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

Ashuwillticook Rail Trail Hotels

  • 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

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Filter by

Star rating

Guest rating

Our top choices for Ashuwillticook Rail Trail hotels

A hotel room with a bed, a desk, a chair, a television, and a refrigerator.
A modern hotel building with the name "Hotel Downtown" on the facade.
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.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
Canada
Tara
P7,488
P8,364 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Downstreet, an Ascend Collection Hotel
A fire feature with a metal frame and a brick wall in the background.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

2. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
P9,558
P10,677 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Williamstown
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

3. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
P7,155
P7,992 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
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.

4. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
P6,659
P7,438 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
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.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

5. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
P12,762
P14,255 total
includes taxes & fees
Nov 8 - Nov 9
The Williams Inn
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A spacious living room with a large sofa, a coffee table, and a fireplace.
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.

6. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
P8,034
P8,973 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
P7,891
P8,814 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
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.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

8. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
P5,047
P6,327 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
A hallway with a collection of plates on the walls, leading to a staircase.

9. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
P9,333
P11,829 total
includes taxes & fees
Nov 10 - Nov 11
The Porches Inn at Mass MoCA
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 hotel with a large entrance, multiple floors, and a well-lit facade.
A modern cafe with a counter, seating area, and large windows.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
P6,219
P6,947 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.
A library with bookshelves, a television, and two armchairs.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

11. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
P8,424
P9,410 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
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 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 reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

12. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
P5,873
P6,560 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
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.

13. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Charlene
P5,312
P5,933 total
includes taxes & fees
Nov 1 - Nov 2
Willows Motel Williamstown
A garden with a swing set, a blue chair, and a flower bed.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A breakfast buffet setup with cereal, milk, juice, and pastries.
A swimming pool with lounge chairs and a fence.

14. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Deborah
P6,219
P6,947 total
includes taxes & fees
Nov 1 - Nov 2
Maple Terrace Motel
A building with a covered parking area and a grassy front yard.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.
A motel with multiple rooms, a parking area, and a large tree in the foreground.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

15. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
P6,910
P7,718 total
includes taxes & fees
Oct 12 - Oct 13
Howard Johnson by Wyndham Williamstown
Room
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

16. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
P6,596
P7,368 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn & Suites Pittsfield-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.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
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.

17. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
P8,179
P9,136 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
An outdoor seating area with Adirondack chairs and potted plants.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

18. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jonathan
P4,693
P5,540 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Corner Motel
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.

19. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
P5,385
P7,419 total
includes taxes & fees
Nov 9 - Nov 10
Berkshire Mountain Lodge
A resort with multiple buildings, a parking area, and a mountainous backdrop.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

20. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Jeffrey
P8,424
P9,410 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Ashuwillticook Rail Trail

Check out the local area in Ashuwillticook Rail Trail as you venture to sights like Cheshire Reservoir.

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 stays in Ashuwillticook Rail Trail

Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA
P5,490
P6,132 total
Nov 7 - Nov 8
includes taxes & fees
Extended Stay America Suites Boston Westborough Computer Dr
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
P6,824
P7,623 total
Nov 8 - Nov 9
includes taxes & fees
8.2/10 Very Good! (987 reviews)
Lakeside Inn
The Inn on Arsenal

The Inn on Arsenal

100 N Beacon St Watertown MA
P7,783
P8,694 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very Good! (502 reviews)
The Inn on Arsenal
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA
P7,860
P8,779 total
Nov 8 - Nov 9
includes taxes & fees
Best Western Adams Inn Quincy-Boston
Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel

50 Dayton St Danvers MA
P7,961
P8,892 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
Best Western Plus North Shore Hotel
Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North

65 Newbury Street/US Route 1 North Danvers MA
P9,119
P10,186 total
Oct 12 - Oct 13
includes taxes & fees
5.6/10 (1,005 reviews)
Motel 6 Danvers, MA - Boston North

Explore a world of travel with Expedia