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Winchester

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Winchester Flights as Low as $178

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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 EUG 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 August, 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 15 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 Southwest Oregon Regional 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 $178, 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 $178 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
Eugene
Destination airport IATA code
EUG
Roundtrip price
$177

Last Minute Hotel Deals in Winchester

Motel 6 Sutherlin, OR
Motel 6 Sutherlin, OR
2 out of 5
1400 Hospitality Way, Sutherlin, OR
The price is $80 per night from Jun 30 to Jul 1
$80
per night
Jun 30 - Jul 1
Stay at this motel in Sutherlin. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (846 reviews)
"Overall pleasant experience, are felt safe and the check in staff on the night shift are lovely"

Reviewed on Jun 25, 2024

Motel 6 Sutherlin, OR
Riverfront Inn Roseburg
Riverfront Inn Roseburg
2 out of 5
315 W Harvard Ave, Roseburg, OR
The price is $125 per night from Jun 30 to Jul 1
$125
per night
Jun 30 - Jul 1
Stay at this motel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (1,125 reviews)
"Great little place on the river. Convenient location. Nice balcony overlooking the gardens behind the motel. Good value for the price."

Reviewed on Jun 25, 2024

Riverfront Inn Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center
Sleep Inn & Suites Roseburg North Near Medical Center
2.5 out of 5
2855 NW Edenbower Blvd, Roseburg, OR
The price is $103 per night from Jul 14 to Jul 15
$103
per night
Jul 14 - Jul 15
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,001 reviews)
Got the Job done!
"This was a no frills spot, but it was quiet, clean and got the job done."

Reviewed on Jun 24, 2024

Sleep Inn & Suites Roseburg North Near Medical Center
Best Western Garden Villa Inn
Best Western Garden Villa Inn
2.5 out of 5
760 NW Garden Valley Boulevard, Roseburg, OR
The price is $119 per night from Jul 7 to Jul 8
$119
per night
Jul 7 - Jul 8
Book a stay at this business-friendly hotel in Roseburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,001 reviews)
"Friendly staff, big clean room. Close to food & gas. Good stopover location."

Reviewed on Jun 26, 2024

Best Western Garden Villa Inn
Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg
2.5 out of 5
3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR
The price is $86 per night from Jul 14 to Jul 15
$86
per night
Jul 14 - Jul 15
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,000 reviews)
"Check in was horrible! I got an email requesting me to check in online, which I did. My online check in was confirmed, and the confirmation said all I had to do was go to the desk for my key. When I arrived there were 6 people in line and 1ckerk. A big sign in front of the desk reminded us that the ..."

Reviewed on Jun 24, 2024

Super 8 by Wyndham Roseburg
Comfort Inn Roseburg
Comfort Inn Roseburg
2.5 out of 5
1539 NW Mullholland Drive, Roseburg, OR
The price is $123 per night from Jun 30 to Jul 1
$123
per night
Jun 30 - Jul 1
Book a stay at this golf hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (1,003 reviews)
"Very nice stay"

Reviewed on Jun 24, 2024

Comfort Inn Roseburg
Holiday Inn Express Roseburg, an IHG Hotel
Holiday Inn Express Roseburg, an IHG Hotel
2.5 out of 5
375 Harvard Blvd, Roseburg, OR
The price is $160 per night from Jul 3 to Jul 4
$160
per night
Jul 3 - Jul 4
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"This is a great place to stay. The river view rooms are fantastic. The staff is very kind and helpful. Rooms are spacious and clean."

Reviewed on Jun 22, 2024

Holiday Inn Express Roseburg, an IHG Hotel
Hampton Inn & Suites Roseburg
Hampton Inn & Suites Roseburg
2.5 out of 5
1620 Nw Mulholland Dr, Roseburg, OR
The price is $169 per night from Jul 7 to Jul 8
$169
per night
Jul 7 - Jul 8
Stay at this hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (732 reviews)
"Always stay here when I come to Roseburg"

Reviewed on Jun 20, 2024

Hampton Inn & Suites Roseburg
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.