Old Chatham Vacations from $686

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
The Equinox Golf Resort & Spa
The Cornell Inn, Lenox & The Berkshires
Brook Bound Inn
Fort William Henry Hotel and Conference Center
Wilburton Inn
Don't see what you're looking for?
See all available trips from Columbus to Old Chatham
View all trips

Discover the most popular places to visit in Old Chatham

Old Chatham Hotel Deals

Chatham Travel Lodge

Chatham Travel Lodge

2.5 out of 5
598 NY-295, Old Chatham, NY
$116 nightly
The price is $130 total per night from Aug 20 to Aug 21
$130 total
Aug 20 - Aug 21
Total includes taxes and fees
7.6/10 Good! (193 reviews)
Good stay
"The room was small but still acceptable and clean. The bed was reasonably comfortable and the bathroom was OK. Despite issues with the TV and air conditioner, the managers Rod and Noor were terrific and quick to respond. It was a half hour drive to Tanglewood. I would stay here again on a future ..."

Reviewed on Aug 14, 2025

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
$130 nightly
The price is $145 total per night from Aug 27 to Aug 28
$145 total
Aug 27 - Aug 28
Total includes taxes and fees
8.6/10 Excellent! (1,950 reviews)
Love Vacation Village!
"Love everything about this place. If you want a true home away from home this is the place. The only miss is streaming abilities for at night, but an extra hdmi to type C cable,and we were all set!"

Reviewed on Aug 16, 2025

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
$103 nightly
The price is $118 total per night from Sep 1 to Sep 2
$118 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (1,116 reviews)
"Nice & clean."

Reviewed on Aug 15, 2025

Hyatt Place Albany/Downtown
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.

More vacations you might like

Frequently asked questions

How much does an Old Chatham vacation package cost?
Offering great value package deals from $686 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.