Spencertown, NY

Travel Guide

Photo by Charlie Rhodes
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 SAR 348 per night from Jan 4 to Jan 5
SAR 348
SAR 388 total
4 Jan - 5 January 2026
includes taxes & fees
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! (1,000 reviews)
The bed was very comfortable. The staff was helpful and courteous

Reviewed on 24 December 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
The price is SAR 331 per night from Jan 2 to Jan 3
SAR 331
SAR 370 total
2 Jan - 3 January 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (997 reviews)
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance

Reviewed on 22 December 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is SAR 370 per night from Jan 11 to Jan 12
SAR 370
SAR 497 total
11 Jan - 12 January 2026
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (795 reviews)
Very professional service. Great staff.

Reviewed on 22 December 2025

Berkshire Mountain Lodge
See all 1,349 properties in Spencertown
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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...

Reviewed on 7 December 2025

The Ponds at Foxhollow
Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20 Hudson NY
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (132 reviews)
Such a great place! Everything was clean and perfect for our stay. The staff was super friendly and helpful. The room was a great size and full of amenities. The property was pretty as well and quiet. I would stay here the next time I visit Hudson.

Reviewed on 12 December 2025

Micosta Leisure Inn
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Catskill NY
Stay at this cabin in Catskill. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Greene County Council on the Arts and Thomas Cole National ...
9.8/10 Exceptional! (33 reviews)
The house was beautiful, clean, and filled with helpful amenities!

Reviewed on 7 December 2025

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
See all properties in Spencertown
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.