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

Search Ashuwillticook Rail Trail Bed & Breakfast

  • 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 AU$277
includes taxes & fees
15 Nov - 16 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 AU$264
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 AU$227
includes taxes & fees
15 Nov - 16 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 AU$279
includes taxes & fees
17 Nov - 18 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 AU$267
includes taxes & fees
8 Nov - 9 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 AU$149
includes taxes & fees
9 Nov - 10 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 AU$314
includes taxes & fees
12 Nov - 13 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 AU$175
includes taxes & fees
5 Nov - 6 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 AU$448
includes taxes & fees
16 Nov - 17 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 AU$663
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 AU$351
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 AU$589
includes taxes & fees
16 Nov - 17 Nov
Devonfield Inn B&B
Room

13. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
The price is AU$148
includes taxes & fees
17 Nov - 18 Nov
Cozy Farmhouse Retreat - Ram Dass Room
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

14. 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 AU$277
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.

15. 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 AU$409
includes taxes & fees
5 Nov - 6 Nov
Granville House
Room

16. 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, (3 reviews)
"Great space."
United States
Andrew S.
The price is AU$206
includes taxes & fees
17 Nov - 18 Nov
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

17. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AU$478
includes taxes & fees
9 Nov - 10 Nov
Experience Timeless Elegance in The Edith Wharton Room!
Room

18. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
The price is AU$206
includes taxes & fees
17 Nov - 18 Nov
Cozy Retreat in historic Farmhouse - Tranquility Room
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AU$559
includes taxes & fees
5 Nov - 6 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
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 AU$478
includes taxes & fees
9 Nov - 10 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashuwillticook Rail Trail Hotel Reviews

Find out more about Ashuwillticook Rail Trail

Ashuwillticook Rail Trail B&B information

Number of reviews
2,227
Accommodation
0 B&B
Lowest Price
AU$148
Highest Price
AU$663

Explore a world of travel with Expedia