Book Hotels in Old Chatham, NY

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Top Old Chatham hotels

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Nov 2 to Nov 3
$115 total
Nov 2 - Nov 3
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 ...
"Yes"

Reviewed on Oct 17, 2025

Opens in a new windowBerkshires Untold
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 Nov 2 to Nov 3
$126 total
Nov 2 - Nov 3
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, ...
"Kitchen and parking both very good"

Reviewed on Oct 19, 2025

Opens in a new windowBerkshire Mountain Lodge
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET, Albany, NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Nov 20 to Nov 21
$126 total
Nov 20 - Nov 21
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 ...
"I was there to do the Hudson Mohawk Marathon. The finish line was closely located. The weekend staff, while I was there was a pleasant and efficient demeanor. I have only good things to say about them."

Reviewed on Oct 15, 2025

Opens in a new windowHyatt Place Albany/Downtown
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
$112 nightly
The price is $125 total per night from Oct 30 to Oct 31
$125 total
Oct 30 - Oct 31
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 ...
"Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back."

Reviewed on Oct 19, 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
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $131 total per night from Nov 16 to Nov 17
$131 total
Nov 16 - Nov 17
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 ...
"Cleab"

Reviewed on Oct 16, 2025

Opens in a new windowHampton Inn & Suites Albany-Downtown
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 Nov 14 to Nov 15
$126 total
Nov 14 - Nov 15
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, ...
"This hotel has been completely renovated with everything new. It is a few blocks away from the hub of Albany but well worth it in so many ways. Breakfast goes to 10am. Nice staff and room prepared nicely."

Reviewed on Oct 15, 2025

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 Nov 2 to Nov 3
$115 total
Nov 2 - Nov 3
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 ...
"Enjoyed dinner and drinks"

Reviewed on Oct 18, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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 Oct 23 to Oct 24
$130 total
Oct 23 - Oct 24
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.
"Clean, comfortable room. Check in was easy."

Reviewed on Sep 23, 2025

Opens in a new windowChatham Travel Lodge
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
$59 nightly
The price is $68 total per night from Oct 23 to Oct 24
$68 total
Oct 23 - Oct 24
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 ...
"Staff was welcoming and pleasant. Bed was soft and comfy. Needs upgrading."

Reviewed on Oct 12, 2025

Opens in a new windowAlbany Plaza Hotel
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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 $68. 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 1,583 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Kitchen and parking both very good"
A verified traveler stayed at Berkshire Mountain Lodge
Berkshire Mountain Lodge

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