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Featured Lenox Hotels with Air Conditioning

Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd Lenox MA
$69 nightly
The price is $77 total per night
$77 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Wagon Wheel Inn, you'll be centrally located in Lenox, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Hot Tub
Parking included
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street Lenox MA
With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Parking included
Free WiFi
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street Lenox MA
$179 nightly
The price is $200 total per night
$200 total
Dec 11 - Dec 12
Total with taxes and fees
When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Tanglewood Music Center and Shakespeare and Company.
Pool
Breakfast included
Chesapeake Inn of Lenox

Chesapeake Inn of Lenox

3 out of 5
210 West Street Lenox MA
With a stay at Chesapeake Inn of Lenox in Lenox, you'll be next to a golf course, just a 5-minute walk from Tanglewood Music Center and a 2-minute drive from Lenox Library.
Pool
Breakfast included
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
$135 nightly
The price is $151 total per night
$151 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, Courtyard by Marriott Lenox Berkshires is a 1-minute drive from Kennedy Park and 6 minutes from The Mount.
Pool
Parking included
Eastgate Inn B&B

Eastgate Inn B&B

2.5 out of 5
207 West Street Lenox MA
Located in Lenox, Eastgate Inn B&B is in the mountains, within a 5-minute drive of Shakespeare and Company and The Mount.
Breakfast included
Parking included
Eastover Estate & Eco-Village

Eastover Estate & Eco-Village

3.5 out of 5
430 East St Lenox MA
With a stay at Eastover Estate & Eco-Village in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Wyndhurst Golf & Club.
Free WiFi
Air conditioning
Garden Gables Inn

Garden Gables Inn

4 out of 5
135 Main St Lenox MA
With a stay at Garden Gables Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Pool
Breakfast included
Gateways Inn & Restaurant

Gateways Inn & Restaurant

3 out of 5
51 Walker St Lenox MA
$161 nightly
The price is $179 total per night
$179 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
When you stay at Gateways Inn & Restaurant in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.
Parking included
Free WiFi
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
$103 nightly
The price is $115 total per night
$115 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Pool
Breakfast included
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$263 nightly
The price is $294 total per night
$294 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
With a stay at Hampton Terrace Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.
Pool
Parking included
Heart of Lenox!! - renovated downtown apartment

Heart of Lenox!! - renovated downtown apartment

Lenox MA
With a stay at this apartment in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Kitchen
Washer
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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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Lenox hotels essential information

Accommodation
1,399 hotels
Lowest Price
$77
Highest Price
$294
Popular hotels
Wagon Wheel Inn, The Dewey, Brook Farm Inn, Chesapeake Inn of Lenox, Courtyard by Marriott Lenox Berkshires, Eastgate Inn B&B, Eastover Estate & Eco-Village, Garden Gables Inn, Gateways Inn & Restaurant, Hampton Inn & Suites Berkshires-Lenox, Hampton Terrace Inn, Heart of Lenox!! - renovated downtown apartment

Most Recent Lenox Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham

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