Live Music

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

Children's Festival in Marblehead

The Children's Festival is just one event of many in the Marblehead Festival of the Arts

The Children's Festival is a fun-filled program of arts and activities designed especially for children aged ten years and younger. All activities are free of charge, providing an excellent opportunity for young children to explore their creativity and engage in interactive fun. It is important to note that all children must be accompanied by a parent or guardian to ensure a safe and enjoyable experience for everyone. 

When: 
Saturday, July 5, 2025 10am-1pm

Riverfest at Salisbury Beach

Salisbury Beach Riverfest Music Festival hosted by 92.5 The River in Salisbury Massachusetts

Soak up the sun with you, your friends, and some amazing musical acts. Hosted by 92.5 The River in partnership with Salisbury Beach Partnership and Salisbury Beach Carousel. Riverfest is the perfect festival for music fans of all ages and is free to attend. This is a rain-or-shine event. Over 30 local, regional and national sponsors will be exhibiting and sampling.

When: 
Saturday, August 23, 2025 Noon-6pm

Saint Peter's Fiesta | Sunday

Sunday at Saint Peter's Fiesta is focused on Ceremony and Tradition including the blessing of the fleet in Gloucester Harbor!

The Saint Peter's Fiesta is an annual festival in Gloucester, Massachusetts celebrating the city's fishing heritage, close-knit families, community, and religious traditions.  The five-day celebration includes a carnival, live entertainment, and unique traditional events like the infamous 'Greasy Pole' contest and classic seine boat races. The festival is proudly sponsored by the Italian-American fishing community of Gloucester, and has all kinds of family-oriented activities and events, making it a great early Summer destination weekend event.

When: 
Sunday, June 29, 2025 10am-Midnight

Saint Peter's Fiesta | Thursday

Wednesday night is the unofficial 1st night of Saint Peter's Fiesta in Glouceste

The Saint Peter's Fiesta is an annual festival in Gloucester, Massachusetts celebrating the city's fishing heritage, close-knit families, community, and religious traditions.  The five-day celebration includes a carnival, live entertainment, and unique traditional events like the infamous 'Greasy Pole' contest and classic seine boat races. The festival is proudly sponsored by the Italian-American fishing community of Gloucester, and has all kinds of family-oriented activities and events, making it a great early Summer destination weekend event.

When: 
Thursday, June 26, 2025 6:30-11pm

Saint Peter's Fiesta | Wednesday | Opening Night

Wednesday night is the unofficial 1st night of Saint Peter's Fiesta celebration in Gloucester Massachusetts

The Saint Peter's Fiesta is an annual festival in Gloucester, Massachusetts celebrating the city's fishing heritage, close-knit families, community, and religious traditions.  The five-day celebration includes a carnival, live entertainment, and unique traditional events like the infamous 'Greasy Pole' contest and classic seine boat races. The festival is proudly sponsored by the Italian-American fishing community of Gloucester, and has all kinds of family-oriented activities and events, making it a great early Summer destination weekend event.

When: 
Wednesday, June 25, 2025 5-10pm

Arts Fest Beverly

Arts Fest Beverly is a free outdoor festival that's fun for the whole family in the heart of downtown Beverly Massachusetts

Beverly Main Streets will be hosting their 22nd annual Arts Fest Beverly in downtown Beverly . This community event is free and open to the public, and will bring thousands of people to Cabot St for a day of shopping, live music, local food, and activities for the whole family. Over 125+ juried artists and crafters will be setting up to sell their wares alongside local retailers and community organizations. Arts Fest happens rain or shine.

When: 
Saturday, June 14, 2025 10am-4pm

Salem Arts Festival 2025

The Salem Arts Festival is a joint project of Salem Main Streets and Creative Collective in Salem Massachusetts

For three days, this annual family friendly art festival transforms downtown Salem into an opportunity for the arts community to showcase their talents. The popular free event will feature many artists and performers, and includes a variety of art, music, dance, and theatre performances. The family-friendly festival also includes art-making for all ages, artisan vendors selling their creations, and a temporary public art installation.

When: 
Friday-Sunday, June 6-8, 2025
Location: 

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

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

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

Friday, September 5

Saugus Iron Works Tours

Free Ranger guided tours at Saugus Iron Works Colonial Industrial Site in Massachusetts
Join the National Park staff at Saugus Iron Works National Historic Site for a tour of the colonial industrial site. On select days, you may be able to stick around and witness pop-up molten iron pour, blacksmithing, waterwheel demonstrations, and take part in hands-on river stewardship activities.
2:00 pm

Saturday, September 6

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

The Lady of Salem: Maritime Art

Learn about the history of Salem Massachusetts through this unique public art installation self-guided tour!
Discover Salem’s Golden Age of Sail as you uncover clues! Celebrate America’s Maritime History! The Ladies of Salem will have you looking up at whimsical and beautifully designed figureheads gracing lampposts downtown. “What is a figurehead ?” you may ask? It’s a large carved wooden decorative...
8:00 am to 10:00 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

Music and Movement at North Shore Children's Museum

North Shore, North Shore Childrens Museum in Peabody MA
Music and Movement with Marybeth Maes is an engaging music and movement class for young children at the North Shore Children's Museum. Marybeth brings her guitar and instruments for the children to use while they sing, dance, and play.
10:00 am to 11:00 am
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