Hotels with Bars / Lounges in Western Massachusetts, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Western Massachusetts hotels with a bar

Two Adirondack chairs facing a river with a forested hill in the background.

1. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is P7,978
P8,911 total
includes taxes & fees
Dec 12 - Dec 13
The Yankee Inn
A building entrance with a large planter with purple flowers and a small tree.

2. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (983 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is P7,351
P8,211 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

3. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"nice place to stay in the heart of downtown Northampton"
United States
Beth
The price is P9,402
P10,502 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Northampton
A historic building with a covered porch, American flags, and a sign reading 'Deerfield Inn.'

4. Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
9.8 out of 10, Exceptional, (40 reviews)
"Excellent stay!"
United States
Debbie
The price is P11,557
P15,206 total
includes taxes & fees
Dec 9 - Dec 10
Deerfield Inn
An outdoor patio with white chairs and tables, a central fire feature, and string lights.

5. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,097 reviews)
"Very beautiful area and close to the places that we needed to be by."
Canada
Kelvin
The price is P7,416
P8,677 total
includes taxes & fees
Dec 1 - Dec 2
D. Hotel Suites & Spa
A view of a red building by a waterway through a window.

6. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (552 reviews)
"Fantastic stay with comfortable bed, beautiful setting, wonderful breakfast, and delightful staff."
United States
John
The price is P11,298
P12,619 total
includes taxes & fees
Nov 16 - Nov 17
Old Mill Inn
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

7. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,072 reviews)
"Nice Hotel"
United States
Juan
The price is P6,658
P7,437 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.

8. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,006 reviews)
"Was a great stay, very clean, quiet, and breakfast was good."
United States
Jose
The price is P6,902
P7,830 total
includes taxes & fees
Dec 6 - Dec 7
Tru by Hilton Chicopee Springfield
A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

9. MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1,555 reviews)
"Perfect location, clean, very nice rooms. Would definitely stay there again"
United States
Derek
The price is P7,972
P10,473 total
includes taxes & fees
Dec 7 - Dec 8
MGM Springfield
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

10. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,008 reviews)
"Nice, clean, room; friendly staff; good breakfast options"
United States
Erik
The price is P9,255
P10,338 total
includes taxes & fees
Dec 10 - Dec 11
Fairfield Inn & Suites Springfield Northampton/Amherst
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.
View all properties