Find luxury hotels in Western Massachusetts, MA

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Luxury Hotels

Next weekend
In two weeks

Top Western Massachusetts Luxury Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy."
Linda
The price is £338
includes taxes & fees
20 Aug - 21 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1004)
"Beautiful clean hotel with comfortable beds .... the staff was very helpful. Coolidge Restaurant was extremely yummy and the waitresses were extremely helpful!! Looking forward to visiting THE NORTHAMPTON HOTEL again!!!"
Debra
Hotel Northampton

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
The Orchards Hotel

Lantern House Motel

2.5 star property
8.2 out of 10, Very good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Stephen
Lantern House Motel

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (611)
"They let use their grill
hot tub
was nicebed was nice "
Diana
The price is £57
includes taxes & fees
22 Jul - 23 Jul
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (744)
"If you are ever in Pittsfield, Massachusetts, stay here!!! I had a room on the second floor facing North Street. It was
luxurious
, yet unpretentious, absolutely comfortable, I wanted to move in. The second floor area outside the room is a glorious wide space with a table, sitting area, and books and board games on a shelf. I've included photos. The front desk staff was friendly, informative, and efficient. I had lots of questions and they answered them all. The restaurant in the lobby, which...
Scott
The price is £157
includes taxes & fees
27 Jul - 28 Jul
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (427)
"My room was clean and cozy, the gas fireplace and the wide bath tub made it stand out from a regular motel room. "
Anne-Katrin
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Loved this room. The tub with jets was so
relaxing
. The fireplace was so beautiful. We had our own exit to the ground floor porch. The bed was a little hard for my taste but it was big and
luxurious
. "
Jennifer
The price is £113
includes taxes & fees
30 Jul - 31 Jul
The Yankee, Trademark Collection by Wyndham

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2247)
"Check-in system needs to be improved to have some flexibility, or they need to hire enough employees to clean rooms. This hotel is not small, but only "fortunate" guests can check in on time. I was the most "unfortunate" one that day. I waited until 4:30pm (check in time 3:30pm and I arrived at 3pm) in wet shoes for my room to be ready. All the guests later than me got their rooms. Staff refused to give me an estimate time and I had to check in every 15 minutes. Why cannot assign another room?...
Jinghua
The price is £101
includes taxes & fees
27 Jul - 28 Jul
D. Hotel Suites & Spa

Sunset Inn

2.0 star property
7.6 out of 10, Good, (392)
"The pool is wonderful. If hotel ratings were just based on the pool this works be a five star hotel "
Shawn
The price is £87
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn
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.