Downtown Gloucester Holidays

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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was €1,035, price is now €867 per person
€867
per person
6 Jan - 13 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,993 reviews)

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Price was €1,248, price is now €997 per person
€997
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (3,310 reviews)
Great location - loved the iPad controls in the room and the lobby bar was a great vibe for working or having drinks. My only complaint is the self check in!

Reviewed on 2 Nov 2026

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3 out of 5
Fenway–Kenmore
Price was €1,095, price is now €966 per person
€966
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (454 reviews)
Great location and the room was nicely decorated and clean!

Reviewed on 2 Nov 2026

Hyatt Centric Faneuil Hall Boston

Hyatt Centric Faneuil Hall Boston

4 out of 5
Downtown Boston
Price was €1,170, price is now €1,114 per person
€1,114
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,466 reviews)

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4 out of 5
Back Bay
Price was €1,186, price is now €1,186 per person
€1,186
per person
6 Jan - 13 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,989 reviews)

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
A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

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.

Find hotels in East Gloucester

Top hotels in Downtown Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
The price is €213 per night from 3 Nov to 4 Nov
€213
3 Nov - 4 Nov
includes taxes & fees
Beauport Hotel Gloucester
The Highliner Hotel

The Highliner Hotel

3.5 out of 5
108 Main St Gloucester MA
The price is €210 per night from 8 Nov to 9 Nov
€210
8 Nov - 9 Nov
includes taxes & fees
The Highliner Hotel
Single Level Home - Steps to Downtown Gloucester & A/C throughout

Single Level Home - Steps to Downtown Gloucester & A/C throughout

Gloucester MA
10/10 Exceptional! (69 reviews)
"We had a great stay. The unit is just as described and right in the heart of Gloucester. It was very easy to walk to restaurants, shops, etc."

Reviewed on 30 Oct 2026

Get rates
Single Level Home - Steps to Downtown Gloucester & A/C throughout
See all 1,228 properties in Downtown Gloucester
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

A bustling harbor with a red building, a maritime heritage center sign, and a crowd of people.

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.
See properties

Things to do

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

€15
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

€15
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

€45
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
See all activities in Gloucester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.