Chatham Hotels

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Our top choices for Chatham hotels

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 P18,308
P22,092 total
includes taxes & fees
Apr 12 - Apr 13
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, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is P5,581
P6,234 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Lee - Lenox South

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"Very comfortable bed and good hot shower. A good value for your money. Nice staff at front desk."
United States
Kathleen
The price is P6,003
P6,705 total
includes taxes & fees
Apr 8 - Apr 9
Sunset Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (815 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is P4,268
P4,767 total
includes taxes & fees
Apr 21 - Apr 22
FairBridge Inn Express

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 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 P10,264
P11,465 total
includes taxes & fees
May 7 - May 8
Chambery Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (661 reviews)
"Good to stay. "
United States
Ibinabo
The price is P4,031
P4,502 total
includes taxes & fees
Apr 21 - Apr 22
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is P19,748
P22,059 total
includes taxes & fees
Apr 14 - Apr 15
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
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is P6,127
P6,844 total
includes taxes & fees
Apr 23 - Apr 24
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
9.0 out of 10, Wonderful, (861 reviews)
"Great place to enjoy with the whole family!!!"
United States
Elizabeth
The price is P6,753
P8,716 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (297 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
The price is P8,854
P10,385 total
includes taxes & fees
Apr 18 - Apr 19
Lakehouse Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is P13,614
P15,967 total
includes taxes & fees
Apr 18 - Apr 19
The Inn at Stockbridge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is P7,349
P8,208 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is P8,228
P9,191 total
includes taxes & fees
Apr 9 - Apr 10
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, (844 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is P4,742
P5,297 total
includes taxes & fees
Apr 8 - Apr 9
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (896 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is P5,200
P7,149 total
includes taxes & fees
May 7 - May 8
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Very clean, modern hotel. Would definitely stay here again. "
United States
Debra
The price is P7,180
P8,020 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (842 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is P8,975
P10,025 total
includes taxes & fees
Apr 12 - Apr 13
Hotel On North

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is P6,123
P6,839 total
includes taxes & fees
Apr 9 - Apr 10
The Central Downtown Inn & Suites

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)
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
United States
D
The price is P7,023
P7,845 total
includes taxes & fees
Apr 17 - Apr 18
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is P13,139
P14,677 total
includes taxes & fees
Apr 9 - Apr 10
Hampton Terrace Inn
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

Find out more about Chatham

Top reasons to visit Chatham

  • Scenic Outdoor Adventures: Chatham is perfect for outdoor enthusiasts, offering activities like skiing and picturesque lakes for exploration.
  • Charming Downtown: Stroll through quaint streets lined with delightful cottages and friendly locals, creating a warm atmosphere.
  • Cultural Experiences: Immerse yourself in local theatre and rich heritage, with historic sites and unique libraries to discover.
  • Vibrant Nightlife: Enjoy charming spots for unwinding after a day of adventure, perfect for a memorable evening.
  • Diverse Accommodation: Choose from charming bed and breakfasts to unique agritourism stays, catering to various preferences.

Find great hotels near Chatham

Chatham, New York, offers a delightful selection of accommodation options, ranging from charming bed and breakfasts to unique agritourism properties. Ideal for families and adventurous travellers, many hotels in the area are pet-friendly, ensuring a welcoming stay for all. With a variety of options available, you can easily find the best hotels that meet your needs, complete with helpful reviews and competitive room rates to help you plan your perfect getaway.

  • Best Western Plus Berkshire Hills Inn & Suites: Nestled 24.1km from Chatham, this hotel is perfect for families, pet owners, and business travellers alike. The property boasts a welcoming atmosphere with amenities designed for children, including a First Aid Kit, cribs available for a fee, and engaging games. Pet-friendly policies ensure your furry companions are accommodated, with provisions such as a dog exercise area and service animal waiver fees. Guests appreciate the blend of comfort and convenience, making it a superb choice for a wholesome getaway.
  • Comfort Inn & Suites East Greenbush - Albany: Located 25.7km from Chatham, this hotel is ideal for those seeking a pet-friendly and business-focused stay. Comfort Inn & Suites offers a practical setting, ensuring a restful experience for travellers. With policies in place to welcome both dogs and cats, along with a service animal fee waiver, it caters to pet lovers without compromising on comfort. The well-equipped rooms and attentive service make it a reliable choice for a productive and enjoyable visit.
  • Spark by Hilton West Coxsackie: Just 19.3km from Chatham, Spark by Hilton is a vibrant option for families, pet-friendly travellers, and business guests. This hotel offers amenities for children, including cribs for a fee, ensuring a family-friendly environment. Pets are warmly welcomed, with various policies to accommodate them, allowing pets in rooms with certain restrictions and variable fees. Guests highlight the modern aesthetic and energetic vibe of the hotel, making it a refreshing stop for those exploring the area.

Where to stay near Chatham

Chatham, New York, offers a picturesque escape for travellers seeking outdoor adventures and romantic getaways. Stroll through charming downtown streets lined with cottages and friendly faces, or immerse yourself in breathtaking views of the surrounding landscapes. Explore nearby regions for family-friendly activities and historical experiences that create lasting memories. With a perfect blend of relaxation and vibrant atmosphere, Chatham is an ideal destination for a memorable holiday.

  • Ghent: Nestled a mere 4.8km from Chatham, Ghent is a charming town that beckons visitors with its picturesque outdoor scenery and romantic atmosphere. This area is particularly favoured during the summer months, from June to August, making it an ideal spot for those seeking adventure and relaxation. Enthusiasts of winter sports will find ample opportunities at the nearby ski fields and resorts. Ghent is also a wonderful base for exploring local landmarks such as serene lakes, majestic mountains, and lush parks, allowing for a delightful blend of leisure and exploration.
  • Hudson: Approximately 14.8km from Chatham, Hudson is a vibrant city that thrives on outdoor adventure and stunning natural beauty. Peak visitor numbers occur between July and September, drawing in those eager to experience the area's breathtaking landscapes. Outdoor activities abound, with skiing being particularly popular during the winter months. Hudson’s tourist precinct offers a variety of attractions, including picturesque lakes and mountain views, making it a must-visit for those looking to immerse themselves in the great outdoors while enjoying the vibrant local culture.
  • East Chatham: Just 8.0km from Chatham, East Chatham is a delightful locale known for its romantic charm and outdoor activities. The town sees a surge in visitors during the summer and early autumn months, particularly in June, July, and September. Here, you can enjoy an array of experiences, including music concerts and theatre performances that enrich the cultural landscape. The proximity to scenic lakes, impressive mountains, and a historic university adds to the allure, making East Chatham an excellent choice for those seeking both relaxation and cultural enrichment.

Things to do in and around Chatham

Chatham, New York, is an idyllic destination perfect for outdoor enthusiasts and couples seeking a romantic escape. Visitors can enjoy skiing on picturesque slopes, immerse themselves in local theatre, and explore the scenic beauty of the area. For those looking for a vibrant nightlife experience, Chatham offers charming spots to unwind after a day of adventure, making it an ideal location for a memorable vacation.

Shopping

Chatham offers charming local shops for gifts and souvenirs. If you're up for a drive, visit Hoffman's Pottery, Charles H. Baldwin & Sons, and Stoddard Corner, all located 19.3km away, where you can find unique handcrafted items and delightful treasures to take home.

Recreation

Tanglewood Music Center, located 24.1km from Chatham, offers captivating music concerts amidst a vibrant atmosphere. For a serene escape, Fairfield Brook WMA, 20.9km away, provides a tranquil environment for relaxation. Meanwhile, Mosher Park, situated 22.5km from Chatham, invites visitors to enjoy its peaceful recreational spaces.

Adventure

Catamount Ski Area, located 24.1km from Chatham, offers exhilarating skiing experiences amid stunning snowy landscapes. For hiking enthusiasts, High Falls Trail, 14.5km away, presents breathtaking scenery and thrilling outdoor adventures. Don’t miss the Catamount Aerial Adventure Park, 22.5km from Chatham, where ziplining and rope courses await.

Nightlife

In Chatham, The Mac-Haydn Theatre offers enchanting performances in a charming setting, perfect for a romantic evening. Nearby, the Max and Lillian Katzman Theater and Shakespeare and Company provide additional cultural experiences, each featuring captivating shows that enhance the local nightlife 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 on your trip to Chatham, consider visiting in March or between December and January, when accommodation prices are lower. Opt for a Monday stay, as it tends to be the least expensive day. Use Expedia to compare room rates and customise your budget, and look for eco-certified hotels for better deals. Combining your hotel with flights and activities in an Expedia package can further reduce costs. Take advantage of any beverage discounts and special offers available to maximise your savings while enjoying free local activities.

  • 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 customise your options by setting your budget, choosing your desired location, and much more. You can sort your results to display prices from the lowest to the highest, allowing you to identify the most affordable hotel choices first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Chatham with your flights and activities through an Expedia package.

Find the best attractions near Chatham

Chatham is an idyllic destination for outdoor enthusiasts and romantics alike, boasting stunning scenery and a rich cultural heritage. Visitors can explore a variety of attractions, including picturesque lakes, historic sites, and charming libraries, perfect for families and those seeking memorable experiences. The town's diverse offerings ensure a delightful getaway for all who venture to this enchanting locale.

  • Olana State Historic Site: Nestled 25.7km from Chatham, this historic site boasts stunning Persian-inspired architecture and breathtaking views of the Hudson Valley. Visitors can explore the artist Frederic Edwin Church’s home and enjoy the beautiful landscaped gardens, steeped in culture and history.
  • James Vanderpoel House: Located 9.7km away, this charming museum offers a glimpse into the past with its well-preserved artefacts and exhibits. The house reflects the rich cultural heritage of the area, providing an intimate understanding of local history.
  • Rip Van Winkle Bridge Scenic Overlook: Just 25.7km from Chatham, this picturesque lookout is perfect for romance and adventure seekers. Enjoy stunning views of the Hudson River and the majestic bridge, ideal for outdoor enthusiasts and photographers alike.

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 visiting Chatham, New York, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is approximately 88.5km away, with nearby hotels such as the 4-star Simsbury 1820 House and Marriott Hartford Downtown. Albany, NY (ALB-Albany Intl.) is closer at 46.7km, offering options like The Landing Hotel at Rivers Casino & Resort and Crowne Plaza Albany - The Desmond Hotel. The nearest option is Hudson, NY (HCC-Columbia County), only 12.9km from Chatham, featuring hotels like The Wick, Hudson. All these airports provide accessible transport services to their respective hotels, ensuring a smooth journey for your visit.

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 Country Inn & Suites by Radisson, Downtown Albany New York. 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.
What are some accommodations with pools in Chatham?
Vacation Village in the Berkshires: Features a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG are a couple of other choices with an onsite pool. View all hotels with pools in Chatham.
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 26 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 Hudson Chatham Winery 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.

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