20 Best B&B in Ashuwillticook Rail Trail - Bed and Breakfast from ￥17,484

Ashuwillticook Rail Trail B&B
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A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

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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.

A room with a hanging bed, a white wall, a window, and a door.

A hallway with a wooden door, a bench, and a staircase.

A modern living room with a sofa, armchair, coffee table, and ottoman. There is a large abstract painting on the wall, a dining table with chairs, and a staircase leading to an upper level.

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)

9.0/10

Wonderful

(157 reviews)

"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."

Susan

The price is ￥28,538

￥28,538

￥31,877 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.

A spacious living room with a large window, a sofa, a chair, and a dining area.

A gazebo in a garden with a house in the background.

A gazebo in a lush garden with flowering plants and a large tree.

2. Harbour House Inn

Harbour House Inn

3.5 star property

Cheshire

9.4 out of 10, Exceptional, (56 reviews)

9.4/10

Exceptional

(56 reviews)

"Nice place for a weekend away."

Gregory

The price is ￥36,717

￥36,717

￥38,809 total

includes taxes & fees

Oct 1 - Oct 2

Harbour House Inn

A red building with a sign reading "Shaker Mill Inn."

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

3. Shaker Mill Inn

Shaker Mill Inn

2.5 star property

West Stockbridge

9.6 out of 10, Exceptional, (474 reviews)

9.6/10

Exceptional

(474 reviews)

"Wonderful place to stay!"

Mervin

The price is ￥29,123

￥29,123

￥31,948 total

includes taxes & fees

Sep 24 - Sep 25

Shaker Mill Inn

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

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)

9.8/10

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."

Jody

The price is ￥33,664

￥33,664

￥37,704 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.

A house surrounded by trees with autumn foliage.

A breakfast buffet with various dishes and beverages.

A spacious living room with a grand piano, a red armchair, and a chandelier.

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)

8.0/10

Very good

(518 reviews)

"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "

Mary Anna

The price is ￥23,219

￥23,219

￥25,936 total

includes taxes & fees

Sep 24 - Sep 25

Whistler's Inn Bed & Breakfast

6. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room

Rowe

The price is ￥14,158

￥14,158

￥17,484 total

includes taxes & fees

Sep 24 - Sep 25

Cozy Farmhouse Retreat - Ram Dass Room

A two-story building with a sign reading "Chambéry Inn".

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

7. Chambery Inn

Chambery Inn

3.0 star property

Lee

9.6 out of 10, Exceptional, (388 reviews)

9.6/10

Exceptional

(388 reviews)

"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."

Alexandra

The price is ￥41,198

￥41,198

￥46,018 total

includes taxes & fees

Sep 24 - Sep 25

Chambery Inn

A room with wooden paneling, a piano, a chair, and a door leading to another room.

A traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.

A covered porch with wicker furniture, a patterned rug, and an American flag.

A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

8. South Shire

South Shire

4.0 star property

Bennington

9.0 out of 10, Wonderful, (134 reviews)

9.0/10

Wonderful

(134 reviews)

"Probably the best and most romantic place in Bennington"

Jorge

The price is ￥34,401

￥34,401

￥39,212 total

includes taxes & fees

Sep 24 - Sep 25

South Shire

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

9. Granville House

Granville House

3.0 star property

Housatonic

10.0 out of 10, Exceptional, (106 reviews)

10/10

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. "

Nicole

The price is ￥35,237

￥35,237

￥39,360 total

includes taxes & fees

Sep 27 - Sep 28

Granville House

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)

10/10

Exceptional

(2 reviews)

"The piano, large spaces, and fireplace were all much appreciated."

Benjamin B.

The price is ￥20,450

￥20,450

￥23,776 total

includes taxes & fees

Sep 26 - Sep 27

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

A stone fountain surrounded by trees in a park setting.

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

11. The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property

Stockbridge

9.6 out of 10, Exceptional, (107 reviews)

9.6/10

Exceptional

(107 reviews)

"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"

Jodi

The price is ￥66,979

￥66,979

￥78,557 total

includes taxes & fees

Sep 24 - Sep 25

The Inn at Stockbridge

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A dining area with a glass table, red walls, and framed artwork.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property

Lenox

9.2 out of 10, Wonderful, (1,000 reviews)

9.2/10

Wonderful

(1,000 reviews)

"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."

Rosann

The price is ￥25,877

￥25,877

￥29,681 total

includes taxes & fees

Sep 24 - Sep 25

The Cornell Inn, Lenox & The Berkshires

13. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room

Rowe

The price is ￥20,450

￥20,450

￥23,776 total

includes taxes & fees

Sep 24 - Sep 25

Cozy Retreat in historic Farmhouse - Tranquility Room

A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

A bathroom with a marble sink, a mirror, a shower with grab bars, and a towel rack.

A bedroom with a bed, a chair, a painting, and a television on the wall.

A bedroom with a bed, a desk, a TV, and a wardrobe.

14. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox

The price is ￥41,435

￥41,435

￥54,202 total

includes taxes & fees

Sep 24 - Sep 25

Experience Timeless Elegance in The Edith Wharton Room!

A large, two-story house with a well-maintained lawn and a fence.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

15. Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property

Lee

10.0 out of 10, Exceptional, (141 reviews)

10/10

Exceptional

(141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Sebastien

The price is ￥69,059

￥69,059

￥77,138 total

includes taxes & fees

Sep 24 - Sep 25

Devonfield Inn B&B

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

16. 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)

9.2/10

Wonderful

(118 reviews)

"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."

Philippe

The price is ￥81,246

￥81,246

￥98,286 total

includes taxes & fees

Oct 12 - Oct 13

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

A neatly made bed with a textured white cover, a headboard, and two pillows, one of which is patterned. There is a small bedside table with a lamp and a painting of a landscape on the wall.

A bathroom with a white sink, a mirror, and a toilet.

A hotel room with a large bed, a bedside table with a lamp, a framed picture on the wall, and a small table with a tissue box.

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

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

Lenox

The price is ￥41,435

￥41,435

￥54,202 total

includes taxes & fees

Sep 24 - Sep 25

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

A porch with a white railing, a potted plant, and a view of a garden.

A bed with a colorful geometric-patterned bedspread, a green pillow, and a decorative pillow with lobster prints. A small round table with a vase and a spherical object is next to the bed.

A bedroom with a bed, a bedside table with a lamp, a mirror, and a window.

A bedroom with two beds, a round mirror, a bedside table, a dresser, and a door.

18. 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 ￥46,511

￥46,511

￥60,382 total

includes taxes & fees

Sep 24 - Sep 25

Cozy Carriage House room with a double bed and private balcony

A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

A room with a bed, a mounted TV, a framed picture, and a window with a view of buildings.

A compact room with a bamboo table, a heater, and a shelf with folded blankets.

A bedroom with a bed, a TV, and a kitchen area in the background.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox

The price is ￥49,030

￥49,030

￥63,622 total

includes taxes & fees

Sep 24 - Sep 25

Historic Susan B. Anthony Room - Cozy & Charming Stay

A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

A bedroom with a large bed, a chair, a door, and a window with curtains.

A living room with a green armchair, a round side table, a small rug, a desk with a lamp, and a window with curtains.

A modern bathroom with a white toilet, a round mirror, and a white sink with black frames.

20. Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.

Lenox

The price is ￥52,762

￥52,762

￥68,776 total

includes taxes & fees

Sep 27 - Sep 28

Elegant Carriage House room with a queen bed and private patio.

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	1,620
Accommodation	0 B&B
Lowest Price	￥17,484
Highest Price	￥98,286

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Book B&B in Ashuwillticook Rail Trail on Expedia.com

Find Ashuwillticook Rail Trail Bed And Breakfast

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashuwillticook Rail Trail bed & breakfast

1. The Trail in Adams - Berkshires’ Art Hotel

2. Harbour House Inn

3. Shaker Mill Inn

4. Inn at Silver Maple Farm

5. Whistler's Inn Bed & Breakfast

6. Cozy Farmhouse Retreat - Ram Dass Room

7. Chambery Inn

8. South Shire

9. Granville House

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

11. The Inn at Stockbridge

12. The Cornell Inn, Lenox & The Berkshires

13. Cozy Retreat in historic Farmhouse - Tranquility Room

14. Experience Timeless Elegance in The Edith Wharton Room!

15. Devonfield Inn B&B

16. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

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

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

20. Elegant Carriage House room with a queen bed and private patio.

Top Ashuwillticook Rail Trail Hotel Reviews

Find out more about Ashuwillticook Rail Trail

Ashuwillticook Rail Trail B&B information

Explore a world of travel with Expedia