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Winery Hotels in Lenox

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Featured Lenox Winery Hotels

Chesapeake Inn of Lenox

Chesapeake Inn of Lenox

3 out of 5
210 West Street Lenox MA
Book a stay at this golf B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
Chesapeake Inn of Lenox
Garden Gables Inn

Garden Gables Inn

4 out of 5
135 Main St Lenox MA
Stay at this hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Bookstore and Lenox Library are located nearby.
Garden Gables Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular ...
The Cornell Inn, Lenox & The Berkshires
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street Lenox MA
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Bookstore and Lenox Library are located nearby.
Whistler's Inn Bed & Breakfast
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street Lenox MA
Stay at this guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions ...
The Dewey
Gateways Inn & Restaurant

Gateways Inn & Restaurant

3 out of 5
51 Walker St Lenox MA
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Popular attractions Lenox Library and The Bookstore are located nearby.
Gateways Inn & Restaurant
Kemble Inn

Kemble Inn

3.5 out of 5
2 Kemble Street Lenox MA
Book a stay at this boutique inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ventfort Hall Mansion and Gilded Age Museum ...
Kemble Inn
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ventfort Hall Mansion and Gilded Age Museum and The Bookstore ...
Hampton Terrace Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Berkshires-Lenox
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Howard Johnson by Wyndham Lenox
Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd Lenox MA
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Guido's ...
Wagon Wheel Inn
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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.