East Windham Vacations from $545

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The Latest East Windham vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $597, price is now $545 per person
$545
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Albany (ALB) to Hudson (HCC)
9.4/10 Exceptional! (818 reviews)
Hotel Vienna is awesome! Family Friendly.. pet friendly…. Staff great! Fun to have Suana this time with pool… miss not having the hot tub…. 💙李💜❤️

Reviewed on Jul 11, 2026

Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $911, price is now $716 per person
$716
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Albany (ALB) to Hudson (HCC)
8.8/10 Excellent! (100 reviews)
Gorgeous property, photos don’t do it justice. Perfect getaway. We had the best time! Sauna, swimming in the nearby creek, fire pits, pool time, so much greenery, and a great bakery! Country vibe- not a modern feel- like glamorous summer camp. We loved it!

Reviewed on Jul 15, 2026

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,274, price is now $4,205 per person
$4,205
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Albany (ALB) to Hudson (HCC)
No reviews

The Haüs Windham

The Haüs Windham

2 out of 5
Save 100% on your flight
Price was $1,268, price is now $1,049 per person
$1,049
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Albany (ALB) to Hudson (HCC)
8/10 Very Good! (32 reviews)

Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $709, price is now $669 per person
$669
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Albany (ALB) to Hudson (HCC)
9.2/10 Wonderful! (107 reviews)
The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!

Reviewed on Jul 13, 2026

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East Windham Hotel Deals

The Perch Hotel

The Perch Hotel

2 out of 5
7604 NY-23 East Windham NY
$197 nightly
The price is $213 total per night from Jul 23 to Jul 24
$213 total
Jul 23 - Jul 24
Total with taxes and fees
9.6/10 Exceptional! (32 reviews)
"Check in information was provided via email the day of check in. I was able to enter the hotel and my room without a problem. The hotel staff was responsive and helpful via text messages. The inside of our room was very comfortable, the staff left a few complementary drinks and snack in the room ..."

Reviewed on Jun 3, 2026

The Perch Hotel
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
$145 nightly
The price is $157 total per night from Aug 4 to Aug 5
$157 total
Aug 4 - Aug 5
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Breakfast set up was very nice - needs to start at 7:00 am"

Reviewed on Jul 11, 2026

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
$186 nightly
The price is $209 total per night from Aug 10 to Aug 11
$209 total
Aug 10 - Aug 11
Total with taxes and fees
9/10 Wonderful! (526 reviews)
"The AC was too noisy and can’t fall asleep"

Reviewed on Jul 8, 2026

AutoCamp Catskills
See all 1,711 properties in East Windham
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 Windham Vacation Packages

East Windham Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does an East Windham vacation package cost?
Offering excellent value package deals from $545 on Expedia, you'll be thrilled with how little a vacation to East Windham costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to East Windham?
If you'd like to score a cheap East Windham vacation package, consider visiting in December, January and February. You'll usually find better prices on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for East Windham?
With a well-organized travel plan, you can easily tick off the main East Windham attractions in a handful of days. But if you prefer to explore off the beaten track or go on day trips, consider booking your East Windham vacation for longer.
How to find the best East Windham package deals?
Start your search for an East Windham package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal East Windham package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your East Windham escape underway.
Is it cheaper to book an East Windham vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your East Windham getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to East Windham?
If you're considering an impromptu East Windham trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later East Windham vacation packages?
Set off on your perfect trip to East Windham with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up cheap deals before they sell out.

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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.