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
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Ashuwillticook Rail Trail bed & breakfast

Terrace/patio

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)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is ₩230,002
₩256,912 total
includes taxes & fees
Sep 21 - Sep 22
The Trail in Adams - Berkshires’ Art Hotel
Exterior

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 ₩352,364
₩372,448 total
includes taxes & fees
Sep 21 - Sep 22
Harbour House Inn
Garden

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (472 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩206,946
₩227,020 total
includes taxes & fees
Sep 21 - Sep 22
Shaker Mill Inn
Aerial view

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 ₩283,336
₩317,336 total
includes taxes & fees
Sep 22 - Sep 23
Inn at Silver Maple Farm
Property grounds

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 ₩205,002
₩228,988 total
includes taxes & fees
Sep 21 - Sep 22
Whistler's Inn Bed & Breakfast
Front of property

6. 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 ₩374,989
₩418,864 total
includes taxes & fees
Oct 20 - Oct 21
Chambery Inn
Library

7. 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 ₩303,732
₩346,206 total
includes taxes & fees
Sep 24 - Sep 25
South Shire
Front of property

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ₩591,366
₩693,589 total
includes taxes & fees
Sep 22 - Sep 23
The Inn at Stockbridge
Front of property - evening/night

9. 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 ₩609,727
₩681,061 total
includes taxes & fees
Sep 21 - Sep 22
Devonfield Inn B&B
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

10. 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 ₩311,114
₩347,517 total
includes taxes & fees
Sep 27 - Sep 28
Granville House
Exterior

11. 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 ₩228,469
₩262,054 total
includes taxes & fees
Sep 21 - Sep 22
The Cornell Inn, Lenox & The Berkshires
Suite, Private Bathroom (RedBird Suite) | View from room

12. 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 ₩717,325
₩867,765 total
includes taxes & fees
Oct 12 - Oct 13
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
1,617
Accommodation
0 B&B
Lowest Price
₩227,020
Highest Price
₩867,765