Gloucester

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

Saint Peter's Fiesta | Saturday

A highlight event at St. Peter's Fiesta in Gloucester, MA is the infamous Greasy Pole contest near Pavilion Beach

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: 
Saturday, June 28, 2025 10am-Midnight

Historic Dogtown: A Walk Back in Time

Hike the trails of Dogtown in Gloucester Massachusetts with Cape Ann Museum

On Cape Ann, the name “Dogtown” conjures up many things — vast woodlands and trails; stone walls and cellar holes; tales of witches and widows; an ill-fated bullfighter; pastures, picnics and blueberries; a sea of rocks. Dogtown is all of these things and more. But first, it is a place where proud people once lived and worked, at the center of Gloucester, for nearly 150 years – until it became “Dogtown” and died out.

When: 
Sunday, June 1, 2025 10am-Noon
Location: 

Pages

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

Superbowl of Birding 2026

The Superbowl of Birding 2026 is a unique competition conducted in Rockingham County, NH, and Essex County, Massachusetts
The Superbowl of Birding is a unique competition conducted in Rockingham County, NH, and Essex County, MA. During a 12-hour period, teams of birders of all ages and abilities seek to amass the greatest number of avian species, to earn the most points based on the rarity of the birds recorded. Teams...
5:00 am to 5:00 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

Nice n' Easy Hike at Breakheart Reservation

Nice and Easy winter hike at Breakheart Reservation in Saugus Massachusetts
Join the Park Interpreter for this weekly guided hike! Each trip will highlight natural and historic features unique to Breakheart. Hikes are moderately paced and range from 2-3 miles over sometimes uneven and rocky terrain. Best for ages 8 years and up. Meet at the Visitor Center.
9:30 am to 11:30 am

Animal Tracks | Family Nature Series

Essex County Greenbelt teams up with North Shore Nature Programs for a wildlife hike in Ipswich Massachusetts!
​​​​​​​​​​​​​​This event with North Shore Nature Programs is geared toward families of all ages who would like to learn about the signs and tracks that animals leave behind!  We will explore outdoors and look at tracks, chewed sticks, scat, nests, beaver constructions and more! Waterproof and warm...
10:00 am to 11:30 am

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 pm

CraneExplorer: Family Full Moon Hike in the Dunes

Walk through the Crane Wildlife Refuge in Ipswich Massachusetts with the Trustees under the full moon.
There is almost nothing more peaceful than a evening walk at the Crane Estate, and we would like to invite your family to join us for a unique hiking experience. With the full moon rising over the Atlantic, we’ll start with a sunset stroll along Crane Beach admiring this spectacle before heading...
4:30 pm to 6:30 pm

Saturday, February 7

CraneExplorer: Valentine's Coastal Craft

Make Valentines crafts from materials that we find along the shore at the Trustees of Reservations Crane Estate in Ipswich, Massachusetts
The Trustees of Reservations invites ages 12 and up to a valentine craft making workshop! This Valentine’s Day, give a gift from the sea! From seaweed pressings to shell collages, beach treasures make beautiful greetings and keepsakes. Join this workshop to learn fun craft ideas and make marine art...
10:00 am to 12:30 pm

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 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

Children's Maple in the Barnyard at Appleton Farms

Visit Appleton Farms' sugaring operation and learn about making maple sugar syrup!
Maple Season is here! This special program for ages 3-11 & their families will focus on the magic of maple from start to finish. We will discover this tradition by observing trees, tasting sap, learning the tools involved, and finally, tasting the sweet product. We will make sure to have time...
10:45 am to 3:00 pm

Bald Eagles in the Wild for Teens

Teens are invited to Joppa Flats Education Center in Newburyport Massachusetts to learn about eagles and their behaviors. Photo: Bill O'Connor
Head to the most popular spots to search for Bald Eagles. Learn how to spot an eagle in flight, observe their behaviors, and learn how to identify Bald Eagles at different stages of life. Use binoculars, field scopes, and bird guides. Stay active and warm with group challenges about wingspan and...
2:00 pm to 4:00 pm

Sunday, February 8

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

Salem's So Sweet Festival

Salem Massachusetts' retailers have some sweet surprises in store during the Salem's So Sweet Weekend Festival
Salem Main Streets and the Salem Chamber of Commerce invite you to come enjoy the annual Salem’s So Sweet Chocolate & Ice Sculpture Festival – a decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Now in its 24th year, Salem’s So Sweet has become...
9:00 am to 10:00 pm

Watching the Coastal Edge at Halibut Point

Tour the WWII era observation tower at Halibut Point State Park in Rockport Massachusetts.
Meet at the Halibut Point State Park visitors center to learn about the role Halibut Point has played in America’s military history. One day after the 1941 Pearl Harbor attack, U.S.
11:00 am to 12:30 pm

Amesbury Winter Market

Amesbury Winter Market Daze at Barewolf Brewing January 11-February 8, 2026
Amesbury Market Daze is your friendly local community marketplace. We take pride in curating a marketplace that showcases local art and food from talented local artisans, chefs, farmers, creators and curators of surrounding Amesbury, Massachusetts. Join us throughout the year to curate and foster a...
12:00 pm to 4:00 pm

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
1:00 pm to 3:30 pm
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