A lake with a rocky shoreline and a forested island.

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
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Western Massachusetts inns

Breakfast, lunch, dinner and brunch served

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, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,171
AED 1,413 total
includes taxes & fees
1 Sep - 2 Sep
The Old Inn On The Green
Property grounds

2. 1846 Inn and Tavern

1846 Inn and Tavern
3.0 star property
West Dover
The price is AED 1,010
AED 1,101 total
includes taxes & fees
6 Sep - 7 Sep
1846 Inn and Tavern
Restaurant

3. The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
8.8 out of 10, Excellent, (18 reviews)
"Wonderful stay! Loved the amenities!"
United States
Keely
The price is AED 1,182
AED 1,300 total
includes taxes & fees
13 Aug - 14 Aug
The Hermitage Inn Vermont
Dining room

4. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (122 reviews)
"Nice stay for a day with family.."
United States
Raghvendra
The price is AED 413
AED 459 total
includes taxes & fees
16 Aug - 17 Aug
Gregory House Country Inn
Room, 1 King Bed, Balcony, Garden View | Egyptian cotton sheets, premium bedding, pillowtop beds, minibar

5. Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (104 reviews)
"Unique well maintained property convenient to restaurants bars and Hudson overlook."
United States
Wynne
The price is AED 731
AED 826 total
includes taxes & fees
17 Aug - 18 Aug
Wm. Farmer & Sons
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Had no issues with the room or property. We enjoyed our stay very much. Only Thing, I would say is the pull out couch was not comfortable for my son (you can feel the springs), but we brought a blow up mattress for emergency use which came in handy. I also mentioned my silver Expedia status (per Expedia site) for an extra perk and in a way was laughed at without laughing. Was told they were at 100% capacity and couldn’t do anything. Understandable but wasn’t keen on the reaction and was Leary to ask to begin with. All in all we enjoyed our stay, enjoyed what the property had to offer and I would recommend this stay to others."
EMILY 3-night trip
Posted 6 hours ago
Vacation Village in the Berkshires

Explore a world of travel with Expedia