Hotels in Chatham

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Check prices for these dates

Tonight
Mar 13 - Mar 14
Tomorrow
Mar 14 - Mar 15
This weekend
Mar 13 - Mar 15
Next weekend
Mar 20 - Mar 22

Where to stay in Chatham?

Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Seasonal escape in historic Great Barrington with outdoor pool and fine dining.
The price is $305
$368 total
includes taxes & fees
Mar 15 - Mar 16
The Old Inn On The Green
Lobby
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    A cozy retreat 15 minutes from Tanglewood Music Center with complimentary WiFi.
The price is $84
$94 total
includes taxes & fees
Apr 6 - Apr 7
Quality Inn Lee - Lenox South
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
  • cleanliness
    Countryside lodging with a seasonal pool, steps away from Tanglewood Music Center.
The price is $95
$106 total
includes taxes & fees
Mar 14 - Mar 15
Sunset Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (812 reviews)
  • cleanliness
    Restful sanctuary in Pittsfield with free WiFi and parking, perfect for skiers.
The price is $79
$88 total
includes taxes & fees
Apr 1 - Apr 2
FairBridge Inn Express
Front of property
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
  • cleanliness
    Peaceful countryside retreat with spa treatments just minutes from Tanglewood Music Center.
The price is $190
$212 total
includes taxes & fees
Mar 15 - Mar 16
Chambery Inn
In-room dining
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (659 reviews)
  • cleanliness
    Cozy retreat near Lee Premium Outlets with mini golf and continental breakfast.
The price is $55
$62 total
includes taxes & fees
Apr 3 - Apr 4
Econo Lodge Lee - Great Barrington
Room #10 Queen's Cottage | Living room | Flat-screen TV
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Step back from the crowds with a relaxing Berkshires escape next to scenic fairways.
The price is $329
$367 total
includes taxes & fees
Mar 14 - Mar 15
Devonfield Inn B&B
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Tranquil lakefront escape with stunning sunset views and a 24-hour fitness center.
The price is $92
$103 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (854 reviews)
  • cleanliness
    Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.
The price is $113
$145 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (294 reviews)
  • cleanliness
    Scenic lakeside escape in Lee with kayaking, terrace, and daily full breakfast.
The price is $144
$169 total
includes taxes & fees
Mar 14 - Mar 15
Lakehouse Inn
Front of property
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Unwind in the Berkshires with massages and outdoor swimming in charming Lee.
The price is $239
$280 total
includes taxes & fees
Mar 14 - Mar 15
The Inn at Stockbridge
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (85 reviews)
  • cleanliness
    Lakeside getaway in Berkshires with indoor pool and Tanglewood Music Center nearby.
The price is $132
$147 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Breakfast, lunch and dinner served
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (672 reviews)
  • cleanliness
    Modern hotel near Herman Melville's Arrowhead with indoor pool and Asian fusion dining.
The price is $128
$143 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Lenox Pittsfield
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (839 reviews)
  • cleanliness
    Experience Lenox from a central motel with a pool and friendly staff at your service.
The price is $79
$88 total
includes taxes & fees
Mar 14 - Mar 15
Howard Johnson by Wyndham Lenox
Lobby
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (872 reviews)
The price is $95
$128 total
includes taxes & fees
Apr 12 - Apr 13
Berkshire Mountain Lodge
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Relaxing Berkshires retreat with indoor pool near Tanglewood Music Center.
The price is $111
$124 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn & Suites Berkshires-Lenox
Property entrance
Hotel On North
Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (830 reviews)
  • cleanliness
    Experience refined comfort in the heart of Pittsfield, steps from transportation.
The price is $149
$166 total
includes taxes & fees
Mar 15 - Mar 16
Hotel On North
50-inch flat-screen TV with cable channels, TV, streaming services
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (358 reviews)
The price is $102
$114 total
includes taxes & fees
Mar 15 - Mar 16
The Central Downtown Inn & Suites
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Unwind in Lenox with mountain vistas, seasonal pools, and easy Berkshire access.
The price is $93
$103 total
includes taxes & fees
Mar 22 - Mar 23
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Located in Pittsfield, the hotel offers peaceful rooms near Berkshire attractions.
The price is $122
$137 total
includes taxes & fees
Mar 14 - Mar 15
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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Top landmarks in Chatham

The Mac-Haydn Theatre

The Mac-Haydn Theatre delivers Broadway-caliber musicals in an intimate in-the-round setting where every seat feels front row. Catch professional NYC talent performing just feet away during their summer season.
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Learn more about Chatham

The region around Chatham is home to attractions such as The Mac-Haydn Theatre and Van Alen House.

See all hotels in Chatham
Tracy Memorial Village Hall, Chatham, New York

Check out reviews of Chatham hotels guests love

Berkshires Untold

Berkshires Untold

8/10 Good
"Room was clean. Redone motel"
Bessie 1-night trip
Posted 7 hours ago
Berkshires Untold

Frequently asked questions

Can I book a refundable hotel in Chatham?
If you want the flexibility to change your plans to Chatham, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chatham if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 14 vacation homes.
What will the weather in Chatham be like during my vacation?
July and August are typically the warmest months in Chatham when the average temp is 67°F. January and February are the coldest months when the average temperature is 29°F. October and August are the months with the most rain.
Why should I book my Chatham accommodation with Hotels.com?
There are lots of reasons to book your Chatham trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.