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Check availability on Lanesborough Luxury Hotels

Our top choices for Lanesborough luxury hotels

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 ฿3,541
฿3,955 total
includes taxes & fees
27 Jul - 28 Jul
The Central Downtown Inn & Suites
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 ฿12,416
฿14,563 total
includes taxes & fees
27 Jul - 28 Jul
The Inn at Stockbridge
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 ฿11,056
฿13,374 total
includes taxes & fees
29 Jul - 30 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 ฿10,713
฿11,967 total
includes taxes & fees
5 Aug - 6 Aug
The Williams Inn
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 ฿14,743
฿16,468 total
includes taxes & fees
21 Jul - 22 Jul
Devonfield Inn B&B
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
The price is ฿10,682
฿11,931 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Terrace Inn
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
The price is ฿24,729
฿27,622 total
includes taxes & fees
23 Jul - 24 Jul
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 Lanesborough Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"absolute fav place!"
Nicole 2-night trip
Posted 4 hours ago
Vacation Village in the Berkshires

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Lanesborough?
Use Expedia to arrange your flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you'd like to make your stay relaxing and comfortable. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Lanesborough has to offer. Lanesborough has some interesting things to see and do including Mount Greylock State Reservation Visitor Center and Mount Greylock State Reservation, so you might want to take in the local sights during your visit.
When can I expect good weather in Lanesborough?
Planning for the weather is a good way to make your trip to Lanesborough relaxing and enjoyable, 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 Lanesborough 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 Lanesborough?
Enjoy all that Lanesborough has to offer and visit Mount Greylock State Reservation Visitor Center, Mount Greylock State Reservation and Pontoosuc Lake. If you have spare time during your trip, you might want to make a stop at Jiminy Peak Mountain Resort and Barrington Stage Company.