Search Cheap Flights to
Windsor

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Windsor Flights as Low as $454

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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.

Just the right flight

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.

Frequently Asked Questions About flights to Windsor

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 September, 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 $454, 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 $454 right now, why wait?

Can I fly to Windsor right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Windsor Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$454

Last Minute Hotel Deals in Windsor

Hotel Coolidge
Hotel Coolidge
3 out of 5
39 South Main Street, White River Junction, VT
The price is $117 per night from May 12 to May 13
$117
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,007 reviews)
"I always love staying at the Hotel Coolidge! This hotel has charm, character, and a fantastic staff! The rooms are clean and quiet, perfext for a peaceful night's rest. The beds are soft, almost cloud-like. I will definitely stay here again and again! Highly recommend!"

Reviewed on May 4, 2024

Hotel Coolidge
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 $135 per night from May 19 to May 20
$135
per night
May 19 - May 20
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 clean rooms in our reviews. ...
7.2/10 Good! (1,002 reviews)
"Hot tub"

Reviewed on May 6, 2024

Killington Mountain Lodge, Tapestry Collection by Hilton
North Star Lodge and Resort
North Star Lodge and Resort
2 out of 5
78 Weathervane Dr, Killington, VT
The price is $118 per night from Jun 2 to Jun 3
$118
per night
Jun 2 - Jun 3
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (899 reviews)
"Affordable option"

Reviewed on May 3, 2024

North Star Lodge and 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 $135 per night from May 19 to May 20
$135
per night
May 19 - May 20
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! (1,002 reviews)
"clean and well managed"

Reviewed on Apr 28, 2024

Hampton Inn White River Junction
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
The price is $132 per night from May 8 to May 9
$132
per night
May 8 - May 9
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 ...
8.4/10 Very Good! (987 reviews)
Two nights, on business
"Front desk personnel was friendly and efficient. Room was clean. Breakfast was Very Good. Convenient location. I would stay here again"

Reviewed on Apr 30, 2024

Align Inn Vermont
White River Inn and Suites
White River Inn and Suites
2.5 out of 5
91 Ballardvale Drive, White River Junction, VT
The price is $139 per night from May 8 to May 9
$139
per night
May 8 - May 9
Book a stay at this business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
7.2/10 Good! (1,002 reviews)
"The woman at the front desk was friendly and knowledgeable."

Reviewed on Apr 24, 2024

White River Inn and Suites
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 out of 5
47 Old Mill Rd, Killington, VT
The price is $139 per night from May 8 to May 9
$139
per night
May 8 - May 9
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (564 reviews)
"The Ultimate Eastern United States Ski Experience! Majestic mountain views and steps from the slopes! That’s only some of the finer points of the luxurious and rustic Mountain Inn at Killington. Situated at 47 Old Mill Road in Killington, VT, this inn is a 1 minute car ride or short walk to the “Beast ..."

Reviewed on Apr 29, 2024

The Mountain Inn at Killington
Hilton Garden Inn Hanover Lebanon
Hilton Garden Inn Hanover Lebanon
3 out of 5
35 Labombard Rd, Lebanon, NH
The price is $210 per night from May 28 to May 29
$210
per night
May 28 - May 29
Stay at this 3-star business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (843 reviews)
"Clean and spacious room. Convenient location, right next to main road (not scenic however) The main thing I didn’t like is that the room did not have enough light. Just a floor lamp. It was not great for working/ studying. With additional light it would have been much better. The gym was good, everything ..."

Reviewed on Apr 30, 2024

Hilton Garden Inn Hanover 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.