East Windham Vacations from $764

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The Latest East Windham vacation packages

Price found within the past 48 hours. Click for updated prices.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $819, price is now $764 per person
$764
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
9.2/10 Wonderful! (314 reviews)
Get some bottled water

Reviewed on Jan 14, 2026

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

3 out of 5
Price was $2,985, price is now $2,416 per person
$2,416
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
No reviews
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,050, price is now $911 per person
$911
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
8.6/10 Excellent! (17 reviews)
I loved the view and the area

Reviewed on Jul 31, 2025

Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Price was $1,215, price is now $1,060 per person
$1,060
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
9/10 Wonderful! (4 reviews)
I loved the guest room with the pool table and self attend bar.

Reviewed on Oct 22, 2024

Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $931, price is now $850 per person
$850
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
8.8/10 Excellent! (80 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!

Reviewed on Jan 10, 2026

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East Windham Hotel Deals

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
$150 nightly
The price is $162 total per night from Jan 26 to Jan 27
$162 total
Jan 26 - Jan 27
Total with taxes and fees
9.4/10 Exceptional! (127 reviews)
The stay was wonderful. The beautiful place. All very comfortable!

Reviewed on Jan 13, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $172 total per night from Jan 20 to Jan 21
$172 total
Jan 20 - Jan 21
Total with taxes and fees
9.2/10 Wonderful! (740 reviews)
Nice rooms and continental breakfast. Very reasonable price.

Reviewed on Jan 13, 2026

Hotel Vienna
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $188 total per night from Jan 29 to Jan 30
$188 total
Jan 29 - Jan 30
Total with taxes and fees
9/10 Wonderful! (845 reviews)
Nice place, close to ski shops and hunter mountain. Right on the main road, so a bit of traffic dirt and noise.

Reviewed on Jan 16, 2026

Hunter Lodge, a Bluebird by Lark
See all 1,682 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 $764 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.