Book Hotels in Old Chatham, NY

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Top Old Chatham hotels

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
$142 nightly
The price is $159 total per night from Oct 2 to Oct 3
$159 total
Oct 2 - Oct 3
Total with 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 ...
"The room was fantastic - lots of space and well laid out. Having a kitchen is always very helpful. The property was well kept and clean. I love the rustic vibe. The amenities were awesome - the kids spent all day in the large outdoor pool. We also enjoyed the arcade and mini-golf. The whole area ..."

Reviewed on Sep 22, 2025

Opens in a new windowHoliday 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
$128 nightly
The price is $143 total per night from Sep 29 to Sep 30
$143 total
Sep 29 - Sep 30
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 ...
"The owners did a wonderful job converting this obviously standard motel with rooms that are entered from the outdoors.The lobby/restaurant area was beautiful and comfortable. The outside terrace area was also well appointed but unusable on the lovely evening we were there because the cushions were ..."

Reviewed on Sep 27, 2025

Opens in a new windowBerkshires Untold
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET, Albany, NY
$127 nightly
The price is $145 total per night from Oct 12 to Oct 13
$145 total
Oct 12 - Oct 13
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 ...
"The hotel and room was clean. The room was very spacious. The staff was helpful and friendly."

Reviewed on Sep 27, 2025

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
$113 nightly
The price is $126 total per night from Sep 29 to Sep 30
$126 total
Sep 29 - Sep 30
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, ...
"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again."

Reviewed on Sep 25, 2025

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
$128 nightly
The price is $143 total per night from Sep 29 to Sep 30
$143 total
Sep 29 - Sep 30
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 ...
"Absolutely fantastic!!! This just be our new escape from reality place. Everything was top shelf."

Reviewed on Sep 28, 2025

Opens in a new windowVacation Village in the Berkshires
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
25 Chapel St, Albany, NY
$120 nightly
The price is $137 total per night from Oct 5 to Oct 6
$137 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet ...
"the property and the room were well maintained and comfortable."

Reviewed on Sep 22, 2025

Opens in a new windowHampton Inn & Suites Albany-Downtown
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W, Glenmont, NY
Fully refundable
$96 nightly
The price is $110 total per night from Oct 13 to Oct 14
$110 total
Oct 13 - Oct 14
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 ...
"It was convenient for us."

Reviewed on Sep 20, 2025

Opens in a new windowComfort Inn Glenmont - Albany South
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2 out of 5
300 Broadway, Albany, NY
Fully refundable
$110 nightly
The price is $126 total per night from Oct 19 to Oct 20
$126 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center, ...

Reviewed on Sep 24, 2025

Opens in a new windowCountry Inn & Suites by Radisson, Downtown Albany New York
Chatham Travel Lodge

Chatham Travel Lodge

2.5 out of 5
598 NY-295, Old Chatham, NY
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $130 total per night from Sep 29 to Sep 30
$130 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. A terrace is also provided.
Just Right
"Just right, quiet, clean, close to food, beverage and areas of interest"

Reviewed on Sep 8, 2025

Opens in a new windowChatham Travel Lodge
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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 $110. 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 1,584 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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Absolutely fantastic!!! This just be our new escape from reality place. Everything was top shelf. "
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires
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