Old Chatham Vacations from $266

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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
Hotel Brookmere & Arbor Spa
Hilton Garden Inn Saratoga Springs
Berkshire Mountain Lodge
Spacious Home in Troy
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Old Chatham Hotel Deals

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 Mar 22 to Mar 23
$141 total
Mar 22 - Mar 23
Total with taxes and fees
8.8/10 Excellent! (2,291 reviews)
I have been here before years ago. The place is a good value and in a great location. Unfortunately the room was given to us in poor condition. There were cobwebs from the ceiling to one of the lamps. There was a used black latex glove in the chair. There was a ski glove behind the couch. There was ...

Reviewed on Mar 8, 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
$135 nightly
The price is $155 total per night from Mar 21 to Mar 22
$155 total
Mar 21 - Mar 22
Total with taxes and fees
9/10 Wonderful! (1,518 reviews)
Clean, renovated nice staff

Reviewed on Mar 8, 2026

Hyatt 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
$115 nightly
The price is $128 total per night from Apr 7 to Apr 8
$128 total
Apr 7 - Apr 8
Total with taxes and fees
9/10 Wonderful! (869 reviews)
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...

Reviewed on Mar 6, 2026

Berkshire Mountain Lodge
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 $266 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.