Downtown Gloucester Holidays from £1,177
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
Cambridge Common House
West Cambridge
Price was £1,618, price is now £1,177 per person
£1,177
per person
21 Sept - 27 Sept
found 21 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
10/10 Exceptional! (16 reviews)
Charming hotel, great location, comfy rooms, and lovely staff. Will certainly return next time I'm in the area.
Reviewed on 4 Jul 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was £3,943, price is now £2,324 per person
£2,324
per person
7 Sept - 14 Sept
found 22 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on 15 Jun 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
2 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 £346 per night from 27 Jul to 28 Jul
£346
27 Jul - 28 Jul
includes taxes & fees
9.6/10 Exceptional! (976 reviews)
"Wonderful hotel next to the sea. The property is conveniently located to the beach, restaurants, and stores. The room was spacious and comfortable. We enjoyed the L'Occitane bath products! Bed was comfortable. Enjoyed our time and recommend staying here."
Reviewed on 3 Jul 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is £246 per night from 19 Jul to 20 Jul
£246
19 Jul - 20 Jul
includes taxes & fees
7.8/10 Good! (9 reviews)
"The room was exactly like the picture. Overall it was a very good experience. There’s no interactions with staff because everything is done online from checking in, paying for parking, upgrades if you decide to add and right down to checking out. No waiting in line. Many cute shops and restaurants ..."
Reviewed on 28 Jun 2026
Harborview Inn
71 Western Avenue Gloucester MA
The price is £208 per night from 20 Jul to 21 Jul
£208
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (326 reviews)
"This B&B is a delightful property in an excellent location. The Inn owner, John, was so helpful and friendly. It is a great location within walkable distance to many restaurants.short drive to many sights. I would definitely stay here again."
Reviewed on 24 Jun 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
£13
per traveller
100% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
£13
per traveller
80% of travellers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
£37
per adult
* 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.