Find hotels in Chatham, NY from SAR 239

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Compare 1,613 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (87)
"Beautiful room and property. Perfect weekend getaway!"
The price is SAR 1,088
SAR 1,313 total
includes taxes & fees
23 Jul - 24 Jul
The Old Inn On The Green

Pilgrim Inn

2.5 star property
5.8 out of 10, (310)
"Great location but no staff at check-in or checkout!"
The price is SAR 311
SAR 347 total
includes taxes & fees
20 Aug - 21 Aug
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Friendly staff, easy parking"
The price is SAR 507
SAR 566 total
includes taxes & fees
6 Aug - 7 Aug
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (393)
"No frills but it was a great stay!"
The price is SAR 392
SAR 438 total
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (751)
"Close to our target event a plus"
The price is SAR 267
SAR 298 total
includes taxes & fees
5 Aug - 6 Aug
FairBridge Inn Express

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (611)
"It is clean and reasonably priced. We were comfortable and close to Tanglewood. "
The price is SAR 239
SAR 267 total
includes taxes & fees
5 Aug - 6 Aug
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful location!"
The price is SAR 730
SAR 816 total
includes taxes & fees
30 Jul - 31 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (678)
"Had a great time"
The price is SAR 520
SAR 633 total
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is SAR 666
SAR 744 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is SAR 737
SAR 823 total
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (611)
"Convenient location for my trip"
The price is SAR 259
SAR 289 total
includes taxes & fees
23 Jul - 24 Jul
Wagon Wheel Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (765)
"Was great loved the jacuzzi tub "
The price is SAR 371
SAR 415 total
includes taxes & fees
23 Jul - 24 Jul
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (524)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is SAR 379
SAR 508 total
includes taxes & fees
23 Jul - 24 Jul
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Good lodgings in a great area to visit."
The price is SAR 603
SAR 673 total
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (745)
"Staff were excellent and welcoming."
The price is SAR 709
SAR 792 total
includes taxes & fees
27 Jul - 28 Jul
Hotel On North

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Loved the Yankee Inn!"
The price is SAR 475
SAR 531 total
includes taxes & fees
27 Jul - 28 Jul
The Yankee, Trademark Collection by Wyndham

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is SAR 446
SAR 499 total
includes taxes & fees
23 Jul - 24 Jul
The Central Downtown Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (827)
"Very convenient location, downtown, short drive to local attractions "
The price is SAR 484
SAR 541 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

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.

Learn more about Chatham

Escape to Chatham! Enjoy its theater and food.

Top Chatham Hotel Reviews

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 Berkshires Untold 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?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: Visitors like this Chatham vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 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.