Search Cheap Flights to
Winston

Photo by Michelle Finseth

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winston Flights as Low as $1,087

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

Delta
Delta

Cheap Flights to Winston

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

Because once the wheels are down in Winston, 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 Winston 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 RBG airport.

Frequently Asked Questions About flights to Winston

What is the cheapest month to fly to Winston?

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 Winston are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winston?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 2 to choose from for your flight to Winston.

What airport is best to fly into Winston?

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

How much are flights to Winston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $1,087, 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 Winston?

The trick to saving a stack of cash on your flight to Winston? 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 $1,087 right now, why wait?

Can I fly to Winston 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.

Winston Flight Information
Destination airport
Rogue Valley Intl.
Destination airport IATA code
MFR
Roundtrip price
$185

Last Minute Hotel Deals in Winston

Safari Inn
Safari Inn
2 out of 5
101 NE Main Street, Winston, OR
The price is $70 per night from Jun 16 to Jun 17
$70
per night
Jun 16 - Jun 17
Stay at this motel in Winston. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.4/10 Good! (318 reviews)
"Awesome"

Reviewed on May 27, 2024

Safari Inn
Family-friendly Winston Vacation Rental w/ Deck!
Family-friendly Winston Vacation Rental w/ Deck!
3 out of 5
Winston
Stay at this 3-star cottage in Winston. Enjoy free parking and air conditioning. Popular attractions Wildlife Safari and South Umpqua River are located ...
10/10 Exceptional! (1 review)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house ..."

Reviewed on Apr 5, 2024

Family-friendly Winston Vacation Rental w/ Deck!
Wildlife Inn
Wildlife Inn
2 out of 5
251 N Main St, Winston, OR
Book a stay at this business-friendly hotel in Winston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wildlife Safari and South Umpqua ...
8.4/10 Very Good! (379 reviews)
"This property was closed for renovations. We arrived and had to find other accomodations. The staff were very friendly in pointing us to other options."

Reviewed on Apr 16, 2021

Wildlife Inn
Riverfront Inn Roseburg
Riverfront Inn Roseburg
2 out of 5
315 W Harvard Ave, Roseburg, OR
The price is $117 per night from Jun 16 to Jun 17
$117
per night
Jun 16 - Jun 17
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! (1,110 reviews)
"Room was nice and up to date. Has composite floors vs carpet which I prefer for cleanliness. Street busy at times but noise not bad. Some rooms back up to a gas station which can also be somewhat noisy. Shower and hot water good. Would definitely stay there again. Walking distance to downtown. Easy ..."

Reviewed on Jun 8, 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 $94 per night from Jun 19 to Jun 20
$94
per night
Jun 19 - Jun 20
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 ...
8/10 Very Good! (1,003 reviews)
"The property was clean and well lit, the only thing was there was a homeless woman that was climbing in a tree right outside our window"

Reviewed on Jun 9, 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 $115 per night from Jun 24 to Jun 25
$115
per night
Jun 24 - Jun 25
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! (994 reviews)
"Unexpected pleasure. Clean room and quiet. Loved the swan towels at entering. And thank you for having actual glasses, ceramic mugs, awesome shower and towels that were not rough and see-through. Will stay again when in area."

Reviewed on Jun 7, 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 $72 per night from Jun 24 to Jun 25
$72
per night
Jun 24 - Jun 25
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! (1,011 reviews)
"Staff was very friendly"

Reviewed on Jun 6, 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 $121 per night from Jun 27 to Jun 28
$121
per night
Jun 27 - Jun 28
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! (1,004 reviews)
"Nice staff but the door on our room did not close properly, it closed and locked but was very loose."

Reviewed on Jun 8, 2024

Comfort Inn 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.