Downtown Gloucester Holidays
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Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was €2,059, price is now €1,542 per person
€1,542
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
8.8/10 Excellent! (1,536 reviews)
What a nice surprise! We booked a room the night before an early flight and the hotel was great. We were upgraded to a junior suite and the room was spacious and comfortable. The location is super convenient and I’d definitely stay here again the next time I’m in Boston.
Reviewed on 3 Aug 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was €4,399, price is now €2,386 per person
€2,386
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The location is great and amenities are great
Reviewed on 3 Aug 2026
Four Seasons Hotel Boston
Bay Village
Price was €4,653, price is now €2,890 per person
€2,890
per person
23 Oct - 29 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
Amazing hotel Amazing facility and Amazing team.
Clean excellent location and very friendly
Reviewed on 30 Jul 2026
The Newbury Boston
Back Bay
Save 100% on your flight
Price was €3,465, price is now €2,385 per person
€2,385
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.4/10 Exceptional! (690 reviews)
The staff were polite and helpful. The room was ok. Not as good as the photos and there was quite a lot of wall paper peeling up at the edges. The bar was ok but again, not as good as the marketing photos. The whole experience was fine but for the price paid it definitely didn’t deliver what was expected. It was easily double what the room was actually worth, in my opinion.
Reviewed on 3 Aug 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.
Top hotels in Downtown Gloucester
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
The price is €409 per night from 16 Aug to 17 Aug
€409
16 Aug - 17 Aug
includes taxes & fees
The Highliner Hotel
108 Main St Gloucester MA
The price is €328 per night from 9 Aug to 10 Aug
€328
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very good! (15 reviews)
"Enjoyed our stay. Centrally located. Fun spot if interested in going out at night to nearby restaurants open after stores nearby close by 6."
Reviewed on 2 Aug 2026
Harborview Inn
71 Western Avenue Gloucester MA
The price is €241 per night from 23 Aug to 24 Aug
€241
23 Aug - 24 Aug
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 30 Jul 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
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
€39
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.