A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

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
9.0 out of 10, Wonderful, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is P10,915
P12,192 total
includes taxes & fees
Nov 1 - Nov 2
The Trail in Adams - Berkshires’ Art Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.

2. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is P9,640
P11,057 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
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, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
The price is P8,669
P9,510 total
includes taxes & fees
Nov 1 - Nov 2
Shaker Mill Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

4. 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 P10,931
P12,243 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Silver Maple Farm
A house with a chimney, surrounded by trees with autumn foliage.

5. 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 P8,424
P8,904 total
includes taxes & fees
Oct 24 - Oct 25
UU Rowe Camp and Conference Center
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

6. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveler
The price is P11,025
P17,578 total
includes taxes & fees
Oct 26 - Oct 27
The Red Door B&B
A room with wooden paneling, a piano, a chair, and a door leading to another room.

7. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (137 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
The price is P12,230
P14,016 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
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
8.0 out of 10, Very good, (519 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
Whistler's Inn Bed & Breakfast
A two-story building with a sign reading "Chambéry Inn".

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 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 P16,961
P18,946 total
includes taxes & fees
Nov 12 - Nov 13
Chambery Inn
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

10. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is P14,860
P16,198 total
includes taxes & fees
Nov 1 - Nov 2
The Four Chimneys Inn
A large, two-story house with a well-maintained lawn and a fence.

11. 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 P23,181
P25,893 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

12. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.6 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is P15,938
P16,846 total
includes taxes & fees
Nov 9 - Nov 10
Harbour House Inn
Front of property

13. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is P22,916
P26,877 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

14. 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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is P23,993
P29,024 total
includes taxes & fees
Nov 7 - Nov 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining table with pastries, a coffee pot, and a vase of sunflowers.

15. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 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 P15,957
P17,824 total
includes taxes & fees
Oct 25 - Oct 26
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.
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Top Ashuwillticook Rail Trail Hotel Reviews

Find out more about Ashuwillticook Rail Trail

Ashuwillticook Rail Trail B&B information

Number of reviews
2,874
Accommodation
0 B&B
Lowest Price
P8,904
Highest Price
P29,024

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