21 Best & Fun Things To Do In Gloucester, MA

Are you looking for exciting things to do in Gloucester, Massachusetts? Whether you’re a local resident or a visitor, this guide highlights 21 of the best and most enjoyable activities to experience this charming coastal city fully.

Located along the stunning shores of Cape Ann, about 30 miles northeast of Boston, Gloucester is often referred to as “America’s Oldest Seaport,” with a deep-rooted maritime heritage that continues to shape its culture today.

As a historic fishing hub, Gloucester offers a variety of engaging and enriching experiences, from the iconic Fisherman’s Memorial and the Cape Ann Museum to the breathtaking waterfront views at Stage Fort Park. This scenic city invites visitors to immerse themselves in its rich history, vibrant art scene, and tranquil natural beauty.


21 Best And Fun Things To Do In Gloucester, MA (2024)


1. Gloucester Visitor Center at Stage Fort Park

things to do in Gloucester, MA

As a first port of call, visiting the Gloucester Visitor Center at Stage Fort Park, a well-known tourist attraction, is one of the best things for visitors to do in Gloucester, MA.

The visitor center houses hands-on exhibits, notable exhibitions, a gift shop, and a picturesque overlook with the harbor’s eye-catching sights.

With a visit to Gloucester Visitor Center at Stage Fort Park, visitors can learn about the city’s wealthy seafaring past, dig into the exquisite Stage Fort Park, and appreciate the lovely seaside view.

Address: 24 Hough Avenue, Gloucester, MA 01930, United States.

2. Hammond Castle Museum

things to do in Gloucester, MA

As an art enthusiast seeking unique things to do in Gloucester, MA, today, spend time at Hammond Castle Museum a significant mansion with a special mix of medieval and Moorish structures.

The museum boasts exhibitions such as an array of old-fashioned weapons, armor, decorative arts, a planetarium, and a Tesla coil.

Visiting Hammond Castle Museum promises a step back and a chance to examine the captivating world of medieval past and science.

Address: 80 Hesperus Avenue, Gloucester, MA 01930, United States.

3. Good Harbor Beach

things to do in Gloucester, MA

Soaking up at Good Harbor Beach, a panoramic seaside terminus is one of the most exciting things to do in Gloucester, MA, in the summer.

The beach has pristine white sand, clear blue waters, and stunning ocean views, allowing visitors to swim, sunbathe, walk along the beach, and explore the close tide pools.

Share in the beauty of the New England beachfront, chill in a peaceful environment, and make endless memories with your loved ones.

Address: 99 Thatcher Road, Gloucester, MA 01930, United States.

4. Eastern Point Lighthouse

things to do in Gloucester, MA

Grabbing sights of the entire Atlantic Ocean from the Eastern Point Lighthouse, a legendary lighthouse is one of the top things to do in Gloucester, MA, this weekend.

The lighthouse features a distinct octagonal tower painted white with a black lantern and is encircled by an exquisite waterside panorama.

Visitors can troll the lighthouse environments, learn about Gloucester’s history, and appreciate stunning ocean and harbor views.

Address: Gloucester, MA 01930, United States

5. Half Moon Beach

things to do in Gloucester, MA

Half Moon Beach is a panoramic inshore attraction swarming with visitors and residents seeking to avail themselves of fun things to do in Gloucester, MA, in the summer.

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With a sandy beach, stunning ocean views, and a peaceful atmosphere, the beach lets you enjoy swimming, sunbathing, strolling along the shore, and absorbing the magnificence of the natural surroundings.

Address: 24 Hough Avenue, Gloucester, MA 01930, United States.

6. Beauport, Sleeper-McCann House

things to do in Gloucester, MA

Touring Beauport, an iconic manor called “the Sleeper-McCann House” is among the tons of adventurous things to do in Gloucester, MA, today.

The house presents a spectacular array of antiques, decorative arts, and furnishings assembled by Henry Davis Sleeper, a prominent interior architect.

While displaying his outstanding vision and devotion to creating a whimsical and diverse ambiance, Beauport presents a step back in time to partake in the grandness and luxury of an ancient era.

Address: 75 Eastern Point Blvd, Gloucester, MA 01930, United States.


Exploring other attractions near Gloucester, Massachusetts? Why not check out some fun things to do in Rockport, MA, and fun things to do in Marshfield, MA?


7. Maritime Gloucester

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A weekend voyage to Maritime Gloucester, a vibrant waterfront attraction blending a maritime museum, aquarium, and working harbor is one of the fun things to do in Gloucester, MA, this weekend.

This attraction has hands-on displays, a touch tank, the Gorton’s Schooner Gallery, and the Children’s Room, and offers the chance to participate in a functional marine railway.

Learn about the region’s rich marine past, scour marine life up close, and launch a sailing experience aboard the schooner Ardelle.

Address: 23 Harbor Loop, Gloucester, MA 01930, United States.

8. Ravenswood Park

things to do in Gloucester, MA

Explore outdoor family-friendly things to do in Gloucester, MA, for all ages at Ravenswood Park, a scenic recreational zone featuring walking trails, playgrounds, athletic fields, and a picturesque waterfront.

Families seeking to spend time together at Ravenswood Park can appreciate nature’s beauty, immerse in open-air activities, and unwind in a tranquil setting.

Address: 481 Western Avenue, Gloucester, MA 01930, United States.

9. Cape Ann Museum

things to do in Gloucester, MA

Cape Ann Museum is an outstanding art museum displaying the region’s rich cultural heritage among the numerous exciting things to do in Gloucester, MA, for everyone.

The museum shelters various art displays such as paintings, sculptures, photographs, and decorative arts, embodying different eras and styles.

The Cape Ann Museum permits you to study the past of Cape Ann, admire the works of local and regional artists, and submerge yourself in the rich creative setting.

Address: 27 Pleasant Street, Gloucester, MA 01930, United States.

10. Minglewood Harborside

things to do in Gloucester, MA

Unearth romantic activities for couples in Gloucester, MA, at Minglewood Harborside, an adorable waterfront restaurant and bar with an outdoor patio, stunning views of the harbor, a cozy indoor dining area, and an all-inclusive bar serving different drinks.

Relish delectable seafood and other dishes, soak up the scenic atmosphere, and partake in the energetic local way of life with your spouse, family, and friends.

Address: 25 Rogers Street, Gloucester, MA 01930, United States

11. Schooner Thomas E. Lannon

things to do in Gloucester, MA

Embarking on an expedition with Schooner Thomas E. Lannon, a celebrated fishing craft that has been carefully converted into a popular tourist attraction is one of the top 10 things to do in Gloucester, MA, today.

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The vessel presents a directed excursion that takes guests through the ship’s past, its position in the local fishing industry, and the lives of the sailors who functioned aboard it.

Appreciate the option to step back in time and encounter the rich navigational legacy of Gloucester, while also learning about the enchanting past of this legendary vessel.

Address: 63 Rogers Street, Gloucester, MA 01930, United States.

12. St. Peter’s Fiesta

things to do in Gloucester, MA

Attending St. Peter’s Fiesta, a high-spirited annual Italian-American festival is one of the most entertaining things to do in Gloucester, MA, this summer.

The event boasts a mix of activities and attractions, like a Grand Procession, boat races, fireworks displays, live music, tasty Italian food, and an extravaganza.

Engross yourself in the Italian way of life, take delight in the vibrant environment, and share in the uncommon customs of this significant coastal city.

Address: 2 Commercial Street, Gloucester, MA 01930, United States.


Exploring other attractions near Gloucester, Massachusetts? Why not check out some fun things to do in Hanover, MA, and fun things to do in Plymouth, MA?


13. Sargent House Museum

things to do in Gloucester, MA

One of the most exciting things to do in Sargent House Museum is an epoch-making house museum presenting guided excursions of the home, and other interesting things to do in Gloucester, MA, with kids.

With a small gift shop and changing exhibitions in its display area, art lovers can learn about Judith Sargent Murray, an 18th-century promoter of women’s education and equality, and bask in the beautiful Georgian-style residence she once lived in.

Address: 49 Middle Street, Gloucester, MA 01930, United States.

14. Cape Ann Whale Watch

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One of the active things to do in Gloucester, MA, for everyone, is to engage in whale-watching at Cape Ann Whale Watch, a whale-watching excursion company giving tours out of the city.

The company employs the Hurricane II, the most extensive and fastest whale watch vessel in Massachusetts north of Boston, and guarantees whale sightings.

With facilities like a heated cabin, full-service galley, and bar, Cape Ann Whale Watch allows visitors to see exquisite whales, learn about oceanic life from guides, and enjoy the delight of an open-ocean experience.

Address: 415 Main Street, Gloucester, MA 01930, United States.

15. Stage Fort Park

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Unearth many fun and exciting activities for families in Gloucester, MA, at Stage Fort Park, a historic seaside attraction mixing natural beauty, fun activities, and affluent historical value.

The beehive features two beaches, a playground, sports fields, picnic areas, a restaurant, and the actual fort’s remains, giving visitors different opportunities.

Get soaked in activities like swimming, sunbathing, picnicking, playing sports, trolling the park’s past, appreciating breathtaking ocean sights, and engaging in varied periodic events.

Address: 24 Hough Avenue, Gloucester, MA 01930, United States

16. Seaport Grille

things to do in Gloucester, MA

Seaport Grille is a famous seafood restaurant offering stunning vistas of the harbor, a menu with fresh, locally sourced seafood dishes and other standard American fare, and other nice things to do in Gloucester, MA.

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Take the chance to savor delectable seafood, revel in sensational ocean panoramas, and partake in the strong aura of Gloucester’s waterfront.

Address: 6 Rowe Square, Gloucester, MA 01930, United States.

17. Fishermen’s Memorial Monument

things to do in Gloucester, MA

Beholding the Fishermen’s Memorial Monument, a soaring statue committed to the fearless fishermen who have lost their lives at sea, is one of the free things to do in Gloucester, MA, for everyone.

The monument features a bronze figure of a fisherman, surrounded by beautiful gardens, standing atop a granite base, overseeing the harbor.

Seeing the Fishermen’s Memorial Monument provides an option to pay tribute to the brave fishermen who sacrificed their lives for their profession, recall the dangers of the sea, and appreciate the beauty of the shore’s terrain.

Address: The Fishermen’s Memorial, Gloucester, MA 01930, United States.

18. Dogtown Common

things to do in Gloucester, MA

Dogtown Common is a memorable and picturesque park featuring walking trails, a playground, a pond, a notable stone wall, and many fun things to do in Gloucester, MA, this week.

Going to Dogtown Common permits you to examine the raw beauty of the region, learn about its history, and appreciate open-air activities with family and friends.

Address: Gloucester, MA 01930, United States.

19. Plum Cove Beach

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Plum Cove Beach is a small, remote beach with a plethora of family-friendly things to do in Gloucester, MA, with kids.

The beach prides itself on peaceful waters, excellent for children, the charming sights of Ipswich Bay, and a fascinating, private ambiance.

Unwind and appreciate the tranquil surroundings, dig into the stony coastline, and sponge up the beautiful New England panorama.

Address: 1000 Washington Street, Gloucester, MA 01930, United States.

20. Charles Fine Arts

things to do in Gloucester, MA

Find unique things to do in Gloucester, MA, for art lovers at Charles Fine Arts, a celebrated art gallery with a changing display of modern art from both local and international artists.

Located in the charming seaside town, Charles Fine Arts guarantees you to absorb the lively art stage, uncover new skills, and value the beauty and originality of the human spirit.

Address: 196 Main Street, Gloucester, MA 01930, United States.

21. Mount Ann Park

things to do in Gloucester, MA

Mount Ann Park is a ravishing natural area with stunning sights of the Atlantic Ocean and numerous outdoor free things to do in Gloucester, MA, for families.

The park offers hiking trails, picnic areas, and an iconic lighthouse, giving a wide range of open-air activities and attractions for visitors and residents.

Bask in the beauty of nature, learn about the area’s history, and encounter the peacefulness of the coastline.

Address: Gloucester, MA 01930, United States.

Plan your visit to Gloucester, MA

Gloucester, Massachusetts, offers a plethora of fun and engaging activities coupled with attractions that cater to all interests and ages, ranging from outdoor adventures, cultural experiences, or simply a relaxing day out, this charming city has it all.

Plan your visit today and discover all the amazing attractions Gloucester has to offer! Safe journey.

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