All Ages

Downtown Gloucester Block Party

Food, music, live entertainment, dance, craft and fun come together for a great

Main Street, Downtown Gloucester Massachusetts comes alive when the Street is closed off to allow live music, street performers, kid activities, non-profits, food vendors and more! Many of shops and businesses on Main Street will be open for business and will welcome partygoers. Other Gloucester businesses and non-profits will be represented on the Street as well. come for a night full of Live music, great food, and fun activities with lots of local flavor!

When:

Saturday, July 12, 2025 6-10pm

Saturday, August 9, 2025 6-10pm

Friday, August 29, 2025 6-10pm

Location:

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Heritage Day in Gloucester

Maritime Gloucester & Ocean Alliance hosts a day of free exciting demonstrations and interactive fun for all ages in Gloucester Massachusetts.

Maritime Gloucester is hosting their annual Heritage Day in honor of the Gloucester Schooner Festival 2025. Step aboard a schooner, learn about traditional shipbuilding and fitting out, watch America’s oldest marine railway in action, or explore the unique biology that makes our oceans so amazing. You can find it all at Maritime Heritage Day! Maritime Gloucester will be hosting a variety of local community organizations with an exciting array of demonstrations and interactive options for all ages.

When:

Saturday, August 30, 2025 10am-4pm

Location:

Maritime Gloucester

Gloucester Harbor Walk

Gloucester Schooner Festival

Activity

Crafts

Heritage

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Schooner Festival Fireworks

The Gloucester Schooner Festival will light up Gloucester Harbor with Fireworks!

Following the Gloucester Schooner Festival's Parade of lights in Gloucester Harbor, A fireworks display will light up the sky over Gloucester Harbor to celebrate a great day of maritime history and tradition. Good vantage points for viewing fireworks include Gloucester's Boulevard, Stage Fort Park, Pavilion Beach

When:

Saturday, August 30, 2025 9:15pm

Location:

Gloucester Harbor

Gloucester

Fireworks

Gloucester Schooner Festival

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Cardboard Boat Race at Lynch Park

Build your own seaworthy cardboard boat, launch the boat at Lynch Park and race to the finish or at least see how long you stay afloat! This event takes place at Lynch Beach at Lynch Park. Questions about building a cardboard boat – do a little research at the library or Google it.

When:

Sunday, August 10, 2025 3-4pm

Location:

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Gloucester Waterfront Festival

Come to Stage Fort Park in Gloucester Massachusetts for the Annual Waterfront Festival.

Get ready for a weekend of art, flavor, and seaside charm as the 44th Annual Gloucester Waterfront Festival returns to the historic Stage Fort Park on August 16 & 17, 2025. Set against the stunning backdrop of Gloucester Harbor, this beloved festival invites visitors to explore an extraordinary array of over 200 juried booths featuring American-made arts, crafts, specialty foods, and more!

When:

Saturday, August 16, 2025 9am-6pm

Sunday, August 17, 2025 9am-5pm

Location:

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Summer Concert Series at Stage Fort Park

Come enjoy a Summer evening sea-side concert at Stage Fort Park in Gloucester Massachusetts! The Cape Ann Community Band under the direction of David Benjamin, plays their annual summer concerts Sundays at the at the Antonio Gentile Bandstand, Stage Fort Park, Hough Avenue, Gloucester MA.

When:

Sundays, July 6-August 24, 2025 6:30pm

Saturday, August 16, 2025 6:30pm

Location:

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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.

When:

Daily during daylight hours

Location:

Saugus Iron Works National Historic Site

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Kids Sail Free on the Schooner Lannon

Kids ride free on the 10:30am an Noon Saturday Cruise on the Schooner Lannon through Summer

Schooner Thomas E. Lannon is a fixture on the Gloucester Harbor vista throughout the day in the warm months, but to really experience the Lannon, you need to come aboard and go for a cruise! Sail and see lighthouses, castles, scenic beaches, and magnificent waterfront homes.

When:

Saturdays through July and August 2025, 10:30am or Noon

Location:

Schooner Thomas E. Lannon

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Bike Safety Rodeo at Lynch Park

Kids and families are invited to Lynch Park in Beverly Massachusetts for a the bike safety rodeo hosted by Beverly Police!

Free! Fun safety course, bike inspections, and free helmets in the parking lot at Lynch Park. The George Robertson memorial bike rodeo is hosted by the Beverly Police Department, with generous contributions by the Beverly Kiwanis. All who attend will be instructed in bicycle safety, and all can participate in a safety obstacle course. There will also be bike inspections, free helmets (quantities limited) and more!

When:

Friday, August 8, 2025 4-6pm

Location:

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Beverly Homecoming Kids Carnival

Lynch Park in Beverly Massachusetts becomes a midway of carnival kids games during Beverly Homecoming!

Get ready for a day of festive fun at the Lynch Park Carnival! Join BevRec for an exciting event packed with thrilling games, delicious treats, and a lively atmosphere. Bring your children to experience the joy and wonder of a classic carnival. Indulge in cotton candy, test your skills at various game booths, and enjoy the vibrant entertainment and activities. There’s something for every child, so mark your calendars and join us for an unforgettable day at the Lynch Park Carnival! Game tokens are available on site for purchase. Cash only

When:

Friday, August 8, 2025 10am-2pm

Location:

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Trails & Sails

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

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Maudslay in Bloom Self-Guided Walk

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...

Where: Maudslay State Park

7:00 am to 7:00 pm

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Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Take a self guided tour at one of Massachusetts most beautiful locations!

Where: Halibut Point State Park

7:00 am to 6:00 pm

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Saugus Iron Works Park Grounds & Estuary Walk

Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.

Where: Saugus Iron Works National Historic Site

7:00 am to 7:00 pm

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Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .

Where: Pingree School

8:00 am to 6:00 pm

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Crescent Farm Corn Maze

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...

Where: Crescent Farm

9:00 am to 9:00 pm

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Salem Witch Hunt Walking Tour

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....

Where: Downtown Salem

9:00 am to 5:00 pm

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Gloucester Gratis Days at Hammond Castle

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...

Where: Hammond Castle Museum

10:00 am to 4:00 pm

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Paddle Around Historic Rockport Harbor

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...

Where: Downtown Rockport

10:30 pm

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Saturday, September 20

Saugus Iron Works Park Grounds & Estuary Walk

Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.

Where: Saugus Iron Works National Historic Site

7:00 am to 7:00 pm

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Maudslay in Bloom Self-Guided Walk

Where: Maudslay State Park

7:00 am to 7:00 pm

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Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Take a self guided tour at one of Massachusetts most beautiful locations!

Where: Halibut Point State Park

7:00 am to 6:00 pm

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The Lady of Salem: Maritime Art

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...

Where: Destination Salem Visitors Center, Where: Downtown Salem

8:00 am to 10:00 pm

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Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .

Where: Pingree School

8:00 am to 6:00 pm

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Haverhill Farmers' Market

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...

Where: Haverhill Farmers' Market

9:00 am to 1:00 pm

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Marblehead Farmers' 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...

Where: Marblehead Farmers' Market

9:00 am to 12:00 pm

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Andover Farmers' Market

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.

Where: South Church in Andover

9:00 am to 1:00 pm

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Rockport Farmers' Market

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.

Where: Harvey Park - Rockport

9:00 am to 1:00 pm

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Salem Witch Hunt Walking Tour

Where: Downtown Salem

9:00 am to 5:00 pm

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All Ages

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Saturday, September 20