Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winston on Hotels.com. These Winston hotels consistently deliver on quality, location and traveler experience. Last updated on .
Hotels in Winston
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Where to stay in Winston?




1. Riverfront Inn Roseburg
Riverfront Inn Roseburg



2. Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg



3. Best Western Garden Villa Inn
Best Western Garden Villa Inn



4. The Lodge at Roseburg
The Lodge at Roseburg



5. SureStay by Best Western Roseburg
SureStay by Best Western Roseburg



6. Holiday Inn Express & Suites Roseburg North by IHG
Holiday Inn Express & Suites Roseburg North by IHG



7. Comfort Inn Roseburg
Comfort Inn Roseburg



8. Motel 6 Roseburg, OR
Motel 6 Roseburg, OR



9. Umpqua Valley Hotel
Umpqua Valley Hotel



10. Safari Inn
Safari Inn



11. Rosewood Inn and Suites
Rosewood Inn and Suites



12. Hampton Inn & Suites Roseburg
Hampton Inn & Suites Roseburg



13. Quality Inn Central Roseburg
Quality Inn Central Roseburg



14. Rice Hill Inn
Rice Hill Inn



15. C.H. Bailey House
C.H. Bailey House



16. Historical John Rast House
Historical John Rast House



17. Best Western Plus Hartford Lodge
Best Western Plus Hartford Lodge



18. Quick Stop Motel
Quick Stop Motel



19. Howard Johnson by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg



20. The Ranch Motel
The Ranch MotelGo beyond your typical stay in Winston
Our prices for hotels in Winston are cheapest in February
Price trends for hotels in Winston
Top landmarks in Winston
Wildlife Safari
Abacela Winery
Learn more about Winston
Venture into the wild at Wildlife Safari, where giraffes and rhinos roam freely across 600 acres of Oregon countryside. After watching zebras from your car window, follow the gentle curves of the South Umpqua River on foot. Wine enthusiasts can sample bold tempranillos at Abacela Winery, where Spanish grape varieties thrive in the unexpected terroir. Stewart Park offers peaceful respite with walking trails and picnic spots beneath towering firs. History buffs should detour to the Douglas County Museum in Roseburg to discover the region's fascinating past. The small-town atmosphere belies the world-class wildlife experience that draws visitors from across the country to this unassuming corner of the Pacific Northwest.
See all hotels in Winston
Check out reviews of Winston hotels guests love
Riverfront Inn Roseburg
"The property was well maintained and clean. Each member of the staff were friendly and helpful. Breakfast was minimal, but hey, it is a free continental breakfast. The only negative, and this is something the staff and owners have no control over, is the traffic noise. Living out in the country, I am not used to a lot of traffic noise, so it took a minute to get used to it. Regardless, if I need to stay in Roseburg again, I will look to book here first."
Wolf Creek Inn & Tavern
"Everything was perfect ,except no TV. History was really cool,even picked some apples and pears on grounds where turkeys roamed free. Staff was excellent!!!!"
Hampton Inn & Suites Roseburg
"Showed up late, the staff helped me check in quick and got me to my room. Breakfast the next morning was very well presented and very good. Whole place was very clean and recently renovated."
Comfort Inn Roseburg
"All of it was really good"
Holiday Inn Express & Suites Roseburg North by IHG
"Nice hotel. Clean. Good location!"
Best Western Plus Hartford Lodge
"One of my favorite places to stay!! Great comfortable beds & pillows, awesome indoor hot tub & pool & an amazing breakfast...Omelets made to order! And the staff is incredibly friendly!"
Rosewood Inn and Suites
"The man at the front desk here is really friendly and there’s plenty of parking, didn’t have any issues with walls being too thin (my main problem with hotels!). It’s close to the highway but the noise didn’t keep me from sleeping. I’d stay here again!"
Super 8 by Wyndham Roseburg
"Nice to have free ev charging"
Travelodge by Wyndham Canyonville
"Excellent"
Frequently asked questions
Find out more about Winston
Discover Winston: A Nature Lover's Hidden Oasis
Nestled in the heart of Oregon's stunning Umpqua Valley, Winston is a hidden gem for nature lovers and adventure seekers. Surrounded by lush forests and rolling hills, this charming town is the gateway to the breathtaking Wildlife Safari, where you can encounter exotic animals up close. Explore the picturesque Umpqua River, perfect for fishing and kayaking, or indulge in wine tasting at nearby vineyards. With welcoming accommodations like the Best Western Plus and the charming Umpqua River Inn, Winston offers a cozy retreat for those looking to unwind in a serene, off-the-beaten-path destination.
Discover great hotels near Winston
Winston, Oregon, offers a variety of hotel accommodations, ranging from cozy motels to comfortable inns. Room rates typically vary based on the season and amenities, making it accessible for different budgets. Nearby options provide convenient access to the scenic Umpqua River and local attractions. Here are some of the best hotels near Winston that our travelers love:
- Quick Stop MotelOpens in a new window: Quick Stop Motel is a budget-friendly motel that offers a comfortable stay with essential amenities. The property features various entertainment options, including premium television channels and satellite television. Situated near stunning landscapes, guests can easily access nearby mountains and rural attractions, enhancing their experience. The hotel's favorable reviews highlight the enjoyable activities available in the vicinity, making it a great choice for leisure travelers seeking affordable accommodations with engaging local attractions.
- Shady Oaks MotelOpens in a new window: Shady Oaks Motel is a budget-friendly motel that welcomes travelers looking for a pet-friendly experience. With a flexible pet policy, this property ensures that guests can enjoy their stay alongside their furry companions. The welcoming atmosphere and important amenities cater to leisure travelers who appreciate the comfort of traveling with pets. Positive sentiments emphasize the property's accommodating nature, making it an ideal choice for those who prioritize a stress-free and friendly environment during their travels.
- The Lodge at RoseburgOpens in a new window: The Lodge at Roseburg is a budget-friendly hotel with an impressive guest rating of 8.8. This property offers a welcoming environment for LGBTQIA travelers and those seeking pet-friendly accommodations. The hotel features clean rooms, lovely views, and a delightful breakfast selection, which together create a memorable stay. The property's emphasis on comfort and hospitality ensures that leisure travelers enjoy a distinctive experience, with positive reviews highlighting the convenient location near restaurants and the overall pleasant ambiance.
Where to stay near Winston
Some great areas to stay in when visiting Winston, Oregon, are Roseburg, Myrtle Creek, and Green. Roseburg is ideal for nature lovers, offering stunning scenery and outdoor activities. Myrtle Creek features exciting casino options for entertainment seekers, while Green is perfect for wine enthusiasts. For first-time visitors, Roseburg is the best choice, providing a balanced experience of nature and local attractions.
- RoseburgOpens in a new window: Roseburg is a fantastic base for nature lovers, offering stunning views and outdoor activities. Located along the scenic Umpqua River, visitors can enjoy hiking and fishing in the surrounding forests. The nearby Umpqua National Forest is perfect for exploration, with trails leading to beautiful waterfalls. Roseburg also features charming shops and local markets, making it a great spot for unique finds. Don't miss the cultural attractions, such as local art galleries and community events that highlight the area's heritage and creativity.
- Myrtle CreekOpens in a new window: Myrtle Creek is a cozy town that embodies the charm of Oregon's small towns. Surrounded by lush landscapes, it's perfect for those looking to unwind and appreciate nature. You can explore the beautiful parks and perhaps enjoy a leisurely stroll along the scenic riverfront. Myrtle Creek has a friendly community atmosphere, where local events and festivals often take place, offering a taste of the local culture. It's an ideal spot for travelers seeking a laid-back getaway.
- GreenOpens in a new window: Green is a hidden gem known for its delightful wineries and picturesque countryside. If you're a wine enthusiast, this is the place to be, with several local wineries offering tastings and tours. The stunning vineyard landscapes provide a serene backdrop for a relaxing day out. Green is also close enough to larger towns for easy access to more amenities, while still offering a tranquil escape from the hustle and bustle. It's a great choice for those looking to experience Oregon's wine culture firsthand.
Things to do in Winston
Winston is a nature lover's paradise, where stunning beaches meet majestic mountains and lush forests. Explore scenic trails for hiking, enjoy thrilling wildlife safaris, or dive into crystal-clear lakes for an unforgettable experience. With abundant outdoor activities, Winston invites travelers to connect with the great outdoors.
- Discovery GardenOpens in a new window – Stroll through the beautiful Discovery Garden, a delightful botanical haven where you can appreciate a wide variety of plants and flowers. This serene spot is perfect for nature enthusiasts, offering a peaceful escape to connect with the outdoors. Enjoy the vibrant colors and fragrant blooms as you explore the garden's winding paths.
- Douglas County Museum of History and Natural HistoryOpens in a new window – Dive into the rich history of Douglas County at the Douglas County Museum of History and Natural History. This engaging museum showcases fascinating exhibits that highlight the area's cultural heritage and natural wonders. Discover artifacts, informative displays, and interactive sections that make learning about the past both fun and enlightening.
- Stewart ParkOpens in a new window – Take a break at Stewart Park, an urban oasis that features lush greenery, walking trails, and plenty of space for picnics or casual sports. With its peaceful atmosphere and scenic views, it's a great spot for families and friends to unwind while enjoying the beauty of nature and perhaps even a game of frisbee or a leisurely stroll along the pathways.
4 tips for savvy savings when booking a hotel in Winston
- Book for the cheapest times: The most affordable time to visit Winston is during January, February, and December, when hotel prices tend to be lower. For those looking to discover the city's key historical and cultural landmarks, a stay of at least 1 to 2 days is recommended. This duration provides a great value for money, allowing you to explore family-friendly attractions and experience the local history and culture without breaking the bank. Plus, prices may drop during these months, making it an ideal time for budget-conscious travelers.
- Look for last-minute deals on Hotels. com: To find last-minute deals on Hotels. com, start by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you may discover discounted hotel rates as your travel date approaches. To stay informed about flash sales and special promotions, consider enabling email alerts or push notifications from Hotels. com. With the Smart ShoppingOpens in a new window tool available via the app, you're more likely to see price comparisons and amenities for your favorite hotels. If rates drop or new rooms become available, you’ll be among the first to know, making it easier to snag a last-minute getaway.
- Be flexible with dates: Prices may fluctuate depending on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you find a better deal for your stay at a Winston hotel. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book through Hotels. com, we'll inform you whether the price for your chosen dates is above or below the average. If it appears to be on the higher side, we may suggest alternative dates that could be more budget-friendly.
- Consider your location: Choosing accommodations near major attractions or city centers can be convenient, but it often comes with a higher price tag. For those seeking more budget-friendly options, consider hotels in neighborhoods that are a bit farther from the main sights. This way, you can find a good balance between cost and accessibility to the places you want to explore. You might also look into independent hotels located further out, which are usually more likely to be affordable and can offer a more authentic experience.
Best time to go to Winston
Winston experiences its lowest average temperature in December, at 38.7°F (3.7°C), while August is the hottest month, with an average temperature of 64.9°F (18.3°C). December is typically the wettest month. If you’re looking to soak up the lively atmosphere in Winston, March, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with little to no rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.
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