
Downtown Gloucester Holidays
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Where to stay in Downtown Gloucester

East Gloucester
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
Great views
Reviewed on 1 May, 2026

The Highliner Hotel
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
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
Things to do

Whale Watching Tour in Gloucester

Cape Ann Harbor: Self-Guided Driving Audio Tour

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.

