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
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.
Our pick of the best Downtown Gloucester Hotel Deals
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
The price is NZ$392 per night from 10 May to 11 May
NZ$392
10 May - 11 May
includes taxes & fees
9.6/10 Exceptional! (956 reviews)
Great views
Reviewed on 1 May 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is NZ$637 per night from 10 May to 11 May
NZ$637
10 May - 11 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 NZ$354 per night from 13 May to 14 May
NZ$354
13 May - 14 May
includes taxes & fees
9.6/10 Exceptional! (322 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.
Activities
Whale Watching Tour in Gloucester
NZ$82
per adult
98% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
NZ$29
per traveller
80% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
NZ$26
per traveller
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.