Find Winery Hotels in Lenox, MA

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 15 Lenox Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Garden Gables Inn
4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"No comment"
The price is SAR 623
SAR 696 total
includes taxes & fees
22 Oct - 23 Oct
Hampton Inn & Suites Berkshires-Lenox
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1005)
"I had an enjoyable stay here. My Aunt was impressed with the pics of Eleanor Roosevelt and a young JFK. Nice solid hotel. I would stay there again."
The price is SAR 484
SAR 541 total
includes taxes & fees
21 Oct - 22 Oct
The Yankee, Trademark Collection by Wyndham
Hampton Terrace Inn
4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Hampton Terrace Inn
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1005)
"What a joy this BnB is. Everything is so lovely, from the staff to the overall facilities. It was a true pleasure to stay here. We will be back for sure. "
The price is SAR 507
SAR 594 total
includes taxes & fees
23 Sep - 24 Sep
The Cornell Inn, Lenox
Kemble Inn
3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (456)
"A lovely old innwith a kind and thoughtful hostess. Excellent value in this area. Every room decorated with beautiful older objects. Well cared for, but dated. Beautiful gardens and excellent breakfast. I will return again."
The price is SAR 594
SAR 735 total
includes taxes & fees
23 Sep - 24 Sep
Whistler's Inn Bed & Breakfast
Gateways Inn & Restaurant
3.0 star property
7.8 out of 10, Good, (181)
"Was No room service ! Had to ask for towels and no one around for a roll of toilet paper had to get one from bathroom In lobby Accidentally left husbands pjs called to see if they could be sent they said the housekeeper threw them away thought they were garbage!!!😳 not a good answer"
The price is SAR 801
SAR 935 total
includes taxes & fees
3 Oct - 4 Oct
Gateways Inn & Restaurant
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (679)
"It was fine Big room, comfy bed Check in was easy Pity our neighbour played porn super loud all night. Needs some better sound insulation "
The price is SAR 296
SAR 331 total
includes taxes & fees
23 Sep - 24 Sep
Howard Johnson by Wyndham Lenox
Chesapeake Inn of Lenox
3.0 star property
7.2 out of 10, Good, (8)
"Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive"
Chesapeake Inn of Lenox
Don't see what you're looking for?
See all available properties in Lenox
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.