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

Luxury Hotels & Resorts in Ashuwillticook Rail Trail from AU$95

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Check availability on Ashuwillticook Rail Trail Luxury Hotels

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Ashuwillticook Rail Trail luxury hotels

Exterior
Exterior
Living area
Deluxe Double Suite- NO PETS ALLOWED

1. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
AU$154
includes taxes & fees
9 Sept - 10 Sept
The Central Downtown Inn & Suites
Front of property – evening/night
Lobby
Hallway
BBQ/picnic Area

2. The Williams Inn

The Williams Inn
Williamstown
AU$295
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn
Exterior detail
Staircase
Fireplace
Lobby sitting area

3. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
AU$348
includes taxes & fees
10 Sept - 11 Sept
Hampton Terrace Inn
Library
Library
Restaurant
Front of property

4. South Shire

South Shire
Bennington
AU$329
includes taxes & fees
8 Sept - 9 Sept
South Shire
Suite, Private Bathroom (RedBird Suite) | View from room
Suite, Private Bathroom (Parlour Suite)
Outdoor pool
Breakfast area

5. 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
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
AU$554
includes taxes & fees
28 Sept - 29 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property – evening/night
Room #10 Queen's Cottage | Living room
Room #10 Queen's Cottage | View from room
Front of property – evening/night

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
AU$619
includes taxes & fees
8 Sept - 9 Sept
Devonfield Inn B&B
Front of property
Exterior
Lobby
Exterior

7. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
AU$614
includes taxes & fees
14 Sept - 15 Sept
The Inn at Stockbridge
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10
Lobby lounge
Property entrance
Meeting facility

8. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
AU$574
includes taxes & fees
9 Sept - 10 Sept
The Four Chimneys Inn
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Top Ashuwillticook Rail Trail Hotel Reviews

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