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
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.
The Hotel at Cape Ann Marina
75 Essex Avenue, Gloucester, MA
The price is $199 per night from May 19 to May 20
$199
$222 total
includes taxes & fees
May 19 - May 20
Stay at this 3.5-star hotel in Gloucester. Enjoy free breakfast, free parking, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. ...
8.2/10 Very Good! (517 reviews)
"The room was dated, but the rooms are being remodeled. It was clean, had easy access and had a beautiful view!"
Reviewed on May 10, 2024
Beauport Hotel Gloucester
55 Commercial Street, Gloucester, MA
The price is $250 per night from May 19 to May 20
$250
$280 total
includes taxes & fees
May 19 - May 20
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the restaurant and the helpful staff ...
9.6/10 Exceptional! (713 reviews)
"Beautiful property"
Reviewed on May 16, 2024
Ocean House Hotel at Bass Rocks
107 Atlantic Rd, Gloucester, MA
The price is $153 per night from May 28 to May 29
$153
$195 total
includes taxes & fees
May 28 - May 29
Book a stay at this golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Good Harbor Beach and Cape Ann are located ...
9/10 Wonderful! (618 reviews)
"Great hotel, we really enjoyed it. Beautiful location on the ocean, wonderful waking up to the sounds of the surf. Property was immaculate. bed comfortable as well. We were visiting family so we did not get a chance to enjoy breakfast but it looked delicious and people were smiling."
Reviewed on May 13, 2024
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.
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Gloucester
Stay at this apartment in Gloucester. Enjoy air conditioning. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
10/10 Exceptional! (2 reviews)
Perfect
"Excellent location and perfect home for a girls trip. Owners were extremely responsive."
Reviewed on May 8, 2024
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Gloucester
Book a stay at this golf cottage in Gloucester. Enjoy free WiFi, a garden, and patios. Popular attractions Good Harbor Beach and Cape Ann are located ...
9.8/10 Exceptional! (162 reviews)
Perfect Getaway
"Laura's place is a gem and she is a terrific hostess. It is within walking distance to Good Harbor beach and drivable to all sorts of fun outings. It was the perfect size for our family of 8 - our four kids and to of their partners. The living area space, deck, and kitchen allowed for both full group ..."
Reviewed on May 15, 2024
Beach Life Bliss - steps to the beach
Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and patios. Popular attractions Wingaersheek Beach and Cape Ann are located nearby.
9.6/10 Exceptional! (10 reviews)
Lovely, quiet get away
"My friends and I had a lovely time at the house. It was quiet, sunny, and a nice break. It was nice to be close to options, but still quite secluded. We went for runs each morning, and enjoyed soaking up the warmth in the sunroom/patio area."
Reviewed on Apr 27, 2024
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.
Stage Fort Park
5/5(1 review)
Enjoy a day by the sea in a grassy Gloucester park that’s popular for festivals, farmers markets and concerts during summer.
Maritime Gloucester
Discover Gloucester’s maritime history at the historic working waterfront with an aquarium, a scenic pier and educational programs on marine sciences.
Things to do
Full-Day Private Guided Tour of Hammond Castle and Boston
$810
Per adult
Bewitched Walking Tour of Salem
$30
Per adult
100% of travellers recommend
Salem On Foot Walking Tours
$15
Per adult
92% of travellers recommend
Reviews of Gloucester
4.5
Top Destination
4/5 - Good
SSW
Mar 9, 2020Loved Rockport beaches and lighthouses
4/5 - Good
Verified traveler
Jan 2, 2020Peaceful place, don’t have opportunity to walk around, because we there for a wedding but I will like
5/5 - Excellent
Verified traveler
Dec 8, 2019Just go
5/5 - Excellent
Rachel
Nov 25, 2019Beautiful, rich history, friendly people, warm atmosphere, fascinating. Great places to eat!!!
5/5 - Excellent
Verified traveler
Nov 25, 2019Quintessential town, beautiful harbor views, quaint independent shopping, 10 minutes from Rockport
4/5 - Good
Verified traveler
Nov 18, 2019I highly suggest driving along the coastline if time allows.
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- Wingaersheek Beach
- Good Harbor Beach
- Hammond Castle
- Half Moon Beach
- Stage Fort Park
- Maritime Gloucester
- Capt Bill & Sons Whale Watch
- Rocky Neck Art Colony
- Cape Ann Museum
- Plum Cove Beach
- Eastern Point Lighthouse
- Fishermen's Memorial Monument
- Cape Ann Historical Museum
- Niles Beach
- Schooner Adventure
- Dogtown
- Sargent House Museum
- Gloucester Unitarian Universalist Church
- Mount Ann Park
- Bryan Gallery
- Ten Pound Lighthouse
- Ravenswood Park
- Long Beach