A lake with a rocky shoreline and a forested island.

Find Hotels with Bars in Western Massachusetts, MA

  • 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 availability on Western Massachusetts Hotels with Bars

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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
AED 389
AED 435 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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.
A hotel room with two beds, a TV, a desk, and a chair.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

2. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
AED 545
AED 609 total
includes taxes & fees
13 Oct - 14 Oct
Hotel Northampton
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

3. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Jim
AED 447
AED 523 total
includes taxes & fees
26 Oct - 27 Oct
D. Hotel Suites & Spa
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.
A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.
A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.
A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

4. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
Hadley
United States
Yuki
AED 526
AED 587 total
includes taxes & fees
27 Oct - 28 Oct
Courtyard by Marriott Hadley Amherst
A modern living room with a fireplace, red curtains, and a wooden dining table.
A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.
A registration desk with a sign above it, a receptionist, and several people standing in line.
A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

5. Hotel UMass

Hotel UMass
Amherst
United States
Darrell
AED 403
AED 455 total
includes taxes & fees
26 Oct - 27 Oct
Hotel UMass
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
AED 478
AED 534 total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
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.

7. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
AED 493
AED 550 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
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 bar area with wooden stools, a long counter, and potted plants.
A yellow multi-story building with a water feature in front.

8. Old Mill Inn

Old Mill Inn
Hatfield
United States
John
AED 659
AED 736 total
includes taxes & fees
13 Oct - 14 Oct
Old Mill Inn
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.
A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.
A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.
A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

9. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
United States
Nancy
AED 528
AED 589 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst
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 long dining table set with white tableware, flanked by windows and a skylight.

10. Inn on Boltwood

Inn on Boltwood
Amherst
United States
pam
AED 757
AED 846 total
includes taxes & fees
1 Nov - 2 Nov
Inn on Boltwood
View all properties

Top Western Massachusetts Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"All good by staff and maids Quiet and Restful"
Glenn 1-night trip
Posted 4 hours ago
D. Hotel Suites & Spa
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"
William 1-night trip
Posted 8 hours ago
Quality Inn Great Barrington
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

10/10 Excellent
"The hotel was completely booked but the front desk staff made sure everyone was checked in in a timely manner. Breakfast buffet - while an add on - is worth it!"
Nancy 1-night trip
Posted 3 days ago
Hilton Garden Inn-Springfield, MA
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 5 days ago
The Red Lion Inn
Marriott Springfield Downtown

Marriott Springfield Downtown

10/10 Excellent
"Newly-renovated rooms in what you can tell is an older property in downtown Springfield. Has full restaurant, bar, pool, and gym, so it's good for business and personal travelers alike. Walking distance to MGM casino and museums."
Romie 1-night trip
Posted 8 days ago
Marriott Springfield Downtown

Explore a world of travel with Expedia