Search B&B in Ashuwillticook Rail Trail

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

Our top choices for Ashuwillticook Rail Trail bed & breakfast

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

1. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is Rp3.154.605
Rp3.523.694 total
includes taxes & fees
9 Nov - 10 Nov
The Trail in Adams - Berkshires’ Art Hotel
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

2. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is Rp2.978.240
Rp3.335.629 total
includes taxes & fees
2 Dec - 3 Dec
Inn at Silver Maple Farm
A red building with a sign reading "Shaker Mill Inn."

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is Rp2.633.200
Rp2.888.621 total
includes taxes & fees
5 Nov - 6 Nov
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is Rp3.087.491
Rp3.541.352 total
includes taxes & fees
9 Nov - 10 Nov
The Cornell Inn, Lenox & The Berkshires
A room with wooden paneling, a piano, a chair, and a door leading to another room.

5. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (140 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is Rp2.925.445
Rp3.386.679 total
includes taxes & fees
13 Nov - 14 Nov
South Shire
A house with a chimney, surrounded by trees with autumn foliage.

6. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is Rp1.794.571
Rp1.896.861 total
includes taxes & fees
5 Nov - 6 Nov
UU Rowe Camp and Conference Center
A two-story building with a sign reading "Chambéry Inn".

7. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is Rp3.824.332
Rp4.271.779 total
includes taxes & fees
5 Nov - 6 Nov
Chambery Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (522 reviews)
"Delightful experience in a gilded age setting."
United States
George
The price is Rp2.288.160
Rp2.555.838 total
includes taxes & fees
8 Nov - 9 Nov
Whistler's Inn Bed & Breakfast
Front of property

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is Rp4.851.989
Rp5.690.618 total
includes taxes & fees
8 Nov - 9 Nov
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

10. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is Rp6.935.731
Rp8.390.257 total
includes taxes & fees
26 Nov - 27 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

11. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is Rp4.069.656
Rp4.435.925 total
includes taxes & fees
23 Nov - 24 Nov
The Four Chimneys Inn
A large, two-story house with a well-maintained lawn and a fence.

12. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is Rp6.701.040
Rp7.485.007 total
includes taxes & fees
5 Nov - 6 Nov
Devonfield Inn B&B
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

13. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is Rp3.007.478
Rp3.504.698 total
includes taxes & fees
1 Dec - 2 Dec
Brook Farm Inn
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

14. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is Rp4.630.800
Rp5.172.694 total
includes taxes & fees
5 Nov - 6 Nov
Granville House
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 Ashuwillticook Rail Trail

Venture to sights like Cheshire Reservoir as you discover the local area in Ashuwillticook Rail Trail.

See all hotels in Ashuwillticook Rail Trail
A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

Top reviews in Ashuwillticook Rail Trail

A red building with a sign reading "Shaker Mill Inn."
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
West Stockbridge

10/10 Excellent

Super self contained room, welcoming hosts and good meal at the Shaker Inn restaurant next door. Lovely little town. Coffee at #6 in old railway station in town a must.
United Kingdom
Ian
Reviewed September 22, 2018
Shaker Mill Inn