5/5 - Excellent
Rotarypat
Sep. 13, 2019Some beautiful homes, nice beaches.
Gloucester
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 CA $271 per night from May 20 to May 21
CA $271
CA $302 total
includes taxes & fees
May 20 - May 21
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 CA $349 per night from May 20 to May 21
CA $349
CA $390 total
includes taxes & fees
May 20 - May 21
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! (712 reviews)
"The stunning location , ambience , food and service . Parking was easy and the rooms well appointed and with the view - spectacular. Especially loved the rooftop terrace and jacuzzi . The view was magnificent ! Loved everything about this hotel"
Reviewed on May 4, 2024
Ocean House Hotel at Bass Rocks
107 Atlantic Rd, Gloucester, MA
The price is CA $230 per night from May 27 to May 28
CA $230
CA $289 total
includes taxes & fees
May 27 - May 28
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! (617 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! (161 reviews)
Cozy Home in the perfect setting
"We really enjoyed our 2 night stay. The house is beautiful and very clean. Easy walking distance from the beach and only a short drive to Gloucester, Rockport, Halibut State Park and Crane Beach. Very quiet location."
Reviewed on Jan. 4, 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
Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.
Good Harbor Beach
If a restful vacation is part of your travel plans, Good Harbor Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.
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.
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.
Stage Fort Park
5/5(1 review)
Explore the great outdoors at Stage Fort Park, a lovely green space in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.
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.
Things to do
Cape Ann Harbor Tour: Self-Guided Drive
CA $20
Per adult
100% of travellers recommend
Full-Day Private Guided Tour of Hammond Castle and Boston
CA $1,097
Per adult
Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport
CA $23
Per adult
80% of travellers recommend
Reviews of Gloucester
4.7
Top destination
3/5 - Okay
Verified traveller
Jun. 16, 2019Very small downtown area, no shopping, limited restaurants.
