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Featured Lenox Family Hotels

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 ...

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 ...

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. ...

Lenox Inn
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...

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 ...

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Eastgate Inn B&B
207 West Street, Lenox, MA
Book a stay at this business-friendly B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen ...

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 ...

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. ...

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 with Pools in Lenox

The Yankee, Trademark Collection by Wyndham
461 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 pool in our ...
9/10 Wonderful! (1,001 reviews)
"I had a wonderful stay at The Yankee, Trademark Collection by Wyndham. The room was beautiful and comfortable, making for a very relaxing experience. The staff was incredibly kind, welcoming, and made check-in and check-out effortless. However, during my visit, there was construction happening nearby, ..."
Reviewed on May 7, 2025

Hampton Inn & Suites Berkshires-Lenox
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 ...
9.2/10 Wonderful! (999 reviews)
"The elevators were not working during our stay. We were notified ahead of time and had an opportunity to cancel the reservation. Despite room being on the second floor, it was not a hardship. The cleanliness of the room, free breakfast and pleasant staff outweighed the inconvenience."
Reviewed on Apr 25, 2025

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
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. ...
7.6/10 Good! (720 reviews)
Best the money can offer
"Great value for short stay"
Reviewed on May 4, 2025
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 With Connecting Rooms in Lenox

Hampton Inn & Suites Berkshires-Lenox
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 ...

Lenox Inn
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...

The Yankee, Trademark Collection by Wyndham
461 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 pool in our ...
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
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Top Points of Interests in Lenox
- Hotels near Tanglewood Music Center
- Hotels near The Mount
- Hotels near Shakespeare and Company
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- 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 The Bookstore
- Hotels near Berkshire Scenic Railway Museum
- Hotels near Wood's Pond
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near Norman Rockwell Museum
- Hotels near Jacob's Pillow
- Hotels near Catamount Ski Area
- Hotels near Ski Butternut
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)
- Hancock Hotels (13.17 mi)
- East Greenbush Hotels (26.68 mi)
- Western Massachusetts Hotels (21.95 mi)
- Otis Hotels (15.01 mi)
- Housatonic Hotels (7.85 mi)
- Hudson River Valley Hotels (83.27 mi)
- Adams Hotels (20.54 mi)
- West Stockbridge Hotels (4.52 mi)
- Becket Hotels (10.45 mi)
Car Rentals Near Lenox
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- Car rentals in Western Massachusetts
- Car rentals in Otis
- Car rentals in Housatonic
Top Family Hotel Destinations
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