Chatham Vacations from $660

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Your Chatham Vacation

The adventure-packed city of Chatham is calling. Delve into everything from its highlights to its hidden gems with a Chatham vacation package that's customized to you. Any trip to Chatham needs a well-planned itinerary. Fill yours with attractions like Martin Van Buren National Historic Site, Art Omi International Arts Center - Fields Sculpture Park and The Mac-Haydn Theatre. Browse Expedia's wide range of travel options and start organizing your ideal vacation to Chatham today.

The Latest Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $776, price is now $660 per person
$660
per person
May 28 - May 31
found 11 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
8.8/10 Excellent! (1,001 reviews)
Bed was not comfortable Room placement to loud

Reviewed on Mar 2, 2026

Marriott Albany

Marriott Albany

3.5 out of 5
Price was $800, price is now $693 per person
$693
per person
May 28 - May 31
found 11 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
8.2/10 Very Good! (751 reviews)
Love there shampoo and conditioner, very nice room friendly housekeeping staff.

Reviewed on Mar 1, 2026

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $758, price is now $660 per person
$660
per person
May 28 - May 31
found 11 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
8/10 Very Good! (1,214 reviews)
Very nice clean rooms

Reviewed on Mar 1, 2026

The Stockade Inn

The Stockade Inn

2 out of 5
Stockade Historic District
Price was $774, price is now $703 per person
$703
per person
May 28 - May 31
found 11 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
9.4/10 Exceptional! (110 reviews)
The room was very clean. All amenities were well stocked. The building has a wonderful historic charm. I would stay there again.

Reviewed on Feb 20, 2026

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Discover the most popular places to visit in Chatham

The Mac-Haydn Theatre

You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses.

The Mac-Haydn Theatre

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
$128 nightly
The price is $143 total per night from Mar 31 to Apr 1
$143 total
Mar 31 - Apr 1
Total with taxes and fees
8.8/10 Excellent! (2,274 reviews)
The room we stayed in has a shared hot water heater with another room, when we tried to take a shower in the morning we had no hot water. We called the front desk and were told to wait for the water heater to generate hot water. We waited until 30 minutes prior to check out and still had no hot water ...

Reviewed on Mar 1, 2026

Vacation Village in the Berkshires
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Fully refundable
$82 nightly
The price is $94 total per night from Mar 8 to Mar 9
$94 total
Mar 8 - Mar 9
Total with taxes and fees
7.8/10 Good! (1,006 reviews)
The room was fine we really didn't have any issues the only down fall was the hot tub was really nasty looking green water left you feeling slimy had a note the Jets weren't working should have just closed it down till fixed

Reviewed on Mar 2, 2026

Comfort Inn Glenmont - Albany South
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$149 nightly
The price is $161 total per night from Mar 3 to Mar 4
$161 total
Mar 3 - Mar 4
Total with taxes and fees
9.6/10 Exceptional! (160 reviews)
It was a great place to relaxing and nice view from the window was amazing I would recommend it

Reviewed on Mar 1, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 1,601 properties in 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 Chatham Vacation Packages

Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Population
1,700
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 a Chatham vacation package cost?
You'll find cheap prices from $660 on Expedia for your Chatham getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
If you'd like to snag a cheap Chatham vacation package, consider traveling in June, September and October. You'll typically find better rates on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Chatham?
The ideal length for your Chatham vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to check out all the top attractions and discover some hidden gems along the way.
How to find the best Chatham package deals?
Begin your search for a Chatham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chatham package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham escape underway.
Is it cheaper to book a Chatham vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can tailor your Chatham escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chatham?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chatham escape.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Chatham trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot 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.