Downtown Gloucester Holidays
Book a Hotel + Flight or Car together to unlock savings
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 5.510.739 ₫ per night from 29 Apr to 30 Apr
5.510.739 ₫
6.155.495 ₫ total
29 Apr - 30 Apr
includes taxes & fees
9.6/10 Exceptional! (954 reviews)
Nice property, no outside liquor allowed. I snuck in a 6 pack. Ha ha saved myself 70 bucks.
Reviewed on 28 Apr 2026
The Highliner Hotel
108 Main St Gloucester MA
The price is 4.369.650 ₫ per night from 30 Apr to 1 May
4.369.650 ₫
9.000.911 ₫ total
30 Apr - 1 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 4.979.583 ₫ per night from 30 Apr to 1 May
4.979.583 ₫
5.562.115 ₫ total
30 Apr - 1 May
includes taxes & fees
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
Cape Ann Museum
You can spend an afternoon exploring the galleries in Cape Ann Museum in Gloucester. 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.
Good Harbor Beach
Why not spend a care-free afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises.