Title: Winston Vacation Packages 2026 from $724 | Expedia.com [Winston Travel Guide](https://expedia.com/Winston.dx6124402)[Hotels in Winston](https://expedia.com/Winston-Hotels.d6124402.Travel-Guide-Hotels)[Vacation Rentals in Winston](https://expedia.com/Winston-Vacation-Rentals.d6124402.Travel-Guide-VacationRentals)[Flights to Winston](https://expedia.com/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)[Things to do in Winston](https://expedia.com/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities)[Car Rentals in Winston](https://expedia.com/Car-Rentals-In-Winston.d6124402.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6124402/03a84aad-e625-4796-9de4-232dc98f87a7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winston Vacations from $724 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Winston Vacation From its rural countryside to its friendly locals and beyond, there's plenty to like about Winston. Uncover the wonders of this awesome city with a Winston vacation package that's made for you. [Wildlife Safari](https://www.expedia.com/Wildlife-Safari-Winston.d6090413.Vacation-Attraction), [South Umpqua River](https://www.expedia.com/South-Umpqua-River-Oregon.d684502648556560384.Vacation-Attraction) and [Douglas County Museum of History and Natural History](https://www.expedia.com/Douglas-County-Museum-Of-History-And-Natural-History-Roseburg.d553248621532642241.Vacation-Attraction) are just some of the attractions you'll want to explore during your trip to Winston. Expedia will help you escape the everyday. Tailor your vacation to Winston to match your travel style, whatever that may be. ## The Latest Winston vacation packages Price found within the past 48 hours. Click for updated prices. ![The Wildflower Inn](https://images.trvl-media.com/lodging/88000000/87340000/87336600/87336502/4e936991_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildflower Inn $724 per person Jun 8 - Jun 12 found 7 hours ago Roundtrip flight included Denver (DEN) to North Bend (OTH) 9.8/10 Exceptional! (196 reviews) Amazing property! We had such a wonderful stay! Thank you!!! Reviewed on Mar 17, 2026 ![Bandon Inn](https://images.trvl-media.com/lodging/71000000/70570000/70564000/70563988/e7b32f13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bandon Inn $838 per person Jun 8 - Jun 12 found 7 hours ago Roundtrip flight included Denver (DEN) to North Bend (OTH) 9.4/10 Exceptional! (1,361 reviews) Outstanding ocean view, clean and comfortable room. Reviewed on Mar 25, 2026 ![Bay Point Landing](https://images.trvl-media.com/lodging/52000000/51830000/51822800/51822739/a0cc2b80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Point Landing $1,208 per person Jun 11 - Jun 15 found 10 hours ago Roundtrip non-stop flight included Phoenix (PHX) to North Bend (OTH) 9.2/10 Wonderful! (303 reviews) Stayed there a few times, and love it. Reviewed on Mar 17, 2026 ![Castillo di Sabbia](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546625/ade9aee0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castillo di Sabbia $1,481 per person May 3 - May 10 found 1 day ago Roundtrip flight included Minneapolis (MSP) to North Bend (OTH) 4/10 (1 review) ![Red Lion Hotel Coos Bay](https://images.trvl-media.com/lodging/1000000/30000/20800/20750/fb588b2e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Lion Hotel Coos Bay $1,022 per person Jun 11 - Jun 15 found 10 hours ago Roundtrip non-stop flight included Phoenix (PHX) to North Bend (OTH) 6.6/10 (1,002 reviews) The room was clean and pretty comfortable. The shower had great pressure!! Reviewed on Feb 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Winston [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-26/2026-05-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RBG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Winston ![The Wildlife Safari is such an awesome place! It has been around for 38 years and was one of my favorite places I ever visited as a child. My children feel the same after visiting in the summer of 2014. This 600 acre park is home to over 500 animals and features a drive through park as well as a walk through viewing area, cafe and gift shop. One of our favorite parts is in a particular area of the drive-thru park, you can buy food and feed the animals which are emus and different types of deer from your car. Get your camera ready as hilarity ensues! http://www.wildlifesafari.net](https://images.trvl-media.com/place/6090413/6a7f406c-e7ef-4707-844b-63d5d9268f55.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wildlife Safari Why not see the exotic and native animals who live at Wildlife Safari during your vacation in Winston? While you're in the area, stroll along the riverfront. [](https://expedia.com/Wildlife-Safari-Winston.d6090413.Vacation-Attraction) #### Abacela Winery You can enjoy a tasting or tour at Abacela Winery during your travels to Winston. While you're in the area, stroll along the riverfront. [](https://expedia.com/Abacela-Winery-Winston.d553248621532642236.Vacation-Attraction) ## Winston Hotel Deals ![Safari Inn](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/92e31412_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Safari Inn 101 NE Main Street Winston OR $60 nightly $65 total Mar 31 - Apr 1 Total with taxes and fees [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=8777128&PinnedHotelID=8777128&HadPinnedHotel=true®ionId=6124402) ![Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen ](https://images.trvl-media.com/lodging/41000000/40010000/40002000/40001956/3a3f8494_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen Winston OR 9.6/10 Exceptional! (62 reviews) Our stay was wonderful. The house was perfect for our large family. It was very accommodating for our 90 year old parents and our 2 year old granddaughter. It was well stocked, clean and the location is excellent. There was ample room for eveyone and check in/out process was easy. Reviewed on Mar 12, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&selected=40001956&PinnedHotelID=40001956&HadPinnedHotel=true®ionId=6124402) [](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&selected=40001956&PinnedHotelID=40001956&HadPinnedHotel=true®ionId=6124402) ![The Watusi Place - A Modern Umpqua Valley Getaway](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/0fcb01ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Watusi Place - A Modern Umpqua Valley Getaway Winston OR $351 nightly $381 total Mar 29 - Mar 30 Total with taxes and fees 10/10 Exceptional! (50 reviews) Good hosts & very nice home. Reviewed on Feb 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=78301309&PinnedHotelID=78301309&HadPinnedHotel=true®ionId=6124402) [See all 110 properties in Winston](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F27%2F2026&endDate=3%2F28%2F2026®ionId=6124402) 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. ## Find the Best Winston Vacation Packages ## Winston Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 5,400 | | Max Temp Winter | 50ºF | | Max Temp Summer | 80ºF | | Top Sights | [Wildlife Safari](https://www.expedia.com/Wildlife-Safari-Winston.d6090413.Vacation-Attraction), [HillCrest Winery and Distillery](https://www.expedia.com/HillCrest-Winery-And-Distillery-Roseburg.d6090407.Vacation-Attraction) and [Spangler Vineyards](https://www.expedia.com/Spangler-Vineyards-Roseburg.d553248621532642240.Vacation-Attraction) | ## More vacations you might like 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Pick your travel dates: The things you want to do in Winston and your preferred season will help you decide when to travel. > 2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Winston. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a swankier retreat. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Winston: Research every part of your trip to Winston with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings. > 4. Decide how long to go for: Now that you're up to speed on Winston, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do. > 5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Winston vacation package that brings all your bookings together. > 6. Add on excursions and experiences: Have a look at our travel guide to find some incredible [things to do in Winston](https://www.expedia.com/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities) in Winston. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities once you arrive. ### Does Expedia offer Book Now, Pay Later Winston vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near South Umpqua River ](https://www.expedia.com/South-Umpqua-River-Hotels.0-l684502648556560384-0.Travel-Guide-Filter-Hotels) - [Hotels near Wildlife Safari ](https://www.expedia.com/Wildlife-Safari-Hotels.0-l6090413-0.Travel-Guide-Filter-Hotels) - [Hotels near Abacela Winery ](https://www.expedia.com/Abacela-Winery-Hotels.0-l553248621532642236-0.Travel-Guide-Filter-Hotels) - [Hotels near Spangler Vineyards ](https://www.expedia.com/Spangler-Vineyards-Hotels.0-l553248621532642240-0.Travel-Guide-Filter-Hotels) - [Hotels near Pyrenees Vineyard & Cellars ](https://www.expedia.com/Pyrenees-Vineyard-Cellars-Hotels.0-l553248621532642239-0.Travel-Guide-Filter-Hotels) - 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