Old Chatham Vacations from $462

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Your Old Chatham Vacation

The lively city of Old Chatham is calling your name. Immerse yourself in everything it has to offer with a Old Chatham vacation package that's customized to you. A trip to Old Chatham is an ideal opportunity to see the sights. Be sure to visit renowned attractions like The Mac-Haydn Theatre, Shaker Museum and Library and Valatie Free Library. Stop dreaming and start doing. Explore the many options on Expedia today and put your Old Chatham vacation plans into action!

The Latest Old Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $640, price is now $462 per person
$462
per person
Jun 18 - Jun 23
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
8.8/10 Excellent! (2,342 reviews)
Muito bom para aproveitar em família ou a 2

Reviewed on May 3, 2026

The Whitlock

The Whitlock

2 out of 5
Save 100% on your flight
Price was $1,195, price is now $878 per person
$878
per person
Jun 18 - Jun 23
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
8.6/10 Excellent! (293 reviews)
Clean room, friendly staff

Reviewed on May 2, 2026

Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $775, price is now $589 per person
$589
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
The room was very clean! The hotel was amazingly beautiful. The hotel staff including the front desk were so nice… the free shuttle service and the drivers were amazing! The bed on the other hand had one of the hardest pillows I have ever slept on. Like a rock to a garden… We went to the front desk to look for a place to get pizza and it would have been nice if we were directed to have the option of room service ordered or at least a menu in the room. Other than that it was a great overnight stay…

Reviewed on May 3, 2026

Hotel On North

Hotel On North

3.5 out of 5
Save 100% on your flight
Price was $1,086, price is now $838 per person
$838
per person
Jun 18 - Jun 23
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.6/10 Exceptional! (846 reviews)
Awesome boutique rooms!

Reviewed on Apr 21, 2026

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
Price was $964, price is now $778 per person
$778
per person
Jun 18 - Jun 23
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
8.8/10 Excellent! (1,001 reviews)
Lovely, historic hotel in need of some refurbishment and more meticulous housekeeping.

Reviewed on May 6, 2026

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Discover the most popular places to visit in Old Chatham

Shaker Museum and Library

You can spend time browsing the exhibits at Shaker Museum and Library in Old Chatham. While you're in the area, wander around the gardens.

Shaker Museum and Library

Old Chatham Hotel Deals

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!

Old Chatham NY
9.6/10 Exceptional! (95 reviews)
This is a beautiful large house on gorgeous property. The host Laurie is very attentive to all questions and responds very quickly. She recommended a restaurant in town for the 10 of us, 5 couples, called Peoples Pub. We all had a great meal there. We cooked in Saturday night and the kitchen had ...

Reviewed on May 2, 2026

Get rates
Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!
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 May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and fees
9/10 Wonderful! (925 reviews)
Room very spacious and clean. Full kitchen is a great bonus.

Reviewed on May 4, 2026

Berkshire 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
$118 nightly
The price is $135 total per night from May 17 to May 18
$135 total
May 17 - May 18
Total with taxes and fees
9/10 Wonderful! (1,611 reviews)
Amazing stay! No issues, I would definitely stay again!

Reviewed on May 7, 2026

Hyatt Place Albany/Downtown
See all 1,649 properties in Old Chatham
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.

Find the Best Old Chatham Vacation Packages

Old Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
The Mac-Haydn Theatre, Shaker Museum and Library and Hudson Chatham Winery

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Frequently asked questions

How much does an Old Chatham vacation package cost?
Offering great value package deals from $462 on Expedia, you'll be surprised at how little a vacation to Old Chatham costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Old Chatham?
You can generally find reduced prices and greater availability in June, September and October. Explore our cheap Old Chatham vacation packages and you could land some excellent off-season deals.
How many days is enough for Old Chatham?
Generally, a handful of days is enough to visit the major sights during your Old Chatham vacation. But if you want to have time to chill out or go on day tours, consider extending your trip.
How to find the best Old Chatham package deals?
Use Expedia's filter tool to help you find some terrific Old Chatham package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Old Chatham package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an Old Chatham vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a customized Old Chatham vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Old Chatham?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Old Chatham adventure.
Does Expedia offer Book Now, Pay Later Old Chatham vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Old Chatham break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.