Book Hotels in Spencertown, NY
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Top Spencertown hotels

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Jan 15 to Jan 16
$113 total
Jan 15 - Jan 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
Room was cozy and clean. Loved the fireplace & view. Great price too. Cameron at the front desk was pleasant and working hard the several times we saw him. Pool was warm & hot tub was nice! Overall, great stay! Will definitely stay again!
Reviewed on Jan 2, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Feb 8 to Feb 9
$120 total
Feb 8 - Feb 9
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
The hotel was clean all over and the rooms were spacious and clean. Pool was nice. We loved the outdoor hot tub.
Reviewed on Jan 2, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Jan 11 to Jan 12
$127 total
Jan 11 - Jan 12
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
This is a nice, upscale version of a motel with a club room at front. The front of the house is understaffed, with the front desk checking people in, acting as bartender, waiter and food runner. Fortunately (unfortunately), not many people to wait on. The kitchen suffers from a lack of customers ...
Reviewed on Jan 5, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$106 nightly
The price is $118 total per night from Jan 11 to Jan 12
$118 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Great space for large familes. A home away frim home. We always cooks soups and pies when we stay here.
Reviewed on Jan 5, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$98 nightly
The price is $109 total per night from Jan 29 to Jan 30
$109 total
Jan 29 - Jan 30
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
The staff were very nice, the room was clean and generally pleasant. the beds were not bad. They provide a continental-style breakfast, which is something. They are also dog-friendly! And there is a wonderful Indian restaurant that is adjacent to the hotel, and it is good! The only negative was a ...
Reviewed on Jan 7, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Jan 20 to Jan 21
$204 total
Jan 20 - Jan 21
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Absolutely fabulous!
Reviewed on Jan 5, 2026

Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$208 nightly
The price is $236 total per night from Feb 2 to Feb 3
$236 total
Feb 2 - Feb 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed ...
Lovely with
Reviewed on Jan 1, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
$98 nightly
The price is $109 total per night from Jan 23 to Jan 24
$109 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN
Reviewed on Jan 4, 2026

St. Charles Hotel
16 Park Place Hudson NY
Fully refundable
$127 nightly
The price is $143 total per night from Jan 16 to Jan 17
$143 total
Jan 16 - Jan 17
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A 24-hour business ...
Very friendly staff and very helpful. Room was clean and the place is in a good location.
Reviewed on Jan 1, 2026
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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Recent Spencertown hotel reviews by fellow wanderers

The Black Swan Lee - Lenox, an Ascend Collection Hotel
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"The staff were very nice, the room was clean and generally pleasant. the beds were not bad. They provide a continental-style breakfast, which is something. They are also dog-friendly! And there is a wonderful Indian restaurant that is adjacent to the hotel, and it is good!
The only negative was a bit of mold, presumably causing some sinus issues, but that is to be expected in a hotel right on a lake like this. Otherwise, we would certainly stay there again."
A verified traveler stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel
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