Downtown Gloucester Vacations
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Where to stay in Downtown Gloucester
Find the best Downtown Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Gloucester
East Gloucester
3 out of top 10 points of interest in this area
If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.
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.
Rocky Neck
If you're spending some time in Rocky Neck, Rocky Neck Art Colony and Bryan Gallery are top sights worth seeing.
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.
Downtown Gloucester Hotel Deals
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
NT$13,612
NT$15,204 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (996 reviews)
"Absolutely beautifully decorated, clean and we felt like we were on a resort especially with the pool on the roof top with a bar and music."
Reviewed on 2026/8/6
The Highliner Hotel
108 Main St Gloucester MA
NT$5,174
NT$10,831 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (16 reviews)
"Very nice rooms and great location"
Reviewed on 2026/8/5
Harborview Inn
71 Western Avenue Gloucester MA
NT$8,030
NT$8,969 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (332 reviews)
"Harborview Inn is in a great location. The views are beautiful and relaxed. The host John, was friendly and helpful with recommendations for activities."
Reviewed on 2026/7/30
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 Downtown Gloucester attractions
Maritime Gloucester
9.4/10 (63 reviews)
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.
Cape Ann Museum
9.0/10 (23 reviews)
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.
Pavilion Beach
8.0/10 (9 reviews)
Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester?
Fishermen's Memorial Monument
9.6/10 (18 reviews)
Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area.
Capt Bill & Sons Whale Watch
8.2/10 (12 reviews)
You can learn about the history of Gloucester when you stop by Capt Bill & Sons Whale Watch. Wander the seaside and beautiful beaches in the area.
Gloucester Unitarian Universalist Church
After visiting Gloucester Unitarian Universalist Church, make a plan to see the other sights and activities in Gloucester.
Cape Ann Historical Museum
6.0/10 (1 review)
You can spend an afternoon exploring the galleries in Cape Ann Historical Museum during your trip to Gloucester. Wander the seaside and beautiful beaches in the area.
Sargent House Museum
6.0/10 (1 review)
You can spend time studying the exhibits at Sargent House Museum in Gloucester. Wander the seaside and beautiful beaches in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.