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Luxury Hotels & Resorts in The Berkshires from AU$143

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Check availability on The Berkshires Luxury Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for The Berkshires luxury hotels

1. 33 Main

33 Main
Lenox
AU$977
includes taxes & fees
10 Sept - 11 Sept
33 Main

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
AU$610
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
AU$621
includes taxes & fees
13 Sept - 14 Sept
The Inn at Stockbridge

4. The Williams Inn

The Williams Inn
Williamstown
AU$387
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn

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$561
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

6. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
AU$540
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green

7. 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$143
includes taxes & fees
3 Sept - 4 Sept
The Central Downtown Inn & Suites

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
AU$345
includes taxes & fees
10 Sept - 11 Sept
Hampton Terrace Inn

9. Troutbeck

Troutbeck
Amenia
AU$837
includes taxes & fees
30 Aug - 31 Aug
Troutbeck

10. 9 Academy

9 Academy
Salisbury
AU$930
includes taxes & fees
24 Aug - 25 Aug
9 Academy
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Top The Berkshires Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"."
Mark 3-night trip
Posted 2 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 10 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 21 hours ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Hotel On North

Hotel On North

10/10 Excellent
"A great location for a concert at Tanglewood and a chance to explore a new city. Parking is easy and convenient. The staff is very welcoming and helpful. The facilities are clean, modern, quiet, and vintage at the same time. A beautiful bar and restaurant on site and many restaurants and coffee shops in walking distance. I would definitely stay here again!"
Amy 1-night trip
Posted 3 days ago
Hotel On North

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