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Featured The Berkshires Family Hotels
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 fitness center, and in-room massages. Our guests praise the helpful staff in ...
Hotel Downstreet, Ascend Hotel Collection
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 ...
Stay Berkshires
1146 Cold Spring Road, Williamstown, MA
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lindley Park and Green River Road are located ...
Williamstown Motel
295 Main Street, Route 2, Williamstown, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Williamstown. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the ...
Cozy Corner Motel
284 Sand Springs Rd. Rte 7, Williamstown, MA
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly motel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
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 ...
Hotel On North
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
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 ...
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 The Berkshires
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)
"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
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."
Reviewed on Mar 19, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
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 ...
7.8/10 Good! (760 reviews)
"Easy check in, nice staff. Rug in the room was kind of musty. They were accommodating to me requesting to have a slightly later check out. Would return if in the area."
Reviewed on Mar 18, 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 The Berkshires
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Chestnut Lodge
75 Chestnut Street, Lee, MA
Stay at this 3.5-star guesthouse in Lee. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Goose Pond Reservation and Lee Premium Outlets ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
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 ...
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
- Hotels with Free Parking in The Berkshires
- Historic Hotels in The Berkshires
- Hotels with a Pool 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 Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Williams College
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Ski Butternut
- Hotels near The Clark Art Institute
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near Mount Greylock
- Hotels near Jacob's Pillow
- Hotels near Bousquet Ski Area
- Hotels near The Mount
- Hotels near Naumkeag Museum
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Hancock Shaker Village
- Hotels near Housatonic River Walk
- Hotels near Berkshire Botanical Garden
- Hotels near Williamstown Theatre Festival
- Hotels near Shakespeare and Company
Cities near The Berkshires
- Upstate New York Hotels (141.08 mi)
- Lenox Hotels (14.84 mi)
- The Catskills Hotels (73.95 mi)
- Hudson Hotels (33.34 mi)
- Northampton Hotels (28.19 mi)
- West Dover Hotels (55.42 mi)
- Williamstown Hotels (37.75 mi)
- Rhinebeck Hotels (42.49 mi)
- Brattleboro Hotels (56.08 mi)
- Pittsfield Hotels (20.16 mi)
- Great Barrington Hotels (11.05 mi)
- Windsor Hotels (33.83 mi)
- Hudson Valley Hotels (58.11 mi)
- Troy Hotels (47.61 mi)
- Holyoke Hotels (26.17 mi)
- Stockbridge Hotels (12.08 mi)
- West Springfield Hotels (27.39 mi)
- Lee Hotels (10.74 mi)
- Bennington Hotels (49.59 mi)
- Wilmington Hotels (50.48 mi)
Car Rentals Near The Berkshires
- Car rentals in Upstate New York
- Car rentals in Lenox
- Car rentals in The Catskills
- Car rentals in Hudson
- Car rentals in Northampton
- Car rentals in West Dover
- Car rentals in Williamstown
- Car rentals in Rhinebeck
- Car rentals in Brattleboro
- Car rentals in Pittsfield
- Car rentals in Great Barrington
- Car rentals in Windsor
- Car rentals in Hudson Valley
- Car rentals in Troy
- Car rentals in Holyoke
- Car rentals in Stockbridge
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- 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 The Berkshires
- The Yankee, Trademark Collection by Wyndham
- The Red Lion Inn
- Hotel Downstreet, Ascend Hotel Collection
- Hotel On North
- Berkshire Mountain Lodge
- Quality Inn
- Courtyard by Marriott Lenox Berkshires
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- The Cornell Inn, Lenox & The Berkshires
- The Porches Inn at Mass MoCA