Winery Hotels in Lenox, MA
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Featured Lenox Winery Hotels

Chesapeake Inn of Lenox
210 West Street, P.O. Box 1920, 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 luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this adults-only bed & breakfast include a business center, a meeting room, and free newspapers.
Pool
Breakfast 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 concierge services and luggage storage. Additional amenities include a library, a terrace, and a water dispenser.
Pool
Breakfast included

The Cornell Inn, Lenox & The Berkshires
203 Main St, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $178 per night
$178
includes taxes & fees
$159 per night
Apr 28 - Apr 29
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
The price is $222 per night
$222
includes taxes & fees
$199 per night
May 1 - May 2
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 picnic area.
Breakfast included
Pet friendly

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $108 per night
$108
includes taxes & fees
$97 per night
May 1 - May 2
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, meeting rooms, and conference space.
Pool
Hot Tub

Gateways Inn & Restaurant
51 Walker St, Lenox, MA
The price is $242 per night
$242
includes taxes & fees
$218 per night
Apr 28 - Apr 29
Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include an arcade/game room, a library, and a terrace.
Parking included
Free WiFi

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 tours/tickets and luggage storage. Other amenities at this boutique inn include coffee/tea in a common area, a library, and free newspapers.
Hot Tub
Breakfast included

Hampton Terrace Inn
91 Walker Street, Lenox, MA
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, a terrace, and a garden.
Pool
Parking included

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $156 per night
$156
includes taxes & fees
$139 per night
May 4 - May 5
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 securing valuables, dry cleaning/laundry, and luggage storage. 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, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $77 per night
$77
includes taxes & fees
$69 per night
Apr 27 - Apr 28
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 garden, and a vending machine.
Pool
Parking included

Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is $77 per night
$77
includes taxes & fees
$69 per night
Apr 25 - Apr 26
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 | 1,373 hotels |
---|---|
Lowest Price | $77 |
Highest Price | $242 |
Popular hotels | Chesapeake Inn of Lenox, Garden Gables Inn, The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast, The Yankee, Trademark Collection by Wyndham, Gateways Inn & Restaurant, Kemble Inn, Hampton Terrace Inn, Hampton Inn & Suites Berkshires-Lenox, Howard Johnson by Wyndham Lenox, Wagon Wheel Inn |
Recent Winery Hotels Reviews

The Cornell Inn, Lenox & The Berkshires
5/5 Excellent
"We had a wonderful wknd in Lenox. The Cornell Inn was very accommodating and everyone was extremely friendly, welcoming and helpful.
We had emailed beforehand about dietary restrictions and they were helpful and gave great recommendations for places that could accommodate us.
Their breakfasts are excellent and filling. That starts your day off so nicely.
The rooms were comfortable and roomy. Although the room was a bit dated -it was cozy and suited us perfectly.
It was a great location since it was a quick drive to Lenox shops & restaurants, although we did go to Lee for food as well.
Many places to explore, museums , the Botanical Garden, etc.
Although we got caught in a downpour when starting a hike, we managed to get a nice one in, later once it stopped, by walking up to Kennedy Park, behind the Inn. We had a good hike there. Perfect!!
Well worth the visit to Cornell Inn!
Will definitely will have a return visit in our future! "
A verified traveler stayed at The Cornell Inn, Lenox & The Berkshires
Posted 1 day ago
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