Aerial scene of Chatham, Ontario, Canada

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Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28

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Our top choices for Chatham hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is ₩168,715
₩188,454 total
includes taxes & fees
Jun 16 - Jun 17
The Yankee Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is ₩174,784
₩195,233 total
includes taxes & fees
Jun 16 - Jun 17
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is ₩142,695
₩159,384 total
includes taxes & fees
Jun 18 - Jun 19
Quality Inn Great Barrington
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (107 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ₩212,411
₩237,263 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩226,066
₩247,994 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (102 reviews)
"The restaurant and the hotel worked hand-in-hand, and were efficiently ran together as one property. Reminded me of the Inns and pubs in England. The staff treated us as one of the locals. Room was comfortable, neat and clean. Definitely will stay again even if it’s off our route when we travel through. Will plan for this location when possible. Overall a fantastic stay."
United States
Samuel
The price is ₩170,687
₩189,470 total
includes taxes & fees
Jun 16 - Jun 17
Gregory House Country Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is ₩99,666
₩111,637 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Travel Lodge
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (248 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ₩270,065
₩357,214 total
includes taxes & fees
Jul 16 - Jul 17
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (868 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is ₩116,750
₩130,420 total
includes taxes & fees
Jun 22 - Jun 23
Monument Mountain Motel
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (566 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is ₩133,515
₩149,137 total
includes taxes & fees
Jun 17 - Jun 18
The Little Lion
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, (867 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is ₩119,860
₩133,884 total
includes taxes & fees
Jun 16 - Jun 17
Howard Johnson by Wyndham Lenox
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very Good, (135 reviews)
"Nice friendly staff, offers Continental breakfast, clean facility and affordable pricing- definitely recommended!"
United States
Juan
The price is ₩148,050
₩159,894 total
includes taxes & fees
Jul 7 - Jul 8
Spark by Hilton West Coxsackie
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is ₩205,052
₩229,044 total
includes taxes & fees
Jul 8 - Jul 9
Quality Inn Lee - Lenox South
Signature Apartment | Private kitchen | Shared fridge, espresso maker, coffee/tea maker, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (152 reviews)
"Great location, spacious rooms, comfortable and well decorated"
United States
Jack
The price is ₩207,132
₩234,058 total
includes taxes & fees
Jun 24 - Jun 25
Howard Hotel
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is ₩109,240
₩119,837 total
includes taxes & fees
Jun 16 - Jun 17
Pleasant Valley Motel West Stockbridge
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (53 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ₩292,490
₩326,712 total
includes taxes & fees
Jun 22 - Jun 23
Wilder House Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (987 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is ₩215,120
₩240,289 total
includes taxes & fees
Jun 17 - Jun 18
Berkshires Untold
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is ₩229,404
₩256,244 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Lake Lodge
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (583 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is ₩119,860
₩133,884 total
includes taxes & fees
Jun 16 - Jun 17
Travelodge by Wyndham Great Barrington Berkshires
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (979 reviews)
"Very quiet and clean will book again"
United States
Sade
The price is ₩184,547
₩240,034 total
includes taxes & fees
Jun 25 - Jun 26
Berkshire Mountain Lodge
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

The Mac-Haydn Theatre

This intimate theater-in-the-round presents professional summer musicals with New York City talent. Every seat offers an immersive view of the dynamic performances, running from Memorial Day through Labor Day.
See properties

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.

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

Top Chatham Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent
"We were in Albany for a concert and booked the Country Inn and Suites due to our usual hotel being booked. I have zero negative things to say about this property. The staff were extremely friendly and helpful. The property was well kept and maintained, very clean. Our room was great! And best of all, no hallway noise (at least for us)! I know if I find myself back in Albany and need a hotel, it will be this one vice the usual one we stay in."
Lindsey 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Downtown Albany New York

More cheap stays in Chatham

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is ₩142,695 per night from Jun 18 to Jun 19
₩142,695
₩159,384 total
Jun 18 - Jun 19
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)

Frequently asked questions

What's the best place to stay in Chatham?
Located 17.2 mi (27.7 km) from the heart of Chatham, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Country Inn & Suites by Radisson, Downtown Albany New York and Vacation Village in the Berkshires. See all available top hotels, or vacation rentals in Chatham.
If I need to cancel my hotel reservation in Chatham, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.
Where can I learn more about changing or cancelling my trip to Chatham?
To access more information about rescheduling or cancelling your trip to Chatham, head over to our customer service page.
Where is the best place to stay close to The Mac-Haydn Theatre?
Charming Farm House on 460 Acre Working Farm is one of the top choices for your stay based on our traveler data, and this property features in-room kitchens and private patios. It's located 2.6 mi (4.1 km) from The Mac-Haydn Theatre. Other good choices within 5 miles include Chatham Travel Lodge and Mile Hill B&B.
What are some accommodations with pools in Chatham?
Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. Vacation Village in the Berkshires and The Yankee Inn are a couple of other choices with an onsite pool. View all hotels with pools in Chatham.
What is the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Chatham like?
Visitors can enjoy all that Chatham has to offer including the theaters and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 24 hotels and other accommodations to choose from. Find out more about Chatham.
What should I do while I'm visiting Chatham?
A favorite place to visit is The Mac-Haydn Theatre. You'll also find Martin Van Buren National Historic Site and Queechy Lake in the area. Check out what more to see and do in Expedia's Chatham guide.
What's the seasonal weather like in Chatham?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.