Find Luxury Hotels in Gloucester, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Gloucester Luxury Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Gloucester Luxury Hotels

Lobby sitting area
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4.0 star property
Danvers
8.0 out of 10, Very Good, (2273)
"Great stay!"
United States
Stephanie
The price is SAR 335
SAR 375 total
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Boston North Shore
Honeymoon Room | In-room dining
The Bell Inn

The Bell Inn

5.0 star property
Peabody
9.4 out of 10, Exceptional, (228)
"Terrific food in the Tavern! "
United States
Ashleigh
The Bell Inn
King Bed Suite #3, Third Floor, Generous walk in Shower | Individually decorated, individually furnished, desk, iron/ironing board
Compass Rose Inn

Compass Rose Inn

4.0 star property
Newburyport
9.8 out of 10, Exceptional, (201)
"Amazing staff and the room was adorable! "
United States
Valerie
The price is SAR 859
SAR 959 total
includes taxes & fees
2 Jan - 3 January 2026
Compass Rose Inn
Garden
Clark Currier Inn

Clark Currier Inn

4.0 star property
Newburyport
9.6 out of 10, Exceptional, (541)
"Excellent place to stay. A charming inn with character. The owners were very friendly and helpful. Great location. Walking distance to downtown shops and restaurants."
United States
Joshua
The price is SAR 755
SAR 844 total
includes taxes & fees
10 Dec - 11 Dec
Clark Currier Inn
Romantic Room | 1 bedroom, premium bedding, memory foam beds, individually decorated
Silsbee's by Daniels House

Silsbee's by Daniels House

4.0 star property
Salem
9.4 out of 10, Exceptional, (65)
"This is such a wonderful historic property to stay at! Easy access and a good cold breakfast selection, and the owners are really kind!"
United States
Danielle
Silsbee's by Daniels House
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.
View all properties

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

10/10 Excellent
"Quiet, clean. Nice buffet breakfast "
James 1-night trip
Posted 18 hours ago
Comfort Inn & Suites Logan International Airport

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Gloucester?
Expedia can help you get a flight to Beverly, MA (BVY-Beverly Municipal) airport or Lawrence, MA (LWM-Lawrence Municipal) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Gloucester offers. During your visit, you might want to enjoy the ocean views which Gloucester is known for.
When can I expect good weather in Gloucester?
Planning for the weather is an important factor for making your trip to Gloucester a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What's there to see and do in Gloucester?
Enjoy Gloucester and visit Capt Bill & Sons Whale Watch, Cape Ann Museum, and Maritime Gloucester. If you have spare time during your trip, you might want to make a stop at Rocky Neck Art Colony and Half Moon Beach.
How can I get around Gloucester?
It's easier to get around town comfortably when you know your options. To see more of the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.