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Featured Lenox Winery Hotels

Chesapeake Inn of Lenox
210 West Street, P.O. Box 1920, Lenox, MA
Stay at this 3-star golf B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...

Garden Gables Inn
135 Main St, Lenox, MA
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...

The Cornell Inn, Lenox & The Berkshires
203 Main St, Lenox, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star 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. ...

Whistler's Inn Bed & Breakfast
5 Greenwood Street, Lenox, MA
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...

The Yankee, Trademark Collection by Wyndham
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 ...

Gateways Inn & Restaurant
51 Walker St, Lenox, MA
Stay at this 3-star hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Popular attractions Tanglewood Music Center and Lenox Library are located ...

Kemble Inn
2 Kemble Street, Lenox, MA
Stay at this 3.5-star boutique inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Ventfort Hall ...

Hampton Terrace Inn
91 Walker Street, Lenox, MA
Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...

Hampton Inn & Suites Berkshires-Lenox
445 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 helpful staff ...

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, 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. ...

Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, 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 Tanglewood ...
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.
Hotels by Star Rating
More Hotel Options in Lenox
Top Points of Interests in Lenox
- Hotels near Tanglewood Music Center
- Hotels near The Mount
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Shakespeare and Company
- Hotels near Lenox Library
- Hotels near Wyndhurst Golf & Club
- Hotels near Kennedy Park
- Hotels near Pleasant Valley Wilderness Sanctuary
- Hotels near Lenox Mountain
- Hotels near Berkshire Scenic Railway Museum
- Hotels near The Bookstore
- Hotels near Wood's Pond
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Mount Greylock
- Hotels near Lee Premium Outlets
- Hotels near Catamount Ski Area
- Hotels near Norman Rockwell Museum
- Hotels near Ski Butternut
- Hotels near Jacob's Pillow
Cities near Lenox
- Upstate New York Hotels (129.35 mi)
- Hudson Hotels (26.82 mi)
- The Berkshires Hotels (14.84 mi)
- Williamstown Hotels (24.86 mi)
- Pittsfield Hotels (6.51 mi)
- Hudson Valley Hotels (60.1 mi)
- Great Barrington Hotels (11.79 mi)
- Stockbridge Hotels (5.12 mi)
- Lee Hotels (4.1 mi)
- North Adams Hotels (25.22 mi)
- Appalachian Mountains Hotels (396.67 mi)
- Otis Hotels (15.01 mi)
- Hancock Hotels (13.17 mi)
- Western Massachusetts Hotels (21.95 mi)
- East Greenbush Hotels (26.68 mi)
- West Stockbridge Hotels (4.52 mi)
- Hillsdale Hotels (17.35 mi)
- Becket Hotels (10.45 mi)
- Adams Hotels (20.54 mi)
- Hudson River Valley Hotels (83.27 mi)
Car Rentals near Lenox
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- Car rentals in Hudson
- Car rentals in The Berkshires
- Car rentals in Williamstown
- Car rentals in Pittsfield
- Car rentals in Hudson Valley
- Car rentals in Great Barrington
- Car rentals in Stockbridge
- Car rentals in Lee
- Car rentals in North Adams
- Car rentals in Appalachian Mountains
- Car rentals in Otis
- Car rentals in Hancock
- Car rentals in Western Massachusetts
- Car rentals in East Greenbush
- Car rentals in West Stockbridge
Top Winery Hotel Destinations
- Long Island Winery Hotels
- Niagara On The Lake Winery Hotels
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- Southern California Winery Hotels
- Upstate New York Winery Hotels
- Hudson Valley Winery Hotels
- Ensenada Winery Hotels
- Kansas City Winery Hotels
- Newport Winery Hotels
- San Luis Obispo Winery Hotels
- Dallas Winery Hotels
- San Diego Winery Hotels
- Lexington Winery Hotels
- Phoenix Winery Hotels
- Cleveland Winery Hotels
- Escondido Winery Hotels
- Chicago Winery Hotels
- Philadelphia Winery Hotels
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