Book Hotels in Old Chatham, NY

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Old Chatham hotels

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $170 total per night from Sep 27 to Sep 28
$170 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Comfortable, clean, ample breakfast"

Reviewed on Aug 29, 2026

Opens in a new windowThe Yankee Inn
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Good"

Reviewed on Aug 29, 2026

Opens in a new windowHyatt Place Albany/Downtown
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time ..."

Reviewed on Aug 29, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Sep 10 to Sep 11
$166 total
Sep 10 - Sep 11
Total with 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 ...
"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too ..."

Reviewed on Aug 29, 2026

Opens in a new windowBerkshires 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
$128 nightly
The price is $143 total per night from Aug 31 to Sep 1
$143 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel 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 ...
"Friendly and professional staff. Check in quick and easy. Will definitely stay again"

Reviewed on Aug 29, 2026

Opens in a new windowVacation Village in the Berkshires
Albany Plaza Hotel

Albany Plaza Hotel

2 out of 5
3 Watervliet Ave Ext, Albany, NY 12206 Albany NY
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Aug 30 to Aug 31
$69 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide ...
"Not well maintained"

Reviewed on Aug 28, 2026

Opens in a new windowAlbany Plaza Hotel
Hilton Albany

Hilton Albany

3.5 out of 5
40 Lodge Street Albany NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Sep 6 to Sep 7
$140 total
Sep 6 - Sep 7
Total with taxes and fees
This traditional hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
Opens in a new windowHilton Albany
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
300 Broadway Albany NY
Fully refundable
$110 nightly
The price is $126 total per night from Sep 7 to Sep 8
$126 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour ...
Opens in a new windowCountry Inn & Suites by Radisson, Downtown Albany New York
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
$57 nightly
The price is $64 total per night from Sep 29 to Sep 30
$64 total
Sep 29 - Sep 30
Total with 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 ...
Opens in a new windowFairBridge Inn Express
Don't see what you're looking for?
See all available properties in Old Chatham
View all properties
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.

Old Chatham Hotel & Travel Guide\n

Visitors to Hudson Valley will know there's only 1 room option within a convenient drive of where the locals can be found in Old Chatham, so look into securing somewhere to rest and relax well before your departure date.

The nearest Travelocity-listed hotel is the Inn At Richmond, Massachusetts, which sits 10 miles (17 kilometers) from the center of Old Chatham. As an alternative, you might like to investigate the Wyndham Bentley Brook, located in Massachusetts, which is 16 miles (26 kilometers) from the downtown area.

You should investigate the Stockbridge Country Inn or the Fairfield Inn and Suites by Marriott Lenox Great Barrington. The Stockbridge Country Inn is 15 miles (24 kilometers) outside of the middle of Old Chatham. The Fairfield Inn and Suites by Marriott Lenox Great Barrington, can be found 19 miles (31 kilometers) away. Some other accommodation options in the vicinity include the Holiday Inn Express Hotel & Suites Great Barrington and the Jiminy Peak Mountain Resort.

If you have the time, why not broaden your horizons and get to know the other attractions of Hudson Valley while you are in the region? Travel around Hudson Valley's historic bridges and open-air markets. Anyone seeking some fresh air should put aside some time to admire its rivers. Common activities in this particular area of United States of America include rock climbing and hiking.

55 miles (87 kilometers) away from Old Chatham, you will reach Poughkeepsie, where you'll find Marist College and Culinary Institute of America. If you're planning to visit Poughkeepsie, check out the rooms at the Buttermilk Falls Inn and Residence Inn by Marriott Poughkeepsie. Or, stay the night in Kingston, 40 miles (67 kilometers) to the southwest of Old Chatham, where you can choose between the Best Western Plus Kingston Hotel And Conference Center and Hampton Inn Kingston. If you stay in Kingston, set aside some time to check out the El Paso Winery and Old Dutch Church.

Albany International Airport is 25 miles (40 kilometers) outside the town center of Old Chatham. Wise visitors who would like to stay close by can reserve a room via Travelocity at the Residence Inn by Marriott Albany Airport or The Desmond Hotel Albany.

Frequently asked questions

What are the top kid-friendly hotels in Old Chatham?
Take some of the challenges out of traveling with young ones by choosing a family-friendly Old Chatham hotel. From thoughtful amenities to innovative services, these stays offer perks that'll help make your trip an effortless one: Unpack your bags at Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!. It comes with a swimming pool, a playground and a passion for making families feel at home. Otherwise, spend your Old Chatham escape at Welcome to the Red Bridge Cottage!. Make the most of a swimming pool, a playground and more here.
Where can I find cheap hotels in Old Chatham?
At Travelocity you'll find really nice hotels in Old 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 Old Chatham rather than in Old Chatham. We may find you even better rates, too.
How do I find the best Old Chatham hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Old 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 Old Chatham?
The cheapest hotel in Old Chatham is $64. 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 Old Chatham?
There are 1,639 hotels in Old Chatham on Travelocity.
What are the best hotels in Old Chatham?
Old 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 Old Chatham for you!
When is the best time to visit Old Chatham?
If you want the joy of a fun-filled trip in peak season, visit Old 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 Old Chatham?
Based on historic data is usually the cheapest month to visit Old 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 Old Chatham?
There are multiple hotels in Old 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 Old Chatham. We have plenty of kid-friendly hotels in Old Chatham to choose from on Travelocity!
Why book a hotel in Old Chatham through Travelocity?
Because we have the top hotels in Old 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 Old 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 Old Chatham hotel reviews by fellow wanderers

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Hotel was close to the Highway which is why we chose it ( online, unfamiliar with area). Booked via Expedia. Staff gave us the farthest room away from lobby he possibly could ( not that we WANTED that) and the room stunk, stale air. Beds were not comfortable at all. Could really use some updated mattresses. Room was clean. Area felt a tad sketchy, not much around it and it was dark when arrived. Literally wanted a place to pull in and sleep before getting back on road."
A verified traveler stayed at Country Inn & Suites by Radisson, Downtown Albany New York
Country Inn & Suites by Radisson, Downtown Albany New York

Explore More Ways to Travel with Travelocity