Book Hotels in Spencertown, NY
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Top Spencertown hotels

Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $166 total per night from Mar 1 to Mar 2
$166 total
per night
Mar 1 - Mar 2
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!
Reviewed on Feb 9, 2026

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is $103 total per night from Mar 5 to Mar 6
$103 total
per night
Mar 5 - Mar 6
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 ...
Yrs
Reviewed on Feb 23, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $136 total per night from Mar 29 to Mar 30
$136 total
per night
Mar 29 - Mar 30
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, ...
Overcharged and lied to said security deposit was released back but never was
Reviewed on Feb 26, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is $133 total per night from Mar 1 to Mar 2
$133 total
per night
Mar 1 - Mar 2
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 ...
Tv speaker no good other than that same great experience.
Reviewed on Feb 21, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is $139 total per night from Mar 8 to Mar 9
$139 total
per night
Mar 8 - Mar 9
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 ...
Very spacious and comfortable. Great for families.
Reviewed on Feb 22, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
The price is $109 total per night from Mar 18 to Mar 19
$109 total
per night
Mar 18 - Mar 19
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 ...
Staff is great! Friendly and professional. Hotel is in a great location, close to many ski resorts. Beautiful lake in the back of the hotel. Nice continental breakfast included with stay.
Reviewed on Feb 23, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is $225 total per night from Mar 4 to Mar 5
$225 total
per night
Mar 4 - Mar 5
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 ...
great customer service
Reviewed on Feb 18, 2026

Quality Inn
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is $74 total per night from Mar 23 to Mar 24
$74 total
per night
Mar 23 - Mar 24
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Everything was great except the toilet tube. That was dirty
Reviewed on Feb 25, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is $111 total per night from Feb 28 to Mar 1
$111 total
per night
Feb 28 - Mar 1
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 ...
Room was nice and tidy. The staff were friendly. Check-in was quick and simple. Breakfast was plenty with eggs, bacon, sausages, waffles and French toast. There was only 1 working elevator so the wait was slow. Parking was undergoing renovation so you need to park down the slope and walk up. There's ...
Reviewed on Feb 22, 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.
Frequently asked questions
Recent Spencertown hotel reviews by fellow wanderers

Berkshire Mountain Lodge
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Overall pleasant stay; great facilities, staff, and location"
A verified traveler stayed at Berkshire Mountain Lodge
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