A person snowboarding down a snowy slope.

Luxury Hotels & Resorts in The Berkshires from AU$189

  • 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 availability on The Berkshires Luxury Hotels

Our top choices for The Berkshires luxury hotels

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$1,087
includes taxes & fees
23 July - 24 July
33 Main
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
The price is AU$696
includes taxes & fees
19 July - 20 July
Devonfield Inn B&B
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
The price is AU$697
includes taxes & fees
22 July - 23 July
The Inn at Stockbridge
Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (638 reviews)
The price is AU$494
includes taxes & fees
28 July - 29 July
The Williams Inn
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
The price is AU$576
includes taxes & fees
2 July - 3 July
The Old Inn On The Green
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, (112 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$577
includes taxes & fees
15 July - 16 July
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (371 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
The price is AU$189
includes taxes & fees
5 July - 6 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$453
includes taxes & fees
7 July - 8 July
Hampton Terrace Inn
Exterior

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$829
includes taxes & fees
6 July - 7 July
Troutbeck
The Garden Suite

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
The price is AU$825
includes taxes & fees
5 July - 6 July
9 Academy
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.
View all properties

Top The Berkshires Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Room was spacious and clean with a comfortable bed. Easy parking, nice quiet location. Easy walk to town."
JOHN 1-night trip
Posted 3 hours ago
Quality Inn Great Barrington

Explore a world of travel with Expedia