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 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 rooftop pool area with lounge chairs and a view of the ocean.
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.
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
₩358,905
₩434,649 total
includes taxes & fees
Oct 4 - Oct 5
Ocean House Hotel at Bass Rocks
An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.
A vibrant restaurant with colorful architecture, including a distinctive roof and wavy railings.
A banquet hall with round tables, white tablecloths, and black chair sashes.
A DoubleTree hotel with a modern facade, multiple entry points, and well-maintained landscaping.

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.
₩201,639
₩225,230 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree by Hilton Boston North Shore
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.
A rustic kitchen with exposed brick walls, wooden beams, and various cooking utensils.
A backyard with a patio area, outdoor furniture, and a house in the background.
A modern kitchen with a central island, dark cabinetry, and a brick accent wall.

3. Silsbee's by Daniels House

Silsbee's by Daniels House
Salem
Silsbee's by Daniels House
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 room with a white wall-mounted lamp, a window with curtains, a sofa, and a patterned chair.
A room with a round wooden table, two wooden chairs, a large window, and a ceiling light fixture.

4. The Bell Inn

The Bell Inn
Peabody
  • Boutique luxury meets historic charm at this Peabody inn with 3 restaurants and bars.
₩268,932
₩300,397 total
includes taxes & fees
Sep 23 - Sep 24
The Bell Inn
A brick pathway leading to a white entrance gate with a sign reading "ENTRANCE".
A gazebo with a lattice design, surrounded by a brick pathway and lush greenery.
A white building with a green sign for the Clark Currie Inn.
A dining area with white wooden tables and chairs, a green cushioned bench, and a view of trees through large windows.

5. Clark Currier Inn

Clark Currier Inn
Newburyport
₩355,458
₩397,055 total
includes taxes & fees
Sep 23 - Sep 24
Clark Currier Inn
A living room with a fireplace, a sofa, a dining table with chairs, and a television.
A room with large windows, a round table, and a chair.
A two-story house with a central entrance, a large arched window, and a wooden door.
A bedroom with a large bed, wooden dresser, and a door leading to another room.

6. Compass Rose Inn

Compass Rose Inn
Newburyport
₩410,751
₩458,805 total
includes taxes & fees
Sep 29 - Sep 30
Compass Rose Inn
View all properties

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

10/10 Excellent
"Shuttle service on time quick hotel was great"
Kristina 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Logan International Airport
The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

8/10 Good
"Very nice room- super comfortable and clean. Staff was lovely. I had to ask for the linens for the fold away which was fine. There wasn’t any extra toilet paper and only one small garbage pail. I’d have liked one I. The bathroom as well. The breakfast was limited but quoted us fine. If you are trying to cut carbs in anyway it’s a no but the coffee was lovely."
Megan 3-night trip
Posted 16 hours ago
The Northshore Hotel - Boston/Danvers
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

8/10 Good
"Very clean and friendly place"
Bruce 2-night trip
Posted 20 hours ago
Sea Lion Motel and Cottages
SpringHill Suites by Marriott Boston Peabody

SpringHill Suites by Marriott Boston Peabody

8/10 Good
"Good hotel."
Tadashi 2-night trip
Posted 1 day ago
SpringHill Suites by Marriott Boston Peabody
Castle Manor Inn

Castle Manor Inn

10/10 Excellent
"This place was awesome. The service was fantastic at Check In. Great view from my room super clean, comfortable beds a very relaxing stay"
Mark 1-night trip
Posted 2 days ago
Castle Manor Inn
The Vista

The Vista

10/10 Excellent
"Get view, room was clean, updated."
Kevin 4-night trip
Posted 8 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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