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Featured Lenox Hotels with Free Parking

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 18 - Dec 19
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 17 - Dec 18
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
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
$145 nightly
The price is $161 total per night
$161 total
Jan 5 - Jan 6, 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 21 - Dec 22
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 6 - Jan 7, 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
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd Lenox MA
$79 nightly
The price is $88 total per night
$88 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Howard Johnson by Wyndham Lenox in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Parking included
Kemble Inn

Kemble Inn

3.5 out of 5
2 Kemble Street Lenox MA
With a stay at Kemble 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.
Hot Tub
Breakfast included
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
$172 nightly
The price is $192 total per night
$192 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Cornell Inn, Lenox & The Berkshires in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Breakfast included
Parking included
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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
1,402 hotels
Lowest Price
$88
Highest Price
$294
Popular hotels
The Dewey, Brook Farm Inn, Chesapeake Inn of Lenox, Courtyard by Marriott Lenox Berkshires, Eastover Estate & Eco-Village, Garden Gables Inn, Gateways Inn & Restaurant, Hampton Inn & Suites Berkshires-Lenox, Hampton Terrace Inn, Howard Johnson by Wyndham Lenox, Kemble Inn, The Cornell Inn, Lenox & The Berkshires

Most Recent Lenox Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"The Inn was very nice and the staff was super friendly and attentive."
A verified traveler stayed at The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires

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