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Winchester

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Winchester Flights as Low as $206

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Cheap Flights to Winchester

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

Because once the wheels are down in Winchester, 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 Winchester 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 LEX airport.

Frequently Asked Questions About flights to Winchester

What is the cheapest month to fly to Winchester?

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 Winchester are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

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 Winchester.

What airport is best to fly into Winchester?

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

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $206, 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 Winchester?

The trick to saving a stack of cash on your flight to Winchester? 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 $206 right now, why wait?

Can I fly to Winchester 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.

Winchester Flight Information
Destination airport
Blue Grass
Destination airport IATA code
LEX
Roundtrip price
$205

Last Minute Hotel Deals in Winchester

Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
The price is $67 per night from Apr 28 to Apr 29
$67
per night
Apr 28 - Apr 29
Stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (915 reviews)
"The receptionist was fantastic. Great guy! Helped us out.very hospitable."

Reviewed on Apr 21, 2024

Quality Inn Lexington -Horse Park
Embassy Suites by Hilton Lexington Green
Embassy Suites by Hilton Lexington Green
3.5 out of 5
245 Lexington Green Circle, Lexington, KY
The price is $144 per night from May 5 to May 6
$144
per night
May 5 - May 6
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
9.2/10 Wonderful! (1,006 reviews)
Pain in the neck
"Neck is still hurting from the cheap pillows."

Reviewed on Apr 22, 2024

Embassy Suites by Hilton Lexington Green
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
The price is $102 per night from Apr 30 to May 1
$102
per night
Apr 30 - May 1
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (2,256 reviews)
Comfortable Stay
"The room was clean and the beds were comfortable."

Reviewed on Apr 25, 2024

GLō Best Western Lexington
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
The price is $67 per night from May 5 to May 6
$67
per night
May 5 - May 6
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,001 reviews)
Well worth the money
"Very clean and friendly"

Reviewed on Apr 24, 2024

GuestHouse Lexington
Marriott Lexington Griffin Gate Golf Resort & Spa
Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 out of 5
1800 Newtown Pike, Lexington, KY
The price is $117 per night from May 12 to May 13
$117
per night
May 12 - May 13
Stay at this spa resort in Lexington. Enjoy free parking, an outdoor pool, and a golf course. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (177 reviews)
"The main part of the hotel was beautiful but there were several issues with the room. The staff was not very friendly and many of the included amenities were not fully explained."

Reviewed on Apr 18, 2024

Marriott Lexington Griffin Gate Golf Resort & Spa
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is $169 per night from May 5 to May 6
$169
per night
May 5 - May 6
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (303 reviews)
Great spot near The Burl
"Beautiful hotel, conveniently located near The Burl and other entertainment venues. The atmosphere was fresh and the bar had a great selection."

Reviewed on Apr 24, 2024

The Manchester
Fairfield Inn & Suites by Marriott Lexington North
Fairfield Inn & Suites by Marriott Lexington North
2.5 out of 5
2100 Hackney Pl, Lexington, KY
The price is $98 per night from May 12 to May 13
$98
per night
May 12 - May 13
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,004 reviews)
My
"Good location, friendly staff. Really enjoyed the pool and hot tub."

Reviewed on Apr 21, 2024

Fairfield Inn & Suites by Marriott Lexington North
21c Museum Hotel Lexington
21c Museum Hotel Lexington
4 out of 5
167 West Main Street, Lexington, KY
The price is $149 per night from May 12 to May 13
$149
per night
May 12 - May 13
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
8.8/10 Excellent! (855 reviews)
"Great stay"

Reviewed on Apr 20, 2024

21c Museum Hotel Lexington
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.