Downtown Gloucester Holidays

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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
A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

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.

Find hotels in East Gloucester

Top hotels in Downtown Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
The price is S$564 per night from 5 Jul to 6 Jul
S$564
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (969 reviews)
"Service was top notch. Everybody - doorman, concierge, bartenders, wait staff and house cleaning went above and beyond. We will definitely be back!"

Reviewed on 19 Jun, 2026

Beauport Hotel Gloucester
The Highliner Hotel

The Highliner Hotel

2 out of 5
108 Main St Gloucester MA
The price is S$440 per night from 29 Jun to 30 Jun
S$440
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (6 reviews)
"Good location. Not a fan of off street parking. Walls were a tad thin but sound machine took care of this."

Reviewed on 16 Jun, 2026

The Highliner Hotel
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is S$188 per night from 23 Jul to 24 Jul
S$188
23 Jul - 24 Jul
includes taxes & fees
8.2/10 Very Good! (2,439 reviews)
"Just awesome place for families with pets!! Awesome ppl and staff. Super clean and super fun for the whole family with all the amenities available just in the location itself!!"

Reviewed on 22 Jun, 2026

DoubleTree by Hilton Boston North Shore
See all 1,192 properties in Downtown Gloucester
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.

Things to do

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

S$22
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

S$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in Gloucester

* 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.