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

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4 Oct - 5 Oct
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5 Oct - 6 Oct
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9 Oct - 11 Oct
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16 Oct - 18 Oct

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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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
William
NZ$211
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern interior with a large window, a wooden table, and bar stools.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern hotel building with the name "Hotel Downtown" on the facade.

2. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Augusta
NZ$237
includes taxes & fees
1 Nov - 2 Nov
Hotel Downstreet, an Ascend Collection Hotel
A building entrance with a large planter with purple flowers and a small tree.
A library with bookshelves, a television, and two armchairs.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

3. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
NZ$222
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
Exterior
Pool

4. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
NZ$228
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
NZ$197
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

6. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
NZ$250
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A white two-story building with a porch, labeled as a motel.
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.

7. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Charlene
NZ$168
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
Indoor pool
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

8. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
NZ$191
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
NZ$186
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Berkshire Hills Inn & Suites
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

10. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
NZ$262
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A spacious living room with a large sofa, a coffee table, and a fireplace.

11. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NZ$254
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Mark
NZ$157
includes taxes & fees
5 Oct - 6 Oct
Howard Johnson by Wyndham Lenox
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 swimming pool with lounge chairs and a fence.
A house with a porch, snow-covered ground, and a Christmas tree with lights.

13. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Deborah
NZ$197
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A spacious living area with a fireplace, wooden beams, and a large window.
A bar area with wooden beams, red chairs, and a long wooden table.

14. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
NZ$353
includes taxes & fees
1 Nov - 2 Nov
The Williams Inn
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 sign with the word "CLARM" on a grassy field with a road and trees in the background.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

15. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jonathan
NZ$157
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
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".

16. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
NZ$210
includes taxes & fees
18 Oct - 19 Oct
Berkshire Mountain Lodge
A fire feature with a metal frame and a brick wall in the background.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.
A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

17. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
NZ$328
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Williamstown
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A kitchen with a fireplace, dining area, and a large window with curtains.
A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

18. Williamstown Motel

Williamstown Motel
Williamstown
United States
Ahmet
NZ$148
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel
A kitchen with a countertop, a refrigerator, and a window.
A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.
A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.
A kitchen with a refrigerator, a coffee maker, and a microwave.

19. The Villager Motel

The Villager Motel
Williamstown
United States
DONNA
NZ$157
includes taxes & fees
1 Nov - 2 Nov
The Villager Motel
Room
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

20. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
NZ$215
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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.

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