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Top Old Chatham hotels

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Old Chatham NY
This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. A ...
Host was extremely responsive, attentive and provided really good amenities Property was clean and fully furnished for a family vacation . Lovely atmosphere

Reviewed on Dec 25, 2025

Opens in a new windowAmazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Mar 2 to Mar 3
$103 total
Mar 2 - Mar 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
Clean room nice staff

Reviewed on Feb 22, 2026

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Mar 5 to Mar 6
$140 total
Mar 5 - Mar 6
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 ...
Clean room

Reviewed on Feb 22, 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
$121 nightly
The price is $136 total per night from Mar 24 to Mar 25
$136 total
Mar 24 - Mar 25
Total with taxes and fees
This lodge 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 parking, ...
Second stay. Great as usual!

Reviewed on Feb 22, 2026

Opens in a new windowBerkshire Mountain Lodge
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
$126 nightly
The price is $141 total per night from Feb 24 to Feb 25
$141 total
Feb 24 - Feb 25
Total with 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 ...
Clean room. Spacious.

Reviewed on Feb 22, 2026

Opens in a new windowVacation Village in the Berkshires
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

3 out of 5
300 Broadway Albany NY
Fully refundable
$138 nightly
The price is $158 total per night from Mar 13 to Mar 14
$158 total
Mar 13 - Mar 14
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Great clean hotel in perfect location

Reviewed on Feb 20, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Downtown Albany New York
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
$103 nightly
The price is $115 total per night from Feb 25 to Feb 26
$115 total
Feb 25 - Feb 26
Total with 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 ...
Room was nice and tidy. The staff were friendly. Check-in was quick and simple. Breakfast was plenty with eggs, bacon, sausages, waffles and French toast. There was only 1 working elevator so the wait was slow. Parking was undergoing renovation so you need to park down the slope and walk up. There's ...

Reviewed on Feb 22, 2026

Opens in a new windowHoliday 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
$98 nightly
The price is $112 total per night from Mar 1 to Mar 2
$112 total
Mar 1 - Mar 2
Total with 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 ...
Comfortable bed, big shower, and very nice Continental breakfast!

Reviewed on Feb 20, 2026

Opens in a new windowComfort Inn Glenmont - Albany South
Hilton Albany

Hilton Albany

3.5 out of 5
40 Lodge Street Albany NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $161 total per night from Mar 5 to Mar 6
$161 total
Mar 5 - Mar 6
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 ...
The room had stains on the pillows n what looked like a shredded cheese strand of the head board… the room was absolutely freezing.. even after running the heater all night… idk if I would stay here again but atleast they have a pool :)

Reviewed on Feb 9, 2026

Opens in a new windowHilton Albany
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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.

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 $103. 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 1,571 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.

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