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Featured The Berkshires Hotels with a Pool
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 ...
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
Fully refundable
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hotel Downstreet
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Club Wyndham Bentley Brook
1 Corey Road, Hancock, MA
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition ...
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lantern House Motel
256 Stockbridge Road, Great Barrington, MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
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 Porches Inn at Mass MoCA
231 River Street, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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. ...
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 The Berkshires
- Hotels with Free Parking in The Berkshires
- Historic Hotels in The Berkshires
- Family Hotels in The Berkshires
- Luxury Hotels in The Berkshires
- Resorts & Hotels with Spas in The Berkshires
- Romantic Hotels in The Berkshires
- Pet-friendly Hotels in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Winery Hotels in The Berkshires
- Apartment Hotel in The Berkshires
Top Points of Interests in The Berkshires
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Ski Butternut
- Hotels near Tanglewood Music Center
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Williams College
- Hotels near Bousquet Ski Area
- Hotels near The Clark Art Institute
- Hotels near Mount Greylock
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near The Mount
- Hotels near October Mountain State Forest
- Hotels near Jacob's Pillow
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Naumkeag Museum
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Mountain Country Store
- Hotels near Colonial Theater
- Hotels near Otis Reservoir
Cities near The Berkshires
- Upstate New York Hotels (141.08 mi)
- West Dover Hotels (55.42 mi)
- The Catskills Hotels (73.95 mi)
- Lenox Hotels (14.84 mi)
- Hudson Hotels (33.34 mi)
- Great Barrington Hotels (11.05 mi)
- Rhinebeck Hotels (42.49 mi)
- Northampton Hotels (28.19 mi)
- Brattleboro Hotels (56.08 mi)
- Williamstown Hotels (37.75 mi)
- Windsor Hotels (33.83 mi)
- Pittsfield Hotels (20.16 mi)
- Stockbridge Hotels (12.08 mi)
- Hudson Valley Hotels (58.11 mi)
- Wilmington Hotels (50.48 mi)
- West Springfield Hotels (27.39 mi)
- Troy Hotels (47.61 mi)
- Hancock Hotels (27.16 mi)
- Bennington Hotels (49.59 mi)
- Lee Hotels (10.74 mi)
Most Booked Hotels in The Berkshires
- Hotel Downstreet
- The Yankee, Trademark Collection by Wyndham
- The Red Lion Inn
- Quality Inn
- Hampton Inn & Suites Berkshires-Lenox
- Courtyard by Marriott Lenox Berkshires
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Car Rentals Near The Berkshires
- Car rentals in Upstate New York
- Car rentals in West Dover
- Car rentals in The Catskills
- Car rentals in Lenox
- Car rentals in Hudson
- Car rentals in Great Barrington
- Car rentals in Rhinebeck
- Car rentals in Northampton
- Car rentals in Brattleboro
- Car rentals in Williamstown
- Car rentals in Windsor
- Car rentals in Pittsfield
- Car rentals in Stockbridge
- Car rentals in Hudson Valley
- Car rentals in Wilmington
- Car rentals in West Springfield
Top Destinations for Hotels with Pools
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- Downtown Omaha Hotels with Pools
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- Downtown Milwaukee Hotels with Pools
- New York Hotels with Pools
- Louisville Hotels with Pools
- Downtown Cleveland Hotels with Pools
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- Niagara Falls Hotels with Pools
- South Beach Hotels with Pools
- Memphis Hotels with Pools
- Los Angeles Hotels with Pools
- Downtown Indianapolis Hotels with Pools
- Toledo Hotels with Pools
- Lexington Hotels with Pools
- Downtown Minneapolis Hotels with Pools
- Cleveland Hotels with Pools