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Our top choices for Chatham hotels

Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is SAR 661
SAR 740 total
includes taxes & fees
16 Jul - 17 Jul
Gatherwild Ranch

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (3 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is SAR 688
SAR 768 total
includes taxes & fees
30 Jul - 31 Jul
Berkshire Lake Lodge

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is SAR 1,239
SAR 1,495 total
includes taxes & fees
5 Jul - 6 Jul
The Old Inn On The Green

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is SAR 507
SAR 567 total
includes taxes & fees
29 Jul - 30 Jul
Quality Inn Lee - Lenox South

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (418 reviews)
"Nice place for a stay"
United States
Jay
The price is SAR 369
SAR 412 total
includes taxes & fees
6 Jul - 7 Jul
Sunset Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (838 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is SAR 215
SAR 240 total
includes taxes & fees
21 Jul - 22 Jul
FairBridge Inn Express

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (380 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is SAR 1,014
SAR 1,132 total
includes taxes & fees
2 Aug - 3 Aug
Chambery Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (671 reviews)
"Decent place.friendly, quiet"
United States
William
The price is SAR 316
SAR 353 total
includes taxes & fees
2 Aug - 3 Aug
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is SAR 1,648
SAR 1,841 total
includes taxes & fees
19 Jul - 20 Jul
Devonfield Inn B&B

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is SAR 635
SAR 709 total
includes taxes & fees
7 Jul - 8 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (921 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is SAR 615
SAR 760 total
includes taxes & fees
7 Jul - 8 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is SAR 1,497
SAR 1,756 total
includes taxes & fees
20 Jul - 21 Jul
The Inn at Stockbridge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (119 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is SAR 642
SAR 717 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (685 reviews)
"Five Star stay!"
United States
Adeline
The price is SAR 687
SAR 768 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (878 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is SAR 372
SAR 415 total
includes taxes & fees
5 Jul - 6 Jul
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,009 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is SAR 502
SAR 644 total
includes taxes & fees
2 Aug - 3 Aug
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Good location and great breakfast."
United States
Linda
The price is SAR 655
SAR 732 total
includes taxes & fees
8 Jul - 9 Jul
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (871 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is SAR 935
SAR 1,044 total
includes taxes & fees
7 Jul - 8 Jul
Hotel On North

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (371 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is SAR 439
SAR 491 total
includes taxes & fees
7 Jul - 8 Jul
The Central Downtown Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is SAR 478
SAR 533 total
includes taxes & fees
7 Jul - 8 Jul
The Yankee Inn
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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.

A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top Chatham Hotel Reviews

More cheap stays in Chatham

Find out more about Chatham

Top reasons to visit Chatham

  • Outdoor Adventures: Chatham is a haven for outdoor enthusiasts, offering skiing, hiking, and fishing in picturesque landscapes.
  • Charming Downtown: Explore the quaint downtown area filled with friendly locals and cozy cottages that create a welcoming atmosphere.
  • Cultural Experiences: Enjoy the local theater scene and discover historic sites that reflect the town's rich heritage.
  • Romantic Getaways: Perfect for couples, Chatham provides a romantic setting for relaxation and adventure alike.
  • Cozy Accommodations: Choose from a variety of inviting lodgings including bed and breakfasts and agritourism properties.

Find great hotels near Chatham

Discover the charm of Chatham, New York, with a variety of cozy accommodations perfect for every traveler. From agritourism properties to inviting bed and breakfasts, you'll find options that cater to pet-friendly adventures and family vacations. Explore the best hotels in Chatham, read reviews, and find competitive room rates to ensure a memorable stay in this picturesque town.

  • Best Western Plus Berkshire Hills Inn & Suites: Nestled 24.1km from Chatham, the Best Western Plus Berkshire Hills Inn & Suites offers a welcoming atmosphere for families, business travelers, and pet owners alike. This hotel is uniquely positioned to cater to the needs of children, featuring amenities such as a First Aid Kit, games, and cribs available for a fee. Pet lovers will appreciate the pet-friendly policy, which includes a dog exercise area and waives fees for service animals, ensuring a comfortable stay for all members of the family.
  • Comfort Inn & Suites East Greenbush - Albany: Located 25.7km from Chatham, the Comfort Inn & Suites East Greenbush - Albany is a convenient choice for both business and leisure travelers. With its pet-friendly environment, the hotel welcomes dogs and cats, ensuring that your furry companions can join the adventure. Guests can enjoy a range of amenities designed to enhance their stay, including complimentary breakfast and a fitness center. The commitment to providing a comfortable and accommodating experience makes this hotel a popular choice among those visiting the area.
  • Spark by Hilton West Coxsackie: Just 19.3km from Chatham, Spark by Hilton West Coxsackie is a modern hotel that combines a vibrant atmosphere with family-friendly amenities. Ideal for those traveling with children and pets, it offers cribs for a fee and allows pets in rooms, making it a stress-free option for families on the go. Guests can enjoy a range of facilities designed for both relaxation and productivity, ensuring a pleasant stay for everyone. The hotel's contemporary design and warm hospitality create an inviting environment that enhances any visit.

Where to stay near Chatham

Chatham, New York, offers a delightful blend of outdoor adventures and romantic getaways. Explore the charming downtown area, where friendly locals and cozy cottages create a welcoming atmosphere. Venture into nearby regions for breathtaking views and family-friendly activities. Whether you’re seeking a memorable vacation filled with relaxation or an exciting escape, Chatham's unique vibe ensures an unforgettable experience for every traveler.

  • Ghent: Nestled just 4.8km from Chatham, Ghent is a charming city that offers a delightful blend of outdoor activities and romantic scenery. Visitors flock to this picturesque area to enjoy its beautiful landscapes, including lakes and mountains. Popular activities include skiing at the nearby ski resorts, making it a year-round destination for adventure enthusiasts. Whether you’re looking for a relaxing day at the park or a thrilling outdoor experience, Ghent has something for everyone.
  • Hudson: Approximately 14.8km from Chatham, Hudson is a vibrant city known for its adventurous spirit. With its stunning backdrop of lakes and mountains, Hudson attracts travelers seeking outdoor adventures, especially skiing in the winter months. The city also boasts a lively tourist precinct with shops, dining, and cultural experiences. Peak visitor seasons from July to September promise a bustling atmosphere, making it an ideal spot for those looking to immerse themselves in the local vibe while enjoying thrilling outdoor activities.
  • East Chatham: Located 8.0km from Chatham, East Chatham is a quaint city that offers a perfect blend of adventure and cultural experiences. Known for its music concerts and theater events, this area is a haven for art lovers. Outdoor enthusiasts can also enjoy skiing and the picturesque landscapes that feature lakes and mountains. With peak travel seasons in June, July, and September, East Chatham invites visitors to explore its rich history and vibrant community while engaging in exciting outdoor activities.

Things to do in and around Chatham

Chatham, New York, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy skiing in the picturesque snow-covered landscapes and experience the local theater scene. As night falls, Chatham offers a charming nightlife experience, making it an ideal destination for adventure and relaxation alike.

Shopping

In Chatham, you can explore local shops like Hoffman's Pottery, Charles H. Baldwin & Sons, and Stoddard Corner, all located 19.3km away. If you're up for a drive, these stores offer unique gifts and souvenirs that capture the charm of the area.

Recreation

At Tanglewood Music Center, enjoy captivating concerts in a vibrant atmosphere that uplifts the spirit. Lake Mansfield Park offers serene trails and tranquil waters, perfect for relaxation and rejuvenation. Kennedy Park features beautiful green spaces, ideal for leisurely strolls and connecting with nature.

Adventure

At Catamount Ski Area, 24.1km from Chatham, enjoy skiing and thrilling winter sports amidst a vibrant atmosphere. High Falls Trail, 14.5km away, invites you to hike through stunning scenery and embrace the great outdoors. Experience excitement at Catamount Aerial Adventure Park, 22.5km from Chatham, with exhilarating ziplining and ropes courses.

Nightlife

Chatham’s nightlife offers a charming experience with venues like The Mac-Haydn Theatre, showcasing local talent and culture. For a short drive, enjoy performances at Max and Lillian Katzman Theater or Shakespeare and Company, both steeped in romance and entertainment, creating memorable evenings.

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

Booking tips and Expedia advantages for Chatham

For a budget-friendly trip to Chatham, New York, consider visiting during the off-peak months of March and December to January for lower accommodation rates. Mondays tend to be the cheapest days to stay, while Saturdays are pricier. Use Expedia to compare hotel prices, and filter for eco-certified options to find affordable, sustainable stays. Save even more by bundling your hotel, flights, and activities in a package deal. Take advantage of beverage discounts and special offers, and explore free local attractions to enhance your experience without breaking the bank.

  • 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 refine your options based on your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • 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 offers a charming blend of outdoor adventures and romantic getaways, perfect for travelers seeking culture and family experiences. Explore the picturesque lakes, visit historic sites, or relax at the local library. Whether you're hiking, fishing, or simply enjoying the scenic beauty, Chatham's attractions provide a delightful escape into nature and history.

  • Martin Van Buren National Historic Site: This historic site, located 9.7km from Chatham, offers a glimpse into the life of the eighth President of the United States. Explore the beautifully preserved home and grounds, immersing yourself in the rich culture and history of early 19th-century America.
  • Art Omi International Arts Center - Fields Sculpture Park: Situated 6.4km from Chatham, this outdoor sculpture park is perfect for families. Wander through stunning landscapes adorned with contemporary sculptures, engaging with art in a natural setting that fosters creativity and inspiration.
  • Shaker Museum and Library: Located 8.0km from Chatham, this museum showcases the unique culture of the Shaker community. Discover their remarkable craftsmanship, innovative design, and spiritual beliefs through engaging exhibits and a vast library.

Best time to go to Chatham

The best time to visit Chatham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

For your vacation in Chatham, New York, you can fly into several nearby airports. Hartford, CT (BDL-Bradley Intl.) is about 88.5km away, with hotel options like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is 46.7km away, featuring the 4-star Park Manor Hotel, located 12.9km from the airport. The closest option is Hudson, NY (HCC-Columbia County), only 12.9km away, with hotels like The Wick, Hudson, a 4-star hotel just 8.0km from the airport, offering shuttle services. Each airport has convenient access to various hotels for a comfortable stay.

Frequently asked questions

What's the best place to stay in Chatham?
Located 21 mi (33.8 km) from the heart of Chatham, Country Inn & Suites by Radisson, Downtown Albany New York is a top choice for your stay based on our traveler data. Other good options for your trip to the area are The Yankee Inn and Vacation Village in the Berkshires. See all available top hotels, or vacation rentals in Chatham.
What are some of the best vacation home rentals in Chatham?
Cozy Riverside Berkshires Retreat: Visitors like this Chatham vacation home rental. It is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and an electric kettle, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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?
The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires and Berkshire Mountain Lodge 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 Queechy 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.