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$152

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Check availability on Ashuwillticook Rail Trail Luxury Hotels

Our top choices for Ashuwillticook Rail Trail luxury hotels

Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (645 reviews)
The price is AU$467
includes taxes & fees
27 July - 28 July
The Williams Inn
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
The price is AU$316
includes taxes & fees
20 July - 21 July
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (289 reviews)
The price is AU$398
includes taxes & fees
4 Aug - 5 Aug
The Four Chimneys Inn
Suite, Private Bathroom (RedBird Suite) | View from room

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
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (113 reviews)
  • cleanliness
    Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
The price is AU$570
includes taxes & fees
29 July - 30 July
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
The price is AU$621
includes taxes & fees
28 July - 29 July
The Inn at Stockbridge
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
The price is AU$700
includes taxes & fees
22 July - 23 July
Devonfield Inn B&B
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
The price is AU$182
includes taxes & fees
19 July - 20 July
The Central Downtown Inn & Suites
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
The price is AU$511
includes taxes & fees
20 July - 21 July
Hampton Terrace Inn
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
The price is AU$1,132
includes taxes & fees
23 July - 24 July
33 Main
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashuwillticook Rail Trail Hotel Reviews

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