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Winchester

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Winchester Flights as Low as $155

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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.

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 October, 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 14 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 $155, 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 $155 right now, why wait?

Winchester Flight Information
Destination airport
Macdonald-Cartier Intl.
Destination airport IATA code
YOW
Roundtrip price
$155

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
Stay at this 3-star B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking.
9.6/10 Exceptional! (104 reviews)
"Well done property - clean and pleasant place"

Reviewed on Jun 19, 2025

Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman

Microtel by Wyndham Casselman

3 out of 5
17 Rue Industriel, Casselman, ON
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! (922 reviews)
"Bien situé . Par contre un matin sur 2 . Il n'y avait plus rien au dejeuner.. personne pour remplir."

Reviewed on Jul 24, 2025

Microtel by Wyndham Casselman
SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 out of 5
4022 County Road 43, North Grenville, ON
Book a stay at this business-friendly hotel in North Grenville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
8/10 Very Good! (478 reviews)
"Good place to stay for a night or 2"

Reviewed on Jul 23, 2025

SureStay Hotel by Best Western Kemptville
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
Stay at this 3.5-star hotel in South Dundas. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (387 reviews)
"Very nice place, we only stayed for one night but I would gonagain"

Reviewed on Jul 26, 2025

McIntosh Country Inn & Conference Centre in Canada
Kemptville Suites

Kemptville Suites

4 out of 5
103 Clothier St. East, North Grenville, ON
Stay at this 4-star hotel in North Grenville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions North Grenville Public Library - Kemptville ...
9.6/10 Exceptional! (253 reviews)
"Beautiful suite. Clean and comfortable. Easy check-in."

Reviewed on Jun 26, 2025

Kemptville Suites
Restauparc Motel

Restauparc Motel

2.5 out of 5
625 Principale St, Casselman, ON
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 (131 reviews)
"Only complaint is that the bathroom needs somewhere to hang stuff and somewhere to put your toiletries. The one little shelf had towels/paper on it and the toilet tank had facecloths on it (yuck)."

Reviewed on Jul 11, 2025

Restauparc Motel
Cedar Drive Inn

Cedar Drive Inn

3 out of 5
14990 Concession 10-11 Road, North Stormont, ON
Stay at this 3-star inn in North Stormont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (86 reviews)
"Nice clean and tidy place! Felt welcomed from the start. Definitely will stay again if in the area."

Reviewed on May 29, 2025

Cedar Drive Inn
KC's Country Inn

KC's Country Inn

2.5 out of 5
984 Burton Rd., Russell, ON
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! (313 reviews)
Would recommend
"Great price and the room was comfortable. 1/2 price breakfast in the morning. Excellent breakfast."

Reviewed on Jul 27, 2025

KC's Country Inn
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.