Search Cheap Flights to
Windham

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

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
The price is $146 per night from Jan 23 to Jan 24
$146
includes taxes & fees
Jan 23 - Jan 24
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! (507 reviews)
"Love The Vienna. It is so much more than its outward appearances. At this price point, it’s the best place for mile around."

Reviewed on Jan 17, 2025

Hotel Vienna
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
The price is $302 per night from Jan 23 to Jan 24
$302
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.2/10 Very Good! (36 reviews)
"No coffee in the room. No “normal” TV. Only streaming which is a bummer."

Reviewed on Dec 27, 2024

Wylder Hotel Windham
Eastwind Windham
Eastwind Windham
2 out of 5
5088 NY-23, Windham, NY
The price is $247 per night from Jan 23 to Jan 24
$247
includes taxes & fees
Jan 23 - Jan 24
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.4/10 Exceptional! (38 reviews)
"Excellent except we were on the first floor and there was no soundproofing between floors. We could hear every step in room above. And music and talking from the lounge until 11pm. After that it was perfectly quiet. The bartender Jamie was wonderful as was the communal dinner. Highly recommend!"

Reviewed on Jan 4, 2025

Eastwind Windham
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
The price is $183 per night from Jan 23 to Jan 24
$183
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3-star 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! (313 reviews)
"Convenient to windham and hunter. Food and gas next door is.vwry convenient."

Reviewed on Jan 16, 2025

Winwood Inn & Condominiums
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5
43 State Route 296, Windham, NY
The price is $160 per night from Jan 23 to Jan 24
$160
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3.5-star golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (253 reviews)
"Excellent"

Reviewed on Jan 19, 2025

Albergo Allegria Hotel & Breakfast Restaurant
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
The price is $225 per night from Jan 29 to Jan 30
$225
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (564 reviews)
King w/ mtn view
"Cute rustic style hotel right off hunter mtn"

Reviewed on Jan 17, 2025

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills
AutoCamp Catskills
5 out of 5
882 NY-212, Saugerties, NY
The price is $196 per night from Feb 5 to Feb 6
$196
includes taxes & fees
Feb 5 - Feb 6
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the ...
9/10 Wonderful! (343 reviews)
"It’s a great experience! The stuff and clubhouse service are excellent !"

Reviewed on Jan 19, 2025

AutoCamp Catskills
Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
The price is $114 per night from Feb 11 to Feb 12
$114
includes taxes & fees
Feb 11 - Feb 12
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,002 reviews)
"Overall a nice though modest room. Reasonably clean and check in process very easy."

Reviewed on Jan 7, 2025

Howard Johnson by Wyndham Saugerties
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.