A lake with a rocky shoreline and a forested island.

Romantic Hotels & Resorts in Western Massachusetts from NZ$192

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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 modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
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
NZ$192
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
NZ$213
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 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.

3. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Devon
NZ$225
includes taxes & fees
3 Nov - 4 Nov
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 dining area with round tables, chairs, and a kitchen counter with a refrigerator.
A room with a built-in bench, a window with curtains, and a wooden railing.

4. Centennial House

Centennial House
Northfield
United Kingdom
Alan
NZ$313
includes taxes & fees
28 Oct - 29 Oct
Centennial House
Dining
Interior
Room
Interior

5. Garden Gables

Garden Gables
Lenox
NZ$383
includes taxes & fees
27 Oct - 28 Oct
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
NZ$255
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 long dining table set with white tableware, flanked by windows and a skylight.
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.

7. Inn on Boltwood

Inn on Boltwood
Amherst
United States
Mindy
NZ$404
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 residential garden with a lawn, a variety of plants, and a pathway.
A two-story house with a front porch, a number 20 sign, and a pathway leading to the entrance.
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
NZ$209
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 cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
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
NZ$322
includes taxes & fees
25 Nov - 26 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 covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
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
NZ$221
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 14 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 15 hours ago
Vacation Village in the Berkshires

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