Search Hotels with a Bar in Western Massachusetts

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Check prices for these dates

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

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 ₹10,617
₹11,860 total
includes taxes & fees
20 Nov - 21 Nov
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 ₹10,906
₹12,182 total
includes taxes & fees
29 Nov - 30 Nov
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 ₹13,949
₹15,581 total
includes taxes & fees
12 Nov - 13 Nov
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 ₹16,039
₹21,202 total
includes taxes & fees
30 Nov - 1 Dec
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 ₹11,066
₹12,948 total
includes taxes & fees
29 Nov - 30 Nov
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 ₹16,859
₹18,832 total
includes taxes & fees
12 Nov - 13 Nov
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 ₹9,878
₹11,033 total
includes taxes & fees
17 Nov - 18 Nov
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 ₹10,300
₹11,685 total
includes taxes & fees
22 Nov - 23 Nov
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 ₹11,897
₹15,628 total
includes taxes & fees
22 Nov - 23 Nov
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 ₹13,811
₹15,427 total
includes taxes & fees
17 Nov - 18 Nov
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.
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Top Western Massachusetts Hotel Reviews

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.
Four Columns Inn

Four Columns Inn

Four Columns Inn
Newfane

8/10 Good

We only had an opportunity to stay one night stay but overall had a very pleasant experience. The room was really nice apart from the wierd location of the television . The bar was "like a real bar " and the lady serving was great ( as was the live entertainment ). Our dining experience has room for improvement although the staff were really nice . Breakfast was "OK" . Good coffee . The owner was extremely friendly and the location and grounds are beautiful . Check in was a little fluffy - I...
United Kingdom
Philip
Reviewed August 3, 2026
Four Columns Inn

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