
Find hotels in Chatham, NY from ฿2,578
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Our top choices for Chatham hotels

Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (457 reviews)
The price is ฿4,282
฿4,697 total
includes taxes & fees
28 May - 29 May

The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,010 reviews)
The price is ฿4,513
฿5,041 total
includes taxes & fees
8 Jun - 9 Jun

Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (857 reviews)
The price is ฿2,498
฿2,791 total
includes taxes & fees
3 Jun - 4 Jun

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,003 reviews)
The price is ฿3,567
฿3,985 total
includes taxes & fees
17 Jun - 18 Jun

Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (953 reviews)
The price is ฿3,490
฿4,628 total
includes taxes & fees
25 Jun - 26 Jun

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
9.6 out of 10, Exceptional, (236 reviews)
The price is ฿5,850
฿7,730 total
includes taxes & fees
3 Jun - 4 Jun

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (580 reviews)
The price is ฿2,451
฿2,738 total
includes taxes & fees
28 May - 29 May

Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (859 reviews)
The price is ฿2,922
฿3,263 total
includes taxes & fees
7 Jun - 8 Jun

Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.6 out of 10, Excellent, (1,000 reviews)
The price is ฿2,763
฿3,087 total
includes taxes & fees
31 May - 1 Jun

Hideaway Inn Lenox
Hideaway Inn LenoxLenox
8.0 out of 10, Very good, (2 reviews)
The price is ฿3,724
฿4,159 total
includes taxes & fees
31 May - 1 Jun

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (856 reviews)
The price is ฿2,565
฿2,865 total
includes taxes & fees
8 Jun - 9 Jun

Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (961 reviews)
The price is ฿4,054
฿4,528 total
includes taxes & fees
8 Jun - 9 Jun

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (99 reviews)
The price is ฿4,412
฿4,929 total
includes taxes & fees
31 May - 1 Jun

Gregory House Country Inn
Gregory House Country InnAverill Park
9.0 out of 10, Wonderful, (96 reviews)
The price is ฿3,652
฿4,054 total
includes taxes & fees
28 May - 29 May

The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (562 reviews)
The price is ฿3,105
฿3,468 total
includes taxes & fees
11 Jun - 12 Jun

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,001 reviews)
The price is ฿2,059
฿2,259 total
includes taxes & fees
30 May - 31 May

Chatham Travel Lodge
Chatham Travel LodgeOld Chatham
7.8 out of 10, Good, (223 reviews)
The price is ฿3,631
฿4,067 total
includes taxes & fees
28 May - 29 May

Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (49 reviews)
The price is ฿6,259
฿6,991 total
includes taxes & fees
7 Jun - 8 Jun

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,005 reviews)
The price is ฿3,695
฿4,127 total
includes taxes & fees
31 May - 1 Jun

Sunset Inn
Sunset InnLee
7.6 out of 10, Good, (413 reviews)
The price is ฿3,571
฿3,989 total
includes taxes & fees
8 Jun - 9 Jun
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.
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Stay near popular Chatham attractions
Learn more about Chatham
This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

Top Chatham Hotel Reviews

Vacation Village in the Berkshires
10/10 Excellent
More cheap stays in Chatham

Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is ฿2,763 per night from 31 May to 1 Jun
฿2,763
฿3,087 total
31 May - 1 Jun
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)









































































