Find hotels in Chatham, NY from $86

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Compare 1,587 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"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
$110 nightly
The price is $122
Dec 9 - Dec 10
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (799)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$93 nightly
The price is $104
Nov 19 - Nov 20
Total with taxes and fees
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Great stay!"
United States
Ann
$77 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1000)
"Room was spotless, staff very friendly."
United States
amber
$105 nightly
The price is $117
Nov 29 - Nov 30
Total with taxes and fees
Comfort Inn & Suites East Greenbush - Albany

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2137)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
$126 nightly
The price is $141
Dec 1 - Dec 2
Total with taxes and fees
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (961)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Nov 21 - Nov 22
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$164 nightly
The price is $183
Nov 19 - Nov 20
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

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, (785)
"Place was great!"
United States
Benjamin
$140 nightly
The price is $156
Nov 20 - Nov 21
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (759)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$120 nightly
The price is $135
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Mountain Lodge

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$180 nightly
The price is $202
Dec 15 - Dec 16
Total with taxes and fees
The Red Lion Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
$105 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (852)
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
$101 nightly
The price is $112
Nov 21 - Nov 22
Total with taxes and fees
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
Hudson
8.8 out of 10, Excellent, (540)
"Very nice hotel Great staff, clean and modern Unique restoration of an old candle factory Highly recommend if you're in Hudson NY "
United States
Thomas
$203 nightly
The price is $229
Nov 30 - Dec 1
Total with taxes and fees
The Wick, Hudson, A Tribute Portfolio Hotel

Howard Hotel

2.0 star property
Hudson
10.0 out of 10, Exceptional, (98)
"Lovely hotel in a very good location near to many shops and dining options. The room Was clean with comfortable beds. "
United States
Sandra
$152 nightly
The price is $171
Nov 25 - Nov 26
Total with taxes and fees
Howard Hotel

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (797)
"Clean room and staff was super friendly"
United States
Yuen
$133 nightly
The price is $149
Dec 7 - Dec 8
Total with taxes and fees
Hotel On North

St. Charles Hotel

2.0 star property
Hudson
6.8 out of 10, (845)
"The breakfast and proximity to everything. "
United States
Mary-Linda
$161 nightly
The price is $182
Nov 23 - Nov 24
Total with taxes and fees
St. Charles Hotel

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (873)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
$111 nightly
The price is $127
Dec 6 - Dec 7
Total with taxes and fees
Hampton Inn & Suites Albany-East Greenbush

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
$129 nightly
The price is $146
Nov 19 - Nov 20
Total with taxes and fees
Nautical Nest

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
$133 nightly
The price is $150
Nov 19 - Nov 20
Total with taxes and fees
Micosta Leisure Inn

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (182)
"Very nice clean place in a beautiful area. "
United States
Wayne
$140 nightly
The price is $157
Nov 19 - Nov 20
Total with taxes and fees
the Alander
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Stay near popular Chatham attractions

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.

Tracy Memorial Village Hall, Chatham, New York

Top Chatham Hotel Reviews

More cheap stays in Chatham

Hotels in Chatham with star-rating

Find out more about Chatham

Top reasons to visit Chatham

  • Outdoor Adventures: Chatham is perfect for outdoor enthusiasts, offering activities like skiing and exploring stunning lakes and nature preserves.
  • Charming Downtown: Stroll through quaint streets lined with cozy cottages and unique shops, perfect for leisurely exploration.
  • Rich Cultural Experiences: Enjoy local theater performances and delve into Chatham's history at various historic sites.
  • Romantic Getaways: The scenic beauty and cozy atmosphere make Chatham an ideal destination for couples.
  • Diverse Accommodations: Choose from charming bed and breakfasts to unique agritourism properties tailored to all travelers.

Find the best attractions near Chatham

Chatham, New York, is perfect for a romantic and scenic outdoor getaway. Visitors can explore stunning lakes, historic sites, and nature preserves, making it an ideal destination for those seeking culture, outdoor adventures, and family-friendly experiences. Whether you're enjoying the natural beauty or delving into the local history, Chatham offers a delightful mix of attractions that will make your vacation memorable.

  • Martin Van Buren National Historic Site: Explore the home of the eighth president of the United States, Martin Van Buren. This historic site offers a glimpse into early American politics and culture, surrounded by beautiful landscapes and guided tours that delve into his legacy.
  • Art Omi International Arts Center - Fields Sculpture Park: Discover a unique outdoor space featuring large-scale sculptures by renowned artists. Perfect for families, this park presents an engaging blend of art and nature, inviting visitors to stroll and appreciate contemporary sculptures in a serene setting.
  • Kinderhook Lake: Enjoy the serene beauty of Kinderhook Lake, ideal for relaxation, picnics, or romantic sunsets. With scenic views and opportunities for outdoor activities, it’s a perfect spot for swimming, kayaking, or simply unwinding by the water.

The nearest major airports for your trip to Chatham

When planning your trip to Chatham, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 55 miles away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is closer at 29 miles, featuring hotels such as Park Manor Hotel and The Landing Hotel, both 8 miles from the airport. For the closest option, Hudson, NY (HCC-Columbia County) is only 8 miles away, with hotels like The Wick, Hudson, a Tribute Portfolio Hotel, 5 miles from the airport, offering convenient transportation services.

Frequently asked questions

When is the best time to go to Chatham?
The most popular time to visit Chatham is during the summer months, especially July. This is when the weather is at its finest, with average temperatures ranging from the upper 70s to low 80s Fahrenheit, creating the superb backdrop for exploring the charming coastal town and its stunning surroundings. The warm, sunny days invite outdoor adventures, from leisurely beach walks to biking along scenic trails.

During the peak season from June through August, Chatham buzzes with activity. Visitors can indulge in a variety of outdoor pursuits, such as sailing, kayaking, or simply soaking up the sun on one of the beautiful beaches. The vibrant atmosphere is complemented by local events, including art shows and festivals, which provide a wonderful opportunity to immerse yourself in the community spirit.

For those seeking a more tranquil experience, consider visiting in September. This month often features pleasant weather with slightly cooler temperatures, making it ideal for hiking and enjoying the beautiful fall foliage. Additionally, you may find accommodations and activities to be more budget-friendly, allowing you to enjoy the area's charm without the summer crowds.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chatham.
How can I save on a Chatham hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chatham hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chatham hotel?
Prices for hotels in Chatham often vary, but you can find a great deal from $86 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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