Windham Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Packages with flights are ATOL protected

Windham Essential Information

Language
English
Currency
U.S dollars
Population
370
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Hunter Mountain, Zoom Flume and Blackhead Mountain Country Club

Our pick of the best Windham Hotel Deals

Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (570 reviews)
"Gorgeous setting, pleasant staff, comfortable room and amenities, reasonable price."

Reviewed on 10 Jun 2025

Hotel Vienna
Eastwind Windham
Eastwind Windham
2 out of 5
5088 NY-23, Windham, NY
Stay at this hotel in Windham. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (56 reviews)
"Friendly staff, accommodating and clean Some of it under construction"

Reviewed on 23 May 2025

Eastwind Windham
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
Stay at this 3.5-star hotel in Windham. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.4/10 Very Good! (59 reviews)
"I loved all the activities and amenities—great quiet rooms."

Reviewed on 11 Jun 2025

Wylder Hotel Windham
See all 2,049 properties in 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Windham travel package cost?
Say yes to new adventures with our Windham travel packages, which start from a low . Pick the flights and hotels that fit your travel plans. Then, add on a couple of experiences or tours for a one-of-a-kind getaway.
If I'm not able to travel, can I cancel my Windham travel package?
Yes, you can. We totally understand that things don't always go to plan, so we're happy to help if you have to make changes to your Windham travel package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Windham?
Lock in flights that suit your schedule, add a hotel room to your booking and see how much you save with a Windham travel package. It's that easy! From flights and hotels to rental cars and activities, Expedia is where your cheap getaway begins. And with more than 550 partner airlines and 1,000,000 properties globally to pick from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Windham holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fabulous getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in Windham?
With loads to discover in Windham, we recommend you secure a room in a hotel near its attractions. Windham Mountain Resort, Windham Country Club and Windham Vineyards and Winery are some popular ones to put on your to-do list.
What are the top hotels in Windham?
Best Western New Baltimore Inn and Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel are two of the most sought-after hotels in Windham. Why not look up the amenities and rates at each and then decide?
How far in advance should I book my Windham holiday?
Be rewarded with the biggest variety and the cheapest prices by booking your Windham holiday nice and early. Air carriers tend to publish flights around a year prior to departure, so reserve your spot as soon as you can. That said, Expedia is constantly working to give you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Windham travel package include?
Rental cars, hotels and flights, or any combination of them --- it's your pick! Whether you're exploring Windham with the entire family or enjoying a solo break, there's a package to match your style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Windham travel package?
You'll enjoy big savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot simply makes planning easier. So why waste time or money? Whether you're organising a luxury romantic escape or a low-cost family break, browse our travel packages today.
Can I choose my airline with a Windham Expedia travel package?
You can, and with more than 550 airlines to pick from across the globe, you've got lots of choice. Have a look through the available options and see which airline suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.