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12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
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14 Nov - 16 Nov
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21 Nov - 23 Nov

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Top 10 Chatham hotels and places to stay

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is Rp1.826.111
Rp2.039.766 total
includes taxes & fees
12 Dec - 13 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (797)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is Rp1.542.927
Rp1.723.449 total
includes taxes & fees
20 Nov - 21 Nov
Berkshires Untold
Lobby
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1002)
"Room was spotless, staff very friendly."
United States
amber
The price is Rp1.755.332
Rp1.948.418 total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn & Suites East Greenbush - Albany
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is Rp1.678.723
Rp1.875.134 total
includes taxes & fees
7 Dec - 8 Dec
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, (951)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
The price is Rp1.468.883
Rp1.640.752 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2133)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
The price is Rp1.636.024
Rp2.010.133 total
includes taxes & fees
14 Nov - 15 Nov
Vacation Village in the Berkshires
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Very friendly staff. "
United States
Pamela
The price is Rp2.145.035
Rp3.047.092 total
includes taxes & fees
20 Nov - 21 Nov
The Cornell Inn, Lenox & The Berkshires
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (753)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
Berkshire Mountain Lodge
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, (781)
"Place was great!"
United States
Benjamin
The price is Rp2.250.788
Rp2.746.620 total
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is Rp2.487.406
Rp3.524.320 total
includes taxes & fees
16 Nov - 17 Nov
The Red Lion Inn
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (57)
"Room was far from spotless but overall good and nice breakfast. "
United States
Hannah
The price is Rp1.967.670
Rp2.197.888 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Free daily continental breakfast
St. Charles Hotel

St. Charles Hotel

2.0 star property
Hudson
6.8 out of 10, (841)
"Good beds and quiet room "
United States
Alex
The price is Rp2.675.465
Rp3.023.367 total
includes taxes & fees
19 Nov - 20 Nov
St. Charles Hotel
Front of property
Howard Hotel

Howard Hotel

2.0 star property
Hudson
10.0 out of 10, Exceptional, (96)
"Clean and bright room. Comfortable bed. Walking distance to train and many shops and restaurants. "
United States
Rachel
The price is Rp2.273.620
Rp2.569.191 total
includes taxes & fees
18 Nov - 19 Nov
Howard Hotel
American cuisine
the Alander

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (181)
"Very nice clean place in a beautiful area. "
United States
Wayne
The price is Rp2.664.640
Rp2.984.397 total
includes taxes & fees
20 Nov - 21 Nov
the Alander
Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
Hudson
8.8 out of 10, Excellent, (540)
"Gorgeous hotel next to the adorable historic district "
United States
Chandra
The price is Rp3.247.530
Rp3.669.708 total
includes taxes & fees
24 Nov - 25 Nov
The Wick, Hudson, A Tribute Portfolio Hotel
Free buffet breakfast
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (848)
"Clean, quiet, and comfortable stay. The staff was polite and very helpful throughout my visit, and as a solo female traveler, I felt completely safe and at ease. I didn’t try the breakfast, but it looked and smelled great when I passed by. Would definitely stay again!"
United States
Brandi
The price is Rp1.748.670
Rp1.941.024 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (796)
"Clean room and staff was super friendly"
United States
Yuen
The price is Rp2.221.465
Rp2.481.376 total
includes taxes & fees
19 Nov - 20 Nov
Hotel On North
Lobby
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 star property
Glenmont
7.8 out of 10, Good, (1000)
"Great hotel!"
United States
Carolann
The price is Rp1.468.716
Rp1.681.681 total
includes taxes & fees
24 Nov - 25 Nov
Comfort Inn Glenmont - Albany South
Premium bedding, memory-foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
The price is Rp2.183.575
Rp2.532.947 total
includes taxes & fees
17 Nov - 18 Nov
Nautical Nest
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (692)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
The price is Rp1.786.258
Rp1.995.250 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Great Barrington 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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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 Labour 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

Four Points by Sheraton Albany

Four Points by Sheraton Albany

10/10 Excellent
"Was an excellent stay. Place is primo. Travel a lot. This hotel rose to the top. Comfortable, 12 noon checkout. Yes!"
terrence 3-night trip
Posted 7 days ago
Four Points by Sheraton Albany

More cheap stays in Chatham

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is Rp1.315.666 per night from 14 Nov to 15 Nov
Rp1.315.666
Rp1.469.549 total
14 Nov - 15 Nov
includes taxes & fees
7.4/10 Good! (818 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 traveller data. Other good choices for your stay in the area are Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG. 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! Most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.
What are some accommodation options 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 & Suites Pittsfield-Berkshires by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Chatham.
What is staying in Chatham like?
Visitors can enjoy all that Chatham has to offer, including the theatres and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 25 hotels and other accommodation options to choose from. Find out more about Chatham.
What are the top places to visit in Chatham?
A favourite place to visit is The Mac-Haydn Theatre. You'll also find Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site in the area. Take a look at what more there is to see and do in Expedia's Chatham guide.
What's the seasonal weather in Chatham?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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