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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 health club, and in-room massages. Our guests praise the helpful staff in our ...
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 ...
Stay Berkshires
1146 Cold Spring Road, Williamstown, MA
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sterling and Francine Clark Art Institute and The ...
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! (1,002 reviews)
Very clean, comfortable and friendly!
"Very welcoming from the time we entered the front door. Everyone is sweet and willing to help you. The room was spotlessly clean. Housekeeping very detail oriented - even made a bow of the top tissue in the box (so cute i didn't want to use it! :-)Bed very comfortable. Spacious room. Nice little ..."
Reviewed on Jan 1, 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 health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,749 reviews)
"So enjoyed this property and all the staff was always there to help in anyway!"
Reviewed on Jan 1, 2025
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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! (713 reviews)
"Great time"
Reviewed on Jan 1, 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, an IHG Hotel
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 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)
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 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
- 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