Downtown Gloucester Holidays
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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
Price was €2,092, price is now €1,677 per person
€1,677
per person
15 Jun - 22 Jun
found 9 hours ago
Return direct flight included
Zagreb (ZAG) to Boston (BOS)
9/10 Wonderful! (2,559 reviews)
Funky hotel, nice design. Coffee in lobby isn’t good. There can be a wait for bathrooms. My lights were flickering, the bed lamp didnt work. Hair dryer turned off every 5 seconds. For a hotel room with no bathroom I thought this was expensive but it was marathon weekend and I needed to be close to the Acela (it’s a few blocks to Back Bay Station).
Reviewed on 1 May 2026
The Brant
Nantucket Town
Price was €10,751, price is now €8,809 per person
€8,809
per person
16 Jun - 22 Jun
found 9 hours ago
Return flight included
Zagreb (ZAG) to Boston (BOS)
10/10 Exceptional! (56 reviews)
Incredible service!!! We love Simone at the front desk - so helpful and sweet!
Reviewed on 10 Oct 2025
InnSeason Resorts HarborWalk
Falmouth Heights
Price was €2,077, price is now €1,712 per person
€1,712
per person
16 Jun - 22 Jun
found 9 hours ago
Return flight included
Zagreb (ZAG) to Boston (BOS)
9.2/10 Wonderful! (401 reviews)
Great room. Great location. Very friendly helpful staff.
Reviewed on 27 Apr 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 €199 per night from 3 May to 4 May
€199
3 May - 4 May
includes taxes & fees
9.6/10 Exceptional! (955 reviews)
Great views
Reviewed on 1 May 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is €308 per night from 3 May to 4 May
€308
3 May - 4 May
includes taxes & fees
10/10 Exceptional! (4 reviews)
Wonderful room, cool decor and such a neat building. The bed was super comfortable and the space to hang out in the room was relaxing. Location is perfect for browsing the shops and eating out. Using text to communicate with the concierge was also very convenient and easy.
Reviewed on 22 Apr 2026
Harborview Inn
71 Western Avenue Gloucester MA
The price is €180 per night from 3 May to 4 May
€180
3 May - 4 May
includes taxes & fees
9.6/10 Exceptional! (321 reviews)
Wonderful location and sparkling property. John Orlando, the owner, was welcoming and attentive. The room was comfortable with great lighting and the Continental breakfast was good. The only thing missing was a full length mirror: maybe one could be mounted on the bathroom door? All in all however, ...
Reviewed on 29 Apr 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.
Popular places to visit
Maritime Gloucester
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.
Sargent House Museum
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 Self-Guided Driving Tour in Gloucester and Rockport
€15
per traveller
80% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
€13
per traveller
100% 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.