
Downtown Gloucester Packages (Flight + Hotel)
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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.

Rocky Neck
While visiting Rocky Neck, you might make a stop by sights like Rocky Neck Art Colony and Bryan Gallery.

Annisquam
Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.

Magnolia
You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Gray Beach or Massachusetts Bay.
Top hotels in Downtown Gloucester

Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
฿11,732
฿13,104 total
15 Sept - 16 Sept
includes taxes & fees

The Highliner Hotel
108 Main St Gloucester MA
฿7,407
฿13,462 total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (16 reviews)
"Very nice rooms and great location"
Reviewed on 5 Aug 2026

Harborview Inn
71 Western Avenue Gloucester MA
฿8,262
฿9,228 total
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (333 reviews)
"No smoke detector in room, wallpaper and plaster hanging from bathroom ceiling. Closet doors couldn’t close. Bathroom fixtures from the 40’s. Mattress needs replacing. Very strange set of doorways into the room. 1st door had a lock but there was a 2ft opening leading into the stairwell, above the ..."
Reviewed on 12 Aug 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 Downtown Gloucester attractions

Cape Ann Museum
9.0/10 (23 reviews)
You can spend an afternoon exploring the galleries in Cape Ann Museum in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

Maritime Gloucester
9.4/10 (63 reviews)
You can spend an afternoon studying the exhibits at Maritime Gloucester during your trip to Gloucester. Wander through 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 when you spend time at Fishermen's Memorial Monument. Wander through 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 with a stop at 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 browsing the exhibits at 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 exploring the galleries in Sargent House Museum during your travels in Gloucester. Wander the seaside and beautiful beaches in the area.
Things to do

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
฿562
per traveller
80% of travellers recommend

Small Group Day Trip to Salem and Hammond Castle from Boston
฿7,446
per adult

Real Pirates Salem Museum General Admission Ticket
฿712
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.