Find hotels in Chatham, NY from NT$2,191

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chatham hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1006)
"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 NT$3,156
NT$3,525 total
includes taxes & fees
Dec 23 - Dec 24
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is NT$2,783
NT$3,109 total
includes taxes & fees
Dec 17 - Dec 18
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (811)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is NT$3,419
NT$3,819 total
includes taxes & fees
Dec 10 - Dec 11
Berkshires Untold

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is NT$3,242
NT$3,963 total
includes taxes & fees
Dec 16 - Dec 17
Vacation Village in the Berkshires

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
The price is NT$2,949
NT$3,273 total
includes taxes & fees
Jan 8 - 2026/1/9
Comfort Inn & Suites East Greenbush - Albany

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, (797)
"Place was great!"
United States
Benjamin
The price is NT$3,558
NT$4,585 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is NT$5,210
NT$5,995 total
includes taxes & fees
Dec 10 - Dec 11
The Cornell Inn, Lenox & The Berkshires

Pocketbook Hotel and Bath

2.0 star property
Hudson
8.4 out of 10, Very Good, (10)
"The room was very nice, and the staff was great"
United States
Kienan
The price is NT$7,297
NT$9,655 total
includes taxes & fees
Dec 29 - Dec 30
Pocketbook Hotel and Bath

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
The price is NT$4,717
NT$6,665 total
includes taxes & fees
Jan 6 - 2026/1/7
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,868
NT$3,203 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is NT$3,022
NT$3,375 total
includes taxes & fees
Dec 14 - Dec 15
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, (857)
"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
The price is NT$3,430
NT$3,807 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (784)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

Howard Hotel

2.0 star property
Hudson
10.0 out of 10, Exceptional, (104)
"Lovely hotel in a very good location near to many shops and dining options. The room Was clean with comfortable beds. "
United States
Sandra
The price is NT$4,257
NT$4,810 total
includes taxes & fees
Dec 15 - Dec 16
Howard Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
Hudson
8.8 out of 10, Excellent, (544)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is NT$6,548
NT$7,399 total
includes taxes & fees
Dec 23 - Dec 24
The Wick, Hudson, A Tribute Portfolio Hotel

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
The price is NT$4,052
NT$4,538 total
includes taxes & fees
Dec 12 - Dec 13
Micosta Leisure Inn

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (881)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is NT$3,467
NT$3,958 total
includes taxes & fees
Dec 19 - Dec 20
Hampton Inn & Suites Albany-East Greenbush

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (187)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is NT$4,365
NT$4,889 total
includes taxes & fees
Dec 10 - Dec 11
the Alander

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is NT$3,704
NT$4,297 total
includes taxes & fees
Jan 5 - 2026/1/6
Nautical Nest

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (706)
"Great hospitality "
United States
regina maria
The price is NT$3,186
NT$3,559 total
includes taxes & fees
Dec 15 - Dec 16
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.
Save an average of 15% on thousands of hotels when you're signed in

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 skiing, hiking, and beautiful lakes for a variety of activities.
  • Charming Downtown: Explore picturesque downtown cottages and enjoy the quaint atmosphere, complete with unique shops and local dining.
  • Rich History: Discover local historic sites and cultural experiences that tell the story of Chatham's past.
  • Vibrant Nightlife: Enjoy a lively nightlife with performances at local theaters and cozy bars, perfect for couples and friends.
  • Welcoming Accommodations: Choose from charming bed & breakfasts and pet-friendly hotels for a delightful stay.

Find great hotels near Chatham

Discover charming accommodations in Chatham, New York, where you can enjoy a delightful mix of agritourism properties and cozy bed & breakfasts. Ideal for families and adventure seekers alike, many hotels offer pet-friendly services to ensure your furry friends can join the fun. Explore the best hotels in the area, read reviews, and find competitive room rates for an unforgettable vacation experience.

  • Best Western Plus Berkshire Hills Inn & Suites: Nestled 24.1km from Chatham, Best Western Plus Berkshire Hills Inn & Suites offers a welcoming atmosphere perfect for families, business travelers, and pet owners. This hotel features a range of child-friendly amenities, including games and first aid kits, ensuring a comfortable stay for families. With a pet-friendly policy that includes a designated dog exercise area, it’s an excellent choice for those traveling with furry companions. The hotel’s commitment to service and comfort makes it a standout option for any traveler.
  • Comfort Inn & Suites East Greenbush - Albany: Located 25.7km from Chatham, Comfort Inn & Suites East Greenbush - Albany caters to both business travelers and pet owners seeking convenience and comfort. This hotel facilitates a seamless stay with its welcoming environment for pets, allowing both dogs and cats. Guests can enjoy easy access to business amenities while relishing in a cozy atmosphere. The friendly staff and modern facilities further enhance the experience, making it a reliable choice for travelers looking for a practical stay.
  • Spark by Hilton West Coxsackie: Situated 19.3km from Chatham, Spark by Hilton West Coxsackie is an innovative and vibrant hotel ideal for families and business travelers alike. The property offers a selection of amenities for children, including cribs available for a fee. With a flexible pet policy that permits various pets, this hotel ensures that no family member is left behind. Guests appreciate the modern design and energetic ambiance, making it a refreshing choice for a memorable getaway.

Where to stay near Chatham

Chatham, New York, offers a delightful blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Explore picturesque downtown cottages and enjoy breathtaking views of the surrounding landscapes. Nearby cities provide a family-friendly atmosphere, historical charm, and budget-friendly options for all types of travelers. Whether you seek a memorable getaway or a relaxing retreat, Chatham promises a warm and welcoming experience with its friendly locals and stunning environment.

  • Ghent: Located a mere 4.8km from Chatham, Ghent offers a charming escape for those seeking a blend of outdoor adventure and romantic scenery. With its picturesque landscapes, visitors can enjoy activities such as skiing at nearby resorts or exploring the local parks and lakes. The area's natural beauty makes it a perfect spot for couples or families looking to connect with nature while enjoying various outdoor pursuits. Ghent's small-town atmosphere combined with its outdoor appeal ensures a memorable experience throughout the year, especially during the warmer months from June to August.
  • Hudson: Situated 14.8km from Chatham, Hudson is a vibrant city known for its adventurous spirit and stunning scenery. Visitors flock to Hudson primarily between July and September, drawn by the array of outdoor activities available. The city features ski resorts and fields, making it a hotspot for winter sports enthusiasts. Beyond skiing, Hudson boasts beautiful lakes and mountains, creating a perfect backdrop for hiking and exploration. The unique blend of adventure and natural beauty makes Hudson a must-visit destination for those looking to immerse themselves in the great outdoors.
  • East Chatham: Just 8.0km from Chatham, East Chatham is a delightful city that encapsulates romance and outdoor experiences. Known for its music concerts and theater performances, this charming locale offers visitors a chance to indulge in cultural events while enjoying the fresh air. The area is also home to beautiful lakes and mountains, perfect for outdoor enthusiasts looking to ski or explore nature. With a peak visitor season from June to July and September, East Chatham provides an inviting atmosphere for both relaxation and adventure, making it an ideal stop on your travel itinerary.

Things to do in and around Chatham

Chatham, New York, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy activities like skiing on scenic slopes or catching a performance at the local theater. The charming scenery and vibrant nightlife add to the allure, making it a perfect spot for a memorable vacation. Whether you're hitting the ski fields or exploring the town's nightlife, Chatham offers a delightful mix of adventure and relaxation.

Shopping

In Chatham, visit Hoffman's Pottery, Charles H. Baldwin & Sons, and Stoddard Corner for unique gifts and souvenirs. If you're up for a drive, explore these stores, each located 19.3km away, offering a charming selection of local crafts and products.

Recreation

Tanglewood Music Center offers an enchanting musical experience, just 24.1km from Chatham, perfect for relaxation and inspiration. Lake Mansfield Park, 25.7km away, invites you to unwind amidst nature, while Kennedy Park, also 25.7km from Chatham, provides a serene space for rejuvenation and tranquility.

Adventure

Experience the thrill of winter sports at Catamount Ski Area, located 24.1km from Chatham, offering excellent skiing opportunities. Explore the scenic High Falls Trail, 14.5km away, perfect for hiking enthusiasts. For an exhilarating day, visit Catamount Aerial Adventure Park, 22.5km distant, featuring exciting ziplining and rope courses.

Nightlife

In Chatham, the Mac-Haydn Theatre offers an intimate atmosphere with captivating performances, while the nearby Max and Lillian Katzman Theater and Shakespeare and Company provide enriching cultural experiences. Enjoy a romantic night filled with entertainment in this charming region.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chatham

To save money during your visit to Chatham, consider traveling in March or from December to January for lower accommodation rates, while avoiding the pricier summer months. Booking your stay on a Monday can also help reduce costs compared to Saturdays. Utilize Expedia's search tool to filter by budget and explore eco-friendly hotel options. Additionally, consider package deals that combine flights, hotels, and activities for extra savings. Don't forget to look for special offers and discounts on beverages to further enhance your budget-friendly experience.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chatham are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chatham is Monday. The most expensive day to stay in Chatham is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and customize your preferences. You can easily sort the results to display hotels from the lowest to highest price, allowing you to find the most affordable options first. Additionally, you can refine your search by hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chatham with your flights and activities through an Expedia package deal.

Find the best attractions near Chatham

Chatham, New York, offers a delightful blend of outdoor adventures and romantic scenery, perfect for a memorable vacation. Visitors can explore beautiful lakes, historic sites, and local libraries, all catering to those seeking cultural experiences and family-friendly activities. Whether you're enjoying a serene day by the water or delving into the town's rich history, Chatham promises a charming getaway filled with diverse attractions.

  • Martin Van Buren National Historic Site: Explore the former home of the eighth President of the United States, where you can immerse yourself in rich American history and culture. The site features beautifully preserved grounds and informative exhibits that showcase the life and contributions of Van Buren.
  • Art Omi International Arts Center - Fields Sculpture Park: This outdoor sculpture garden offers a unique blend of art and nature, featuring large-scale sculptures set against a picturesque landscape. It's a perfect spot for families to enjoy a leisurely walk while appreciating contemporary art.
  • Kinderhook Lake: A serene destination ideal for relaxation and romance, Kinderhook Lake boasts scenic views and beach access. Enjoy swimming, picnicking, or simply soaking in the beautiful surroundings with loved ones.

Best time to go to Chatham

The best time to visit Chatham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chatham falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chatham falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyAverageAverage
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.7°F (7.6°C)Light RainMostly CloudyAverageAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
September62.6°F (17.0°C)Light RainMostly SunnySlightly HighAverage
October51.4°F (10.8°C)Light RainMostly SunnySlightly LowSlightly High
November39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage
December31.1°F (-0.5°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Chatham

When planning your visit to Chatham, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 88.5km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany Intl.) is closer at 46.7km, featuring the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. For the nearest option, Hudson, NY (HCC-Columbia County) is only 12.9km away, with hotels like The Wick, Hudson, 8.0km from the airport, offering convenient transportation services.

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 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! 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 & Suites Pittsfield-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 Martin Van Buren National Historic Site and Kinderhook 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.

Explore a world of travel with Expedia