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Top Chatham hotels

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
$204 nightly
The price is $220 total per night from Jul 27 to Jul 28
$220 total
Jul 27 - Jul 28
Total includes taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
"Excelente experiencia, consejo importante descargar el mapa para que sea mas facil encontrar la cabaña asignada."

Reviewed on Jul 21, 2025

Postcard Cabins Eastern Catskills
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 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $169 total per night from Jul 30 to Jul 31
$169 total
Jul 30 - Jul 31
Total includes taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Enjoyed our stay.
"Our family stay was very nice. We took advantage of the large outdoor pool and the mini golf on site. The property is in a very beautiful woodsy minimally developed area. The unit was fine but not great. The cabinets are generally old looking and water-moisture damaged. All was workable but 5 star ..."

Reviewed on Jul 23, 2025

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

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $222 total per night from Jul 27 to Jul 28
$222 total
Jul 27 - Jul 28
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
"We enjoyed the unique character and flavor of the hotel!"

Reviewed on Jul 19, 2025

Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $134 total per night from Aug 4 to Aug 5
$134 total
Aug 4 - Aug 5
Total includes taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
"I loved the mountains all around, beautiful scenery."

Reviewed on Jul 21, 2025

Vacation Village in the Berkshires
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Jul 27 to Jul 28
$141 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...
"Very friendly girl at the check-in who moved us (essentially upgraded us) to a suite after our initial room smelled of lingering cigarette smoke. She was very patient about my paranoia over the pilot light/flame in the room's fireplace. Great experience."

Reviewed on Jul 18, 2025

Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 out of 5
12740 State Route 9 W, West Coxsackie, NY
Fully refundable
$107 nightly
The price is $116 total per night from Aug 24 to Aug 25
$116 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour ...
excellent place.
"needed are room slippers and grab bar in the tub. also to keep sugar or substitute in room. and a local map Commend Jack of excellent service."

Reviewed on Jul 18, 2025

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
$129 nightly
The price is $144 total per night from Jul 27 to Jul 28
$144 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"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."

Reviewed on Jul 21, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W, Glenmont, NY
Fully refundable
$148 nightly
The price is $170 total per night from Aug 10 to Aug 11
$170 total
Aug 10 - Aug 11
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Our room smelled like smoke."

Reviewed on Jun 27, 2025

Comfort Inn Glenmont - Albany South
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Aug 18 to Aug 19
$78 total
Aug 18 - Aug 19
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...
"Shampoo and toilet paper should have been In the room."

Reviewed on Jun 29, 2025

FairBridge Inn Express
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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.

Chatham Hotel & Travel Guide\n

There isn't a big range of places to stay within easy driving distance of Chatham's center. Be sure to book well in advance if you'd like to stay close to Chatham's action.

The Inn At Richmond, Massachusetts, which is the nearest hotel, is 11 miles (18 kilometers) from the heart of downtown Chatham. A second handy Travelocity-listed option is the Wyndham Bentley Brook, which is situated in Massachusetts, 20 miles (33 kilometers) from the center of Chatham.

The Stockbridge Country Inn is 12 miles (19 kilometers) from the center of Chatham. Also, the Fairfield Inn and Suites by Marriott Lenox Great Barrington is situated 14 miles (23 kilometers) away. You might like to check in to the Holiday Inn Express Hotel & Suites Great Barrington or the Jiminy Peak Mountain Resort.

After you've thoroughly explored Chatham, why don't you discover a little more of the region? The Hudson Valley vicinity boasts plenty of things to check out. Explore Hudson Valley's historic bridges and don't forget to fall in love with the area's rivers. Enlightened travelers in this corner of United States of America enjoy rock climbing and hiking.

On the hunt for things to do? You could spend a few hours seeing Marist College and Culinary Institute of America, which can be found in Poughkeepsie, 50 miles (77 kilometers) southwest of Chatham. When you visit Poughkeepsie, be sure to check out the Buttermilk Falls Inn and Residence Inn by Marriott Poughkeepsie. 35 miles (58 kilometers) southwest of Chatham, you will reach Kingston, home to the Best Western Plus Kingston Hotel And Conference Center and Hampton Inn Kingston. The El Paso Winery and Old Dutch Church are popular places to experience when in Kingston.

Prior to departing from Hudson Valley, you sure ensure you enjoy enthusiastic locals watching an exciting game of sport. Make your way to Times Union Center, located to the northwest of Chatham. For tourists who like the thought of staying close to the game, book a room in the Hilton Albany or TownePlace Suites by Marriott Albany Downtown/Medical Center.

When you are traveling through Albany International Airport and hope to book a room in the area, have a look at Albany Marriott or Homewood Suites by Hilton Albany.

Frequently asked questions

What are the top kid-friendly hotels in Chatham?
Family getaways are where wonderful memories are made, but traveling with young ones can be demanding. These kid-friendly Chatham hotels offer perks that aim to keep young and old alike relaxed and happy: You'll be well looked after at The Honeydew: Cozy*hot tub*fire pit*walk to dinner. It comes with a firepit, a fireplace and a knack for making families feel at home. Alternatively, spend your nights in Chatham at Charming Farm House on 460 Acre Working Farm. Take advantage of a deck, animal viewing activities and more here.
Where can I find cheap hotels in Chatham?
At Travelocity you'll find really nice hotels in Chatham at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chatham rather than in Chatham. We may find you even better rates, too.
How do I find the best Chatham hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chatham then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chatham?
The cheapest hotel in Chatham is $78. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chatham?
There are 1,613 hotels in Chatham on Travelocity.
What are the best hotels in Chatham?
Chatham has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chatham for you!
When is the best time to visit Chatham?
If you want the joy of a fun-filled trip in peak season, visit Chatham during February, March and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, September and October.
When is the cheapest time to stay in Chatham?
Based on historic data is usually the cheapest month to visit Chatham. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chatham?
There are multiple hotels in Chatham that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chatham. We have plenty of kid-friendly hotels in Chatham to choose from on Travelocity!
Why book a hotel in Chatham through Travelocity?
Because we have the top hotels in Chatham! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chatham on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chatham hotel reviews by fellow wanderers

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

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Loved the property, room was clean and had everything you needed!! We had an upgrade that was wonderful!! Only downfall was the outside little deck! No privacy all out In the open, side by side and facing the other units with a walkway in front of it!! Was looking forward to sitting out side but ended up not using it at all. "
A verified traveler stayed at 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
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