Find Winery Hotels in Lenox, MA

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Check availability on Lenox Winery Hotels

Check prices for these dates

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

Top Lenox Winery Hotels

Our top choices for Lenox hotels with winery

Chesapeake Inn of Lenox
Property grounds

Chesapeake Inn of Lenox

3.0 star property
7.4 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
Garden Gables Inn
Front of property - evening/night

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
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
$163 nightly
The price is $182
Sep 2 - Sep 3
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (484)
"Nice quaint out of the ordinary vacation experience. "
$179 nightly
The price is $200
Sep 2 - Sep 3
Total with taxes and fees
Whistler's Inn Bed & Breakfast
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Good location, lovely grounds, we enjoyed the pool"
$125 nightly
The price is $140
Sep 21 - Sep 22
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
The Dewey
Exterior

The Dewey

3.5 star property
8.6 out of 10, Excellent, (323)
"excellent stay!! The Dewey is a cozy getaway location!"
$188 nightly
The price is $210
Sep 22 - Sep 23
Total with taxes and fees
The Dewey
Gateways Inn & Restaurant
Room (King Room) | Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (189)
"Very well kept property, nice restaurant and is in a great area"
$224 nightly
The price is $249
Sep 2 - Sep 3
Total with taxes and fees
Gateways Inn & Restaurant
Kemble Inn
Exterior

Kemble Inn

3.5 star property
8.8 out of 10, Excellent, (31)
"Memorable. A wonderful hotel I every aspect. Faultless service from Scoyt and the team"
Kemble Inn
Hampton Terrace Inn
Exterior

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!"
$307 nightly
The price is $343
Sep 21 - Sep 22
Total with taxes and fees
Hampton Terrace Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
$144 nightly
The price is $160
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn & Suites Berkshires-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.

Top Lenox Hotel Reviews

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