Chatham Hotels from S$96

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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 S$473
includes taxes & fees
12 Apr - 13 Apr
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 S$133
includes taxes & fees
26 Apr - 27 Apr
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 S$144
includes taxes & fees
8 Apr - 9 Apr
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 S$102
includes taxes & fees
21 Apr - 22 Apr
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 S$245
includes taxes & fees
8 Apr - 9 Apr
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 S$96
includes taxes & fees
21 Apr - 22 Apr
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 S$472
includes taxes & fees
14 Apr - 15 Apr
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 S$148
includes taxes & fees
26 Apr - 27 Apr
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 S$187
includes taxes & fees
13 Apr - 14 Apr
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 S$222
includes taxes & fees
18 Apr - 19 Apr
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 S$342
includes taxes & fees
18 Apr - 19 Apr
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 S$175
includes taxes & fees
13 Apr - 14 Apr
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 S$210
includes taxes & fees
17 Apr - 18 Apr
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 S$113
includes taxes & fees
8 Apr - 9 Apr
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 S$153
includes taxes & fees
7 May - 8 May
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 S$171
includes taxes & fees
26 Apr - 27 Apr
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 S$214
includes taxes & fees
9 Apr - 10 Apr
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 S$146
includes taxes & fees
8 Apr - 9 Apr
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 S$168
includes taxes & fees
17 Apr - 18 Apr
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 S$314
includes taxes & fees
8 Apr - 9 Apr
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

  • Outdoor Adventures: Chatham is ideal for outdoor enthusiasts, offering skiing, picturesque lakes, and nature reserves for exploration.
  • Charming Historic Town: Experience the quaint streets and rich history of Chatham, perfect for leisurely strolls and cultural immersion.
  • Local Festivals: Don't miss the Chatham Maritime Festival, showcasing local culture and community spirit.
  • Diverse Accommodation: Choose from charming bed and breakfasts to unique agritourism stays, catering to all traveller needs.
  • Nearby Attractions: Take day trips to explore surrounding points of interest, enhancing your Chatham experience.

Find great hotels near Chatham

Chatham, New York, offers a delightful array of accommodation options, perfect for every traveller. From charming bed and breakfasts to unique agritourism properties, you'll find a variety of lodgings that cater to pet-friendly needs and family adventures. Whether you're seeking a cosy retreat or an exhilarating getaway, Chatham's hotels promise memorable experiences amidst picturesque surroundings.

  • Comfort Inn & Suites East Greenbush - Albany: Nestled 25.7km from Chatham, the Comfort Inn & Suites East Greenbush - Albany offers a welcoming retreat for both business and leisure travellers. With a pet-friendly policy, this hotel is ideal for guests travelling with furry companions. The property boasts multiple meeting rooms, catering to business needs, while its convenient amenities ensure a comfortable stay. Guests can enjoy a range of services tailored for a productive experience, all in a relaxed atmosphere that feels like home.
  • Spark by Hilton West Coxsackie: Located 19.3km from Chatham, Spark by Hilton West Coxsackie is a vibrant choice for families and business travellers alike. This hotel features a 24-hour business centre and versatile meeting spaces, making it easy to balance work and leisure. Families will appreciate the child-friendly amenities, including cribs available for a small fee. The pet-friendly environment is an added bonus, with specific policies in place to accommodate your furry friends. This hotel combines modern comfort with practicality for every type of guest.
  • The Red Lion Inn: Situated 25.7km from Chatham, The Red Lion Inn is a historic gem with a 3.5-star rating, offering a unique blend of business-friendly and pet-friendly accommodations. Housed in a national historic building, it provides an enchanting atmosphere for those who appreciate charm and character. With multiple meeting rooms and a 24-hour business centre, it caters perfectly to working travellers. The property’s pet policy ensures that your four-legged friends are welcome, making this inn a delightful choice for a memorable stay.

Where to stay near Chatham

Chatham, New York, offers a charming getaway filled with outdoor delights and romantic scenery. Explore the picturesque landscapes and enjoy the friendly atmosphere while meandering through the town's quaint streets. Nearby, indulge in family-friendly activities and discover historical attractions that enrich your experience. Don't miss the beautiful views and event venues that make Chatham a perfect destination for relaxation and exploration. Whether you're seeking adventure or tranquillity, Chatham has something special for every traveller.

  • Ghent: A charming city located 4.8km from Chatham, Ghent offers a delightful blend of outdoor activities and romantic scenery. With visitor numbers peaking during the summer months, it is an ideal spot for those seeking adventures in nature. The surrounding landscape boasts stunning lakes and mountains, perfect for skiing in the winter and hiking in the warmer months. Ghent's ski resorts are a popular draw, offering a range of activities for both beginners and seasoned enthusiasts. Whether you're enjoying a tranquil day by the beach or exploring the picturesque surroundings, Ghent is a must-visit on your itinerary.
  • Hudson: Situated 14.8km from Chatham, Hudson is a vibrant city renowned for its outdoor adventures and stunning scenery. The peak tourist season from July to September draws visitors eager to explore the local ski fields and resorts. Hudson is captivating, combining natural beauty with a lively tourist precinct filled with unique shops and eateries. The proximity to lakes and mountains offers endless opportunities for hiking, skiing, and enjoying the great outdoors. With its adventure-filled offerings and scenic views, Hudson provides an exhilarating travel experience for outdoor enthusiasts.
  • East Chatham: Just 8.0km from Chatham, East Chatham is a delightful city that invites visitors to indulge in outdoor adventures and romantic experiences. Known for its cultural offerings, including theatres and music concerts, East Chatham is perfect for those seeking a blend of relaxation and activity. The nearby national state park, along with picturesque lakes and mountains, creates an enchanting backdrop for various activities. With peak visitor numbers in the summer and early autumn, this area is a fantastic destination for a memorable getaway.

Things to do in and around Chatham

Chatham, New York, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of activities. Visitors can enjoy skiing at local ski fields, catch a performance at the theatre, and explore the Baldoon Golf Club. Don't miss the Chatham Maritime Festival for a taste of local culture, and consider taking day trips to nearby attractions for a fuller experience of this charming region.

Shopping

In Chatham, you can shop at Charles H. Baldwin & Sons, Stoddard Corner, and Ebenezer II Gifts and Antiques, all located 19.3km away. If you're up for a drive, these charming stores offer unique gifts and souvenirs to take home.

Recreation

Tanglewood Music Center, located 24.1km from Chatham, offers a vibrant atmosphere with enchanting concerts that uplift the spirit. Fairfield Brook WMA, 20.9km away, provides a serene escape with nature trails perfect for relaxation. Mosher Park, 22.5km from Chatham, invites visitors to unwind amidst lush greenery.

Adventure

Experience thrilling skiing at Catamount Ski Area, located 24.1km from Chatham, where you can enjoy a vibrant sports atmosphere. For hikers, the High Falls Trail, 14.5km away, offers stunning scenery and outdoor adventure. Alternatively, tackle the zipline course at Catamount Aerial Adventure Park, 22.5km distant, for an exhilarating day.

Nightlife

Experience the charm of Chatham's nightlife at the Mac-Haydn Theatre, where culture and entertainment come alive. For a broader selection, venture to the Max and Lillian Katzman Theater or Shakespeare and Company, both offering delightful performances just a short drive away, perfect for a romantic evening out.

*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 visit to Chatham, consider travelling in March or December to January when accommodation prices are lower. Mondays typically offer the best hotel rates, while Saturdays are the priciest. Use Expedia to refine your search by budget and preferred location, and sort prices from lowest to highest to find the best deals. Booking an Expedia package that combines your hotel, flights, and activities can lead to substantial savings. Additionally, take advantage of free activities like exploring the local parks and trails to enhance your experience 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 Monday. The most expensive day to stay in Chatham is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of hotel you envision. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: By booking an Expedia package, you can enjoy significant savings by combining your hotel stay in Chatham with your flights and activities.

Find the best attractions near Chatham

Chatham, New York, offers a delightful escape for those seeking outdoor adventures and romantic scenery. Visitors can explore picturesque lakes, historic sites, and nature reserves, making it ideal for culture lovers and families alike. Key attractions include Chatham Island and the charming historic town, along with several nearby points of interest. Whether you're looking for the best local attractions or hidden gems, Chatham promises a memorable experience for every traveller.

  • Hudson Opera House: A cultural gem located 20.9km from Chatham, Hudson Opera House is a vibrant arts centre that hosts a variety of performances and events, offering a deep dive into the local arts scene. The building itself is steeped in history, adding to the unique experience.
  • Martin Van Buren National Historic Site: Situated 9.7km away, this historic site celebrates the life of the eighth President of the United States. Visitors can explore the beautifully preserved estate and gain insights into early American politics and history, imbued with rich cultural significance.
  • Art Omi International Arts Center - Fields Sculpture Park: Just 6.4km from Chatham, this outdoor sculpture garden blends art with nature, featuring large-scale works by renowned artists. It's a perfect spot for families to enjoy a leisurely stroll amidst stunning landscapes.

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 travelling to Chatham, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 88.5km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport. Hudson, NY (HCC-Columbia County) is a mere 12.9km away, offering hotels like The Wick, Hudson, 8.0km from the airport, with convenient transfer services. Albany, NY (ALB-Albany Intl.) is 46.7km from Chatham, featuring hotels such as the Crowne Plaza Albany - The Desmond Hotel, just 1.6km from the airport. Each of these airports provides accessible transport options to their respective hotels.

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 traveller data. Other good choices for your stay in 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! Most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.
What are some accommodation options 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 that feature an on-site 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 theatres and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 26 hotels and other accommodation options to choose from. Find out more about Chatham.
What are the top places to visit in Chatham?
A favourite 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. Take a look at what more there is to see and do in Expedia's Chatham guide.
What's the seasonal weather in Chatham?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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