Luxury Hotels & Resorts in New Ashford from AU$123

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Check availability on New Ashford Luxury Hotels

Our top choices for New Ashford luxury hotels

Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (627 reviews)
"Completely comfortable. Excellent restaurant. "
United States
Lisa
The price is AU$412
includes taxes & fees
24 May - 25 May
The Williams Inn
Exterior

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (283 reviews)
"Comfort and luxury in every detail."
United States
Rebecca
The price is AU$382
includes taxes & fees
18 May - 19 May
The Four Chimneys Inn
Library

South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (124 reviews)
"Our room, the Gold room was luxurious and spacious with great light during the day."
United States
Jeffrey
The price is AU$275
includes taxes & fees
31 May - 1 June
South Shire
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (365 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
"We very much enjoyed the comfortable, large king bed and the cushy living room sofa."
United States
Angela
The price is AU$178
includes taxes & fees
1 June - 2 June
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)
"Hot tub in the cottage was wonderful."
United States
Dee
The price is AU$428
includes taxes & fees
25 May - 26 May
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)
"We appreciate the larger room and renovate bathroom."
United States
Sirimon
The price is AU$994
includes taxes & fees
20 May - 21 May
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 New Ashford Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Hank, quickly responded and corrected a chirping CO monitor. He was friendly, efficient and prompt with fix. Thank you, Hank."
Frederick 1-night trip
Posted 6 hours ago
Vacation Village in the Berkshires

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in New Ashford?
Use Expedia and let us help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Albany, NY (ALB-Albany Intl.) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that New Ashford has to offer. New Ashford has some interesting things to see and do including Mount Greylock State Reservation and Green River Wildlife Management Area, so you might want to take in the local sights during your visit.
When can I expect good weather in New Ashford?
Planning for the weather is an important factor for making your trip to New Ashford a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in New Ashford are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What's there to see and do in New Ashford?
Experience New Ashford with a stop at Mount Greylock State Reservation, Brodie Mountain and Williamstown Theatre Festival. If you have some spare time during your trip, you might want to check out Waubeeka Golf Links and Mount Greylock State Reservation Visitor Center.

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