Search Cheap Flights to
Windsor

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Windsor Flights as Low as $406

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor 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 Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor 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 VSF airport.

What is the cheapest month to fly to Windsor?

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 Windsor are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

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

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $406, 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 Windsor?

The trick to saving a stack of cash on your flight to Windsor? 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 $406 right now, why wait?

Windsor Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$406

Last Minute Hotel Deals in Windsor

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
The price is $226 per night from Mar 10 to Mar 11
$226
includes taxes & fees
Mar 10 - Mar 11
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,002 reviews)
"Very convenient hotel. Didn’t like to pay for parking and hot tub was broken"

Reviewed on Feb 6, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
The price is $136 per night from Mar 2 to Mar 3
$136
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"Very clean! Friendly staff."

Reviewed on Feb 9, 2025

Align Inn Vermont
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $373 per night from Feb 23 to Feb 24
$373
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (501 reviews)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay"

Reviewed on Feb 5, 2025

Woodstock Inn & Resort
Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
The price is $142 per night from Feb 25 to Feb 26
$142
includes taxes & fees
Feb 25 - Feb 26
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (852 reviews)
"Breakfast included with stay was great! Bummed they did not have a hot tub."

Reviewed on Feb 8, 2025

Mountain Sports Inn
Summit Lodge
Summit Lodge
3 out of 5
200 Summit Road, Killington, VT
The price is $193 per night from Feb 23 to Feb 24
$193
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star inn in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (353 reviews)
"Loved the property"

Reviewed on Feb 8, 2025

Summit Lodge
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is $215 per night from Feb 26 to Feb 27
$215
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (806 reviews)
"Our stay was a perfect getaway. The location to Okemo mountain was great."

Reviewed on Feb 10, 2025

Pointe at Castle Hill Resort
Hampton Inn White River Junction
Hampton Inn White River Junction
2.5 out of 5
104 Ballardvale Dr, White River Junction, VT
The price is $134 per night from Mar 9 to Mar 10
$134
includes taxes & fees
Mar 9 - Mar 10
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,001 reviews)
"Nice"

Reviewed on Feb 4, 2025

Hampton Inn White River Junction
Fireside Inn & Suites West Lebanon
Fireside Inn & Suites West Lebanon
2.5 out of 5
25 Airport Road, West Lebanon, NH
The price is $196 per night from Feb 12 to Feb 13
$196
includes taxes & fees
Feb 12 - Feb 13
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,000 reviews)
"The lobby atmosphere"

Reviewed on Feb 10, 2025

Fireside Inn & Suites West Lebanon
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.