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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
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! (1,000 reviews)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"
Reviewed on Mar 18, 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! (1,002 reviews)
"Perfect"
Reviewed on Mar 24, 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. ...
7.4/10 Good! (715 reviews)
"No issues"
Reviewed on Mar 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 Wyndhurst Golf & Club
- Hotels near Lenox Library
- Hotels near Kennedy Park
- Hotels near Pleasant Valley Wilderness Sanctuary
- Hotels near Lenox Mountain
- Hotels near Wood's Pond
- Hotels near Berkshire Scenic Railway Museum
- Hotels near The Bookstore
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Catamount Ski Area
- Hotels near Ski Butternut
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near Mount Greylock
- 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)
- Great Barrington Hotels (11.79 mi)
- Hudson Valley Hotels (60.1 mi)
- Stockbridge Hotels (5.12 mi)
- Lee Hotels (4.1 mi)
- North Adams Hotels (25.22 mi)
- Hancock Hotels (13.17 mi)
- Appalachian Mountains Hotels (396.67 mi)
- Otis Hotels (15.01 mi)
- Western Massachusetts Hotels (21.95 mi)
- East Greenbush Hotels (26.68 mi)
- South Lee Hotels (5.48 mi)
- Housatonic Hotels (7.85 mi)
- West Stockbridge Hotels (4.52 mi)
- Hillsdale Hotels (17.35 mi)
- Charlemont Hotels (28.22 mi)
Car Rentals Near Lenox
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- Car rentals in Hudson
- Car rentals in The Berkshires
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- Car rentals in Pittsfield
- Car rentals in Great Barrington
- Car rentals in Hudson Valley
- Car rentals in Stockbridge
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- Car rentals in North Adams
- Car rentals in Hancock
- Car rentals in Appalachian Mountains
- Car rentals in Otis
- Car rentals in Western Massachusetts
- Car rentals in East Greenbush
- Car rentals in South Lee
Top Family Hotel Destinations
- Las Vegas Family Hotels
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- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
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- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Lenox
- The Yankee, Trademark Collection by Wyndham
- Courtyard by Marriott Lenox Berkshires
- The Cornell Inn, Lenox & The Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- Howard Johnson by Wyndham Lenox
- The Red Lion Inn
- Hotel Downstreet, Ascend Hotel Collection
- The Black Swan Lee - Lenox, Ascend Hotel Collection