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

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20 Aug - 21 Aug
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21 Aug - 22 Aug
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21 Aug - 23 Aug
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28 Aug - 30 Aug

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Our top choices for Ashuwillticook Rail Trail hotels

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
NZ$300
includes taxes & fees
14 Sept - 15 Sept
The Yankee Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

2. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
NZ$215
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A spacious living room with large windows, a fireplace, and a variety of seating options.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Nyra
NZ$200
includes taxes & fees
3 Sept - 4 Sept
Vacation Village in the Berkshires
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

4. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Myrna
NZ$224
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

5. Hotel On North

Hotel On North
Pittsfield
United States
Drew
NZ$337
includes taxes & fees
8 Sept - 9 Sept
Hotel On North
A living room with a fireplace, two sofas, and four black side tables.
A two-story building with a symmetrical facade, large columns, and a central entrance.
A doorway leading to a room with a fireplace, a sofa, and decorative wall sconces.
A bedroom with a bed, a sofa, a fireplace, and a chandelier.

6. The Revival House

The Revival House
Adams
United States
James
NZ$312
includes taxes & fees
23 Aug - 24 Aug
The Revival House
A patio area with outdoor furniture, a fire pit, and potted plants.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A cozy living room with a stone fireplace, comfortable seating, and a television.

7. The Springs Motel

The Springs Motel
New Ashford
United States
Shakeila
NZ$226
includes taxes & fees
13 Sept - 14 Sept
The Springs Motel
A spacious hotel lobby with multiple seating areas, large windows, and a television.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
NZ$258
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Berkshires-Lenox
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern interior with a large window, a wooden table, and bar stools.

9. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Victoria
NZ$278
includes taxes & fees
9 Sept - 10 Sept
Hotel Downstreet, an Ascend Collection Hotel
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
NZ$216
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ken
NZ$239
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

12. Berkshires Untold

Berkshires Untold
Lenox
United States
Pamela
NZ$243
includes taxes & fees
9 Sept - 10 Sept
Berkshires Untold
An outdoor seating area with Adirondack chairs and potted plants.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.

13. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jeremy
NZ$175
includes taxes & fees
20 Sept - 21 Sept
Cozy Corner Motel
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A hotel room with a desk, computer, TV, and a chair.

14. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Becky
NZ$110
includes taxes & fees
27 Aug - 28 Aug
FairBridge Inn Express
A garden with a swing set, a blue chair, and a flower bed.
A garden with a wooden pergola, potted plants, and a lawn with chairs.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A breakfast buffet setup with cereal, milk, juice, and pastries.

15. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Annette
NZ$235
includes taxes & fees
8 Sept - 9 Sept
Maple Terrace Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.
A hay bale display with pumpkins and scarecrows.

16. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
NZ$195
includes taxes & fees
23 Aug - 24 Aug
Willows Motel Williamstown
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.

17. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Danielle
NZ$169
includes taxes & fees
24 Aug - 25 Aug
Berkshire Inn
A greenhouse with a transparent roof, a seating area with cushions, and a potted plant.
A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.
A cozy library with wooden bookshelves, a reading area, and a fireplace.
A dining table with plates of food, a coffee cup, and a plant.

18. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
DM
NZ$313
includes taxes & fees
25 Aug - 26 Aug
Berkshire Valley Inn
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.
A reception desk with a computer, a monitor, and a sign about Choice Privileges.
A single-story building with a porch, a chimney, and a satellite dish.
A room with a door, a table with a chair, a window with blinds, and an air conditioning unit.

19. Rodeway Inn

Rodeway Inn
Adams
United States
Andrew
NZ$136
includes taxes & fees
26 Aug - 27 Aug
Rodeway Inn
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A spacious living room with a large sofa, a coffee table, and a fireplace.

20. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NZ$275
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Lenox Pittsfield
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Learn more about Ashuwillticook Rail Trail

Venture to sights like Cheshire Reservoir as you discover the local area in Ashuwillticook Rail Trail.

See all hotels in Ashuwillticook Rail Trail
A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

Top Ashuwillticook Rail Trail Hotel Reviews

More cheap accommodation in Ashuwillticook Rail Trail

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA
NZ$149
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,752 reviews)
Publick House Historic Inn and Country Motor Lodge
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
NZ$163
23 Aug - 24 Aug
includes taxes & fees
Lakeside Inn
Extended Stay America Suites Boston Burlington

Extended Stay America Suites Boston Burlington

40 South Ave Burlington MA
NZ$196
23 Aug - 24 Aug
includes taxes & fees
Extended Stay America Suites Boston Burlington
Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

405 Westgate Dr. Brockton MA
NZ$200
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,221 reviews)
Garner Hotel Brockton - Boston by IHG
Ramada by Wyndham Boston

Ramada by Wyndham Boston

800 Morrissey Blvd Boston MA
NZ$238
27 Aug - 28 Aug
includes taxes & fees
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Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

200 2nd Street Chelsea MA
NZ$291
27 Aug - 28 Aug
includes taxes & fees
9/10 Wonderful! (3,177 reviews)
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