Downtown Gloucester Packages (Flight + Hotel)
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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 ฿8,525 per night from 31 May to 1 Jun
฿8,525
฿9,523 total
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (959 reviews)
Views were great.
Reviewed on 13 May 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is ฿7,108 per night from 20 May to 21 May
฿7,108
฿12,994 total
20 May - 21 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 ฿8,048 per night from 20 May to 21 May
฿8,048
฿8,990 total
20 May - 21 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.
Popular places to visit
Fishermen's Memorial Monument
Learn about the local history of Gloucester when you spend time at Fishermen's Memorial Monument. Wander through the beautiful beaches and seaside in this family-friendly area.
Wingaersheek Beach
Why not spend a care-free afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.
Plum Cove Beach
If a restful holiday is part of your travel plans, Plum Cove Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.
Things to do
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
฿542
per traveller
80% of travellers recommend
Small Group Day Trip to Salem and Hammond Castle from Boston
฿5,767
per adult
History and Hauntings of Salem Guided Walking Tour
฿977
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.