Find hotels in Chatham, NY from NT$2,850

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Our top choices for Chatham hotels

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, (1000)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,401
NT$2,682 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Plus Berkshire Hills Inn & Suites

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,913
NT$3,254 total
includes taxes & fees
Jan 4 - 2026/1/5
The Yankee, Trademark Collection by Wyndham

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (115)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is NT$4,056
NT$5,739 total
includes taxes & fees
Jan 6 - 2026/1/7
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is NT$4,245
NT$4,741 total
includes taxes & fees
Jan 4 - 2026/1/5
Element Lenox Berkshires

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)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NT$3,154
NT$3,523 total
includes taxes & fees
Jan 14 - 2026/1/15
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"My go to place for my ski weekends"
United States
Ryan
The price is NT$2,379
NT$2,657 total
includes taxes & fees
Jan 8 - 2026/1/9
Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very Good, (985)
"Perfect spot for an overnight stay when coming to the area"
United States
Lisa
The price is NT$2,610
NT$2,819 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

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, (998)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is NT$2,773
NT$3,098 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is NT$2,484
NT$2,775 total
includes taxes & fees
Dec 28 - Dec 29
Howard Johnson by Wyndham Lenox

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is NT$3,490
NT$3,829 total
includes taxes & fees
Jan 5 - 2026/1/6
Shaker Mill Inn

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (563)
"The staff were very friendly and accommodating "
United States
Tom
The price is NT$2,358
NT$2,634 total
includes taxes & fees
Dec 28 - Dec 29
Travelodge by Wyndham Great Barrington Berkshires

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (190)
"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$4,402
NT$4,930 total
includes taxes & fees
Dec 27 - Dec 28
the Alander

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (126)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is NT$3,735
NT$4,333 total
includes taxes & fees
Jan 4 - 2026/1/5
Nautical Nest

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (795)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is NT$3,103
NT$4,168 total
includes taxes & fees
Jan 11 - 2026/1/12
Berkshire Mountain Lodge

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1000)
"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is NT$2,599
NT$2,903 total
includes taxes & fees
Jan 11 - 2026/1/12
Quality Inn Lee - Lenox South

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, (710)
"Great hospitality "
United States
regina maria
The price is NT$3,364
NT$3,758 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NT$4,685
NT$6,638 total
includes taxes & fees
Jan 26 - 2026/1/27
The Red Lion Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NT$4,021
NT$4,491 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Lenox Pittsfield

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1001)
"Quiet, breakfast"
United States
Patricia
The price is NT$2,913
NT$3,234 total
includes taxes & fees
Jan 11 - 2026/1/12
Fairfield Inn & Suites Albany East Greenbush
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

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 Comfort Inn Glenmont - Albany South and The Yankee, Trademark Collection by Wyndham. 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. Comfort Inn Glenmont - Albany South and The Yankee, Trademark Collection by Wyndham 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.

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