Book Hotels in Spencertown, NY
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Spencertown hotels

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
Fully refundable
$171 nightly
The price is $191 total per night from Jul 6 to Jul 7
$191 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"alls well"
Reviewed on Jun 29, 2026

The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $142 total per night from Jul 6 to Jul 7
$142 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical ..."
Reviewed on Jul 2, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$181 nightly
The price is $203 total per night from Jul 7 to Jul 8
$203 total
Jul 7 - Jul 8
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 well run resort property"
Reviewed on Jul 1, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$171 nightly
The price is $191 total per night from Jul 6 to Jul 7
$191 total
Jul 6 - Jul 7
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 ...
"A lovely stay at the Black Swan hotel in Lee for my birthday. Room was nice and comfortable, sweet balcony area to watch the sunset over the lake. Close to many attractions, ie, Norman Rockwell museum, outlets, pretty town, Botanical gardens and more. Would definitely go back again. Thank you"
Reviewed on Jul 2, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $173 total per night from Aug 2 to Aug 3
$173 total
Aug 2 - Aug 3
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, ...
"Friendly staff, great coffee and very clean ."
Reviewed on Jul 1, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $205 total per night from Jul 6 to Jul 7
$205 total
Jul 6 - Jul 7
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 ...
"Nice place to stay."
Reviewed on Jul 1, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $219 total per night from Jul 6 to Jul 7
$219 total
Jul 6 - Jul 7
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
"Staff was great. Cool place - so historic"
Reviewed on Jun 30, 2026

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
$101 nightly
The price is $113 total per night from Aug 2 to Aug 3
$113 total
Aug 2 - Aug 3
Total with taxes and fees
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. ...
"Room was spacious and clean with a comfortable bed. Easy parking, nice quiet location. Easy walk to town."
Reviewed on Jul 1, 2026

Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jul 27 to Jul 28
$151 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. ...
"We enjoyed our visit to the Inn. It was close to all the events, Tanglewood, and destinations, hiking and waterfall, we wanted to explore."
Reviewed on Jun 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
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"A lovely stay at the Black Swan hotel in Lee for my birthday. Room was nice and comfortable, sweet balcony area to watch the sunset over the lake. Close to many attractions, ie, Norman Rockwell museum, outlets, pretty town, Botanical gardens and more. Would definitely go back again. Thank you"
A verified traveler stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel
Explore More Ways to Travel with Travelocity
- Hotels near Art Omi International Arts Center - Fields Sculpture Park
- Extended Stay Hotels in Mellenville
- Copake Falls Hotels
- Nassau Hotels
- Apartments in Philmont
- B&B in Philmont
- Cabins in Philmont
- Chalets in Philmont
- Condos in Philmont
- Cottages in Philmont
- Extended Stay Hotels in Philmont
- Guest Houses in Philmont
- Philmont Hotels
- Motels in Philmont
- Rv Parks in Philmont
- Resorts in Philmont
- Hotels near Max and Lillian Katzman Theater
- Farmstay in Canaan
- Chalets in Canaan
- Condos in Canaan
- Hotels with Pools in Canaan
- Pet Friendly Hotels in Canaan
- Winery Hotels in Canaan
- Canaan Hotels
- Vacation Homes in Canaan
- 3 Star Hotels in Austerlitz
- B&B in Austerlitz
- Cabins in Austerlitz
- Austerlitz Hotels
- Hotels near Zema's Nursery
- Hudson Hotels
- Stuyvesant Falls Hotels
- Coxsackie Hotels
- Kinderhook Hotels
- Hotels near Claverack Library
- Hotels near New Lebanon Library
- North Chatham Hotels
- 3 Star Hotels in Hillsdale
- B&B in Hillsdale
- Chalets in Hillsdale
- Cottages in Hillsdale
- Kid Friendly Hotels in Hillsdale
- Pet Friendly Hotels in Hillsdale
- Hillsdale Hotels
- Vacation Homes in Hillsdale
- Rv Parks in Hillsdale
- New Lebanon Hotels
- 3 Star Hotels in East Chatham
- Condos in East Chatham
- Extended Stay Hotels in East Chatham
- East Chatham Hotels
- Motels in East Chatham
- Resorts in East Chatham
- Athens Hotels
- Farmstay in Chatham
- B&B in Chatham
- Chalets in Chatham
- Cottages in Chatham
- Extended Stay Hotels in Chatham
- Guest Houses in Chatham
- Pet Friendly Hotels in Chatham
- Chatham Hotels
- Hotels near Catamount Aerial Adventure Park
- Valatie Hotels
- Hotels near The Mac-Haydn Theatre
- Farmstay in Ghent
- Cabins in Ghent
- Cottages in Ghent
- Cheap Hotels in Ghent
- Pet Friendly Hotels in Ghent
- Ghent Hotels
- Inns in Ghent
- Lodges in Ghent
- Motels in Ghent
- Rv Parks in Ghent
- Resorts in Ghent
- Claverack Hotels
- Town of Schodack Hotels
- Craryville Hotels
- East Nassau Hotels
- Hotels near Taconic State Park
- B&B in Old Chatham
- Guest Houses in Old Chatham
- Old Chatham Hotels
- Lodges in Old Chatham
- Motels in Old Chatham
- Resorts in Old Chatham






