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Featured Lenox Hotels with Pools

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
$75 nightly
The price is $84 total per night
$84 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub
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
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 14 - Dec 15
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.
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.
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 3 - Jan 4, 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.
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.
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.
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 15 - Dec 16
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.
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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
With a stay at The Ponds at Foxhollow in Lenox, you'll be in the entertainment district, within a 10-minute drive of Tanglewood Music Center and The Mount.
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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
$84
Highest Price
$294
Popular hotels
The Yankee, Trademark Collection by Wyndham, Hampton Inn & Suites Berkshires-Lenox, Howard Johnson by Wyndham Lenox, Eastover Estate & Eco-Village, Hampton Terrace Inn, Brook Farm Inn, Chesapeake Inn of Lenox, Courtyard by Marriott Lenox Berkshires, Garden Gables Inn, The Ponds at Foxhollow

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
"My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there"
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham

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