Hotels with a Pool in Lenox, MA
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Featured Lenox Hotels with Pool

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $103 total per night
$103 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $117 total per night
$117 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Dec 21 - Dec 22
Total with taxes and fees
Howard Johnson by Wyndham Lenox features an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, a vending machine, and a garden.
Pool
Parking included

Eastover Estate & Eco-Village
430 East St Lenox MA
At Eastover Estate & Eco-Village, guests have access to free WiFi in public areas, meeting rooms, and a library. Staff members are on hand to provide luggage storage and a safe deposit box at the front desk. Additional amenities include a terrace, a banquet hall, and a picnic area.
Free WiFi
Air conditioning

Hampton Terrace Inn
91 Walker Street Lenox MA
$219 nightly
The price is $245 total per night
$245 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Hampton Terrace Inn enjoy free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a library, express check-in, and express check-out.
Pool
Parking included

Brook Farm Inn
15 Hawthorne Street Lenox MA
$151 nightly
The price is $169 total per night
$169 total
Dec 20 - Dec 21
Total with taxes and fees
Guests of Brook Farm Inn enjoy an outdoor pool, free WiFi in public areas, and conference space. A stay here includes free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this adults-only bed & breakfast include a seasonal outdoor pool, a library, and express check-in.
Pool
Breakfast included

Chesapeake Inn of Lenox
210 West Street Lenox MA
At Chesapeake Inn of Lenox, guests have access to an outdoor pool, free WiFi in public areas, and an outdoor tennis court. You can take advantage of free parking, along with a free area shuttle. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this adults-only bed & breakfast include a business center, a meeting room, and free newspapers.
Pool
Breakfast included

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $151 total per night
$151 total
Dec 22 - Dec 23
Total with taxes and fees
Guests staying at Courtyard by Marriott Lenox Berkshires enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and express check-in.
Pool
Parking included

Garden Gables Inn
135 Main St Lenox MA
Guests of Garden Gables Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and a meeting room. If you drive, take advantage of free parking. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a library, a terrace, and a picnic area.
Pool
Breakfast included

The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
The Ponds at Foxhollow features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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.
Lenox hotels essential information
Accommodation | 1,402 hotels |
|---|---|
Lowest Price | $88 |
Highest Price | $245 |
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 |
Recent Hotels with Pool Reviews

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!"
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 1 day ago
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