Ashuwillticook Rail Trail Hotel & Accommodation Deals 2026 from AU$95 - Compare prices by date - Expedia

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

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Go beyond your typical stay in Ashuwillticook Rail Trail

Pet friendly

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Condo

Pool

Spa pool

Cottage

Family friendly

Waterpark

Cabin

Check prices for these dates

Tonight

1 Sept - 2 Sept

Tomorrow

2 Sept - 3 Sept

This weekend

4 Sept - 6 Sept

Next weekend

11 Sept - 13 Sept

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 cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster 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.

1. The Yankee Inn

Lenox

United States

Karen

AU$133

includes taxes & fees

28 Sept - 29 Sept

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 a coffee machine, a water dispenser, and a sign indicating the fitness center.

2. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

United States

Prasanna

AU$140

includes taxes & fees

7 Sept - 8 Sept

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 two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

3. Vacation Village in the Berkshires

Williamstown

United States

Alex

AU$165

includes taxes & fees

7 Sept - 8 Sept

A building entrance with a large planter with purple flowers and a small tree.

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.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

4. Hotel On North

Pittsfield

United States

Drew

AU$209

includes taxes & fees

16 Sept - 17 Sept

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern hotel building with the name "Hotel Downtown" on the facade.

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.

5. Hotel Downstreet, an Ascend Collection Hotel

North Adams

United States

Peter

AU$224

includes taxes & fees

15 Sept - 16 Sept

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

6. Hampton Inn & Suites Berkshires-Lenox

Lenox

United States

Nancy

AU$188

includes taxes & fees

30 Sept - 1 Oct

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

A multi-story hotel with a brick facade and a flat roof.

A pool area with a glass ceiling, multiple levels, and outdoor seating.

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

United States

Debra

AU$184

includes taxes & fees

7 Sept - 8 Sept

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 cozy living room with a stone fireplace, comfortable seating, and a television.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

8. The Springs Motel

New Ashford

United States

Elizabeth

AU$175

includes taxes & fees

13 Sept - 14 Sept

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 snack bar with shelves of snacks and a refrigerated display.

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Pittsfield

United States

Steve

AU$184

includes taxes & fees

8 Sept - 9 Sept

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 spacious lobby with a fireplace, seating area, and a bar.

A garden with wooden Adirondack chairs and a stone pathway.

10. Berkshire Mountain Lodge

Pittsfield

United States

Robert

AU$156

includes taxes & fees

1 Oct - 2 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A dining area with large windows, wooden furniture, and a view of a lake.

A lodge with a large building and a dock by a lake, surrounded by forest.

11. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

United States

James

AU$199

includes taxes & fees

21 Sept - 22 Sept

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 dining area with a wooden table, four chairs, and a framed picture on the wall.

A doorway leading to a room with a fireplace, a sofa, and decorative wall sconces.

12. The Revival House

Adams

United States

James

AU$258

includes taxes & fees

2 Sept - 3 Sept

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 residential street with a paved road, a lamp post, and flowering trees.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

13. Berkshire Inn

Pittsfield

United States

Adriana

AU$114

includes taxes & fees

2 Sept - 3 Sept

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A modern apartment with a living room, kitchenette, and dining area.

A compact living space with a kitchenette, a dining area, and a sofa.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

14. The Central Downtown Inn & Suites

Pittsfield

United States

Rena

AU$154

includes taxes & fees

2 Sept - 3 Sept

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.

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.

15. Berkshires Untold

Lenox

United States

Christine

AU$218

includes taxes & fees

28 Sept - 29 Sept

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 blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

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.

16. Williamstown Motel

Williamstown

United States

Ahmet

AU$158

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

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.

17. Howard Johnson by Wyndham Lenox

Lenox

United States

irene

AU$122

includes taxes & fees

27 Sept - 28 Sept

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hay bale display with pumpkins and scarecrows.

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.

18. Willows Motel Williamstown

Williamstown

United States

Richard

AU$161

includes taxes & fees

3 Sept - 4 Sept

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.

19. Cozy Corner Motel

Williamstown

United States

Janis

AU$145

includes taxes & fees

9 Sept - 10 Sept

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 dining area with wooden tables and chairs, a television, and a door with a sign.

A hotel room with a desk, computer, TV, and a chair.

20. FairBridge Inn Express

Pittsfield

United States

ERICIA

AU$95

includes taxes & fees

7 Sept - 8 Sept

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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

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AU$131

27 Sept - 28 Sept

includes taxes & fees

9.2/10 Wonderful! (1,757 reviews)

Lakeside Inn

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AU$141

6 Sept - 7 Sept

includes taxes & fees

Extended Stay America Suites Boston Burlington

Extended Stay America Suites Boston Burlington

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AU$159

3 Sept - 4 Sept

includes taxes & fees

5.6/10 (77 reviews)

Garner Hotel Brockton - Boston by IHG

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405 Westgate Dr. Brockton MA

AU$171

27 Sept - 28 Sept

includes taxes & fees

8.6/10 Excellent! (1,235 reviews)

Ramada by Wyndham Boston

Ramada by Wyndham Boston

800 Morrissey Blvd Boston MA

AU$202

13 Sept - 14 Sept

includes taxes & fees

Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

200 2nd Street Chelsea MA

AU$252

6 Sept - 7 Sept

includes taxes & fees

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