A lake with a rocky shoreline and a forested island.

Search Hotels with a Bar in Western Massachusetts

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Check availability on Western Massachusetts Hotels with a Bar

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Western Massachusetts hotels with a bar

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
£75
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".
A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.
A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.
A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

2. Inn on Boltwood

Inn on Boltwood
Amherst
United States
pam
£115
includes taxes & fees
2 Nov - 3 Nov
Inn on Boltwood
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.
A hotel room with two beds, a TV, a desk, and a chair.

3. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
£124
includes taxes & fees
20 Oct - 21 Oct
Hotel Northampton
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

4. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
JOHN
£103
includes taxes & fees
29 Oct - 30 Oct
D. Hotel Suites & Spa
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
£109
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
A view of a red building by a waterway through a window.
A wooden porch with a sign reading "OLD MILL" above a double door.
A modern living room with a wooden dining table, leather sofa, and a large window.
A yellow multi-story building with a water feature in front.

6. Old Mill Inn

Old Mill Inn
Hatfield
United States
John
£144
includes taxes & fees
3 Nov - 4 Nov
Old Mill Inn
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.
An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.
A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.
A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

7. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
United States
Nancy
£120
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A library with bookshelves, a television, and two armchairs.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

8. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
£107
includes taxes & fees
8 Nov - 9 Nov
Hotel On North
A breakfast area with a waffle station, coffee machine, and various food options.
A modern hotel lobby with a central reception desk, seating areas, and large windows offering views of the outdoors.
A swimming pool with a blue interior, surrounded by red chairs and a green bench.
A modern hotel room with a large bed, bedside tables, a wardrobe, and a mirror.

9. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
United States
Gary
£93
includes taxes & fees
1 Nov - 2 Nov
Tru by Hilton Chicopee Springfield
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
£105
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Lenox Berkshires
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Top Western Massachusetts Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"Very good stay with helpful people"
Eric 1-night trip
Posted 1 hour ago
Hotel UMass
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"
Hope 1-night trip
Posted 8 hours ago
The Red Lion Inn
D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Excellent, helpful staff. Nice breakfast. Convenient location just a short drive to Northampton. Loved the in-room electric fireplace."
Norman 2-night trip
Posted 12 hours ago
D. Hotel Suites & Spa
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The hotel is in a good location. There are some good restaurants within walking distance. Only one complaint is that the bathroom fan is very loud."
Cynthia 3-night trip
Posted 16 hours ago
Quality Inn Great Barrington
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff was very helpful. The were lots of activities offered including the pool, hot tub, movie theater , and renting movies for free. The unit was very spacious and comfortable. We could hear the people above us stomping around a bit but that’s to be expected."
Jessica 1-night trip
Posted 17 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The room and the hotel looked very clean, and the staff were very friendly. Also, the breakfast offered a good variety."
Luisa 1-night trip
Posted 22 hours ago
The Yankee Inn
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent
"Good"
Kenny 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Springfield MA
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

10/10 Excellent
"I like the convenience of the location. Can get to places very quickly. And immediately back on the highway."
Edward 3-night trip
Posted 4 days ago
Hilton Garden Inn-Springfield, MA

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