Find hotels in Chatham, NY from $90

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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, (1001)
"Very friendly and good Breakfast."
United States
Jesse
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (1007)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
$93 nightly
The price is $103
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (114)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
$169 nightly
The price is $183
Jan 6 - Jan 7, 2026
Total with taxes and fees
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
$135 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$100 nightly
The price is $112
Jan 15 - Jan 16, 2026
Total with taxes and fees
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
$76 nightly
The price is $85
Jan 8 - Jan 9, 2026
Total with taxes and fees
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, (984)
"Perfect spot for an overnight stay when coming to the area"
United States
Lisa
$83 nightly
The price is $90
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
$67 nightly
The price is $74
Jan 1 - Jan 2, 2026
Total with taxes and fees
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, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$79 nightly
The price is $88
Dec 26 - Dec 27
Total with taxes and fees
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
$105 nightly
The price is $116
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$75 nightly
The price is $84
Dec 28 - Dec 29
Total with taxes and fees
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
$140 nightly
The price is $157
Dec 27 - Dec 28
Total with taxes and fees
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
$122 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$108 nightly
The price is $120
Jan 25 - Jan 26, 2026
Total with taxes and fees
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
$83 nightly
The price is $92
Jan 8 - Jan 9, 2026
Total with taxes and fees
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
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
$177 nightly
The price is $198
Jan 14 - Jan 15, 2026
Total with taxes and fees
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
$128 nightly
The price is $143
Jan 2 - Jan 3, 2026
Total with taxes and fees
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, (1002)
"Nice motel and easy to get to."
United States
lucille
$93 nightly
The price is $103
Jan 11 - Jan 12, 2026
Total with taxes and fees
Fairfield Inn & Suites Albany East Greenbush
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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 great hotels near Chatham

Chatham, New York, offers a delightful selection of accommodations, from charming bed and breakfasts to unique agritourism properties. Whether you're traveling with family, seeking pet-friendly options, or looking for an adventurous getaway, you'll find a variety of hotel services tailored to your needs. Explore the best hotels in Chatham, read reviews, and compare room rates to ensure a memorable stay in this picturesque destination.

  • Best Western Plus Berkshire Hills Inn & Suites: Ideal for both business and family travelers, Best Western Plus Berkshire Hills Inn & Suites offers a blend of comfort and convenience just 15 miles from Chatham. This hotel features a well-equipped business center, meeting rooms, and around-the-clock business services, making it perfect for professionals on the go. Families will appreciate the thoughtful amenities for children, including games and cribs (for a fee). Pet owners will find this hotel welcoming, with a dog exercise area and a pet-friendly policy that allows dogs. It's a fantastic choice for those seeking a versatile and accommodating stay.
  • Comfort Inn & Suites East Greenbush - Albany: Located 16 miles from Chatham, Comfort Inn & Suites East Greenbush - Albany is a pet-friendly haven that caters to business travelers and their furry companions. With multiple meeting rooms and a focus on professional amenities, this hotel is designed for those who need to balance work with leisure. The welcoming atmosphere extends to pets, with both cats and dogs allowed, ensuring that your four-legged friends can join the adventure. Guests can enjoy a comfortable stay with all the essentials at hand, making it a smart choice for any traveler.
  • Spark by Hilton West Coxsackie: Spark by Hilton West Coxsackie, just 12 miles from Chatham, is an excellent choice for families, business travelers, and pet owners alike. The hotel boasts modern business facilities, including a 24-hour business center and meeting spaces, making it easy to stay productive during your visit. Families will find amenities for kids, such as cribs available for a fee. Additionally, the pet-friendly policy allows dogs, ensuring that your beloved pets are included in your travel plans. With its welcoming vibe and thoughtful amenities, Spark provides a refreshing and enjoyable stay.

Where to stay near Chatham

Chatham, New York, offers a charming escape perfect for outdoor enthusiasts and couples alike. With its breathtaking views and friendly atmosphere, visitors can explore quaint downtown streets lined with cozy cottages and unique shops. Nearby regions provide family-friendly activities and historical attractions, ensuring a memorable getaway. Whether you're seeking relaxation or adventure, Chatham's scenic beauty and welcoming vibe make it an ideal vacation destination.

  • Ghent: Nestled a mere 3 miles from Chatham, Ghent offers a charming escape for those seeking outdoor adventures and picturesque scenery. The town is perfect for a romantic getaway, especially during the warmer months of June through August when visitor numbers peak. Thrill-seekers can enjoy skiing at nearby resorts, while nature lovers will appreciate the stunning lakes and mountains that surround the area. Whether you're hitting the slopes or simply enjoying the breathtaking views, Ghent promises a delightful experience.
  • Hudson: Located 13 miles from Chatham, Hudson is a vibrant city that attracts visitors year-round, with peak travel seasons occurring from July to September. Known for its adventurous spirit, this city offers a variety of outdoor activities, including skiing and exploring scenic landscapes. With its charming tourist precinct, Hudson is an ideal spot for those looking to immerse themselves in local culture and nature. Experience the unique blend of art, history, and outdoor exploration that Hudson has to offer.
  • East Chatham: Just 5 miles from Chatham, East Chatham is a delightful destination for outdoor enthusiasts and those seeking a romantic ambiance. This city sees its highest number of visitors from June to July and September, attracting those eager to explore its theaters and music concerts. With close proximity to a national state park, as well as beautiful lakes and mountains, East Chatham provides a perfect backdrop for both adventure and relaxation, making it a must-visit on your trip.

Things to do in and around Chatham

Chatham, New York, is perfect for outdoor and romantic getaways, offering stunning scenery and various activities. Visitors can enjoy skiing at local ski fields, catch a performance at the theater, and explore the charming surroundings. For those seeking nightlife, Chatham provides a cozy atmosphere to unwind after a day of adventure. Whether you're looking to connect with nature or enjoy intimate moments, Chatham has something to make your vacation unforgettable.

Shopping

In Chatham, you can find unique gifts at Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Stoddard Corner. If you're up for a drive, these stores are all located 12 miles away, offering a charming selection of souvenirs and antiques to enhance your vacation experience.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with captivating concerts, perfect for music lovers seeking an energizing experience. Meanwhile, Lake Mansfield Park and Kennedy Park provide tranquil settings for relaxation and rejuvenation, featuring scenic trails and peaceful surroundings ideal for unwinding and connecting with nature.

Adventure

Hit the slopes at Catamount Ski Area, located 15 miles from Chatham, for thrilling skiing and snowboarding experiences. For hiking enthusiasts, High Falls Trail, 9 miles away, offers stunning scenery and outdoor adventure. Don’t miss the Catamount Aerial Adventure Park, 14 miles away, for an exhilarating zipline experience.

Nightlife

Experience the vibrant nightlife in Chatham at The Mac-Haydn Theatre, where you can enjoy captivating performances in a family-friendly atmosphere. For more theatrical flair, visit the Max and Lillian Katzman Theater, located nearby, or head to Shakespeare and Company, both offering a blend of culture and romance.

*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 on your trip to Chatham, plan your visit in the off-peak months of March or December to January, when prices are lower. Mondays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to compare room rates, book package deals for flights and hotels, and take advantage of their One Key membership for exclusive discounts. Consider walking or using public transport to explore the area, and look for free activities to enjoy during your stay.

  • 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: Utilize Expedia's search tool to customize your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay in Chatham with your flights and activities.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

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.

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 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

What is the best area to stay in Chatham?
The best area to stay in Chatham is the village center, particularly around Main Street, for its convenient access to local establishments and community feel.

This central area is the heart of Chatham, offering a selection of locally owned shops, restaurants, and cafes. It's easily walkable, allowing visitors to explore the village on foot. The historic Crandell Theatre is a prominent landmark, and the area hosts various community events. This location is ideal for couples looking for a relaxed getaway with easy access to dining and entertainment.

For solo travelers seeking a tranquil experience, the residential streets immediately surrounding the village center offer a peaceful retreat. These areas provide a quiet setting while still being a short walk from Main Street's attractions.
When is the best time to go to Chatham?
The best time to go to Chatham is during the late spring to early fall, specifically from May through October, to take full advantage of the region's outdoor activities and pleasant weather.

For those looking to enjoy the warmest temperatures and the full range of summer activities, July and August are ideal. This period offers excellent conditions for exploring the local farms, enjoying outdoor dining, and attending community events. Families will find this time particularly enjoyable, with plenty of opportunities for outdoor fun and sightseeing.

If you prefer cooler weather, fewer crowds, and the beauty of autumn foliage, September and October are perfect. The vibrant colors of the changing leaves create a picturesque backdrop for hiking and scenic drives.
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 $90 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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