Old Chatham Vacations from $436

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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.
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was $509, price is now $436 per person
$436
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
6.6/10 (1,006 reviews)

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $3,048, price is now $2,179 per person
$2,179
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.4/10 Exceptional! (46 reviews)

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Price was $8,246, price is now $6,425 per person
$6,425
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Hudson (HCC)
No reviews

Hotel Vienna

Hotel Vienna

3 out of 5
Price was $1,380, price is now $1,118 per person
$1,118
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Hudson (HCC)
9.4/10 Exceptional! (888 reviews)
We booked Hotel Vienna at the last moment and it turned out to be such a pleasant and beautiful stay. The location is simply mesmerizing and true treat to the eyes. We loved the walk behind the hotel which leads to a creek and meadow. It’s a hidden gem in Catskills. The staff ‘ Jessica’ was very nice and guided us to a lovely restaurant nearby. The breakfast is top notch . Fresh out of oven . Loved everything about our stay We will go back and recommend .

Reviewed on Oct 30, 2026

The Painted Lady by Avantstay Grand Victorian + Balcony Firepit + BBQ

The Painted Lady by Avantstay Grand Victorian + Balcony Firepit + BBQ

3 out of 5
Price was $2,622, price is now $2,156 per person
$2,156
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
No reviews

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Stay near popular Old Chatham attractions

Shaker Museum and Library

10.0/10 (1 review)
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.
See properties

Old Chatham Hotel Deals

Chatham Travel Lodge

Chatham Travel Lodge

2.5 out of 5
598 NY-295 Old Chatham NY
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $125 total per night from Nov 1 to Nov 2
$125 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (254 reviews)
"The property was clean, which is my priority. The staff/?owner was lovely.However, even though shevsaidv, "call for anything" she never returned my call. (There was no bath mat or anything to put on the floor when getting out of the shower). Would we stay ther again?, maybe."

Reviewed on Oct 28, 2026

Chatham Travel 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
$109 nightly
The price is $122 total per night from Nov 30 to Dec 1
$122 total
Nov 30 - Dec 1
Total with taxes and fees
Vacation Village in the Berkshires
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
$101 nightly
The price is $116 total per night from Nov 8 to Nov 9
$116 total
Nov 8 - Nov 9
Total with taxes and fees
Country Inn & Suites by Radisson, Downtown Albany New York
See all 1,677 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 $436 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.