East Chatham Vacations from $492

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Your East Chatham Vacation

Entertainment, history, art and more … There's so much to experience with a East Chatham vacation package. And with the ability to customize your city break, you know it'll be one to remember. When the time comes to head out and see the sights, be sure to include The Mac-Haydn Theatre and Shaker Museum and Library on the itinerary for your trip to East Chatham. Expedia has what you need to escape your routine. Tailor your vacation to East Chatham to suit your travel style, whatever that may be.

The Latest East Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Wilder House Berkshires
Pocketbook Hotel and Bath
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
The Haüs Windham
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Limited-time deals: Save up to 50% on select hotels.

East Chatham Hotel Deals

Inn at Silver Maple Farm

Inn at Silver Maple Farm

3 out of 5
1871 State Route 295 East Chatham NY
$149 nightly
The price is $167 total per night from Nov 25 to Nov 26
$167 total
Nov 25 - Nov 26
Total with taxes and fees
9.8/10 Exceptional! (97 reviews)
The breakfast was delicious, with an amazing selection and a hot breakfast option (it was an egg and bacon sandwich on a croissant, yum!). Lovely public space, we stayed in a very comfortable and well appointed suite. Excellent stay!

Reviewed on Oct 19, 2025

Inn at Silver Maple Farm
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
$94 nightly
The price is $105 total per night from Nov 25 to Nov 26
$105 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (2,145 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on Nov 22, 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
$98 nightly
The price is $112 total per night from Dec 1 to Dec 2
$112 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,299 reviews)
Great staff, clean room, breakfast was great too!

Reviewed on Nov 20, 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.

Find the Best East Chatham Vacation Packages

East Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
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 East Chatham vacation package cost?
Offering great value package deals from $492 on Expedia, you'll be pleasantly surprised at how much a vacation to East Chatham costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Chatham?
If you'd like to snag a cheap East Chatham vacation package, consider traveling in June, September and October. You'll typically find better prices on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for East Chatham?
With a well-planned itinerary, you can easily hit the top East Chatham attractions in a few days. But if you want to explore off the beaten track or take day trips, consider booking your East Chatham vacation for longer.
How to find the best East Chatham package deals?
Landing a cheap East Chatham package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical East Chatham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an East Chatham vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a personalized East Chatham vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to East Chatham?
If you're considering a spur-of-the-moment East Chatham adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later East Chatham vacation packages?
Jet off on your perfect escape to East Chatham with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.