Old Chatham Vacations from $579

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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.
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
Price was $888, price is now $579 per person
$579
per person
Mar 16 - Mar 20
found 10 hours ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
7.6/10 Good! (558 reviews)
Excellent location!!

Reviewed on Dec 26, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,354, price is now $924 per person
$924
per person
Mar 14 - Mar 19
found 10 hours ago
Roundtrip non-stop flight included
Kansas City (MKC) to Albany (ALB)
9.4/10 Exceptional! (13 reviews)
Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession.

Reviewed on Nov 29, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $1,371, price is now $994 per person
$994
per person
Mar 14 - Mar 20
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
7.4/10 Good! (567 reviews)
Was surprised at the dirty floors in common area and in my room one of the curtain sheers was ripped, other curtains were hanging off hokks, caulking at sink looked old, cracked, carpets in staircase dirty. I fear this beautiful hotel is in a downward spiral. One front desk person directed me to closed restaurants...

Reviewed on Jan 9, 2026

The Manchester View

The Manchester View

2.5 out of 5
Price was $1,049, price is now $776 per person
$776
per person
Mar 14 - Mar 20
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (772 reviews)
For the price it is absolutely 10/10. Clean, easy to check in & out. Amazing value

Reviewed on Jan 11, 2026

The Dewey

The Dewey

3.5 out of 5
Price was $1,008, price is now $746 per person
$746
per person
Mar 14 - Mar 19
found 10 hours ago
Roundtrip non-stop flight included
Kansas City (MKC) to Albany (ALB)
8.6/10 Excellent! (329 reviews)
Great spot. Lots of history.

Reviewed on Sep 12, 2025

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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

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
9.6/10 Exceptional! (66 reviews)
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

Get rates
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!
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 Jan 13 to Jan 14
$141 total
Jan 13 - Jan 14
Total with taxes and fees
8.6/10 Excellent! (2,202 reviews)
Clean rooms, chimney did not work

Reviewed on Jan 4, 2026

Vacation Village in the Berkshires
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Jan 25 to Jan 26
$116 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,425 reviews)
I love everything it was perfect

Reviewed on Jan 12, 2026

Hyatt Place Albany/Downtown
See all 1,576 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 $579 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.