Estate in Ipswich! These concerts offer a perfect opportunity to enjoy quality time with your loved ones in a beautiful and exclusive setting on the North Shore. Pack a picnic dinner, bring your kids, and get ready to dance the night away under the stars on the Grand Allée. While you're there, explore the stunning landscaped grounds and have fun with the family-friendly "Eye Spy" game. It's an evening filled with music, laughter, and unforgettable memories for the whole family! Advance ticket reservations are recommended but not required.

When: 
Thursday, August 14, 2025 6:30 - 8:30pm

Castle Hill Picnic Concert - Orville Giddings Band

Orville Giddings brings boogie blues music to Castle Hill on the Crane Estate in this Thursday evening concert. Photo ©David Stone

Looking for a fun family outing on the North Shore of Massachusetts? Don't miss the Thursday Night Picnic Concerts at Castle Hill on the Crane Estate in Ipswich! These concerts offer a perfect opportunity to enjoy quality time with your loved ones in a beautiful and exclusive setting on the North Shore. Pack a picnic dinner, bring your kids, and get ready to dance the night away under the stars on the Grand Allée. While you're there, explore the stunning landscaped grounds and have fun with the family-friendly "Eye Spy" game. It's an evening filled with music, laughter, and unforgettable memories for the whole family! Advance ticket reservations are recommended but not required.

When: 
Thursday, August 28, 2025 6:30-8:30pm

Sand Sculpture Competition

Marblehead FoA Sand Sculpture Competition on Devereaux Beach in Marblehead

Register to build a sandcastle or sculpture together! Entry is free and open to all ages and families at the start of the event. Please bring your own buckets, shovels, and building tools! Entries will be judged by a small team of local children, and prizes given for 1st, 2nd, and 3rd place, as well as a Spirit Award.

When: 
Sunday July 6, 2025 12:30-3pm
Location: 

Art on the Avenue

Marblehead Festival of the Arts Art on the Avenue July 4th weekend in Marblehead MA

Young in Age or Young at Heart - All ages welcomed to Art on The Avenue located on Atlantic Avenue part of the Marblehead Festival of Arts. ​ Paint your own pottery with Hestia Creations, make jewelry with EOS studio, learn about plants from Marblehead Garden Center or connecting with mini horses. ​ Face painting and other arts booths will be available up and down Atlantic Avenue. Enjoy the arts, shopping, and dining in another one of our favorite parts of town!

When: 
Sunday, July 6, 2025 1-4pm

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, June 17 through August 5, 2025 6-8pm
Friday, August 29, 2025 6-8pm
Location: 

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Appleton Farms in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

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 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

Saturday, October 4

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

Witch City 5k

Witch City 5k - a YMCA 5k costume run in downtown Salem Massachusetts!
Run through the haunted streets of Salem with ghouls, ghosts and goblins in this community favorite 5K event that takes place during the most fun time in Salem...October’s Haunted Happenings!
9:00 am to 12:00 pm

Haverhill Farmers' Market

Haverhill Farmers Market, North Shore Farmers Market, Cape Ann Farmers Marke
The vibrant, colorful Haverhill Farmers Market is where local farmers and food producers meet to sell directly to the community. Established in 1978, the Haverhill Farmers Market mission is to provide access to farm-fresh products and promote local agriculture, as well as serve as a social...
9:00 am to 1:00 pm

Marblehead Farmers' Market

Find fresh local produce and other foods at the Marblehead Farmer's Market!
The Marblehead Farmer's Market boasts 15+ local farms, and booths with an educational spin nutrition, vendors and farms selling homemade prepared goods and craft vendors that are switched up in a rotation basis week to week. Additionally there are entertainers and exhibits by environmentally...
9:00 am to 12:00 pm

Andover Farmers' Market

Find Fresh Local Produce at the Andover Massachusetts Farmers Market North of Boston
The Andover Farmers Market is a vibrant hub connecting local farmers, artisans and the community through the joy of local food. Whether you come for carrots or conversation, it is a place to nourish the body, mind and spirit.
9:00 am to 1:00 pm

Rockport Farmers' Market

The Rockport Farmers' Market runs every Saturday at Rockport Music in Downtown Rockport!
The Rockport Farmers Market offers a variety of locally-grown produce, hand-crafted products, baked goods, and live music. It provides a community space to support local farmers and artisans.
9:00 am to 1:00 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

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

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

Topsfield Fair

Topsfield Fair is one of the longest running annual fairs in the United States
The Topsfield Fair is a perennial favorite for us.  We're not the biggest fans of the midway, although it is always worth a walkthrough and a ride or two.  We love fruits and vegetables, and are always on the lookout for the winning 'biggest pumpkin'.  Another favorite is checking out the pigs and...
10:00 am to 10:00 pm
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