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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, (1,001 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,954
NT$3,300 total
includes taxes & fees
Feb 6 - Feb 7
Best Western Plus Berkshire Hills Inn & Suites

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, (730 reviews)
  • cleanliness
    Unwind in the Berkshires with indoor pool and free hot breakfast each morning.
"Great property, very accommodating. "
United States
Shanice
The price is NT$3,373
NT$3,768 total
includes taxes & fees
Feb 11 - Feb 12
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (1,000 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,097
NT$3,460 total
includes taxes & fees
Feb 6 - Feb 7
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is NT$2,928
NT$3,271 total
includes taxes & fees
Feb 11 - Feb 12
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, (144 reviews)
  • cleanliness
    Rustic cabins with patios nestled in the picturesque Eastern Catskills.
"I loved every single part of the stay "
United States
Srijana
The price is NT$4,067
NT$5,754 total
includes taxes & fees
Feb 5 - Feb 6
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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, (1,000 reviews)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NT$3,082
NT$3,442 total
includes taxes & fees
Feb 24 - Feb 25
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Enjoy a relaxing Berkshires retreat with free breakfast and parking amenities.
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is NT$3,445
NT$3,779 total
includes taxes & fees
Feb 5 - Feb 6
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Experience a peaceful stay near Mahaiwe Performing Arts Center.
"This was a perfect place to stay. Reasonably priced, very clean, and the young lady who worked the front desk in the evening was super friendly. We will definitely book here again. "
United States
Jerome
The price is NT$2,385
NT$2,664 total
includes taxes & fees
Mar 1 - Mar 2
Quality Inn Great Barrington

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Convenient East Greenbush hotel with indoor pool near Albany attractions.
"I have stayed here many times and have had good experiences always."
United States
Scott
The price is NT$3,100
NT$3,442 total
includes taxes & fees
Feb 8 - Feb 9
Comfort Inn & Suites East Greenbush - Albany

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (665 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is NT$4,332
NT$4,839 total
includes taxes & fees
Feb 6 - Feb 7
Hilton Garden Inn Lenox Pittsfield

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is NT$2,364
NT$2,641 total
includes taxes & fees
Mar 4 - Mar 5
Travelodge by Wyndham Great Barrington Berkshires

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, (992 reviews)
  • cleanliness
    Escape to the charming town of West Coxsackie with easy access to outdoor adventures.
"Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated."
United States
Vincent
The price is NT$3,129
NT$3,379 total
includes taxes & fees
Feb 8 - Feb 9
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, (819 reviews)
"Unbelieveably clean for the price."
United States
Micah
Monument Mountain Motel

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Convenient Albany access with free breakfast and 24-hour fitness center.
"Breakfast was good, hotel was quiet, liked the water and tea in the lobby."
United States
Lily
The price is NT$3,197
NT$3,549 total
includes taxes & fees
Feb 16 - Feb 17
Fairfield Inn & Suites Albany East Greenbush

Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush
2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (896 reviews)
  • cleanliness
    Convenient Albany location with indoor pool for year-round relaxation.
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is NT$3,343
NT$3,822 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn & Suites Albany-East Greenbush

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (18 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NT$4,646
NT$5,190 total
includes taxes & fees
Mar 1 - Mar 2
Element Lenox Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
  • cleanliness
    Convenient Lenox motel offers outdoor pool and complimentary WiFi and parking.
"Staff was very friendly and helpful."
United States
Pamela
The price is NT$2,181
NT$2,436 total
includes taxes & fees
Feb 5 - Feb 6
Howard Johnson by Wyndham Lenox

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Center and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is NT$2,660
NT$2,971 total
includes taxes & fees
Feb 22 - Feb 23
Quality Inn Lee - Lenox South

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (850 reviews)
  • cleanliness
    Experience Berkshires charm with onsite American dining and attentive service.
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is NT$2,783
NT$3,109 total
includes taxes & fees
Feb 9 - Feb 10
Berkshires Untold

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (90 reviews)
"clean place - would stay there again"
United States
Andradys
The price is NT$2,818
NT$3,043 total
includes taxes & fees
Feb 12 - Feb 13
Spark by Hilton West Coxsackie
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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Berkshire Mountain Lodge. 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 Comfort Inn Glenmont - Albany South 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 24 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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