Glendale
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Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $185 per night from Jul 20 to Jul 21
CA $185
CA $207 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Reviewed on Jul 13, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is CA $239 per night from Jul 20 to Jul 21
CA $239
CA $267 total
Jul 20 - Jul 21
includes taxes & fees
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 ...
9.2/10 Wonderful! (1,016 reviews)
"I still suffer from bed bugs bite and mosquito, we were placed in the old room, old carpet and smelly room. The staff were nice and the cleaners too. I just wish we could have stayed in the main building."
Reviewed on Jul 15, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is CA $188 per night from Aug 16 to Aug 17
CA $188
CA $241 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,005 reviews)
"Would definitely return. Clean, quiet and fully equipped kitchen. Great location."
Reviewed on Jul 15, 2026
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.
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...
8.6/10 Excellent! (142 reviews)
"The place is on beautiful grounds & the units are spacious & clean & you have everything you need. My big complaint is that the indoor & outdoor pools were closed, in the middle of a hot summer week, awaiting an inspection by the Bd. of Health. Thus should have been communicated to us before (or ..."
Reviewed on Jul 14, 2026
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge MA
Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music ...
10/10 Exceptional! (144 reviews)
"We spent five nights and wished it was longer! The house is beautifully decorated, huge, and has everything you need. Beds were very comfortable. Super convenient to Tanglewood and Lenox."
Reviewed on May 25, 2026
Private Island - Largest Fresh Water Reservoir in Mass
Otis MA
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (9 reviews)
"Location was wonderful, panoramic lake view.Glassed in porch was the primo spot to just relax and chill. Main bedroom and living room were good size. Kitchen was well appointed except for one staple item, no microwave! Second bedroom and bathroom are very small. You’ll want to bring your own linens, ..."
Reviewed on Oct 14, 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.
Explore a world of travel with Expedia
- Lgbt Friendly Hotels in Cheshire
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- Great Barrington Hotels
- The Whitlock
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- Resorts in The Berkshires
- Chalets in Becket
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- Sheffield Hotels
- Quality Inn Great Barrington
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- Cheap Hotels in Lee
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- The Egremont Village Inn
- B&B in Lee
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- Apartments in Cheshire
- Villas in Beartown State Forest
- Becket Hotels
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- Hotels near National Shrine of the Divine Mercy
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- The Red Door B&B
- 3 Star Hotels in Pittsfield
- Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak
- Hancock Hotels
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- Holiday Inn Express & Suites Pittsfield
- Washington Hotels
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- Cheap Hotels in Lenox
- Hotels near Frelinghuysen Morris House and Studio
- Hupi House
- Chestnut Lodge
- West Stockbridge Hotels
- Private Island
- Cottages in The Berkshires
- Stockbridge Hotels
- One Bedroom Luxury Cottage at Blantyre
- Family Hotels in The Berkshires
- Flights to Stockbridge
- Flights to Great Barrington
- Flights to Lenox
- Flights to The Berkshires
- Flights to Pittsfield
- Flights from Lenox
- Flights from Boston (BOS) to Pittsfield (PSF)
- Flights from Phoenix (PHX) to Pittsfield (PSF)
- Flights from Seattle (SEA) to Pittsfield (PSF)
- Flights from Becket
- Flights from Dalton
- Flights to West Stockbridge
- Flights to Sheffield
- Flights from Plattsburgh (PBG) to Pittsfield (PSF)
- Flights from Toronto (YYZ) to Pittsfield (PSF)
- Flights from Windsor
- Flights from Ithaca (ITH) to Pittsfield (PSF)
- Lenox Library
- Visit South Egremont
- National Shrine of the Divine Mercy
- Visit Springfield
- Visit October Mountain State Forest
- Visit Shelburne Falls
- Visit Stockbridge
- Visit South Lee
- Visit North Adams
- Visit Williamstown
- Visit Turners Falls
- Visit Great Barrington
- Ventfort Hall Mansion and Gilded Age Museum
- Great Barrington Vacations
- Norman Rockwell Museum
- Visit Charlemont
