Downtown Gloucester Holidays
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Our guide on 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.
Our pick of the best Downtown Gloucester Hotel Deals
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
9.6/10 Exceptional! (937 reviews)
Clean well appointed room
Reviewed on 23 Mar 2026
Harborview Inn
71 Western Avenue Gloucester MA
The price is NZ$360 per night from 29 Mar to 30 Mar
NZ$360
29 Mar - 30 Mar
includes taxes & fees
9.6/10 Exceptional! (319 reviews)
Parking was very easy.
Reviewed on 23 Mar 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is NZ$603 per night from 2 Apr to 3 Apr
NZ$603
2 Apr - 3 Apr
includes taxes & fees
10/10 Exceptional! (1 review)
Quiet and the staff was really friendly. Great location and the hotel is spotless.
Reviewed on 27 Jan 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.
Activities
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
NZ$28
per traveller
80% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
NZ$28
per traveller
100% of travellers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
NZ$83
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.