Downtown Gloucester Packages (Flight + Hotel)
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Top hotels in Downtown Gloucester
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
9.6/10 Exceptional! (906 reviews)
The hotel was absolutely beautiful all decked out for the holidays! All the staff were professional and friendly. The rooms were spotless, and the location perfect. The Beauport is our early December destination for a little self care before Christmas!!!
Reviewed on 13 Dec 2025
Harborview Inn
71 Western Avenue Gloucester MA
The price is ฿5,946 per night from 29 Dec to 30 Dec
฿5,946
฿6,642 total
29 Dec - 30 Dec
includes taxes & fees
9.4/10 Exceptional! (314 reviews)
The room was clean and comfortable with daily housekeeping. Great location for walking. Nice complimentary breakfast. Wonderful host!
Reviewed on 19 Nov 2025
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is ฿3,070 per night from 24 Dec to 25 Dec
฿3,070
฿3,429 total
24 Dec - 25 Dec
includes taxes & fees
8/10 Very Good! (2,297 reviews)
Nice room...friendly staff....clean facility
Reviewed on 13 Dec 2025
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
Salem: Pirate Museum with Authentic Treasures Entry Ticket
฿696
per adult
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
฿550
per traveller
80% of travellers recommend
Salem 101 General History Tour (Massachusetts)
฿809
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.