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Winchester Bay

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Winchester Bay Flights as Low as $289

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

United
Tue, Sep 29 - Tue, Oct 13
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$289 Roundtrip, found 19 hours ago
$289
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Sep 29 from Denver Intl. to Southwest Oregon Regional, returning Tue, Oct 13, priced at $289 found 19 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $299 found 5 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$309 Roundtrip, found 18 hours ago
$309
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $309 found 18 hours ago
United
Tue, Sep 29 - Tue, Oct 13
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$329 Roundtrip, found 19 hours ago
$329
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Sep 29 from Denver Intl. to Southwest Oregon Regional, returning Tue, Oct 13, priced at $329 found 19 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$338 Roundtrip, found 5 hours ago
$338
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $338 found 5 hours ago
United
Tue, Sep 29 - Tue, Oct 13
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$339 Roundtrip, found 19 hours ago
$339
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Sep 29 from Denver Intl. to Southwest Oregon Regional, returning Tue, Oct 13, priced at $339 found 19 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$344 Roundtrip, found 5 hours ago
$344
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $344 found 5 hours ago
United
Sun, Sep 6 - Sat, Sep 26
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$348 Roundtrip, found 3 days ago
$348
Roundtrip
found 3 days ago
Select United flight, departing Sun, Sep 6 from Denver Intl. to Southwest Oregon Regional, returning Sat, Sep 26, priced at $348 found 3 days ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$354 Roundtrip, found 5 hours ago
$354
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $354 found 5 hours ago
United
Tue, Sep 29 - Tue, Oct 13
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$379 Roundtrip, found 19 hours ago
$379
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Sep 29 from Denver Intl. to Southwest Oregon Regional, returning Tue, Oct 13, priced at $379 found 19 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$383 Roundtrip, found 5 hours ago
$383
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $383 found 5 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$389 Roundtrip, found 5 hours ago
$389
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $389 found 5 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$399 Roundtrip, found 18 hours ago
$399
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $399 found 18 hours ago
United
Tue, Sep 29 - Tue, Oct 13
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$419 Roundtrip, found 19 hours ago
$419
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Sep 29 from Denver Intl. to Southwest Oregon Regional, returning Tue, Oct 13, priced at $419 found 19 hours ago
United
Tue, Sep 22 - Thu, Oct 8
DEN
Denver Intl.
OTH
Southwest Oregon Regional
$428 Roundtrip, found 5 hours ago
$428
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 22 from Denver Intl. to Southwest Oregon Regional, returning Thu, Oct 8, priced at $428 found 5 hours ago
United
Sat, Jul 4 - Thu, Jul 9
ORD
O'Hare Intl.
OTH
Southwest Oregon Regional
$555 Roundtrip, found 5 hours ago
$555
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Jul 4 from O'Hare Intl. to Southwest Oregon Regional, returning Thu, Jul 9, priced at $555 found 5 hours ago

Cheap Flights to Winchester Bay

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

Because once the wheels are down in Winchester Bay, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winchester Bay

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester Bay 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 OTH airport.

What is the cheapest month to fly to Winchester Bay?

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 Bay are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester Bay?

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 Bay.

What airport is best to fly into Winchester Bay?

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

How much are flights to Winchester Bay?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester Bay on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $289, 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 Bay?

The trick to saving a stack of cash on your flight to Winchester Bay? 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 $289 right now, why wait?

Winchester Bay Flight Information
Destination airport
Southwest Oregon Regional
Destination airport IATA code
OTH
Roundtrip price
$289

Last Minute Hotel Deals in Winchester Bay

Winchester Bay Inn

Winchester Bay Inn

2.5 out of 5
390 Broadway Ave Reedsport OR
Stay at this motel in Reedsport. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (878 reviews)
"No negative comments here! The staff was accommodating, the room was clean and smelled nice apon entry. We were close to several shops and some food. As a family of 4 , we slept comfortably!"

Reviewed on Jun 30, 2026

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Winchester Bay Inn
Best Western Salbasgeon Inn & Suites Of Reedsport

Best Western Salbasgeon Inn & Suites Of Reedsport

2.5 out of 5
1400 Highway 101 Reedsport OR
Book a stay at this business-friendly hotel in Reedsport. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
8/10 Very Good! (1,000 reviews)
"Liked: Staff was very helpful. Pool and hot tub were inviting, attractive, and appeared clean. Pool towels were very soft. Breakfast was adequate, and selections changed day to day. Our room was quiet. Front entryway was comfortable with seating. Parking was convenient. Not so much: When staff took ..."

Reviewed on Jul 1, 2026

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Best Western Salbasgeon Inn & Suites Of Reedsport
Quality Inn & Suites at Coos Bay

Quality Inn & Suites at Coos Bay

2.5 out of 5
1503 Virginia Ave North Bend OR
Stay at this hotel in North Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,003 reviews)
"This room was so dirty. Toilet was disgusting, crumbs on the sheets & beds, trash & food under the beds. The staff was rude & not helpful - extremely overpriced for what little it offers."

Reviewed on Jun 29, 2026

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Quality Inn & Suites at Coos Bay
Park Motel and Cabins

Park Motel and Cabins

2 out of 5
85034 US-101 Florence OR
Stay at this motel in Florence. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (794 reviews)
"When you enter the property, it feels like you're entering the Redwoods. Trees and glowing plants everywhere, very inviting. The rooms are named after places in Oregon. We stayed in 4 (Deschutes). We were able to park steps from the room. When we entered the room, it wasn't like any of the pics on ..."

Reviewed on Jun 30, 2026

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Park Motel and Cabins
Best Western Pier Point Inn

Best Western Pier Point Inn

2.5 out of 5
85625 Highway 101 Florence OR
Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"Staff were welcoming and genuinely and despite the building being a little older they have done a wonderful job at keeping it clean and sorted."

Reviewed on Jun 29, 2026

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Best Western Pier Point Inn
The Florentine Waterfront Hotel

The Florentine Waterfront Hotel

2 out of 5
4844 Fish Mill Way Dunes City OR
Stay at this hotel in Westlake. Enjoy free WiFi, free parking, and a garden. Popular attractions Siltcoos Lake and Jessie M. Honeyman State Park are located ...
9.6/10 Exceptional! (79 reviews)
"Happy to have found this hidden gem. Rooms were nicely equipped. The location is amazing. Woke up to see the sunrise over the lake. Highly recommend!"

Reviewed on Jun 28, 2026

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The Florentine Waterfront Hotel
Siltcoos Station Retreats

Siltcoos Station Retreats

4 out of 5
83028 Siltcoos Station Rd Westlake OR
Stay at this aparthotel in Westlake. Enjoy free WiFi, free parking, and a marina. Popular attractions Historic Old Town Florence and Siltcoos Lake are located ...
9.2/10 Wonderful! (10 reviews)
"While we didn't think this would be like a room at the Holiday Inn, we weren't prepared for the cute little room we got. The rooms are what used to be a RR station and have been upfitted with enough modern conveniences that you won't be disappointed - surprised, but not disappointed. Our room (and ..."

Reviewed on Jun 25, 2026

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Siltcoos Station Retreats
Ocean Breeze Motel

Ocean Breeze Motel

2 out of 5
85165 Hwy 101 South Florence OR
Stay at this motel in Florence. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"A nice motel to spend a couple of nights. Good value."

Reviewed on Jul 1, 2026

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Ocean Breeze Motel
See all 196 properties in Winchester Bay
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.