East Gloucester Vacations from $753
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The Latest East Gloucester Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston
Bay Village
$1,277
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Where to stay in East Gloucester
Find the best East Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about East Gloucester
Downtown Gloucester
2 out of top 10 points of interest in this area
While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Maritime 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.
Rocky Neck
While Rocky Neck might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Rocky Neck Art Colony and Maritime Gloucester.
East Gloucester Hotel Deals
Sea Lion Motel and Cottages
138 Eastern Avenue Gloucester MA
$173 nightly
$193 total
Oct 4 - Oct 5
Total with taxes and fees
Ocean House Hotel at Bass Rocks
107 Atlantic Rd Gloucester MA
$283 nightly
$316 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (870 reviews)
"The location of this hotel was incredible. Overlooking the ocean, with a large balcony, and a lovely walkway along the ocean. The room was large and clean and comfortable with a couch and seating area. The bathroom was small but adequate. We walked to the hotel next door for a nice breakfast. The ..."
Reviewed on Sep 29, 2026
The Vista
22 Thatcher Rd. Gloucester MA
$252 nightly
$281 total
Oct 6 - Oct 7
Total with taxes and fees
9.4/10 Exceptional! (445 reviews)
"Rooms were clean. Pleasant stay. Staff was friendly and helpful."
Reviewed on Sep 22, 2026
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.
Stay near popular East Gloucester attractions
Good Harbor Beach
9.2/10 (191 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.
Niles Beach
8.0/10 (8 reviews)
A favorite of the locals, this beach offers Boston skyline views along with soft sand and calm water for relaxing days by the sea.
Eastern Point Lighthouse
8.8/10 (38 reviews)
Get your camera ready for a visit to this historic lighthouse that’s an iconic Gloucester landmark surrounded by spectacular views.
The Gorton Theatre
8.4/10 (6 reviews)
You can make plans for a show at The Gorton Theatre during your trip to Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.
Things to do
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
$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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.