Spencertown, NY

Travel Guide

Beautifully Restored 1925 Diner #LikeALocal
Beautifully Restored 1925 Diner #LikeALocal
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 AED 360 per night from Jan 23 to Jan 24
AED 360
AED 402 total
23 Jan - 24 Jan
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! (1,004 reviews)
Another good 2 night stay. Did have a slow shower drain but reported that to maintenance and it was fixed right away. Good service. And also the restaurant is quite good featuring an American menu with a Southern emphasis. The parking garage demo is moving quickly by the way. More parking close to ...

Reviewed on 7 January 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 340 per night from Jan 22 to Jan 23
AED 340
AED 380 total
22 Jan - 23 Jan
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! (1,002 reviews)
Clean & warm room, nice desk & chair area. Very nice breakfast spread. At the front desk, Shelly was very helpful & cheerful! We'd like to stay there again.

Reviewed on 12 January 2026

The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is AED 362 per night from Feb 1 to Feb 2
AED 362
AED 487 total
1 Feb - 2 Feb
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! (810 reviews)
Very comfortable and very close to ski slope and restaurants

Reviewed on 10 January 2026

Berkshire Mountain Lodge
See all 1,344 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 ...
8.4/10 Very Good! (139 reviews)
Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned.

Reviewed on 3 January 2026

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! (135 reviews)
Absolutely perfect in every way. Super accessible, private and quiet, and everything you need for a perfect getaway in Hudson. 10 minutes or so from downtown, seamless process. Definitely plan to come again!

Reviewed on 28 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! (34 reviews)
David was a great host who always was very attentive to any questions we had. The cabin is a very comfy and nice place to stay and get away for a couple of days

Reviewed on 19 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.