
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
Save 100% on your flight
Price was $829, price is now $492 per person
$492
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
18.4/10 Exceptional! (110 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Reviewed on Oct 27, 2025

Wilder House Berkshires
Save 100% on your flight
Price was $734, price is now $530 per person
$530
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
19.6/10 Exceptional! (38 reviews)
Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you!
Reviewed on Nov 10, 2025

Pocketbook Hotel and Bath
Price was $693, price is now $520 per person
$520
per person
Dec 26 - Dec 28
found 19 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
17.6/10 Exceptional! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in
I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open
Reviewed on Nov 12, 2025

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
Save 100% on your flight
Price was $1,012, price is now $791 per person
$791
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
12/10 Exceptional! (1 review)
The location of the house was very near for food and supplies,yet very private. The inside was very clean and well kept. We enjoyed the quietness and surrounding grounds with views of local wild life.
The things that we did not like was the musty - moldy smell when we first got there. Every time you used the water it smelled. Red light on fridge for changing filter. Bought spring water to use for drinking, coffee, and cooking. All reported to host upon departure.
Reviewed on Aug 23, 2025

The Haüs Windham
Price was $1,214, price is now $996 per person
$996
per person
Dec 26 - Dec 28
found 19 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
17.2/10 Exceptional! (17 reviews)
Hot tub could have been cleaner but all in all. Beautiful and amazing views! Great service with the front desk calls and extra towels provided no problem!
Reviewed on Sep 15, 2025
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View all tripsEast Chatham Hotel Deals

Inn at Silver Maple Farm
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

Vacation Village in the Berkshires
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

Hyatt Place Albany/Downtown
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
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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