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7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
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7 Nov - 9 Nov
Next weekend
14 Nov - 16 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, (1003)
"Good for one night stay"
United States
Marla
The price is ฿3,552
฿3,968 total
includes taxes & fees
30 Nov - 1 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, (791)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is ฿3,001
฿3,353 total
includes taxes & fees
23 Nov - 24 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, (1003)
"Nice place for some rest, breakfast was very good, variety and great selection "
United States
William
The price is ฿3,415
฿3,790 total
includes taxes & fees
16 Nov - 17 Nov
Comfort Inn & Suites East Greenbush - Albany
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2124)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is ฿2,981
฿3,686 total
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires
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, (941)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ฿3,175
฿3,546 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is ฿3,287
฿3,671 total
includes taxes & fees
18 Nov - 19 Nov
The Yankee, Trademark Collection by Wyndham
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, (1000)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
The price is ฿4,173
฿5,928 total
includes taxes & fees
10 Nov - 11 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, (748)
"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, (779)
"Place was great!"
United States
Benjamin
The price is ฿3,701
฿4,588 total
includes taxes & fees
9 Nov - 10 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 ฿4,860
฿6,876 total
includes taxes & fees
13 Nov - 14 Nov
The Red Lion Inn
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 ฿5,205
฿5,881 total
includes taxes & fees
10 Nov - 11 Nov
St. Charles Hotel
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, (56)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
The price is ฿3,828
฿4,276 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property
Howard Hotel

Howard Hotel

2.0 star property
Hudson
10.0 out of 10, Exceptional, (94)
"spacious room and self check in!"
United States
Gabrielle
The price is ฿4,423
฿4,998 total
includes taxes & fees
13 Nov - 14 Nov
Howard Hotel
American cuisine
the Alander

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (180)
"Very nice clean place in a beautiful area. "
United States
Wayne
The price is ฿4,536
฿5,080 total
includes taxes & fees
11 Nov - 12 Nov
the Alander
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (792)
"Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! "
United States
Ann
The price is ฿4,321
฿4,827 total
includes taxes & fees
23 Nov - 24 Nov
Hotel On North
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, (539)
"Gorgeous hotel next to the adorable historic district "
United States
Chandra
The price is ฿6,317
฿7,139 total
includes taxes & fees
23 Nov - 24 Nov
The Wick, Hudson, A Tribute Portfolio Hotel
Lobby
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 star property
Glenmont
7.8 out of 10, Good, (1003)
"Great hotel!"
United States
Carolann
The price is ฿2,817
฿3,226 total
includes taxes & fees
23 Nov - 24 Nov
Comfort Inn Glenmont - Albany South
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, (690)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
The price is ฿3,314
฿3,702 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 ฿3,402
฿3,776 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Premium bedding, memory-foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (122)
"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 ฿3,849
฿4,465 total
includes taxes & fees
11 Nov - 12 Nov
Nautical Nest
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

You can make plans for a show at The Mac-Haydn Theatre during your trip to Chatham. Stroll along this trendy area's riverfront or simply enjoy its cafes.
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. "
Lori 1-night trip
Posted 4 days ago
The Red Lion Inn

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 ฿2,559 per night from 10 Nov to 11 Nov
฿2,559
฿2,859 total
10 Nov - 11 Nov
includes taxes & fees
7.4/10 Good! (817 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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