What to do in Gloucester, MA

Activities, attractions and tours

Good Harbor Beach featuring a sunset, a sandy beach and general coastal views
Good Harbor Beach featuring a sunset, a sandy beach and general coastal views
Half Moon Beach which includes a beach, general coastal views and a sunset
Maritime Gloucester as well as a small group of people
Maritime Gloucester showing a sunset and a bay or harbor

Gloucester Attractions

Let Expedia help you experience the best that Gloucester has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

Gloucester is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Gloucester to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

Gloucester Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Gloucester.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Gloucester attractions ensure that you’ll have a successful trip, whatever the season.

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Recommended things to do in Gloucester

Number of things to do
77
Cheapest thing to do on Expedia
Self Guided Audio Tour 'Hawthorne's Haunts' Haunted Walking Tour Salem: CA $7
Top 5 things to do
Half-day tours
With kids

What to do in Gloucester

Discover the most popular places to visit in Gloucester

Wingaersheek Beach featuring rugged coastline

Wingaersheek Beach

Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

Wingaersheek Beach
Good Harbor Beach which includes a sunset and a coastal town

Good Harbor Beach

Why not spend a carefree afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises.

Good Harbor Beach
Hammond Castle which includes heritage elements, general coastal views and a sunset

Hammond Castle

You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your trip to Gloucester. Wander the beautiful beaches and seaside in the area.

Hammond Castle
Cape Ann Museum which includes outdoor art

Cape Ann Museum

You can spend an afternoon exploring the galleries in Cape Ann Museum during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

Cape Ann Museum
Half Moon Beach which includes a beach, general coastal views and a sunset

Half Moon Beach

If a restful vacation is part of your travel plans, Half Moon Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.

Half Moon Beach
Stage Fort Park showing a coastal town and a bay or harbor

Stage Fort Park

After visiting Stage Fort Park, make a plan to see the other sights and activities in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

Stage Fort Park
Niles Beach featuring general coastal views, a bay or harbor and a beach

Niles Beach

Why not spend a carefree afternoon at Niles Beach during your travels in Gloucester? Make some time to visit the shops while you're in the area.

Niles Beach
Eastern Point Lighthouse

Eastern Point Lighthouse

Learn about the local history of Gloucester with a stop at Eastern Point Lighthouse. Wander the beautiful beaches and seaside in this family-friendly area.

Eastern Point Lighthouse
Maritime Gloucester as well as a small group of people

Maritime Gloucester

You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

Maritime Gloucester

Explore areas of Gloucester

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East Gloucester

If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

East Gloucester
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Downtown Gloucester

While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch.

Downtown Gloucester
Annisquam Light, Gloucester, Massachusetts, USA; Shutterstock ID 161751743

Annisquam

While Annisquam might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wingaersheek Beach and Plum Cove Beach.

Annisquam
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Rocky Neck

If you're spending some time in Rocky Neck, Rocky Neck Art Colony and Bryan Gallery are top sights worth seeing.

Rocky Neck
Beautiful place to walk and enjoy the views. This foggy noon created the atmosphere of an unreal world.

Magnolia

Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.

Magnolia

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Day trip destinations from Gloucester

Front Beach showing general coastal views, a sandy beach and swimming

Rockport

Manchester-by-the-Sea showing a sunset and a bay or harbor

Manchester-by-the-Sea

Frequently asked questions

Is Gloucester worth visiting?
Gloucester has a unique blend of local charm, attractions and culture. Whether you're into outdoor activities, history or local cuisine, there's plenty you'll find here.
How do I spend a day in Gloucester?
Start your adventures with a visit to Front Beach and Capt Bill & Sons Whale Watch. Then, tour other parts of Gloucester for a bite to eat and some souvenir shopping.
What is the top tourist attraction in Gloucester?
Front Beach is one of the top tourist attractions in Gloucester and deserves a place on every must-do list of the area.
Is three days enough to stay in Gloucester?
Three days in Gloucester is plenty of time to enjoy the city's main attractions. Many guests book for two days on average. Front Beach, Pavilion Beach and Pebble Beach are highly rated sights. Want to experience more? Stick around a bit longer to explore nearby hotspots such as Boston.
What are some activities to do in Gloucester with kids?
If you're looking for activities and sights for all the family, here are some great ideas for what to do in Gloucester with kids.

What to do in Gloucester for adults?
Whether you're a food lover, culture enthusiast or thrill seeker, there's lots of things to do in Gloucester for adults including Ipswich Bar.
Are there free things to do in Gloucester?
From enjoying parks to wandering around exciting neighbourhoods, it's easy to discover free things to do in Gloucester. If you need new ideas, get some tips from a local tour guide. Front Beach is a must for anyone planning to save on their travelling adventures.

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