A lake with a rocky shoreline and a forested island.

Western Massachusetts Hotel Guide - Romantic Hotels in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Romantic Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Western Massachusetts romantic hotels

Two Adirondack chairs facing a river with a forested hill in the background.
A restaurant interior with white tables, cushioned booths, and a bar area.
A hotel room with a fireplace, a desk, a television, and a poster of a lake scene.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
€106
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
€109
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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.
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
Devon
€127
includes taxes & fees
1 Nov - 2 Nov
D. Hotel Suites & Spa
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 wooden gazebo with a peaked roof, surrounded by a gravel area with potted plants.
A room with a built-in bench, a window with curtains, and a wooden railing.

4. Centennial House

Centennial House
Northfield
United Kingdom
Alan
€169
includes taxes & fees
28 Oct - 29 Oct
Centennial House
Dining
Interior
Interior
Room

5. Garden Gables

Garden Gables
Lenox
€205
includes taxes & fees
5 Nov - 6 Nov
Garden Gables
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
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".

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
€130
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".
A modern living room with a sofa, armchairs, a coffee table, and a wine rack.
A long dining table set with white tableware, flanked by windows and a skylight.
A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

7. Inn on Boltwood

Inn on Boltwood
Amherst
United States
Mindy
€206
includes taxes & fees
1 Nov - 2 Nov
Inn on Boltwood
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.

8. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
Liberty Heights
United States
Peter
€106
includes taxes & fees
28 Oct - 29 Oct
Naomi's Inn Bed & Breakfast
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

9. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
€176
includes taxes & fees
24 Nov - 25 Nov
The Porches Inn at Mass MoCA
A red building with a sign reading "Shaker Mill Inn."
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.
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 stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

10. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
€114
includes taxes & fees
2 Nov - 3 Nov
Shaker Mill Inn
View all properties

Top Western Massachusetts Hotel Reviews

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"The hotel overall was extremely kid friendly. The pool/arcade were amazing. However, not a huge deal the TV kept cutting out no matter what channel it was on. It was annoying. The staff and the clientele were amazing. We go to the area frequently from CT to go to six flags. This is our go to place."
Catherine 1-night trip
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Everything was absolutely perfect! Staff was extremely friendly and the property is so clean and inviting. We loved it so much that we extended our stay!"
Angelina 7-night trip
Posted 17 hours ago
Vacation Village in the Berkshires

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