Ashuwillticook Rail Trail 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Ashuwillticook Rail Trail 4 Star Hotels

This weekend
Next weekend

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, (571 reviews)
"Great stay. Comfortable hotel and very friendly staff. Restaurant is very good. "
United States
Veronica
The price is HK$1,438
HK$1,607 total
includes taxes & fees
1 Mar - 2 Mar
The Williams Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is HK$660
HK$737 total
includes taxes & fees
22 Feb - 23 Feb
The Central Downtown Inn & Suites

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (121 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 HK$1,531
HK$1,754 total
includes taxes & fees
17 Feb - 18 Feb
South Shire

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (291 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is HK$1,123
HK$1,318 total
includes taxes & fees
31 Jan - 1 Feb
Lakehouse Inn

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

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

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, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is HK$2,414
HK$2,921 total
includes taxes & fees
20 Feb - 21 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (281 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 Four Chimneys 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 HK$3,167
HK$3,538 total
includes taxes & fees
25 Feb - 26 Feb
33 Main

General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge
Stockbridge
9.8 out of 10, Exceptional, (115 reviews)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is HK$1,708
HK$1,908 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Terrace 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 HK$1,863
HK$2,185 total
includes taxes & fees
1 Feb - 2 Feb
The Inn at Stockbridge

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
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 Mount Greylock—just two of the sights around Ashuwillticook Rail Trail.

The Ashuwillticook Rail Trail

Top Ashuwillticook Rail Trail Hotel Reviews

Explore a world of travel with Expedia