A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Check availability on Gloucester Luxury Hotels

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Gloucester luxury hotels

A large, white, two-story building with a balcony and a staircase leading to a lower level.
A poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.
A wooden boardwalk leading to a beach with a clear sky.
A spacious living room with a large bed, a sofa, and a chair. There is a chessboard on a table, and a view of the ocean through the windows.

1. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
East Gloucester
₩402,341
₩483,231 total
includes taxes & fees
Sep 1 - Sep 2
Ocean House Hotel at Bass Rocks
An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.
A DoubleTree hotel with a modern facade, multiple entry points, and well-maintained landscaping.
A banquet hall with round tables, white tablecloths, and black chair sashes.
A vibrant restaurant with colorful architecture, including a distinctive roof and wavy railings.

2. DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
Danvers
  • Seaside elegance meets relaxation at Boston North Shore retreat with upscale dining, spa, and pool.
₩163,784
₩182,947 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Boston North Shore
A spacious room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.
A room with a round wooden table, two wooden chairs, a large window, and a ceiling light fixture.
A room with a white wall-mounted lamp, a window with curtains, a sofa, and a patterned chair.
A modern kitchen with white cabinets, stainless steel appliances, and a tiled floor.

3. The Bell Inn

The Bell Inn
Peabody
  • Boutique luxury meets historic charm at this Peabody inn with 3 restaurants and bars.
₩194,688
₩217,467 total
includes taxes & fees
Sep 2 - Sep 3
The Bell Inn
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.
A backyard with a patio area, outdoor furniture, and a house in the background.
A rustic kitchen with exposed brick walls, wooden beams, and various cooking utensils.
A modern kitchen with a central island, dark cabinetry, and a brick accent wall.

4. Silsbee's by Daniels House

Silsbee's by Daniels House
Salem
₩364,601
₩407,259 total
includes taxes & fees
Aug 31 - Sep 1
Silsbee's by Daniels House
A living room with a fireplace, a sofa, a dining table with chairs, and a television.
A bedroom with a large bed, wooden dresser, and a door leading to another room.
A room with large windows, a round table, and a chair.
A dining room with a round table set for six, surrounded by wooden chairs. A wooden buffet stand is against the wall, and a potted plant is on a side table.

5. Compass Rose Inn

Compass Rose Inn
Newburyport
₩411,526
₩459,670 total
includes taxes & fees
Aug 31 - Sep 1
Compass Rose Inn
A brick pathway leading to a white entrance gate with a sign reading "ENTRANCE".
A white building with a green sign for the Clark Currie Inn.
A gazebo with a lattice design, surrounded by a brick pathway and lush greenery.
A staircase leading to a living area with a wooden floor, a chandelier, and framed pictures on the walls.

6. Clark Currier Inn

Clark Currier Inn
Newburyport
₩356,128
₩397,804 total
includes taxes & fees
Aug 31 - Sep 1
Clark Currier Inn
View all properties

Top Gloucester Hotel Reviews

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

10/10 Excellent
"Spacious"
Jason 2-night trip
Posted 3 hours ago
DoubleTree by Hilton Boston North Shore
Lakeside Inn

Lakeside Inn

10/10 Excellent
"Great place"
Francesca 2-night trip
Posted 4 hours ago
Lakeside Inn
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

8/10 Good
"Ok to stay"
Siwei 1-night trip
Posted 9 hours ago
Comfort Inn & Suites Logan International Airport
The Vista

The Vista

10/10 Excellent
"The staff are super duper friendly,"
jui 2-night trip
Posted 2 days ago
The Vista
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

8/10 Good
"Staff was most helpful. Our room was near a busy road, so we heard cars at night. Very basic, but comfortable room. Bedding was excellent. Walk to Good Harbor is doable, but walk back up the hill could be tough if you have a lot to carry."
Jane 2-night trip
Posted 5 days ago
Sea Lion Motel and Cottages

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 Pavilion Beach. If you have spare time during your trip, you might want to make a stop at Maritime Gloucester and Fishermen's Memorial Monument.
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.

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