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
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 rooftop pool area with lounge chairs and a view of the ocean.
A wooden boardwalk leading to a beach with a clear sky.

1. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
East Gloucester
₩340,844
₩414,102 total
includes taxes & fees
Sep 30 - Oct 1
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 lobby with a sofa, armchairs, a coffee table, and a potted plant.

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.
₩276,474
₩308,822 total
includes taxes & fees
Oct 25 - Oct 26
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 modern kitchen with white cabinets, stainless steel appliances, and a tiled floor.
A building with a sign reading "THE CELLAR" and a wooden gate.
A room with a white wall-mounted lamp, a window with curtains, a sofa, and a patterned chair.

3. The Bell Inn

The Bell Inn
Peabody
  • Boutique luxury meets historic charm at this Peabody inn with 3 restaurants and bars.
₩459,044
₩512,752 total
includes taxes & fees
Sep 30 - Oct 1
The Bell Inn
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 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.
A room with large windows, a round table, and a chair.

4. Compass Rose Inn

Compass Rose Inn
Newburyport
₩404,867
₩452,232 total
includes taxes & fees
Oct 4 - Oct 5
Compass Rose Inn
A brick pathway leading to a white entrance gate with a sign reading "ENTRANCE".
A dining area with white wooden tables and chairs, a green cushioned bench, and a view of trees through large windows.
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.

5. Clark Currier Inn

Clark Currier Inn
Newburyport
₩350,366
₩391,367 total
includes taxes & fees
Oct 4 - Oct 5
Clark Currier Inn
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.
A historic building with a sign for 'DANIELS HOUSE' offering tours.
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.

6. Silsbee's by Daniels House

Silsbee's by Daniels House
Salem
₩1,285,966
₩1,436,424 total
includes taxes & fees
Oct 22 - Oct 23
Silsbee's by Daniels House
View all properties

Top Gloucester Hotel Reviews

SpringHill Suites by Marriott Boston Peabody

SpringHill Suites by Marriott Boston Peabody

8/10 Good
"Staff was so nice, comfortable size room. Good location!"
Danielita 2-night trip
Posted 3 hours ago
SpringHill Suites by Marriott Boston Peabody
Lakeside Inn

Lakeside Inn

10/10 Excellent
"N/A"
Lisa 2-night trip
Posted 5 hours ago
Lakeside Inn
The Vista

The Vista

10/10 Excellent
"Rooms were clean. Pleasant stay. Staff was friendly and helpful."
Bernadette 1-night trip
Posted 7 days ago
The Vista

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.

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