
East Windham Vacations from $296
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The Latest East Windham vacation packages
Price found within the past 48 hours. Click for updated prices.



Coldbrook Bed and Breakfast
Save 100% on your flight
per person
Oct 11 - Oct 14
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!
Reviewed on Aug 4, 2025


Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool
Save 100% on your flight
per person
Oct 4 - Oct 8
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
9/10 Wonderful! (2 reviews)
Fine, elegant, house. A great departure from one’s daily life. Great layout but could use more lighting. There were old quirks about the house but it made it more unique. Some doors don’t shut and will rattle when windows are open. Could use a griddle or larger pans/more baking sheets. The property is gorgeous and the crisp air was refreshing. Lovely experience and would book again!
Reviewed on Apr 7, 2024
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Hunter Lodge, a Bluebird by Lark
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $183 total per night from Sep 11 to Sep 12
$183 total
Sep 11 - Sep 12
Total includes taxes and fees
9.2/10 Wonderful! (734 reviews)
"Nice lodge with a great view. Staff was very friendly."
Reviewed on Aug 16, 2025

Hotel Vienna
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $140 total per night from Sep 8 to Sep 9
$140 total
Sep 8 - Sep 9
Total includes taxes and fees
9.2/10 Wonderful! (616 reviews)
"Great hotel"
Reviewed on Aug 12, 2025

Postcard Cabins Eastern Catskills
282 Cairo Junction Rd, Catskill, NY
$204 nightly
The price is $220 total per night from Aug 18 to Aug 19
$220 total
Aug 18 - Aug 19
Total includes taxes and fees
9.4/10 Exceptional! (56 reviews)
"What I like about the property that is was a beautiful area to recharge and refresh your mind, getting away from the city side was soo peaceful I would recommend going back again. The thing I don’t like the cabin that I was staying the stovetop wasn’t working to it’s full potential but it worked ..."
Reviewed on Aug 13, 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.
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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.