Ashuwillticook Rail Trail B&B

Ashuwillticook Rail Trail B&B
Massachusetts
United States of America
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 garden with a wooden house, a tree, and a person tending to plants.

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

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

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 HK$1,362

HK$1,362

HK$1,521 total

includes taxes & fees

27 Oct - 28 Oct

The Trail in Adams - Berkshires’ Art Hotel

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

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

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.

2. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property

Lenox

9.2 out of 10, Wonderful, (1,004 reviews)

9.2/10

Wonderful

(1,004 reviews)

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

Sandra

The price is HK$1,203

HK$1,203

HK$1,379 total

includes taxes & fees

28 Oct - 29 Oct

The Cornell Inn, Lenox & The Berkshires

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

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

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 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, (482 reviews)

9.6/10

Exceptional

(482 reviews)

"Loved the location, fireplace and vibe"

Mahadeva

The price is HK$948

HK$948

HK$1,040 total

includes taxes & fees

2 Nov - 3 Nov

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 wooden interior with a table, chair, and a view of a red barn through an open door.

4. Inn at Silver Maple Farm

Inn at Silver Maple Farm

3.0 star property

East Chatham

9.8 out of 10, Exceptional, (118 reviews)

9.8/10

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"

Linda

The price is HK$1,443

HK$1,443

HK$1,616 total

includes taxes & fees

22 Nov - 23 Nov

Inn at Silver Maple Farm

A garden with a white gazebo, a brick pathway, and various plants and flowers.

A breakfast buffet with various dishes and beverages.

A house surrounded by trees with autumn foliage.

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, (520 reviews)

8.0/10

Very good

(520 reviews)

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

Mary Anna

The price is HK$1,164

HK$1,164

HK$1,300 total

includes taxes & fees

26 Oct - 27 Oct

Whistler's Inn Bed & Breakfast

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

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

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.

6. South Shire

South Shire

4.0 star property

Bennington

9.2 out of 10, Wonderful, (137 reviews)

9.2/10

Wonderful

(137 reviews)

"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."

Jeffrey

The price is HK$1,388

HK$1,388

HK$1,598 total

includes taxes & fees

30 Oct - 31 Oct

South Shire

A house with a chimney, surrounded by trees with autumn foliage.

A bunk bed room with a desk and chair, wooden floors, and a window.

A kitchen with wooden shelves holding mugs and tea boxes, a coffee machine, and a toaster.

A two-story house with a porch and a staircase leading to the upper floor.

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)

10/10

Exceptional

(1 review)

"Yes"

Stuart

The price is HK$1,052

HK$1,052

HK$1,112 total

includes taxes & fees

25 Oct - 26 Oct

UU Rowe Camp and Conference Center

A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

A red door with a wreath, number 5, and flower baskets on either side.

A white bench with bright pink cushions, a small potted plant, and decorative wall art including a sun and a crescent moon.

A dining table set with placemats, candles, and a centerpiece of flowers.

8. The Red Door B&B

The Red Door B&B

3.0 star property

Lee

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."

Anonymous traveller

The price is HK$1,376

HK$1,376

HK$2,194 total

includes taxes & fees

26 Oct - 27 Oct

The Red Door B&B

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.

9. The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property

Stockbridge

9.6 out of 10, Exceptional, (108 reviews)

9.6/10

Exceptional

(108 reviews)

"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."

Kimberly

The price is HK$2,859

HK$2,859

HK$3,353 total

includes taxes & fees

12 Nov - 13 Nov

The Inn at Stockbridge

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

A large, two-story house with a covered porch and multiple chimneys.

A stone gate with a lantern, surrounded by trees and a grassy area.

A cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

10. The Four Chimneys Inn

The Four Chimneys Inn

4.0 star property

Bennington

9.4 out of 10, Exceptional, (291 reviews)

9.4/10

Exceptional

(291 reviews)

"We enjoyed our stay."

Robert

The price is HK$1,854

HK$1,854

HK$2,021 total

includes taxes & fees

2 Nov - 3 Nov

The Four Chimneys Inn

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.

11. Chambery Inn

Chambery Inn

3.0 star property

Lee

9.6 out of 10, Exceptional, (389 reviews)

9.6/10

Exceptional

(389 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 HK$2,116

HK$2,116

HK$2,363 total

includes taxes & fees

25 Oct - 26 Oct

Chambery Inn

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 room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.

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

12. Harbour House Inn

Harbour House Inn

3.5 star property

Cheshire

9.6 out of 10, Exceptional, (58 reviews)

9.6/10

Exceptional

(58 reviews)

"Nice place for a weekend away."

Gregory

The price is HK$1,990

HK$1,990

HK$2,103 total

includes taxes & fees

28 Oct - 29 Oct

Harbour House Inn

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

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

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

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

13. 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 HK$2,892

HK$2,892

HK$3,230 total

includes taxes & fees

2 Nov - 3 Nov

Devonfield Inn B&B

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

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.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

14. Granville House

Granville House

3.0 star property

Housatonic

10.0 out of 10, Exceptional, (110 reviews)

10/10

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."

Cynthia

The price is HK$1,991

HK$1,991

HK$2,223 total

includes taxes & fees

25 Oct - 26 Oct

Granville House

15. 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 HK$1,019

HK$1,019

HK$1,184 total

includes taxes & fees

6 Nov - 7 Nov

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

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

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

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

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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, (120 reviews)

9.2/10

Wonderful

(120 reviews)

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

Philippe

The price is HK$2,993

HK$2,993

HK$3,621 total

includes taxes & fees

6 Nov - 7 Nov

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

17. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room

Rowe

The price is HK$1,019

HK$1,019

HK$1,184 total

includes taxes & fees

6 Nov - 7 Nov

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 bathroom with a toilet, sink, and handrails.

18. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox

The price is HK$1,940

HK$1,940

HK$2,541 total

includes taxes & fees

27 Oct - 28 Oct

Experience Timeless Elegance in The Edith Wharton Room!

19. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room

Rowe

The price is HK$705

HK$705

HK$871 total

includes taxes & fees

6 Nov - 7 Nov

Cozy Farmhouse Retreat - Ram Dass Room

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

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

A bathroom with a white sink, a toilet, and a towel rack.

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.

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 HK$1,940

HK$1,940

HK$2,541 total

includes taxes & fees

27 Oct - 28 Oct

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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