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Check prices for these dates

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Mar 16 - Mar 17
Tomorrow
Mar 17 - Mar 18
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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Our top choices for Chatham hotels

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)
"Room was awesome and very clean "
United States
Ryanashley
The price is ￥17,969
￥23,195 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,305 reviews)
"Great place in Williamstown. Near ski resort."
United States
Jason
The price is ￥16,607
￥20,301 total
includes taxes & fees
Mar 17 - Mar 18
Vacation Village in the Berkshires
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is ￥21,420
￥31,063 total
includes taxes & fees
Apr 7 - Apr 8
The Red Lion Inn
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, staff courtesy, breakfast."
United States
Chris
The price is ￥13,441
￥15,013 total
includes taxes & fees
Apr 6 - Apr 7
Quality Inn Lee - Lenox South
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
"Nice rooms, very clean place"
United States
Padgett
The price is ￥27,170
￥30,431 total
includes taxes & fees
Apr 16 - Apr 17
Little Cat Lodge
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, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is ￥14,663
￥16,379 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property amenity

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (343 reviews)
"Yes room was very spotless and staff were amazing! "
United States
Rachel
The price is ￥18,848
￥20,356 total
includes taxes & fees
Apr 12 - Apr 13
voco James Newbury Hudson Valley by IHG
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (876 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ￥14,909
￥20,222 total
includes taxes & fees
Apr 14 - Apr 15
Berkshire Mountain Lodge
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (294 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
The price is ￥20,932
￥24,550 total
includes taxes & fees
Mar 20 - Mar 21
Lakehouse 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)
"Good to stay. "
United States
Ibinabo
The price is ￥8,804
￥9,834 total
includes taxes & fees
Apr 3 - Apr 4
Econo Lodge Lee - Great Barrington
Lobby

Four Points by Sheraton Albany

Four Points by Sheraton Albany
3.0 star property
Albany
9.0 out of 10, Wonderful, (566 reviews)
"We had a very comfortable stay. Clean room, comfy bed and friendly staff."
United States
Emily
The price is ￥19,966
￥22,862 total
includes taxes & fees
Apr 2 - Apr 3
Four Points by Sheraton Albany
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is ￥49,432
￥59,800 total
includes taxes & fees
Mar 29 - Mar 30
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (833 reviews)
"Great friendly and helpful staff. The building is fantastic and the rooms have a very cool vibe and are very clean! "
United States
Ali
The price is ￥23,800
￥26,584 total
includes taxes & fees
Mar 17 - Mar 18
Hotel On North
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is ￥15,174
￥16,949 total
includes taxes & fees
Mar 17 - Mar 18
Sunset Inn
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Easy check-in; accommodating staff; clean room. Convenient but also quiet location."
United States
Nathaniel
The price is ￥14,799
￥16,531 total
includes taxes & fees
Mar 23 - Mar 24
The Yankee, Trademark Collection by Wyndham
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (874 reviews)
"Really cute spaces. Comfy beds and great location."
United States
Erin
The price is ￥11,155
￥12,460 total
includes taxes & fees
Apr 1 - Apr 2
Berkshires Untold
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (217 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ￥15,332
￥17,172 total
includes taxes & fees
Mar 17 - Mar 18
Chatham Travel Lodge
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, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is ￥17,888
￥19,980 total
includes taxes & fees
Mar 29 - Mar 30
Best Western Plus Berkshire Hills Inn & Suites
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is ￥38,144
￥44,738 total
includes taxes & fees
Mar 27 - Mar 28
The Inn at Stockbridge
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
10.0 out of 10, Exceptional, (1 review)
The price is ￥23,960
￥26,764 total
includes taxes & fees
Mar 17 - Mar 18
The Berkshire Mountain Inn
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was perfect and picture perfect. Only downside is the hot water is very limited be cautious with how much you need and wait in between showers for hot water."
Anna 1-night trip
Posted 1 hour ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

More cheap stays in Chatham

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is ￥10,726 per night from Apr 5 to Apr 6
￥10,726
￥11,980 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)

Frequently asked questions

What's the best place to stay in Chatham?
Located 20.8 mi (33.5 km) from the heart of Chatham, Vacation Village in the Berkshires is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Country Inn & Suites by Radisson, Downtown Albany New York. See all available top hotels, or vacation rentals in Chatham.
What are some of the best vacation home rentals in Chatham?
Family Ski Getaway in the Berkshires: You might want to consider this vacation home rental near Chatham, which is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG 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 25 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 Van Alen House and Martin Van Buren National Historic Site 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.

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