Search Inns in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Western Massachusetts inns

A dining area with round tables set for two, a fireplace, and a mural on the wall.

1. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is NT$9,513
NT$11,479 total
includes taxes & fees
Nov 6 - Nov 7
The Old Inn On The Green
A room with a large sliding glass door leading to a balcony with cherry blossom trees.

2. Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (124 reviews)
"Great bar and restaurant right on property."
United States
Lori
The price is NT$5,760
NT$6,509 total
includes taxes & fees
Dec 6 - Dec 7
Wm. Farmer & Sons
A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

3. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
8.8 out of 10, Excellent, (164 reviews)
"The bed was soooo comfortable!"
United States
DONNA
The price is NT$3,690
NT$4,096 total
includes taxes & fees
Nov 6 - Nov 7
Gregory House Country Inn
A spacious dining area with a high ceiling, stone walls, and a fireplace.

4. The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.0 out of 10, Wonderful, (21 reviews)
"Could not have had a more perfect stay. Highly recommend."
United States
Steven
The price is NT$12,178
NT$13,396 total
includes taxes & fees
Nov 6 - Nov 7
The Hermitage Inn Vermont
A snow-covered outdoor area with a white fence, a tree with snow-laden branches, and a building with windows adorned with lights and wreaths.

5. 1846 Inn and Tavern

1846 Inn and Tavern
3.0 star property
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"Phil the Inn Keeper was a great host! Megan the waitress at the Tavern was exceptional and the food was delicious !"
United States
Kevin
The price is NT$9,346
NT$10,280 total
includes taxes & fees
Nov 20 - Nov 21
1846 Inn and Tavern
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.
View all properties

Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts
A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top reviews in Western Massachusetts

A dining area with round tables set for two, a fireplace, and a mural on the wall.
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
Great Barrington

10/10 Excellent

Truly enjoyed the stay. Peter and his staff were extremely helpful and hospitable.
United States
Rishi
Reviewed October 11, 2022
The Old Inn On The Green

Explore a world of travel with Expedia