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9 Sep - 10 Sep
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10 Sep - 11 Sep
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11 Sep - 13 Sep
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18 Sep - 20 Sep

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Our top choices for Chatham hotels

1. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
AED 525
AED 587 total
includes taxes & fees
10 Sep - 11 Sep
Berkshire Lake Lodge

2. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
AED 1,212
AED 1,463 total
includes taxes & fees
13 Sep - 14 Sep
The Old Inn On The Green

3. Pilgrim Inn

Pilgrim Inn
Lee
United States
Anne
AED 294
AED 329 total
includes taxes & fees
1 Oct - 2 Oct
Pilgrim Inn

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
AED 372
AED 415 total
includes taxes & fees
30 Sep - 1 Oct
Quality Inn Lee - Lenox South

5. Sunset Inn

Sunset Inn
Lee
United States
Lauren
AED 320
AED 358 total
includes taxes & fees
14 Sep - 15 Sep
Sunset Inn

6. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Horace
AED 228
AED 255 total
includes taxes & fees
10 Sep - 11 Sep
FairBridge Inn Express

7. Chambery Inn

Chambery Inn
Lee
United States
Alexandra
AED 992
AED 1,108 total
includes taxes & fees
10 Sep - 11 Sep
Chambery Inn

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
AED 240
AED 269 total
includes taxes & fees
29 Sep - 30 Sep
Econo Lodge Lee - Great Barrington

9. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Richard
AED 1,502
AED 1,678 total
includes taxes & fees
10 Sep - 11 Sep
Devonfield Inn B&B

10. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
AED 430
AED 552 total
includes taxes & fees
13 Sep - 14 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

11. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
AED 468
AED 523 total
includes taxes & fees
30 Sep - 1 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel

12. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
AED 1,385
AED 1,624 total
includes taxes & fees
14 Sep - 15 Sep
The Inn at Stockbridge

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Steve
AED 448
AED 501 total
includes taxes & fees
15 Sep - 16 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

14. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AED 537
AED 600 total
includes taxes & fees
13 Sep - 14 Sep
Hilton Garden Inn Lenox Pittsfield

15. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
irene
AED 290
AED 324 total
includes taxes & fees
10 Sep - 11 Sep
Howard Johnson by Wyndham Lenox

16. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
AED 292
AED 409 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

17. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
AED 475
AED 531 total
includes taxes & fees
30 Sep - 1 Oct
Hampton Inn & Suites Berkshires-Lenox

18. Hotel On North

Hotel On North
Pittsfield
United States
Drew
AED 493
AED 551 total
includes taxes & fees
13 Sep - 14 Sep
Hotel On North

19. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
AED 364
AED 406 total
includes taxes & fees
10 Sep - 11 Sep
The Central Downtown Inn & Suites

20. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
AED 426
AED 476 total
includes taxes & fees
22 Sep - 23 Sep
The Yankee Inn
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Stay near popular Chatham attractions

The Mac-Haydn Theatre

This intimate theater-in-the-round presents professional summer musicals with New York City talent. Every seat offers an immersive view of the dynamic performances, running from Memorial Day through Labor Day.
See properties

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.

See all hotels in Chatham
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top Chatham Hotel Reviews

FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Room was clean and comfortable."
Mark 2-night trip
Posted 3 hours ago
FairBridge Inn Express
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

8/10 Good
"All was great. Thank you."
Brian 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Downtown Albany New York
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

8/10 Good
"Parking lot too small for busy times"
Seth 2-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Joanne 2-night trip
Posted 11 hours ago
The Yankee Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
Kimberly 2-night trip
Posted 20 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
Michael 2-night trip
Posted 21 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"
sophia 1-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort
Berkshires Untold

Berkshires Untold

10/10 Excellent
"We only stayed one evening, but the attention to detail was beautiful and the staff was friendly. Would definitely stay again."
Allyson 1-night trip
Posted 2 days ago
Berkshires Untold
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"The hotel was clean, quiet, and conveniently located."
Abram J 1-night trip
Posted 2 days ago
Comfort Inn & Suites East Greenbush - Albany

More cheap stays in Chatham

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
AED 228
AED 255 total
10 Sep - 11 Sep
includes taxes & fees
5.4/10 (901 reviews)
FairBridge Inn Express
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY
AED 332
AED 380 total
4 Oct - 5 Oct
includes taxes & fees
Comfort Inn Glenmont - Albany South
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
AED 403
AED 461 total
16 Sep - 17 Sep
includes taxes & fees
8.2/10 Very Good! (1,058 reviews)
Country Inn & Suites by Radisson, Downtown Albany New York
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
AED 418
AED 464 total
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Comfort Inn & Suites East Greenbush - Albany
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
AED 426
AED 476 total
22 Sep - 23 Sep
includes taxes & fees
9.2/10 Wonderful! (1,020 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
AED 448
AED 501 total
15 Sep - 16 Sep
includes taxes & fees
9.2/10 Wonderful! (201 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Chatham

Top reasons to visit Chatham

  • Outdoor Adventures: Chatham is perfect for outdoor enthusiasts, offering activities such as skiing and exploring scenic landscapes.
  • Charming Downtown: Stroll through the picturesque downtown area featuring cozy cottages and a friendly atmosphere.
  • Rich History: Delve into local history at historic sites and enjoy peaceful moments at the local library.
  • Romantic Getaways: Ideal for couples, Chatham provides stunning views and intimate settings for a memorable escape.
  • Diverse Accommodations: A variety of lodging options, from bed and breakfasts to agritourism, cater to all travelers.

Find great hotels near Chatham

Discover the charm of Chatham, New York, with a variety of accommodation options tailored for every traveler. From cozy bed and breakfasts to unique agritourism properties, you'll find the perfect place to stay. Many hotels offer pet-friendly services and family-friendly experiences, ensuring a memorable vacation. Explore the best hotels in Chatham, read reviews, and find competitive room rates for an unforgettable getaway.

  • Best Western Plus Berkshire Hills Inn & Suites: Experience a welcoming stay at Best Western Plus Berkshire Hills Inn & Suites, located a mere 24.1km from Chatham. This family-friendly hotel is perfect for travelers who value comfort and convenience. The property is designed for both business and leisure, featuring amenities such as a children's play area and first aid kit availability. Pet owners will appreciate the dog-friendly policy, complete with a designated exercise area for pets. Whether you're traveling with family or furry friends, this hotel offers a warm, accommodating atmosphere.
  • Comfort Inn & Suites East Greenbush - Albany: Positioned 25.7km from Chatham, Comfort Inn & Suites East Greenbush - Albany is an ideal choice for pet-friendly travelers and business visitors alike. The hotel combines modern amenities with a cozy ambiance, ensuring a pleasant stay. Guests can enjoy the convenience of a variety of services, with the flexibility to bring their pets along, including cats and dogs. With a commitment to guest satisfaction, this hotel provides a comfortable retreat after a day of exploration or meetings, making it a practical option for any traveler.
  • Spark by Hilton West Coxsackie: Just 19.3km from Chatham, Spark by Hilton West Coxsackie is a vibrant and modern hotel catering to families, business travelers, and pet owners. This hotel focuses on providing a dynamic experience with amenities for kids, such as cribs available for a fee. Pets are welcome here too, with a variable fee policy for furry companions. Guests have praised the hotel's contemporary design and friendly atmosphere, making it a refreshing choice for those looking to unwind after a busy day.

Where to stay near Chatham

Chatham, New York, offers a delightful blend of outdoor adventures and romantic scenery, perfect for a memorable getaway. Explore the charming downtown area, dotted with cozy cottages and friendly faces. Nearby, you'll find family-friendly neighborhoods that exude a relaxing atmosphere and rich historical charm. Don’t miss the breathtaking views that surround this picturesque town, making it an ideal destination for both relaxation and exploration.

  • Ghent: Nestled just 4.8km from Chatham, Ghent is a charming city that offers a delightful mix of outdoor activities and picturesque scenery. It attracts visitors year-round, with peak travel occurring from June to August, making it a popular spot for summer adventures. Nature lovers will find plenty to enjoy, including access to ski fields and resorts during the colder months. The surrounding landscape features stunning lakes, majestic mountains, and beautiful parks, perfect for a romantic getaway or a scenic day trip.
  • Hudson: Located 14.8km from Chatham, Hudson is a vibrant city that offers an exciting blend of outdoor adventures and cultural experiences. With visitor numbers peaking from July to September, this city is a must-visit during the summer months. Hudson is well-known for its ski fields and resorts, making it a prime destination for thrill-seekers. In addition to its natural beauty, visitors can explore a lively tourist precinct filled with shops, galleries, and restaurants, all set against a backdrop of serene lakes and mountains.
  • East Chatham: Just 8.0km from Chatham, East Chatham is a quaint city perfect for those seeking a romantic and outdoor experience. With a peak travel period from June to July and September, this area offers a blend of cultural events and natural beauty. Visitors can enjoy music concerts and theater performances, along with winter sports at the nearby ski venues. The local landscape is enhanced by beautiful lakes, stunning mountains, and the historic charm of a nearby college university, making it a great destination for exploration and relaxation.

Things to do in and around Chatham

Chatham, New York, is perfect for outdoor lovers and couples seeking a romantic getaway. Enjoy activities like skiing and exploring scenic landscapes, or take in a show at the local theater. The area also offers a charming nightlife experience for those looking to unwind after a day of adventure. With its beautiful surroundings and engaging activities, Chatham is an ideal destination for a memorable vacation.

Shopping

In Chatham, you can explore Hoffman's Pottery, Charles H. Baldwin & Sons, and Stoddard Corner, all located 19.3km away. If you're up for a drive, these unique stores offer a variety of gifts and souvenirs perfect for your vacation memories.

Recreation

Experience the Tanglewood Music Center, where you can enjoy exceptional concerts in a vibrant atmosphere. For relaxation, visit Lake Mansfield Park or Kennedy Park, both offering serene surroundings perfect for unwinding and reconnecting with nature.

Adventure

Experience thrilling skiing at Catamount Ski Area, located 24.1km from Chatham, where you can enjoy exhilarating slopes and a vibrant ski atmosphere. For hiking enthusiasts, the High Falls Trail, 14.5km away, offers breathtaking scenery and outdoor adventure. Don't miss the Catamount Aerial Adventure Park, 22.5km from Chatham, for an exciting zipline and ropes course experience.

Nightlife

Experience an enchanting evening at The Mac-Haydn Theatre in Chatham, where romance and culture come alive. For more theatrical excitement, visit the Max and Lillian Katzman Theater or Shakespeare and Company, both nearby, offering captivating performances and a vibrant atmosphere.

*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, as these months offer lower rates compared to peak times like July and August. Booking on a Monday can also help you secure cheaper accommodation. Utilize Expedia's tools to compare room rates, find last-minute deals, and explore package options that combine hotels and flights for additional savings. Don't forget to look for special offers and discounts on beverages during your stay. Additionally, take advantage of free local attractions and walking paths to keep costs down.

  • 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 preferences, such as your budget, desired location, and preferred hotel category. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chatham hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Chatham

Chatham, New York, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of attractions. Visitors can explore beautiful lakes, delve into local history at historic sites, or enjoy quiet moments at the library. This charming destination caters to travelers seeking culture, outdoor adventures, and family experiences, ensuring a memorable vacation for everyone.

  • Martin Van Buren National Historic Site: Located 9.7km from Chatham, this site honors the life and legacy of the eighth President of the United States, Martin Van Buren. Visitors can explore beautifully preserved buildings and lush landscapes that reflect the culture and history of the early 19th century.
  • Art Omi International Arts Center - Fields Sculpture Park: Just 6.4km away, this outdoor sculpture garden features a stunning collection of contemporary art set against a picturesque landscape. Families can enjoy leisurely strolls while discovering unique installations that inspire creativity and appreciation for art.
  • Shaker Museum and Library: Situated 8.0km from Chatham, this museum offers a glimpse into the lives of the Shakers, known for their craftsmanship and communal living. Visitors can explore the rich cultural heritage and innovative designs that define this unique religious community.

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 trip to Chatham, New York, you can fly into three major airports. Hartford, CT (BDL-Bradley Intl.) is 88.5km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is 46.7km from Chatham, featuring options such as the Park Manor Hotel, located 12.9km from the airport. The closest airport is Hudson, NY (HCC-Columbia County), just 12.9km away, with accommodations like The Wick, Hudson, a Tribute Portfolio Hotel, 8.0km from the airport. Each hotel offers convenient transportation services to their respective airports.

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 Country Inn & Suites by Radisson, Downtown Albany New York and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Chatham.
What are some of the best vacation home rentals in Chatham?
Catskill Cottage Walk to Downtown & River Views: You might want to consider this vacation home rental near Chatham, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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?
Vacation Village in the Berkshires: Aparthotel, 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 Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site 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.