Compare and book 4 Star hotels in Ashuwillticook Rail Trail, Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Ashuwillticook Rail Trail 4 Star Hotels

Next weekend
In two weeks

Our top choices for Ashuwillticook Rail Trail 4-star hotels

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (617 reviews)
"Amazing place to stay."
United States
Augusta
The price is £247
includes taxes & fees
10 May - 11 May
The Williams Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (360 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is £80
includes taxes & fees
19 Apr - 20 Apr
The Central Downtown Inn & Suites

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (298 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
Lakehouse Inn

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is £277
includes taxes & fees
5 May - 6 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (124 reviews)
"A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again."
Canada
TROY
The price is £146
includes taxes & fees
18 May - 19 May
South Shire

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is £247
includes taxes & fees
22 Apr - 23 Apr
Devonfield Inn B&B

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (282 reviews)
"This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The price is £176
includes taxes & fees
20 Apr - 21 Apr
The Four Chimneys Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is £207
includes taxes & fees
30 Apr - 1 May
The Inn at Stockbridge

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is £443
includes taxes & fees
19 Apr - 20 Apr
33 Main

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is £181
includes taxes & fees
21 Apr - 22 Apr
Hampton Terrace Inn

Garden Gables

Garden Gables
4.0 star property
Lenox
The price is £150
includes taxes & fees
20 Apr - 21 Apr
Garden Gables

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Ashuwillticook Rail Trail

Venture to Mount Greylock State Reservation Visitor Center and Susan B. Anthony Birthplace Museum—just two of the sights around Ashuwillticook Rail Trail.

The Ashuwillticook Rail Trail

Top Ashuwillticook Rail Trail Hotel Reviews

Find out more about Ashuwillticook Rail Trail

Explore a world of travel with Expedia