Gloucester

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 24, 2023 10am-Midnight

Gloucester Juneteenth Festival

The Gloucester Juneteenth Festival is presented at the Cape Ann Museum Green by the North Shore Juneteenth Association

Celebrate Juneteenth, the oldest nationally celebrated commemoration of the ending of slavery in the United States! The third Gloucester Juneteenth Celebration is presented by the North Shore Juneteenth Association and CAM’s Community Engagement Committee Member, Toni Waldron, who hosted the first Gloucester Juneteenth Celebration in 2021. Learn about the Juneteenth Holiday and its connection to Cape Ann history while celebrating Black history through music, dance and food.  

When: 
Sunday, June 18, 2023 11am-5pm

Historic Dogtown: A Walk Back in Time

Hike the trails of Dogtown in Gloucester 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 11, 2023 10am-Noon
Location: 

Full Moon Hike at Ward Reservation

Join the Trustees on a journey up Holt Hill under the light of the full moon at Ward Reservation in Andover!

Join Within Wildlight in a mindful journey up Holt Hill under the light of the full moon. Together, we will gather for a meditative hike up the trail as night falls, and circle for a gentle guided meditation beneath the moon & stars. Enjoy the sights, sounds, smells, and unique tastes of evening in the magic of Ward Reservation. May this practice nourish your being and settle your mind as you return for a peaceful slumber at the end of the night.

When: 
Friday, June 2, 2023 6:30-8pm
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 2023, 10:30am or Noon

Family Art Time with Cape Ann Art Haven

Family Art Time April Vacation Programs with Art Haven in Gloucester Massachusetts

Cape Ann Art Haven hosts some great art activities for the family during April vacation week. At the Riverside Community Center on corner of Veterans Way and Patriots Circle, we will have all the supplies for a family to create art together! This is not a drop off event. Please wear appropriate clothing for sometimes messy art!

When: 
Tuesday-Thursday, April 18-21, 2023 1-3pm

Gloucester Halloween Party

Trick or Treat in Downtown Gloucester and then hit the Halloween Party at city h

Kids Unlimited and The Adventures of Scuba Jack present Gloucester's Halloween Party, sponsored by the Gloucester City Council. The Fred Kyrouz Auditorium will be decked out with friendly ghost and goblins. There will be numerous events and activities including a dance contest, games, piñatas, a costume contest, prizes, free photos, popcorn, refreshments, goodie bags and much more.

When: 
Thursday, October 31, 2013, 6-8pm

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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

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 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

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

The NEF Open

Play golf, have fun and raise money for the Newburyport Education Fund at the NEF Open!
Golfers of all abilities come out for a best ball scramble in support of public education at the Annual NEF Open Golf Tournament. Dinner, auction and raffle follow a great day on the links. The Annual NEF Open will be at Wentworth By The Sea Country Club in Rye, NH. Ticket price includes box lunch...
1:00 pm to 8:00 pm

Sunday, June 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

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

Crane Outdoors: Kayak Adventure on the Castle Neck River

Take a guided kayak paddle adventure on the Castle Neck River with the Trustees of Reservations!
One of the best was to enjoy the natural beauty of the Massachusetts North Shore is kayaking the placid waters of the Great Marsh—the largest continuous stretch of salt marsh in New England, extending from Cape Ann to New Hampshire. The Castle Neck peninsula on the Crane Estate is a vast barrier...
9:00 am to 5:00 pm

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 pm

Home & Food Truck Show | Topsfield

Home and Food Truck show at the Topfield Fairground in Massachusetts
April 20th & 21st. FREE admission and FREE parking. All INDOORS & Enjoy the Food Trucks outside. Speak to leading home industry professionals to plan your spring home projects.
10:00 am to 6:59 pm

Long Hill Garden Tours

Tour the Gardens at the Trustees of Reservations Long Hill Gardens in Beverly, Massachusetts!
The Trustees of Reservations invite you to join our expert guides for a tour around Long Hill’s stunning Sedgwick Gardens and learn more about the special plants it’s most known for. In addition to learning about what plants are in bloom as well as the rare and unique species in our collection, you...
11:00 am to 12:00 pm

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Take a guided kayak paddle and hike to Choate Island with the Trustees of Reservations!
Join The Trustees of Reservations for a paddle and a hike – what better way to spend an afternoon?  Circumnavigating an island is one of the great rewards of kayaking and reaching the summit of a hill that offers a great view is one of the payoffs of a good hike. This adventure in the Crane...
1:00 pm to 4:30 pm

Dreams and Dances Concert

Dreams and Dances live performance at Waring School in Beverly Massachusetts
Celebrating the creativity and expression in all of us with a family-friendly, multimedia performance by Arpeggione Ensemble. "Dreams and Dances” will take listeners of all ages on a journey through enchanted forests and countryside with music and dance. Arpeggione’s musicians will be performing...
4:00 pm

Monday, June 3

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

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 3:59 pm
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