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 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
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 poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.
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 rooftop pool area with lounge chairs and a view of the ocean.

1. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
East Gloucester
₩342,525
₩416,143 total
includes taxes & fees
Sep 27 - Sep 28
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 lobby with a sofa, armchairs, a coffee table, and a potted plant.
A banquet hall with round tables, white tablecloths, and black chair sashes.

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.
₩224,829
₩251,133 total
includes taxes & fees
Sep 27 - Sep 28
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 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.

4. The Bell Inn

The Bell Inn
Peabody
  • Boutique luxury meets historic charm at this Peabody inn with 3 restaurants and bars.
₩275,885
₩308,163 total
includes taxes & fees
Oct 13 - Oct 14
The Bell 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 staircase leading to a living area with a wooden floor, a chandelier, and framed pictures on the walls.
A white building with a green sign for the Clark Currie Inn.

5. Clark Currier Inn

Clark Currier Inn
Newburyport
₩350,684
₩391,722 total
includes taxes & fees
Sep 30 - Oct 1
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 bedroom with a large bed, wooden dresser, and a door leading to another room.
A two-story house with a central entrance, a large arched window, and a wooden door.

6. Compass Rose Inn

Compass Rose Inn
Newburyport
₩408,210
₩455,966 total
includes taxes & fees
Oct 6 - Oct 7
Compass Rose Inn
View all properties

Top Gloucester Hotel Reviews

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

8/10 Good
"The room was clean and beautifully updated. It had all the necessary utilities like a good size fridge, microwave, TV, outlets, etc. The bathroom was spacious and well designed with a glass surround shower and nice functioning utilities. Comfortable bed and seating were greatly appreciated. Breakfast was very simplified but had basic needs."
Timothy 2-night trip
Posted less than an hour ago
The Northshore Hotel - Boston/Danvers
Lakeside Inn

Lakeside Inn

8/10 Good
"It was a pretty good stay for the money for the price everything they offered was true nice big lake in the back clean Place good breakfast only thing they need to switch up breakfast a little bit more like bacon instead of sausage everyday other than that it was good"
GEORGE 3-night trip
Posted 1 hour ago
Lakeside Inn
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

8/10 Good
"I like this place but they put me in the ground floor with a view of the dumpsters"
Stephen 1-night trip
Posted 1 hour ago
The Wylie Inn and Conference Center at Endicott College
Castle Manor Inn

Castle Manor Inn

8/10 Good
"The main house is lovely and the view of the wetlands is pretty. It was well-maintained and our bathroom was modern and clean. I wish the mattresses were more comfortable but the bedrooms were nicely furnished with antiques. The window air conditioners were loud and a bit musty. We were mentally prepared to climb the stairs to our room but found the lack of handicap parking frustrating. A car was parked in the sole handicap spot for the duration of our stay and did not have either a handicap plate or placard. I understand it’s hard to enforce but the front desk staff was a bit dismissive when I asked. That said, our stay was pleasant overall."
Elisabeth 1-night trip
Posted 2 hours ago
Castle Manor Inn
SpringHill Suites by Marriott Boston Peabody

SpringHill Suites by Marriott Boston Peabody

10/10 Excellent
"Nice pool and hot tub, room was clean and staff was very helpful"
Jacob 2-night trip
Posted 19 hours ago
SpringHill Suites by Marriott Boston Peabody
The Vista

The Vista

10/10 Excellent
"Rooms were clean. Pleasant stay. Staff was friendly and helpful."
Bernadette 1-night trip
Posted 2 days ago
The Vista
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

8/10 Good
"Very clean and friendly place"
Bruce 2-night trip
Posted 3 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 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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