Hotels with Bars / Lounges in Western Massachusetts
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Hotels with Bars / Lounges
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Hotels with Bars / Lounges in Western Massachusetts

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your current months are November, 2026 and December, 2026.

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Our top choices for Western Massachusetts hotels with a bar

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

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 hotel room with a fireplace, a desk, a television, and a poster of a lake scene.

1. The Yankee Inn

The Yankee Inn

2.5 star property

Lenox

9.2 out of 10, Wonderful, (1,007 reviews)

9.2/10

Wonderful

(1,007 reviews)

"What a beautiful stay. Room was so clean ! Great food selection for breakfast."

Stephanie

The price is S$167

S$167

includes taxes & fees

20 Nov - 21 Nov

The Yankee Inn

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

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.

2. Hotel On North

Hotel On North

3.5 star property

Pittsfield

9.6 out of 10, Exceptional, (983 reviews)

9.6/10

Exceptional

(983 reviews)

"Staff very pleasant and accommodating."

Rosemarie

The price is S$161

S$161

includes taxes & fees

30 Nov - 1 Dec

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.

An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

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 lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

3. Hotel Northampton

Hotel Northampton

3.5 star property

Northampton

9.2 out of 10, Wonderful, (1,000 reviews)

9.2/10

Wonderful

(1,000 reviews)

"nice place to stay in the heart of downtown Northampton"

Beth

The price is S$212

S$212

includes taxes & fees

12 Nov - 13 Nov

Hotel Northampton

A historic building with a covered porch, American flags, and a sign reading 'Deerfield Inn.'

A snow-covered building with a porch, columns, and a sign that reads 'Deerfield Inn.'

A bar area with wooden bar stools and a counter, surrounded by dining tables and chairs.

A neatly arranged hotel room with a bed, a chair, a desk, and two framed pictures on the wall.

4. Deerfield Inn

Deerfield Inn

3.0 star property

Deerfield

9.8 out of 10, Exceptional, (40 reviews)

9.8/10

Exceptional

(40 reviews)

"Excellent stay!"

Debbie

The price is S$294

S$294

includes taxes & fees

30 Nov - 1 Dec

Deerfield Inn

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

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.

5. D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property

Holyoke

9.2 out of 10, Wonderful, (2,097 reviews)

9.2/10

Wonderful

(2,097 reviews)

"Very beautiful area and close to the places that we needed to be by."

Kelvin

The price is S$176

S$176

includes taxes & fees

3 Dec - 4 Dec

D. Hotel Suites & Spa

A view of a red building by a waterway through a window.

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.

A bar area with wooden stools, a long counter, and potted plants.

6. Old Mill Inn

Old Mill Inn

3.0 star property

Hatfield

9.4 out of 10, Exceptional, (552 reviews)

9.4/10

Exceptional

(552 reviews)

"Fantastic stay with comfortable bed, beautiful setting, wonderful breakfast, and delightful staff."

John

The price is S$256

S$256

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.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

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.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

7. Berkshires Untold

Berkshires Untold

3.5 star property

Lenox

9.0 out of 10, Wonderful, (1,072 reviews)

9.0/10

Wonderful

(1,072 reviews)

"Nice Hotel"

Juan

The price is S$151

S$151

includes taxes & fees

17 Nov - 18 Nov

Berkshires Untold

A modern lounge area with blue seating, a coffee table, and decorative lighting.

An outdoor seating area with tables and chairs, a sofa, and a large window with various text and graphics.

A modern hotel lobby with a central reception desk, seating areas, and large windows offering views of the outdoors.

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)

9.0/10

Wonderful

(1,006 reviews)

"Was a great stay, very clean, quiet, and breakfast was good."

Jose

The price is S$159

S$159

includes taxes & fees

22 Nov - 23 Nov

Tru by Hilton Chicopee Springfield

A cozy, well-lit lounge area with a bar, comfortable seating, and a visible staircase leading to an upper level.

A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

A casino with multiple blackjack tables, slot machines, and a large chandelier.

9. MGM Springfield

MGM Springfield

4.0 star property

Metro Center

9.0 out of 10, Wonderful, (1,555 reviews)

9.0/10

Wonderful

(1,555 reviews)

"Perfect location, clean, very nice rooms. Would definitely stay there again"

Derek

The price is S$213

S$213

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.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

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)

9.2/10

Wonderful

(1,008 reviews)

"Nice, clean, room; friendly staff; good breakfast options"

Erik

The price is S$210

S$210

includes taxes & fees

29 Nov - 30 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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Hotels with Bars / Lounges in Western Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Western Massachusetts hotels with a bar

1. The Yankee Inn

2. Hotel On North

3. Hotel Northampton

4. Deerfield Inn

5. D. Hotel Suites & Spa

6. Old Mill Inn

7. Berkshires Untold

8. Tru by Hilton Chicopee Springfield

9. MGM Springfield

10. Fairfield Inn & Suites Springfield Northampton/Amherst

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