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 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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 ￥28,507
￥31,842 total
includes taxes & fees
Sep 28 - Sep 29
The Trail in Adams - Berkshires’ Art Hotel
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

2. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is ￥39,902
￥42,176 total
includes taxes & fees
Sep 28 - Sep 29
Harbour House Inn
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, (475 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ￥28,310
￥31,056 total
includes taxes & fees
Oct 4 - Oct 5
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, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is ￥33,973
￥38,050 total
includes taxes & fees
Sep 28 - Sep 29
Inn at Silver Maple Farm
A garden with a white gazebo, a brick pathway, and various plants and flowers.

5. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is ￥25,055
￥27,987 total
includes taxes & fees
Oct 1 - Oct 2
Whistler's Inn Bed & Breakfast

6. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
The price is ￥20,446
￥23,771 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Retreat in historic Farmhouse - Tranquility Room
A house with a chimney, surrounded by trees with autumn foliage.

7. 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 ￥21,091
￥22,293 total
includes taxes & fees
Oct 27 - Oct 28
UU Rowe Camp and Conference Center
A two-story building with a sign reading "Chambéry Inn".

8. 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 ￥42,464
￥47,433 total
includes taxes & fees
Oct 18 - Oct 19
Chambery Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.

9. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (134 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
The price is ￥33,460
￥38,186 total
includes taxes & fees
Oct 27 - Oct 28
South Shire

10. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (2 reviews)
"The piano, large spaces, and fireplace were all much appreciated."
United States
Benjamin B.
The price is ￥20,446
￥23,771 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
A dining table with pastries, a coffee pot, and a vase of sunflowers.

11. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is ￥35,560
￥39,721 total
includes taxes & fees
Sep 27 - Sep 28
Granville House
A snow-covered outdoor area with a patio, seating, and a covered dining area.

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is ￥24,135
￥27,683 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires

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 ￥69,529
￥81,546 total
includes taxes & fees
Sep 27 - Sep 28
The Inn at Stockbridge
A large, two-story house with a well-maintained lawn and a fence.

14. 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 ￥64,328
￥71,854 total
includes taxes & fees
Oct 27 - Oct 28
Devonfield Inn B&B

15. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
The price is ￥14,155
￥17,480 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Farmhouse Retreat - Ram Dass Room
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

16. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is ￥38,911
￥48,143 total
includes taxes & fees
Oct 27 - Oct 28
Experience Timeless Elegance in The Edith Wharton Room!
A two-story house with a brick entrance and a white facade.

17. 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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥72,971
￥88,273 total
includes taxes & fees
Oct 12 - Oct 13
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

18. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is ￥58,325
￥71,331 total
includes taxes & fees
Sep 29 - Sep 30
Historic Susan B. Anthony Room - Cozy & Charming Stay
A porch with a white railing, a potted plant, and a view of a garden.

19. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is ￥55,785
￥68,241 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Carriage House room with a double bed and private balcony
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

20. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is ￥38,911
￥48,143 total
includes taxes & fees
Oct 27 - Oct 28
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
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

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Ashuwillticook Rail Trail B&B information

Number of reviews
3,097
Accommodation
0 B&B
Lowest Price
￥17,480
Highest Price
￥88,273

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