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
$149 nightly
The price is $166 total per night from Apr 5 to Apr 6
$166 total
Apr 5 - Apr 6
Total with taxes and fees
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 ...
Very clean room, friendly staff, and a feeling of being in a “fancy” hotel while still being within budget. The location was great - I enjoyed walking around and felt safe after dark. Easy walking distance from the Colonial Theater.
Reviewed on Mar 28, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
$100 nightly
The price is $112 total per night from Apr 23 to Apr 24
$112 total
Apr 23 - Apr 24
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 ...
Room temperature was good. Breakfast coukd improve, lack of protein, muffins were not fresh.
Reviewed on Apr 2, 2026

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
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 comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated.
Reviewed on Mar 26, 2026

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Apr 9 to Apr 10
$155 total
Apr 9 - Apr 10
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Clean room, friendly and helpful staff.
Reviewed on Mar 11, 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 May 3 to May 4
$120 total
May 3 - May 4
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, ...
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.
Reviewed on Mar 31, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $114 total per night from Apr 5 to Apr 6
$114 total
Apr 5 - Apr 6
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 ...
Easy check-in, secure and clean
Reviewed on Mar 30, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Apr 14 to Apr 15
$145 total
Apr 14 - Apr 15
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 ...
this has been absolutely amazing and incredible for incredibly difficult time for our family because of family medical emergency. everyone has been so amazing and beautiful and healing for our loved ones and we are grateful to be close to then
Reviewed on Apr 1, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Apr 7 to Apr 8
$211 total
Apr 7 - Apr 8
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 ...
great customer service
Reviewed on Feb 18, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
$114 nightly
The price is $127 total per night from Apr 9 to Apr 10
$127 total
Apr 9 - Apr 10
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 ...
OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant.
Reviewed on Mar 29, 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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Room temperature was good. Breakfast coukd improve, lack of protein, muffins were not fresh. "
A verified traveler stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel
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