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Compare 7 Guest Houses in Lenox with updated reviews, rates, and availability.

The Central Downtown Inn & Suites
Exterior
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (267)
"I loved all the amenities and space provided in the suite. And it was very affordable. It was like staying in an apartment. It was very clean. The bedroom wall was thin though because I could hear snoring on the other side. Pretty view of the trees in the backyard."
The Central Downtown Inn & Suites
Hudson valley and The Berkshires Cottage
Hudson valley and The Berkshires Cottage
10.0 out of 10, Exceptional, (5)
"The property was beautiful! We did not get to stay as long as we wanted but we will definitely be coming back to this little cottage. It was very clean and decorated well! The host was immediately responsive but we should note that there was absolutely no cellphone service which made communicating with guests a little difficult. "
The price is AED 272
AED 1,084 total
includes taxes & fees
25 Nov - 26 Nov
Hudson valley and The Berkshires Cottage
Romantic weekend getaway!
Romantic weekend getaway!
9.8 out of 10, Exceptional, (52)
"This is by far the best place we have ever stayed. From the beautiful gardens to the hummingbirds drinking nectar from the flowers, from the beautiful suite where the hosts have thought of everything to the great bathroom and calming shower, from the relaxing hot tub to the cooling and revitalizing pool, from the peaceful fire pit to the convenient gas grill, from the comfy couch to the supportive bed, from the ice maker to the fridge and freezer, from the oven to the stove top and even the...
Romantic weekend getaway!
Renovated Private Guest House by Evergreen Home
Bedroom 1- King Bed (ground floor)
Renovated Private Guest House by Evergreen Home
10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Jacob's Tanglewood Ranch
Exterior
Jacob's Tanglewood Ranch
3.0 star property
Jacob's Tanglewood Ranch
Chestnut Lodge
Exterior
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Vanderbilt Lakeside
Lobby lounge
Vanderbilt Lakeside
3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
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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Other property types in Lenox

The Kemble- Built by a US Secretary of State in Lenox
The Kemble - a registered Great Estate
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (16)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
The Winthrop Estate - 12K SF 32 Acres
The Winthrop (1)
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, (4)
"Everyone enjoyed the stay"
The Winthrop Estate - 12K SF 32 Acres
Amore Estate - beautiful room with many places to explore and relax in.
October MNT FARM!!
Amore Estate - beautiful room with many places to explore and relax in.
9.8 out of 10, Exceptional, (17)
"Beautiful, spacious house in a great location!"
Amore Estate - beautiful room with many places to explore and relax in.
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.