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Hotels in Winston

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Where to stay in Winston?

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.

Top landmarks in Winston

Learn more about Winston

Winston is well-known for its safaris and natural beauty while attractions include South Umpqua River and Wildlife Safari.

Photo by Michelle Finseth
Open Photo by Michelle Finseth

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Frequently asked questions

Can I book a refundable hotel in Winston?
If you need the flexibility to change your plans to Winston, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winston be like during my trip?
The warmest months in Winston are usually August and July with an average temp of 62°F. December and February are the chilliest months when the average temp is 40°F. The rainiest months are December and March.
Why should I book my Winston accommodation with Hotels.com?
There are plenty of reasons to book your Winston travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winston

Embrace Nature's Symphony: Discover the Untamed Beauty of Winston

Nestled in the heart of Oregon’s picturesque Umpqua Valley, Winston is a charming off-the-beaten-path destination that beckons nature lovers and adventure seekers. Surrounded by lush forests and rolling hills, the area boasts stunning vistas and ample opportunities for outdoor activities, including hiking, birdwatching, and fishing. A highlight is the nearby Wildlife Safari Park, where visitors can encounter exotic animals up close. With its welcoming community and tranquil atmosphere, Winston offers a delightful escape for those seeking to immerse themselves in Oregon's natural beauty and explore the rich biodiversity of the region.

Discover great hotels in Winston

Winston, Oregon offers a range of hotel options, from cosy inns and motels to comfortable chain hotels. You'll find accommodations that cater to various budgets and preferences, making it easy to relax after exploring the charming local scenery and attractions. Here are some of the best hotels in Winston that our travelers love:

  1. Quick Stop MotelOpens in a new window: This 2.0-star motel offers a relaxing retreat in Winston, Oregon, featuring amenities such as Satellite Television and Premium Television Channels for entertainment. With its picturesque location surrounded by mountains and rural landscapes, guests can indulge in scenic views and explore nearby attractions, creating memorable experiences. The welcoming atmosphere and comfortable lodging cater to leisure travellers seeking a tranquil getaway, ensuring a smooth journey filled with leisure and relaxation.
  2. Shady Oaks MotelOpens in a new window: Shady Oaks Motel is a 2.0-star motel that perfectly caters to pet lovers looking for a pet-friendly vacation experience. With a welcoming policy for pets and amenities designed for their comfort, this property excels in providing a unique getaway for travellers who enjoy the company of their furry friends. The charming environment and relaxed vibe make it an excellent choice for leisure travellers seeking a distinctive experience, complemented by the opportunity to explore the surrounding nature with their pets.
  3. Holiday Inn Express Roseburg by IHGOpens in a new window: Holiday Inn Express Roseburg by IHG is a 2.5-star hotel that stands out with its inclusive atmosphere, welcoming LGBTQIA travellers and those seeking a pet-friendly experience. With thoughtfully designed amenities and a focus on comfort, this property ensures an enjoyable stay for leisure travellers. The inviting environment and commitment to creating a warm atmosphere make it an excellent choice for those seeking enriching experiences and memorable stays in a unique setting.

Top locations to stay in Winston

Some of the best areas to stay in Winston, Oregon, are Roseburg, Myrtle Creek, and Green. Roseburg boasts stunning natural landscapes and outdoor activities, while Myrtle Creek offers vibrant casino experiences. Green is renowned for its charming wineries. For first-time visitors, Roseburg is the ideal choice, providing a perfect blend of nature and accessibility.

  1. RoseburgOpens in a new window: Nestled in the heart of Oregon's picturesque Umpqua Valley, Roseburg is an ideal base for nature lovers and outdoor enthusiasts. The area is renowned for its stunning landscapes, offering easy access to hiking trails, scenic views, and the beautiful Umpqua River. You can explore local parks and enjoy leisurely strolls along the riverfront. Roseburg is also dotted with charming shops and markets, perfect for picking up unique souvenirs. Don’t miss out on the cultural attractions, including art galleries and theatres, which showcase local talent and creativity, making it a vibrant place to stay.
  2. Myrtle CreekOpens in a new window: Myrtle Creek is a quaint town that exudes a warm, welcoming atmosphere. This area is perfect for those looking to experience a slice of small-town charm while still being close to outdoor adventures. With beautiful parks and access to nature trails, it’s an excellent spot for leisurely walks and picnics. The town is surrounded by scenic landscapes, ideal for photography enthusiasts. While it's a quieter destination, the local community often hosts arts and crafts fairs, providing a glimpse into the region's culture and creativity.
  3. GreenOpens in a new window: Green is a hidden gem, especially for wine lovers seeking a serene getaway. This area is surrounded by lush vineyards, making it an ideal place to indulge in wine tastings and vineyard tours. The tranquil setting is perfect for relaxation, offering a peaceful retreat from the hustle and bustle of city life. While here, you can also explore the local scenery, with beautiful landscapes perfect for a leisurely drive or picnic. Green's emphasis on winery experiences makes it a unique destination for those looking to unwind and enjoy the finer things in life.

Things to do in Winston

Winston is a haven for nature enthusiasts, boasting stunning beaches, majestic mountains, and lush forests. Explore the vibrant wildlife on exhilarating safari trips, or indulge in activities like boating, hiking, and diving. With its breathtaking landscapes and abundant outdoor pursuits, Winston promises an unforgettable escape into the wild.

  • Douglas County Museum of History and Natural HistoryOpens in a new window – Discover the rich tapestry of local heritage at this museum, where fascinating exhibits bring to life the natural and cultural history of the region. From ancient fossils to intriguing artefacts, there’s plenty to explore and learn about the diverse history that shaped Winston and its surroundings.
  • Discovery GardenOpens in a new window – Wander through this beautiful botanical garden, where vibrant flowers and lush greenery create a serene escape. Take your time to appreciate the variety of plant life, each carefully curated to inspire visitors. It’s an ideal spot for a leisurely stroll or a peaceful moment in nature, perfect for families and garden enthusiasts alike.
  • Stewart ParkOpens in a new window – Enjoy a day outdoors in this expansive urban park that offers playgrounds, picnic areas, and scenic walking paths. Whether you’re looking to relax on the grass, take a brisk walk by the river, or enjoy a family gathering, Stewart Park provides ample space and amenities to make your visit enjoyable.

4 tips for savvy savings when booking a hotel in Winston

  1. Book for the cheapest times: The most affordable time to visit Winston is during January, February, and December, when hotel prices are generally lower. For a rewarding experience, a stay of at least 1 to 2 days is recommended to fully appreciate the city's key landmarks and cultural attractions. These include historical sites and local heritage that provide great value for money, making it an excellent choice for those on a budget. Visitors can explore the rich history and cultural offerings of Winston while enjoying budget-friendly options that may drop in price during these months.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Winston, you may want to explore the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you're more likely to see discounted rates as your travel date approaches. Additionally, enabling email alerts or push notifications will keep you informed about flash sales and special promotions. The Smart Shopping feature available via the app allows you to compare hotel prices and amenities, ensuring you can make an informed choice. This way, if prices drop or availability changes, you'll be among the first to know and can book your last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Winston. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer better value. When you make a booking through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could be more affordable, helping you secure a better deal.
  4. Consider your location: Staying nearer to key attractions or city centres may provide convenience, but it often comes with higher costs. For more budget-friendly options, consider hotels in less central areas or neighbourhoods, striking a balance between price and accessibility to the places you wish to visit. You might also look into independent hotels located a bit further out, which can offer a more authentic and usually more affordable 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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