Downtown Gloucester Holidays from £944
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The Monty Boston
Downtown Boston
£2,504
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (41 reviews)
Roadworks outside starting at 8pm until around 5am were horrendous. Would have been nice to be forewarned. Or given the chance to change to different location. Sleeping was down to about 3 hrs a night.
The 2 en-suite rooms were fine. The third had the smallest bed, no mirror, only one bedside table. And a route march to bathroom with sink that had no plug. We put a mixing bowl in sink for husband to be able to shave.
None of these things are majorly bad just a few niggles.
It was nice and clean, with a pleasant view.
Nothing majorly wrong with acc
Reviewed on 8 Oct 2026
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
£163
2 Nov - 3 Nov
includes taxes & fees
The Highliner Hotel
108 Main St Gloucester MA
£252
8 Nov - 9 Nov
includes taxes & fees
Sonesta Select Boston Danvers
275 Independence Way Danvers MA
Fully refundableReserve now, pay when you stay
£100
4 Nov - 5 Nov
includes taxes & fees
8.6/10 Excellent! (1,140 reviews)
"/"
Reviewed on 7 Oct 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.
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.
Pavilion Beach
8.0/10 (9 reviews)
Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester?
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.
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.
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.
Things to do
Cape Ann Harbor: Self-Guided Driving Audio Tour
£13
per traveller
100% of travellers recommend
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
£37
per adult
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
£13
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.