Hotels in Winston

Embrace Nature's Canvas: Discover the Enchantment of Winston

Discover Winston, Oregon, a hidden gem nestled in the heart of nature. Surrounded by lush forests and rolling hills, this charming town offers a gateway to breathtaking outdoor adventures. Explore the picturesque Umpqua River, perfect for fishing and kayaking, or hike the scenic trails of nearby wildlife reserves. Don’t miss the annual Umpqua Valley Wine Festival, where local vineyards showcase their finest. With its small-town charm and stunning landscapes, Winston is an ideal escape for nature enthusiasts and those seeking tranquility away from the hustle and bustle. Experience the serenity of Oregon’s beautiful outdoors in Winston! For the best hotel rates in Winston and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Where to stay in Winston

Some of the best places to stay in Winston are Roseburg, Wolf Creek and Oakland. Winston, Oregon, is a great starting point to explore nearby Roseburg, Wolf Creek, and Oakland. Roseburg offers diverse accommodations, from cozy motels to family-friendly hotels, ideal for first-time visitors. Wolf Creek boasts charming inns and camping options, perfect for nature lovers. Oakland features quaint lodgings and is known for its historic charm. Overall, Roseburg is the best choice for newcomers, providing easy access to attractions and various hotel options, including quick stop motels and wildlife inns. Here are some of our travelers' favorite hotels in Winston:

1. RoseburgOpens in a new window: Nestled along the scenic South Umpqua River, Roseburg offers a mix of outdoor adventures and charming wineries like Reustle Prayer Rock Vineyards and Melrose Vineyards, perfect for relaxation and romance. For accommodations, consider Comfort Inn RoseburgOpens in a new window, a 2.5-star hotel that caters to families and business travelers with amenities like a 24-hour business center and free cribs for children. Another option is Super 8 by Wyndham RoseburgOpens in a new window, also a 2.5-star hotel, which welcomes pets and provides a 24-hour business center and meeting room for work needs. Lastly, Quality Inn Central RoseburgOpens in a new window accommodates both families and pets, ensuring a comfortable stay with essential business amenities.
2. Wolf CreekOpens in a new window: Known for its rich history and outdoor activities, Wolf Creek features attractions like the Applegate Trail Interpretive Center and Hellgate Canyon for adventure seekers. For lodging, Weasku InnOpens in a new window is a 3.0-star lodge that offers a range of adventure sports and comprehensive business facilities, making it great for families and business travelers alike. Consider Super 8 by Wyndham Grants PassOpens in a new window, which allows pets and provides a meeting room, ensuring a convenient stay. Additionally, The Lodge at RiversideOpens in a new window caters to adventure enthusiasts with business amenities and nearby recreational activities, perfect for a thrilling getaway.
3. OaklandOpens in a new window: A quaint town surrounded by nature, Oakland boasts parks like Central Park and Umpqua Golf Resort, ideal for family outings and outdoor enthusiasts. For accommodations, Cottage Grove InnOpens in a new window is a 2.5-star hotel suitable for pet owners and business travelers, featuring conference space and multiple meeting rooms. Also, Best Western Cottage Grove InnOpens in a new window is another great 2.5-star option, allowing pets and providing a business center for corporate needs. Lastly, if you're looking for a unique experience, consider the natural hot spring property nearby, which offers adventure sports and wellness amenities, ensuring an unforgettable stay.

Things to do in Winston for first time

A three-day trip to Winston offers a perfect escape into nature, featuring stunning landscapes of mountains, forests, and tranquil lakes. Adventure seekers can enjoy activities like hiking, boating, and wildlife safaris, immersing themselves in the diverse ecosystems and breathtaking scenery that make this destination truly unforgettable. Here's a quick itinerary to make the most of your trip to Winston:

• Day 1: Begin your adventure by exploring the tranquil South Umpqua River, where you can enjoy scenic views and perhaps engage in some fishing or kayaking. After soaking in the natural beauty, head over to Happy Tails Dog Park, a wonderful spot for dog lovers and a great place to unwind. Finally, wrap up your day at the Douglas County Museum of History and Natural History, where you can delve into the rich history of the region and discover fascinating exhibits that showcase the area's natural heritage.
• Day 2: Start your day at Stewart Park, known for its beautiful walking trails and picnic areas, perfect for a leisurely breakfast in nature. After enjoying the park, make your way to the Winchester Dam, where you can learn about the local hydropower and take in views of the river. Conclude your day with a visit to the Discovery Garden, a lovely space filled with vibrant plants and flowers, ideal for a relaxing stroll and some peaceful reflection.
• Day 3: Kick off your day at Millsite Park, where you can enjoy a morning walk along the river and appreciate the surrounding nature. Then, visit Stinebaugh Park, which offers great amenities and a welcoming atmosphere for families. Finally, spend some time at the Myrtle Creek Branch Library—an excellent spot to relax, read, or even learn more about the local community through its resources and events.

5 tips to find a great Winston hotel deal

1. Book for the cheapest times: The most affordable time to visit Winston is during January, November, and December, when hotel prices are significantly reduced. For those looking to explore the main attractions, a stay of at least 1-2 days is recommended. Winston offers great value for money with its stunning natural landscapes and outdoor activities, making it an ideal destination for budget-friendly travelers.
2. Look for last-minute deals on Hotels.com: If you’re looking for last-minute hotel deals in Winston, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. You could find discounted rates on accommodations as your travel date approaches. To maximize your savings, consider enabling email alerts or push notifications from Hotels.com, keeping you informed about flash sales and special last-minute offers. This way, you're more likely to snag the best prices available for hotels in Winston.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the location, star rating, and the time of year. Thus, being flexible with your travel dates may help you save on hotel expenses in Winston.
4. Consider your location: Take your location into account when booking on Hotels.com for your vacation. Staying near major attractions or downtown areas can offer convenience, but it often comes with a higher price tag. If you're looking for more affordable options, consider hotels in less central neighborhoods, as they usually tend to be cheaper. This way, you can strike a balance between cost and easy access to the sites you want to explore.
5. Upgrade with One Key: Make your next booking in Winston and sign up to Hotels.com's free One Key program, letting you earn and use reward points on your next stay. Progress through the Blue, Silver, Gold and Platinum tiers to unlock various advantages like room upgrades when available, discounted rates, and exclusive offers for members. Don't hesitate, sign up today.

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 tends to be the wettest month. The peak travel months to visit Winston are March, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, accompanied by dry to light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.