A lake with a rocky shoreline and a forested island.

Romantic Hotels in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Romantic Hotels

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

Our top choices for Western Massachusetts romantic hotels

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 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.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
P6,741
P7,530 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.
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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
P6,920
P7,729 total
includes taxes & fees
Nov 22 - Nov 23
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.
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.

3. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Devon
P7,736
P9,052 total
includes taxes & fees
Nov 1 - Nov 2
D. Hotel Suites & Spa
A two-story house with a red door, green shutters, and a snow-covered front yard.
A wooden gazebo with a peaked roof, surrounded by a gravel area with potted plants.
A red building with white trim, surrounded by lush greenery and fruit trees.
A room with a built-in bench, a window with curtains, and a wooden railing.

4. Centennial House

Centennial House
Northfield
United Kingdom
Alan
P11,415
P12,065 total
includes taxes & fees
Oct 28 - Oct 29
Centennial House
Dining
Living area
Interior
Interior

5. Garden Gables

Garden Gables
Lenox
P8,307
P13,897 total
includes taxes & fees
Oct 27 - Oct 28
Garden Gables
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.
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.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
P8,280
P9,249 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.
A long dining table set with white tableware, flanked by windows and a skylight.

7. Inn on Boltwood

Inn on Boltwood
Amherst
United States
Mindy
P13,108
P14,641 total
includes taxes & fees
Nov 1 - Nov 2
Inn on Boltwood
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.
A two-story house with a front porch, a number 20 sign, and a pathway leading to the entrance.
A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.
A living room with two armchairs, a coffee table, a lamp, a mirror, and a chandelier.

8. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
Liberty Heights
United States
Peter
P6,678
P7,577 total
includes taxes & fees
Oct 28 - Oct 29
Naomi's Inn Bed & Breakfast
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
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.
A hallway with a collection of plates on the walls, leading to a staircase.

9. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
P9,977
P12,565 total
includes taxes & fees
Nov 24 - Nov 25
The Porches Inn at Mass MoCA
A red building with a sign reading "Shaker Mill Inn."
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.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

10. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
P7,377
P8,093 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
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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 13 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 14 hours ago
Vacation Village in the Berkshires

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