Explore the community introduced to you by the hard-working fishermen of Wicked Tuna. Beaches, history and great seafood add to the area’s appeal.
Gloucester, MA
Travel Guide





Visit Gloucester
Where to stay in Gloucester

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.

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.

Castle Manor Inn
141 Essex Avenue, Gloucester, MA
$161 nightly
The price is $180 total per night from Aug 25 to Aug 26
$180 total
Aug 25 - Aug 26
Total with taxes and fees
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,005 reviews)
"We checked in with John, he is excellent. He knows people and suggested the perfect place for us to eat."
Reviewed on Aug 20, 2025

The Hotel at Cape Ann Marina
75 Essex Avenue, Gloucester, MA
$210 nightly
The price is $235 total per night from Sep 16 to Sep 17
$235 total
Sep 16 - Sep 17
Total with taxes and fees
Stay at this 3.5-star hotel in Gloucester. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our ...
8.2/10 Very Good! (725 reviews)
Lovely Getaway
"The staff was great, our room was lovely. Had dinner at Mile Marker 1, and it was delicious with a great view."
Reviewed on Aug 15, 2025

Beauport Hotel Gloucester
55 Commercial Street, Gloucester, MA
$337 nightly
The price is $377 total per night from Sep 15 to Sep 16
$377 total
Sep 15 - Sep 16
Total with taxes and fees
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (874 reviews)
"Above and beyond my expectations"
Reviewed on Aug 16, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Long Beach Suites
28 Rockport Rd, Gloucester, MA
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
9.2/10 Wonderful! (36 reviews)
"Very close to the beach. Apartment is in great condition, new and clean."
Reviewed on Aug 18, 2025

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Wingaersheek Beach and Good ...
9.8/10 Exceptional! (36 reviews)
"Overall we had a very nice time on our vacation to beautiful Coffins Beach. The house was very nice and equipped with everything we needed. The only real concern was the mosquitoes in the yard. They were horrible!! Thank goodness I always leave home with plenty of bug spray. Everyone had their arms ..."
Reviewed on Aug 16, 2025

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester
Stay at this cottage in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wingaersheek Beach and Good Harbor Beach are located ...
9.8/10 Exceptional! (18 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
Reviewed on Aug 17, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit

Wingaersheek Beach
Offering fun in the sun, this coastal playground has calm water and everything you need for a day by the sea.

Good Harbor Beach
4.5/5(18 reviews)
With a reputation as Gloucester’s prettiest beach, this curve of white sand lapped by rolling waves sets the scene for soaking up the sun.

Hammond Castle
4.5/5(8 reviews)
A medieval-style castle overlooking the blue ocean waters in Gloucester features a spellbinding collection of art, artifacts and quirky inventions.

Half Moon Beach
Shaped like a crescent moon and framed by greenery, this scenic beach rests in the heart of some of Gloucester’s top attractions.

Maritime Gloucester
Discover Gloucester’s maritime history at the historic working waterfront with an aquarium, a scenic pier and educational programs on marine sciences.

Eastern Point Lighthouse
Get your camera ready for a visit to this historic lighthouse that’s an iconic Gloucester landmark surrounded by spectacular views.
Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour
$50
per adult

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
$17
per traveler
80% of travellers recommend

Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler

Semiprivate Day Trip from Boston to Salem and Hammond Castle
$225
per adult

Salem: Historic Schooner Sailing Cruise
$39
per adult
100% of travellers recommend

Salem "Hocus Pocus" Movie Locations Tour (31st Anniversary)
$52
per adult
100% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Sargent House Museum
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- Sargent House Museum
- Gloucester Unitarian Universalist Church
- Cape Ann Historical Museum
- Capt Bill & Sons Whale Watch
- Maritime Gloucester
- Fishermen's Memorial Monument
- Schooner Adventure
- Rocky Neck Art Colony
- Half Moon Beach
- Stage Fort Park
- Good Harbor Beach
- Hammond Castle
- Niles Beach
- Dogtown
- Ravenswood Park
- Eastern Point Lighthouse
- Visit Rockport
- Visit North Shore
- Wingaersheek Beach
- Long Beach
- North Shore Vacations
- Visit Annisquam
- Wingaersheek Beach
- Good Harbor Beach
- Hammond Castle
- Half Moon Beach
- Maritime Gloucester
- Eastern Point Lighthouse
- Rocky Neck Art Colony
- Niles Beach
- Capt Bill & Sons Whale Watch
- Stage Fort Park
- Pavilion Beach
- Cape Ann Museum
- Plum Cove Beach
- Fishermen's Memorial Monument
- Dogtown
- Ravenswood Park
- Ten Pound Lighthouse
- Cape Ann Historical Museum
- Gloucester Unitarian Universalist Church
- Schooner Adventure
- Sargent House Museum
- Bryan Gallery
- Mount Ann Park
- Long Beach