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Winchester

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Winchester Flights as Low as $149

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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 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 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 $149, 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 $149 right now, why wait?

Winchester Flight Information
Destination airport
Macdonald-Cartier Intl.
Destination airport IATA code
YOW
Roundtrip price
$149

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.
9.4/10 Exceptional! (107 reviews)
"Beautiful B@B, Annette our host was gracious, kind and very accommodating. We will definitely be returning. Highly recommend!"

Reviewed on Aug 17, 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! (956 reviews)
"All good."

Reviewed on Aug 17, 2025

Microtel by Wyndham Casselman
Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4.5 out of 5
4837 Albion Road South, Ottawa, ON
Stay at this 4.5-star luxury resort in Ottawa. Enjoy free WiFi, free parking, and 8 restaurants. Popular attractions Rideau Carleton Raceway and Ernst & Young ...
8.6/10 Excellent! (33 reviews)
"It was a great stay"

Reviewed on Aug 18, 2025

Hard Rock Hotel & Casino Ottawa
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! (409 reviews)
"Had a great stay on our trip home for a rest."

Reviewed on Aug 10, 2025

McIntosh Country Inn & Conference Centre in Canada
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! (487 reviews)
"Proche de plusieurs choses. Personnel gentil. Déjeuner avec option sans lactose très apprécié! Chambre tranquille il y avait beaucoup de gens et très peu de bruit."

Reviewed on Aug 16, 2025

SureStay Hotel by Best Western Kemptville
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! (316 reviews)
"I liked the old country feel of the Inn and the attached restaurant. Good service and good food. 1/2 price breakfast when you stay at the Inn. Great stay for a cheap price. Not too far away from Ottawa."

Reviewed on Jul 31, 2025

KC's Country Inn
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! (257 reviews)
"The property was small but very spacious and very nice clean room, the room was beautiful and the place was quiet and comfortable. Will definitely stay here again."

Reviewed on Aug 10, 2025

Kemptville Suites
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! (90 reviews)
Quiet get away
"Stay was amazing no issues at all will stay at cedar whenever we come to Ottawa"

Reviewed on Aug 13, 2025

Cedar Drive 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.