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Windham

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Cheap Flights to Windham

Fall in love at first flight with your vacation to Windham by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windham on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windham, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windham

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windham with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HCC airport.

What is the cheapest month to fly to Windham?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windham are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windham?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Windham.

What airport is best to fly into Windham?

When you’re planning your trip to Windham, convenience is the name of the game. Luckily, Windham Columbia County Airport is nearby so you can deplane and get going on checking off everything on your Windham must-do list.

How much are flights to Windham?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windham on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windham?

The trick to saving a stack of cash on your flight to Windham? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Windham Flight Information
Destination airport
Windham
Destination airport IATA code
HCC

Last Minute Hotel Deals in Windham

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (709 reviews)
Excellent service!!!

Reviewed on Nov 26, 2025

Hotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (70 reviews)
Would absolutely stay here again. Place was clean, the amenities were great and the staff was the best!

Reviewed on Nov 24, 2025

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
8.6/10 Excellent! (85 reviews)
everything was clean and new. gorgeous pillows, mattress and bedding. Restaurant was wonderful. Loved the balcony view of mountains and stream. Too cold to go bike riding but they had electric bikes.

Reviewed on Nov 29, 2025

Wylder Hotel Windham
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23 Windham NY
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
8.6/10 Excellent! (343 reviews)
Clean rooms

Reviewed on Oct 11, 2025

Winwood Condominiums by Windham Mountain Club
The Haüs Windham

The Haüs Windham

2 out of 5
218 NY-296 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Mountain Resort and Windham Country Club are ...
8.4/10 Very Good! (17 reviews)
Loved the hot tub, peaceful surroundings and comfy bed!!

Reviewed on Oct 14, 2025

The Haüs Windham
Cave Mountain Motel

Cave Mountain Motel

2.5 out of 5
10978 STATE RTE 23 Windham NY
Stay at this motel in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery ...
9.2/10 Wonderful! (134 reviews)
Facility was clean and well taken care of. You will not be disappointed.

Reviewed on Oct 27, 2025

Cave Mountain Motel
Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296 Windham NY
Book a stay at this ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
9/10 Wonderful! (125 reviews)
Very friendly and hospitable- I did hear the breakfast was amazing but left early in the morning! Clean rooms, nice dining and livings rooms! Bathroom clean! Large driveway for parking! Zero cell phone service in the area so wifi was available in the home and speedy! Mini fridge in the dining area ...

Reviewed on Nov 23, 2025

Antique Rose Inn Windham
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street Windham NY
Stay at this guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Mountain Resort and Windham Country ...
7.4/10 Good! (68 reviews)
Old, outdated everything inside, musty, no WiFi, no heat in the bathroom.

Reviewed on Jan 19, 2025

Beds on Clouds
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.