Historical Hotels in Lenox, MA
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Featured Lenox Historic Hotels

Heart of Lenox!! - renovated downtown apartment
Lenox MA
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer

The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $198 total per night
$198 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage and concierge services. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included

Whistler's Inn Bed & Breakfast
5 Greenwood Street Lenox MA
Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and a TV in a common area.
Breakfast included
Pet friendly

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $115 total per night
$115 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

Gateways Inn & Restaurant
51 Walker St Lenox MA
$167 nightly
The price is $186 total per night
$186 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, a terrace, and wedding services.
Parking included
Free WiFi

Hampton Terrace Inn
91 Walker Street Lenox MA
$219 nightly
The price is $245 total per night
$245 total
Jan 2 - Jan 3, 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

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 26 - Dec 27
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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Jan 4 - Jan 5, 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

Kemble Inn
2 Kemble Street Lenox MA
Guests of Kemble Inn enjoy free WiFi in public areas, a hot tub, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and tours/tickets. Other amenities at this boutique inn include coffee/tea in a common area, a library, and free newspapers.
Hot Tub
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

The Dewey
7 Hubbard Street Lenox MA
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi

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

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

Wagon Wheel Inn
484 Pittsfield Rd Lenox MA
Guests of Wagon Wheel Inn enjoy free WiFi in public areas, a hot tub, and coffee in a common area. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This motel also has express check-out.
Hot Tub
Parking included
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 | 1,397 hotels |
|---|---|
Lowest Price | $88 |
Highest Price | $245 |
Popular hotels | Heart of Lenox!! - renovated downtown apartment, The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast, Hampton Inn & Suites Berkshires-Lenox, Gateways Inn & Restaurant, Hampton Terrace Inn, Howard Johnson by Wyndham Lenox, The Yankee, Trademark Collection by Wyndham, Kemble Inn, Chesapeake Inn of Lenox, The Dewey, Garden Gables Inn, Eastover Estate & Eco-Village, Wagon Wheel Inn |
Recent Historic Hotels Reviews

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay! "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 3 days ago


