Spencertown, NY

Travel Guide
Photo by Charlie Rhodes
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is AED 356 per night from Jan 5 to Jan 6
AED 356
AED 398 total
includes taxes & fees
5 Jan - 6 January 2025
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,002 reviews)
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room!"

Reviewed on 15 December 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is AED 593 per night from Jan 5 to Jan 6
AED 593
AED 826 total
includes taxes & fees
5 Jan - 6 January 2025
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
Heritage stay at an old Inn
"It is one of the oldest inns in America - so it creaks a lot, uneven floors, and for sure that look of old.. not necessarily bad... just a heritage property that has its quirks. We liked it.. the bed could be better for sure... I think that's the main fault.. the restaurant and pub were wonderful, ..."

Reviewed on 16 December 2024

The Red Lion Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is AED 324 per night from Jan 1 to Jan 2
AED 324
AED 362 total
includes taxes & fees
1 Jan - 2 January 2025
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (455 reviews)
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."

Reviewed on 19 December 2024

Life House Berkshires
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.
Micosta Leisure Inn
Micosta Leisure Inn
3 out of 5
3007 County Rd 20, Hudson, NY
Stay at this 3-star business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9/10 Wonderful! (85 reviews)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been ..."

Reviewed on 9 October 2024

Micosta Leisure Inn
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Egremont
Book a stay at this family-friendly villa in Great Barrington. Enjoy a fitness center, a garden, and tennis courts. Popular attractions Thom Reed UFO Monument ...
10/10 Exceptional! (31 reviews)
Fall Wedding
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone."

Reviewed on 14 October 2024

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Private Estate, Heated YEARROUND Outdoor Pool
Private Estate, Heated YEARROUND Outdoor Pool
Egremont
Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and patios. Popular attractions Catamount Aerial Adventure Park and Catamount ...
10/10 Exceptional! (14 reviews)
Great stay
"Beautiful property, well-appointed, and comfortable for extended family of 12."

Reviewed on 22 November 2024

Private Estate, Heated YEARROUND Outdoor Pool
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.