Gloucester

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

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

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

Come as You Art

Celebrate the end of summer with a full day of artmaking at Cape Ann Museum in Gloucester Massachusetts

Celebrate the end of summer with a full day of artmaking! Try out a new technique, find inspiration around the CAM Green campus, and celebrate the process of creating a work of art. Crafting stations will be set up outside and in the Carlson Education Center for visitors of all ages to explore. Make a zine, room décor, card, or gift, or just try your hand at practicing with a new artistic medium. A variety of materials will be available throughout the day while supplies last.

When: 
Saturday, August 16, 2025 10am-4pm
Location: 

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: 

Summer Concert Series at Stage Fort Park

Compaq Big Band is just one of the perfromers in the Summer Concert Series at Stage Fort Park in Gloucester Massachusetts!

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: 

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

The Backyard Growcery

Join Backyard Growers at Burnham's Field in Gloucester Massachusetts for a weekly Farmer's Market

Stop by Gloucester’s new weekly farmers market, the Backyard Growcery, managed by Backyard Growers. The Backyard Growcery is located at Burnham's Field, an urban park near Gloucester’s thriving waterfront, and features small-scale North Shore farmers, bakers, a seafood vendor, an artisanal pizza maker, and more, throughout the season.

When: 
Wenesdays, June 18 - October 15, 2025 2:30-6pm
Location: 

Gloucester Waterfront Concert & Fireworks 2025

The FREE Annual Independence Day Fireworks Extravaganza Concert on Gloucester Harbor Fourth of July

Gloucester is gearing up for an exciting Independence Day celebration. Experience the beauty of Gloucester’s skyline with a mesmerizing fireworks display. Watch the night sky light up with vibrant colors over popular locations around Gloucester.  

When: 
Thursday, July 3, 2025 5:30pm - 11pm

Gloucester Horribles Parade and Fireworks

Gloucester Massachusetts hosts an annual Horribles Parade to celebrate Independence Day every year on July 3rd.

Gloucester hosts their annual Horribles Parade followed by a concert and fireworks over Gloucester Harbor! The parade will follow its traditional route out Centennial Avenue, left on Western Avenue to Washington Street at Tally’s Corner, right down Washington and left onto Rogers Street, left on Manuel F. Lewis Street, then a left up Main Street and a right up Pleasant Street to Prospect Street, the left on Prospect, right on Railroad Avenue and a right onto Washington Street, finishing with a left onto Centennial Avenue back to Gloucester High School.

When: 
Thursday, July 3, 2025 6pm-11pm

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Shore School in Beverly Massachusetts offers a host of Summer programs for kids aged 5-12

Halloween

12:00 am to 11:59 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

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

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

Haunted Happenings Marketplace

The Haunted Happenings Marketplace runs Thursdays-Sundays during October in Salem Massachusetts
The Haunted Happenings Merchant Marketplace is coming this October! Get ready for a one-of-a-kind shopping extravaganza throughout Historic (and some say haunted) Downtown Salem!
10:00 am to 6:00 pm

Kimball Farm Corn Maze

Kimball Farm corn maze in Haverhill Massachusetts
At the Kimball Farm Corn Maze all are welcome to come and enjoy the challenge of finding your way through the winding corn field maze. Our originally designed CORN MAZE  is full of Crazy angles and is sure to be a fun challenge. Have no fear, there will be clues along the way.  Be daring and try...
10:00 am to 9:00 pm

Saugus Iron Works House Tours

Free Ranger guided tours of the Saugus Iron Works House in Massachusetts
Join National Park staff at Saugus Iron Works National Historic Site for a 30-minute tour of The Iron Works House.
11:00 am

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

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 and Brian Cain with drumming by the Dragon Ritual Drummers as Witches from around the globe gather for the sacred and magical ritual of Halloween! This...
5:00 pm to 8:00 pm

Halloween Finale Drone Show

Celebrate the end of another fantastic Salem Haunted Happenings festival with a drone show over the North River
After your trick or treating is over, head over to Salem for the free fireworks show over the North River that will close out another great October of Halloween fun brought to you by Haunted Happenings!
9:30 pm to 10:30 pm

Sunday, November 2

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

Newburyport Farmers' Market

Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
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

Kimball Farm Corn Maze

Kimball Farm corn maze in Haverhill Massachusetts
At the Kimball Farm Corn Maze all are welcome to come and enjoy the challenge of finding your way through the winding corn field maze. Our originally designed CORN MAZE  is full of Crazy angles and is sure to be a fun challenge. Have no fear, there will be clues along the way.  Be daring and try...
10:00 am to 9:00 pm

Fall Foliage Cider & Donut Cruises

Take a guided tour of the Essex Massachusetts Marshes with Essex River Cruises this Autumn
Essex River Cruises hosts a narrated sightseeing tour that winds down the beautiful Essex River aboard Essex River Queen, a pontoon boat.
1:00 pm to 3:00 pm

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
1:00 pm to 3:30 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Monday, November 3

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
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