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Winchester

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Winchester Flights as Low as $244

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

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Air Canada
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United
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LOT-Polish Airlines
Lufthansa

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.

Frequently Asked Questions About flights to Winchester

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 YOW airport.

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 May, 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 Macdonald-Cartier Intl. 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 $244, 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 $244 right now, why wait?

Winchester Flight Information
Destination airport
Macdonald-Cartier Intl.
Destination airport IATA code
YOW
Roundtrip price
$243

Last Minute Hotel Deals in Winchester

Terrace Green Bed & Breakfast
Terrace Green Bed & Breakfast
3 out of 5
11952 County Road 43, North Dundas, ON
The price is $91 per night from Mar 1 to Mar 2
$91
includes taxes & fees
Mar 1 - Mar 2
Stay at this 3-star B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking.
9.6/10 Exceptional! (100 reviews)
"Lovely stay. Great gas fireplace"

Reviewed on Dec 8, 2024

Terrace Green Bed & Breakfast
SureStay Hotel by Best Western Kemptville
SureStay Hotel by Best Western Kemptville
2.5 out of 5
4022 County Road 43, North Grenville, ON
The price is $85 per night from Feb 28 to Mar 1
$85
includes taxes & fees
Feb 28 - Mar 1
Book a stay at this business-friendly hotel in Kemptville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
8/10 Very Good! (423 reviews)
"Nice , clean, cozy ,motel. It was perfect. The hard wood floors ,are so nice. The bed ,very comfortable. Nice, that there was a warm blanket ,on shelf, if needed and extra pillows. Did not lack of anything. The breakfast ,was nice and enjoyable. Thank you."

Reviewed on Feb 8, 2025

SureStay Hotel by Best Western Kemptville
Microtel by Wyndham Casselman
Microtel by Wyndham Casselman
3 out of 5
17 Rue Industriel, Casselman, ON
The price is $111 per night from Feb 27 to Feb 28
$111
includes taxes & fees
Feb 27 - Feb 28
Stay at this 3-star golf hotel in Casselman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction ...
8.8/10 Excellent! (804 reviews)
"Close to my client. Dining options around the area not so great."

Reviewed on Feb 9, 2025

Microtel by Wyndham Casselman
Kemptville Suites
Kemptville Suites
4 out of 5
103 Clothier St. East, North Grenville, ON
The price is $126 per night from Feb 26 to Feb 27
$126
includes taxes & fees
Feb 26 - Feb 27
Stay at this 4-star hotel in Kemptville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions North Grenville Public Library - Kemptville ...
9.6/10 Exceptional! (230 reviews)
"The room was very accommodating."

Reviewed on Feb 18, 2025

Kemptville Suites
McIntosh Country Inn & Conference Centre in Canada
McIntosh Country Inn & Conference Centre in Canada
3.5 out of 5
12495 Highway 2 East, South Dundas, ON
The price is $158 per night from Feb 24 to Feb 25
$158
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star hotel in Morrisburg. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (352 reviews)
"Close to live theatre"

Reviewed on Feb 10, 2025

McIntosh Country Inn & Conference Centre in Canada
659 Parkview Ter
659 Parkview Ter
2 out of 5
659 Parkview Ter, Russell, ON
The price is $78 per night from Feb 24 to Feb 25
$78
includes taxes & fees
Feb 24 - Feb 25
Stay at this guesthouse in Russell. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Keith M. Boyd Park and Parc de la Piscine are ...
9.2/10 Wonderful! (18 reviews)
"Stayed here for a couple weeks and it was a great experience. The room was comfortable and clean. Highly recommend."

Reviewed on Nov 5, 2024

659 Parkview Ter
KC's Country Inn
KC's Country Inn
2.5 out of 5
984 Burton Rd., Russell, ON
The price is $87 per night from Feb 24 to Feb 25
$87
includes taxes & fees
Feb 24 - Feb 25
Stay at this motel in Russell. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Alcide ...
7.4/10 Good! (297 reviews)
"Good location and friendly staff"

Reviewed on Dec 31, 2024

KC's Country Inn
Restauparc Motel
Restauparc Motel
2.5 out of 5
625 Principale St, Casselman, ON
The price is $101 per night from Mar 9 to Mar 10
$101
includes taxes & fees
Mar 9 - Mar 10
Stay at this motel in Casselman. Enjoy free WiFi, free parking, and 4 restaurants. Popular attraction Casselview Golf and Country Club is located nearby.
6.4/10 (123 reviews)
"Room was clean and staff was courteous. Water from shower had smell."

Reviewed on Feb 12, 2025

Restauparc Motel
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.