A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Romantic Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Western Massachusetts romantic hotels

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
William
₹10,436
₹11,657 total
includes taxes & fees
25 Oct - 26 Oct
The Yankee Inn
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Karen
₹11,628
₹13,606 total
includes taxes & fees
29 Sept - 30 Sept
D. Hotel Suites & Spa
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".
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.
A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

3. Inn on Boltwood

Inn on Boltwood
Amherst
United States
pam
₹16,444
₹18,369 total
includes taxes & fees
28 Sept - 29 Sept
Inn on Boltwood
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
₹12,217
₹13,647 total
includes taxes & fees
30 Sept - 1 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A two-story house with a red door, green shutters, and a snow-covered front yard.
A red building with white trim, surrounded by lush greenery and fruit trees.
A golf course with a brick pathway, wooden boxes, and a tee box.
A sign for the Centennial House, indicating it is a bed and breakfast with a historical theme, established in 1811.

5. Centennial House

Centennial House
Northfield
United Kingdom
Alan
₹15,956
₹16,865 total
includes taxes & fees
29 Sept - 30 Sept
Centennial House
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.
A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.
A two-story house with a front porch, a number 20 sign, and a pathway leading to the entrance.
A residential garden with a lawn, a variety of plants, and a pathway.

6. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
Liberty Heights
United States
Peter
₹10,037
₹11,388 total
includes taxes & fees
4 Oct - 5 Oct
Naomi's Inn Bed & Breakfast
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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 fireplace, and comfortable seating.
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.

7. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
₹13,398
₹14,966 total
includes taxes & fees
28 Sept - 29 Sept
Berkshires Untold
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A backyard with a swimming pool, lounge chairs, and a hot tub.
A bar with wooden floors and shelves filled with bottles.

8. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
₹14,802
₹21,291 total
includes taxes & fees
29 Sept - 30 Sept
The Red Lion Inn
A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

9. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
₹17,252
₹18,925 total
includes taxes & fees
1 Oct - 2 Oct
Shaker Mill Inn
An indoor swimming pool with tiled flooring, metal railings, and multiple seating areas with chairs and tables.
A spacious lobby with a large wooden table, leopard-print chairs, and modern pendant lighting.
A hotel reception area with a central counter, a sign reading "The Pavilion Pantry," and a wall with a quote.
A modern gym with treadmills, an elliptical, and a rowing machine. There are dumbbells and a red exercise ball.

10. Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA
South End
United States
Richard
₹11,798
₹13,385 total
includes taxes & fees
21 Oct - 22 Oct
Hilton Garden Inn-Springfield, MA
View all properties

Top Western Massachusetts Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Nice very warm outdoor pool and hot tub - even when it's cold out. Beautifully planted property. Cute cat ambassadors!"
Ellen 1-night trip
Posted 3 hours ago
The Red Lion Inn
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"The 2 night stay was good overall. The pool water was clean and there were plenty of towels. The paint around the pool was chipping. The room was nice, but could use a bit of TLC. The breakfast was good with plenty to choose from. We enjoyed our stay and the staff that helped us."
Didia 2-night trip
Posted 19 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA
D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"Everything was clean staff very helpful. Breakfast was good and hot"
Sam 1-night trip
Posted 2 days ago
D. Hotel Suites & Spa

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