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Our top choices for Ashuwillticook Rail Trail bed & breakfast

1. Harbour House Inn
Harbour House InnCheshire
9.8 out of 10, Exceptional, (58 reviews)
The price is ₩340,250
₩359,644 total
includes taxes & fees
Nov 9 - Nov 10

2. The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art HotelAdams
9.2 out of 10, Wonderful, (159 reviews)
The price is ₩233,025
₩260,290 total
includes taxes & fees
Nov 19 - Nov 20

3. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
The price is ₩194,467
₩213,330 total
includes taxes & fees
Nov 8 - Nov 9

4. Inn at Silver Maple Farm
Inn at Silver Maple FarmEast Chatham
9.8 out of 10, Exceptional, (118 reviews)
The price is ₩219,949
₩246,343 total
includes taxes & fees
Dec 2 - Dec 3

5. UU Rowe Camp and Conference Center
UU Rowe Camp and Conference CenterRowe
10.0 out of 10, Exceptional, (1 review)
The price is ₩132,532
₩140,083 total
includes taxes & fees
Nov 10 - Nov 11

6. Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & BreakfastLenox
8.2 out of 10, Very good, (522 reviews)
The price is ₩169,305
₩189,111 total
includes taxes & fees
Nov 8 - Nov 9

7. Chambery Inn
Chambery InnLee
9.6 out of 10, Exceptional, (390 reviews)
The price is ₩282,433
₩315,479 total
includes taxes & fees
Dec 6 - Dec 7

8. South Shire
South ShireBennington
9.0 out of 10, Wonderful, (140 reviews)
The price is ₩213,587
₩247,429 total
includes taxes & fees
Nov 21 - Nov 22

9. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
9.6 out of 10, Exceptional, (108 reviews)
The price is ₩358,328
₩420,262 total
includes taxes & fees
Nov 8 - Nov 9

10. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
9.4 out of 10, Exceptional, (1,000 reviews)
The price is ₩228,017
₩261,536 total
includes taxes & fees
Nov 19 - Nov 20

11. Devonfield Inn B&B
Devonfield Inn B&BLee
10.0 out of 10, Exceptional, (141 reviews)
The price is ₩494,884
₩552,781 total
includes taxes & fees
Nov 13 - Nov 14

12. The Four Chimneys Inn
The Four Chimneys InnBennington
9.6 out of 10, Exceptional, (291 reviews)
The price is ₩301,121
₩328,222 total
includes taxes & fees
Nov 23 - Nov 24

13. 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 ChesterwoodStockbridge
9.4 out of 10, Exceptional, (120 reviews)
The price is ₩512,217
₩619,636 total
includes taxes & fees
Nov 29 - Nov 30

14. Granville House
Granville HouseHousatonic
10.0 out of 10, Exceptional, (110 reviews)
The price is ₩341,993
₩382,013 total
includes taxes & fees
Nov 19 - Nov 20
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.
Learn more about Ashuwillticook Rail Trail
Check out the local area in Ashuwillticook Rail Trail as you venture to sights like Cheshire Reservoir.















































