Find hotels in Chatham, NY from ₩101,790

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chatham hotels

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)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Center and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is ₩120,289
₩134,364 total
includes taxes & fees
Feb 12 - Feb 13
Quality Inn Lee - Lenox South

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, (827 reviews)
  • cleanliness
    Berkshire getaway with 4 swimming pools offers seasonal outdoor retreat.
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is ₩160,814
₩207,572 total
includes taxes & fees
Feb 9 - Feb 10
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (821 reviews)
  • cleanliness
    Experience the beauty of the Berkshires at a cozy lodge with golf access and pool.
"Friendly informed staff, super clean room, the hot chocolate machine !!!!!"
United States
Kristin
The price is ₩141,066
₩189,504 total
includes taxes & fees
Feb 3 - Feb 4
Berkshire Mountain Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (67 reviews)
  • cleanliness
    Enjoy a charming escape in Copake Falls with easy access to local attractions.
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge

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, (1,001 reviews)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ₩139,730
₩156,077 total
includes taxes & fees
Feb 22 - Feb 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (655 reviews)
  • cleanliness
    Explore Berkshires charm near Lee Premium Outlets with mini golf on-site.
"The room was clean and the service adequate"
United States
David
The price is ₩91,128
₩101,790 total
includes taxes & fees
Feb 12 - Feb 13
Econo Lodge Lee - Great Barrington

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (335 reviews)
  • cleanliness
    Unwind by the river at this Hudson Valley spa hotel with scenic park views.
"Voco Newbury Hotel is a spotless place with beautiful, large rooms that have everything you need. The rooms are comfortable and well maintained. The staff was okay overall. The only downside is the noise, it’s very easy to hear everything from the rooms upstairs, including walking, talking, and other noises, which can be disruptive."
United States
Nabil
The price is ₩205,842
₩222,308 total
includes taxes & fees
Feb 2 - Feb 3
voco James Newbury Hudson Valley by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (821 reviews)
  • cleanliness
    Explore downtown Pittsfield from a stylish hotel with complimentary WiFi and parking.
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is ₩212,990
₩237,905 total
includes taxes & fees
Feb 5 - Feb 6
Hotel On North

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
  • cleanliness
    Relax in serene Old Chatham, close to local theaters and the Shaker Museum.
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ₩165,803
₩185,701 total
includes taxes & fees
Jan 31 - Feb 1
Chatham Travel Lodge

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is ₩133,626
₩149,260 total
includes taxes & fees
Feb 6 - Feb 7
Best Western Plus Berkshire Hills Inn & Suites

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
  • cleanliness
    Serene lakeside escape with water activities and complimentary perks.
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ₩205,842
₩241,421 total
includes taxes & fees
Jan 31 - Feb 1
Lakehouse Inn

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,221 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ₩148,624
₩181,694 total
includes taxes & fees
Feb 1 - Feb 2
Vacation Village in the Berkshires

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
  • cleanliness
    Enjoy a tranquil stay near Tanglewood Music Center with a refreshing pool.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ₩122,919
₩137,299 total
includes taxes & fees
Feb 1 - Feb 2
Berkshire Inn

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (197 reviews)
  • cleanliness
    Experience the rustic charm of Copake's finest lodge with American dining options.
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is ₩170,105
₩190,517 total
includes taxes & fees
Feb 2 - Feb 3
the Alander

Four Points by Sheraton Albany

Four Points by Sheraton Albany
3.0 star property
Albany
9.0 out of 10, Wonderful, (557 reviews)
  • cleanliness
    Take a dip in the Art Deco hotel with American dining and 24-hour fitness center.
"We had a very comfortable stay. Clean room, comfy bed and friendly staff."
United States
Emily
The price is ₩162,816
₩186,425 total
includes taxes & fees
Feb 21 - Feb 22
Four Points by Sheraton Albany

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (664 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is ₩196,388
₩219,353 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Garden Inn Lenox Pittsfield

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)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is ₩140,087
₩156,477 total
includes taxes & fees
Feb 6 - Feb 7
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
  • cleanliness
    Relaxing Lee motel near Tanglewood offers seasonal pool and outdoor adventures.
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ₩135,799
₩151,687 total
includes taxes & fees
Jan 30 - Jan 31
Sunset Inn

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, (79 reviews)
  • cleanliness
    Relax in the heart of the Berkshires with an indoor pool and hot tub after a day out.
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is ₩188,760
₩210,845 total
includes taxes & fees
Feb 9 - Feb 10
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is ₩227,284
₩317,740 total
includes taxes & fees
Feb 23 - Feb 24
The Red Lion 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.
Save an average of 15% on thousands of hotels when you're signed in

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

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 Berkshire Mountain Lodge. 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.
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: Condo, 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 25 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 Kinderhook 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.