Downtown Gloucester Holidays
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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
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.
Rocky Neck
While Rocky Neck isn't home to many top sights, Rocky Neck Art Colony and Maritime Gloucester are some notable places to visit nearby.
Top hotels in Downtown Gloucester
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
€253
per night
30 Sept - 1 Oct
9.6/10 Exceptional! (1,001 reviews)
"Great location, nice bar and restaurant, room was nice but the city view room overlooks fishing warehouses which can be noisy both mornings between 3 and 4 am we were woken by Lorrie’s this isn’t mentioned in room description, would stay again but would only book a room with sea views"
Reviewed on 17 Sept 2026
The Highliner Hotel
108 Main St Gloucester MA
€340
per night
21 Sept - 22 Sept
8.8/10 Excellent! (21 reviews)
"Beautiful clean room right in the heart of Gloucester! Perfect for walking anywhere"
Reviewed on 14 Sept 2026
Motel 6 Danvers, MA - Boston North
65 Newbury Street/US Route 1 North Danvers MA
Fully refundableReserve now, pay when you stay
€127
per night
21 Sept - 22 Sept
5.8/10 (1,003 reviews)
"It’s a cheap motel not much to expect to be honest"
Reviewed on 17 Sept 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.
Schooner Adventure
You can spend time studying the exhibits at Schooner Adventure during your travels in Gloucester. Wander the seaside and beautiful beaches in the area.
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 Harbor: Self-Guided Driving Audio Tour
€15
per traveller
100% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
€15
per traveller
80% of travellers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
€43
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.