East Windham Vacation Packages

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Top East Windham Vacation Deals

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 CA $1,092, price is now CA $841 per person
CA $841
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Great place to rest and relax if this is what you want to do. I would highly recommend. They have great facilities at the hotel the hot tub and steam room was a hit for us. The property is very quiet and serene.

Reviewed on Aug. 19, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was CA $1,686, price is now CA $1,190 per person
CA $1,190
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9/10 Wonderful! (411 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug. 7, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Price was CA $2,391, price is now CA $1,858 per person
CA $1,858
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.4/10 Exceptional! (170 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.

Reviewed on Aug. 18, 2025

Couple s Oasis Pool Stream Firepit Steam Room

Couple s Oasis Pool Stream Firepit Steam Room

2 out of 5
Price was CA $1,935, price is now CA $1,646 per person
CA $1,646
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
No reviews
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 out of 5
Price was CA $1,096, price is now CA $959 per person
CA $959
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.4/10 Exceptional! (965 reviews)
Definitely a decent place to stay

Reviewed on Aug. 20, 2025

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East Windham Hotel Deals

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
The price is CA $174 per night from Sep 7 to Sep 8
CA $174
CA $218 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (737 reviews)
"Nice lodge with a great view. Staff was very friendly."

Reviewed on Aug. 16, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 21 to Sep 22
CA $172
CA $186 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (619 reviews)
"Beautiful property. Lovely room with a very comfortable bed. Extremely helpful desk staff—I would like to extend my thanks especially to her."

Reviewed on Aug. 20, 2025

Hotel Vienna
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
The price is CA $234 per night from Aug 24 to Aug 25
CA $234
CA $306 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (59 reviews)
"It was just really nice. Cute little (and I do mean little) modern trailer/cabins. Nicely appointed. Good lighting. . We’ll be back."

Reviewed on Aug. 18, 2025

Postcard Cabins Eastern Catskills
See all 1,647 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.
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Frequently asked questions

How much does an East Windham vacation package cost?
You can grab a vacation package to this popular destination from CA $841 on Expedia. But how much your vacation to East Windham costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to East Windham?
The off-season is the best time to travel to East Windham if you're trying to keep costs down. Another tip for getting cheap East Windham vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for East Windham?
With a well-organized travel plan, you can easily hit the top East Windham sights in a few days. But if you want to venture off the beaten track or go on day tours, think about booking your East Windham vacation for longer.
How to find the best East Windham package deals?
Bagging a cheap East Windham package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical East Windham package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an East Windham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can personalize your East Windham escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to East Windham?
If you've got your East Windham travel dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to East Windham?

  1. Choose when to go: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in East Windham.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to East Windham.
  3. Work out your trip length: Consider how much time you'd like to spend exploring East Windham. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the perfect East Windham vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.