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Compare 1,610 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Loved the Yankee Inn!"
The price is CA $219
CA $245 total
includes taxes & fees
Sep 1 - Sep 2
The Yankee, Trademark Collection by Wyndham

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1004)
"Excellent place to stay! Bed was super comfy!"
The price is CA $152
CA $169 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites East Greenbush - Albany

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful location!"
The price is CA $175
CA $195 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (507)
"Property was excellent "
The price is CA $223
CA $249 total
includes taxes & fees
Sep 1 - Sep 2
The Constance by the Lenox Collection

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1922)
"Great stay with all plenty of things to do…"
The price is CA $117
CA $146 total
includes taxes & fees
Aug 17 - Aug 18
Vacation Village in the Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is CA $184
CA $259 total
includes taxes & fees
Aug 27 - Aug 28
The Cornell Inn, Lenox & The Berkshires

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (656)
"It's a clean, nice place. And easy to get to the surrounding towns."
The price is CA $186
CA $208 total
includes taxes & fees
Aug 27 - Aug 28
Berkshires Untold

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

3.5 star property
9.0 out of 10, Wonderful, (683)
"Had a great time"
The price is CA $164
CA $203 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (843)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is CA $159
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

St. Charles Hotel

2.0 star property
6.8 out of 10, (767)
"Very nice staff and comfy stay"
The price is CA $221
CA $250 total
includes taxes & fees
Aug 6 - Aug 7
St. Charles Hotel

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
8.8 out of 10, Excellent, (812)
"Very nice accommodations; very clean & affordable pricing! "
The price is CA $170
CA $188 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (758)
"Close to our target event a plus"
The price is CA $98
CA $109 total
includes taxes & fees
Aug 3 - Aug 4
FairBridge Inn Express

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Loved our visit"
The price is CA $255
CA $347 total
includes taxes & fees
Aug 27 - Aug 28
The Red Lion Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice stay"
The price is CA $164
CA $183 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (615)
"It was a clean, well-run, low cost option. "
The price is CA $88
CA $98 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge Lee - Great Barrington

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.8 out of 10, Excellent, (532)
"Gorgeous hotel next to the adorable historic district "
The price is CA $296
CA $335 total
includes taxes & fees
Sep 1 - Sep 2
The Wick, Hudson, A Tribute Portfolio Hotel

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (54)
"Great clean and quiet stay, staff are super friendly and the town is great. "
The price is CA $188
CA $213 total
includes taxes & fees
Aug 25 - Aug 26
Howard Hotel

Quality Inn & Suites Glenmont - Albany South

2.5 star property
7.0 out of 10, Good, (541)
"It was a nice option for a weekend getaway. Breakfast was decent and the beds were very comfortable. "
The price is CA $135
CA $154 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn & Suites Glenmont - Albany South

the Alander

2.5 star property
9.0 out of 10, Wonderful, (151)
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
The price is CA $221
CA $238 total
includes taxes & fees
Aug 4 - Aug 5
the Alander

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (535)
"Excellent stay!"
The price is CA $131
CA $177 total
includes taxes & fees
Aug 24 - Aug 25
Berkshire Mountain Lodge
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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Learn more about Chatham

Escape to Chatham! Enjoy its theater and food.

Stay near popular Chatham attractions

The Mac-Haydn Theatre

The Mac-Haydn Theatre

You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses.

Find out more about Chatham

Find out more about Chatham

Top reasons to visit Chatham

  • Outdoor Adventures: Chatham offers skiing, hiking, and picturesque lakes for nature lovers and outdoor enthusiasts.
  • Charming Local Shops: Stroll through the city centre's chic shops, where friendly locals showcase unique finds.
  • Rich Cultural Experiences: Enjoy a vibrant theatre scene and explore historic sites that reflect the town's heritage.
  • Scenic Beauty: The stunning landscapes of Chatham and nearby Berkshires provide a perfect backdrop for relaxation.
  • Diverse Accommodations: From charming B&Bs to luxurious hotels, Chatham offers various options for every traveller's needs.

Find great hotels in Chatham

Chatham, New York, offers an impressive selection of accommodations, from charming bed and breakfasts to luxurious hotels. Whether you're seeking pet-friendly options, adventure-filled stays, or business amenities, you'll discover a variety of choices tailored to every traveller's needs. Explore the best hotels in Chatham and East Chatham, where comfort and convenience await you amidst the picturesque surroundings of this delightful region.

  • Best Western Plus Berkshire Hills Inn & Suites: Ideal for families and business travellers alike, the Best Western Plus Berkshire Hills Inn & Suites offers a blend of comfort and practicality. Located 24.1km from Chatham, this hotel ensures a welcoming atmosphere with amenities tailored for children and pets. Business guests will appreciate the 24-hour business centre and versatile meeting spaces, while families can enjoy games and first aid kits for peace of mind. The dog-friendly policy includes a designated exercise area, making it an excellent choice for pet owners seeking a home away from home.
  • The Red Lion Inn: With its historic charm and adventurous spirit, The Red Lion Inn is a 3.5-star hotel located 25.7km from Chatham. Nestled in a national historic building, this property offers a unique blend of comfort and heritage. Business amenities, including multiple meeting rooms and a 24-hour business centre, cater to professionals on the go. Adventure seekers can explore nearby hiking, snowboarding, and sailing opportunities, making it perfect for those looking to combine work with play. The inn captures the essence of New England while providing modern conveniences.
  • Best Western New Baltimore Inn: Situated 19.3km from Chatham, the Best Western New Baltimore Inn is a versatile option for families, business travellers, and pet owners. This hotel boasts a 24-hour business centre and various meeting facilities, ensuring business needs are met efficiently. Children’s amenities, such as cribs available for a fee, further enhance the family-friendly vibe. Pets are welcome under certain restrictions, making it a great choice for those travelling with furry companions. Enjoy a comfortable stay with the hotel's warm, welcoming environment.

Where to stay in Chatham

Chatham, New York, offers an enchanting blend of outdoor adventures and charming scenery perfect for a romantic getaway. Stroll through the chic shops in the city centre, where friendly locals welcome you to explore unique finds. Just a short drive away, the beautiful Berkshires beckon with their tranquil landscapes and family-friendly atmosphere. Whether you’re seeking relaxation or a bit of history, Chatham and its surrounding areas promise a delightful travel experience.

  • Ghent: Nestled only 4.8km from Chatham, Ghent is a charming city that promises a delightful outdoor experience. With visitor numbers peaking from June to August, this area is perfect for those seeking romance amid stunning scenery. Here, you can enjoy activities like skiing at nearby resorts or exploring the picturesque landscapes of lakes and mountains. The local attractions, including inviting beaches, make Ghent a great spot for a scenic getaway.
  • Hudson: Situated 14.8km away from Chatham, Hudson is a vibrant city that offers adventure lovers a plethora of outdoor activities. The peak season for visitors is from July to September, making it an ideal time to explore the local ski fields and resorts. Hudson's stunning natural beauty is complemented by its proximity to lakes and mountains, as well as a lively tourist precinct that features unique shops and eateries. It’s a great destination for those looking to immerse themselves in nature.
  • East Chatham: Just 8.0km from Chatham, East Chatham is a quaint city that attracts visitors with its outdoor adventures and romantic ambiance. The town experiences its peak visitor numbers in June, July, and September, making it a lively spot during the summer months. In East Chatham, you can enjoy thrilling theatre performances, music concerts, and skiing. The surrounding natural state park and beautiful lakes and mountains enrich your experience, providing a perfect backdrop for relaxation and exploration.

Things to do in Chatham

Chatham is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway, offering stunning scenery and a variety of activities. Visitors can enjoy skiing at local ski fields, explore the vibrant theatre scene, and take in the picturesque landscapes. Whether you're hitting the slopes or enjoying a charming performance, Chatham provides a delightful experience for all vacationers.

Shopping

In Chatham, you can explore local shops like Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery, all located 19.3km away. If you're up for a drive, discover unique finds and handcrafted items at these charming stores.

Recreation

At Tanglewood Music Center, enjoy uplifting concerts in a vibrant atmosphere, perfect for music lovers seeking relaxation. Lake Mansfield Park and Kennedy Park both offer serene environments for leisurely strolls, picnics, and tranquility, ideal for rejuvenating your spirit amidst nature's beauty.

Adventure

Experience the thrill of skiing at Catamount Ski Area, located 24.1km from Chatham, where you can enjoy exhilarating runs and a vibrant sports atmosphere. For a scenic hike, explore the High Falls Trail, situated 14.5km away, offering stunning outdoor views and an adventurous spirit.

Challenge yourself at the Catamount Aerial Adventure Park, a zipline and ropes course located 22.5km from Chatham, where you can soar through the treetops and embrace the excitement of outdoor adventure.

Nightlife

Experience the vibrant nightlife in Chatham by catching a show at The Mac-Haydn Theatre, known for its cultural charm. For a bit more adventure, head to the Max and Lillian Katzman Theater or Shakespeare and Company, both offering captivating performances and a romantic atmosphere nearby.

Booking tips and Expedia advantages for Chatham

To save money during your visit to Chatham, explore free attractions like Kinderhook Lake and Sleepy Hollow Lake. Consider travelling in March or from December to January for lower accommodation rates, while Tuesday is typically the cheapest day to stay. Use Expedia to compare hotel deals and refine your search based on budget and location. For additional savings, consider bundling your hotel, flights, and activities through an Expedia package. This can help you discover great savings on hotels while enjoying the best of Chatham without overspending.

  • 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 Tuesday. The most expensive day to stay in Chatham is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save some money by combining your hotel stay in Chatham with your flights and activities through an Expedia package.

Find the best attractions in Chatham

Chatham, New York, is ideal for a romantic and scenic getaway, offering a blend of outdoor adventures and cultural experiences. Visitors can explore picturesque lakes, historic sites, and local libraries, making it a great destination for families and those seeking a deeper connection with nature and history. Whether you're looking to relax or immerse yourself in local culture, Chatham has something for everyone.

  • Art Omi International Arts Center - Fields Sculpture Park: Located 6.4km from Chatham, this expansive sculpture garden offers a unique blend of art and nature. With family-friendly outdoor vibes, visitors can explore a diverse collection of contemporary sculptures set against scenic landscapes, making it a perfect spot for leisurely strolls and picnics.
  • Martin Van Buren National Historic Site: Situated 9.7km from Chatham, this historic site invites you to immerse yourself in the life of the 8th President of the United States. It provides rich cultural insights through guided tours of the estate and exhibits showcasing early 19th-century American history.
  • National Shrine of the Divine Mercy: Located 24.1km from Chatham, this serene shrine offers a peaceful environment for reflection and meditation. With beautiful architecture and a vibrant atmosphere, it attracts visitors seeking spiritual solace and cultural enrichment.

Best time to go to Chatham

Visitor numbers in Chatham is generally unchanged in popularity throughout the year. The best time to visit Chatham is dependant 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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. Albany International Airport (ALB) is located 45.1km away and offers nearby hotels such as The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 12.9km from the airport. Hartford's Bradley International Airport (BDL) is 88.5km away, with excellent accommodations like DoubleTree by Hilton Hartford and Marriott Hartford Downtown. For a closer option, Hudson, NY's Columbia County Airport (HCC) is just 12.9km away, with options like The Wick, Hudson, which offers transportation services. Each airport provides convenient access to your stay in Chatham.

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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Chatham.

What are some of the best vacation home rentals in Chatham?

Spacious 5-bedroom house in charming Lee with WiFi: Visitors like this Chatham vacation home rental. It offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly. 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.

What's the best pet-friendly place to stay in Chatham?
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. Holiday Inn & Suites Pittsfield-Berkshires by IHG 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.