Find hotels in Winston, OR from £51

Top reasons to visit Winston

• Outdoor Adventures: Winston offers a variety of activities for outdoor enthusiasts, including hiking trails that showcase the area's stunning natural beauty.
• Family-Friendly Attractions: With recreational areas and an amusement park, Winston is perfect for families seeking fun and relaxation.
• Local Wineries: Explore local wineries that offer unique flavours, enhancing your culinary experience in the Umpqua Valley.
• Charming Accommodations: Choose from a range of hotels and motels designed for every traveller, including pet-friendly and family-focused options.
• Cultural Experiences: Discover local history museums and urban parks that enrich your visit with Winston's cultural heritage.

Find great hotels near Winston

Explore a delightful range of hotel accommodations in Winston, Oregon, tailored to suit every traveller's needs. Whether you're seeking a pet-friendly retreat, a family-focused getaway, or a business-friendly environment, Winston offers a variety of options to ensure a comfortable stay. Discover the best hotels in the area, from charming motels to well-equipped hotels, all designed to enhance your experience in this picturesque town.

• Best Western Garden Villa Inn: A welcoming haven for families and business travellers, the Best Western Garden Villa Inn offers a delightful blend of comfort and functionality. Situated 5.0km from Winston, this hotel features a range of amenities geared towards making your stay enjoyable. With a 24-hour business centre and other essential business facilities, it caters to those travelling for work. Families will appreciate the inclusion of free cribs for young children, while pet owners will find the property accommodating with its pet-friendly policies that allow pets on-site. The inviting atmosphere and thoughtful amenities make this hotel a solid choice for a versatile vacation experience.
• Riverfront Inn Roseburg: Located 4.3km from Winston, the Riverfront Inn Roseburg embodies a spirit of adventure for those seeking a city-themed getaway. This motel offers a perfect base for outdoor enthusiasts, with an array of activities available nearby, such as horse riding, hiking, and motorboating. Its pet-friendly policy is tailored for dogs, ensuring your furry companions can join in on the fun. The inn is strategically positioned in the city centre, allowing easy access to urban attractions while providing a charming retreat after a day of exploration. The combination of adventure and comfort makes this accommodation an excellent choice for thrill-seekers.
• Holiday Inn Express Roseburg by IHG: A contemporary choice catering to both business and leisure travellers, the Holiday Inn Express Roseburg by IHG is located 4.3km from Winston. This hotel stands out for its LGBTQIA welcoming atmosphere, making it an inclusive option for all guests. Business travellers will find accessible facilities, including a well-equipped business centre and conference spaces. Pet owners are also welcomed, with a pet-friendly policy that allows for a hassle-free stay. With its modern amenities and commitment to inclusivity, this hotel provides a comfortable and supportive environment for every visitor.

Where to stay in and around Winston

Winston, Oregon, offers a delightful blend of outdoor adventures and charming scenery, perfect for family-friendly getaways. Discover local wineries that showcase the region's unique flavours, or embark on hiking trails that reveal the area's natural beauty. With convenient transportation options and a welcoming atmosphere, Winston is an ideal base for exploring the Umpqua Valley. Experience the warmth of friendly locals while enjoying budget-friendly activities and modern amenities for a memorable holiday.

• Roseburg: Located a mere 4.3km from Winston, Roseburg is a charming city that beckons outdoor enthusiasts and adventure seekers alike. With a steady influx of visitors, particularly from June to August, this area is renowned for its stunning natural scenery. Explore the nearby national parks and lakes, or indulge in recreational activities at local resorts. Roseburg's vibrant community also offers educational venues, making it a perfect blend of adventure and learning for travellers.
• Green: Just 1.9km from Winston, the quaint village of Green is a hidden gem for nature lovers. Visitors are drawn to its picturesque landscapes, especially during peak months from February to July. The area is rich in outdoor activities, including hiking trails and recreational areas that promise a thrilling adventure. With national parks and serene lakes close by, Green provides an idyllic setting for those looking to immerse themselves in nature's beauty while enjoying the local theatre scene.
• Dillard: Nestled within the Winston area, Dillard is a delightful village that offers a unique charm, particularly appealing to families. With seasonal visitor trends peaking in March, May, and September, Dillard is perfect for outdoor activities and scenic experiences. Enjoy the tranquil rivers and captivating water features that this village has to offer, alongside recreational areas that cater to all ages. Dillard is an excellent destination for those seeking a relaxing yet adventurous getaway.

Things to do near Winston

Winston, Oregon, is an ideal destination for outdoor enthusiasts and families seeking scenic getaways. Visitors can enjoy a variety of activities, including exploring the local resort, spending time in recreational areas, and having fun at the amusement park. With its charming surroundings and family-friendly attractions, Winston promises a delightful holiday experience for all ages.

Shopping

In Winston, you can enjoy local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Valley River Center, where you'll find a variety of retail stores and dining options, perfect for a full shopping day.

Recreation

At Cougar Canyon Golf Course, enjoy a scenic 18-hole round amidst the stunning Oregon landscape, perfect for sports enthusiasts. Stanton Park provides a serene environment for wellness and relaxation, while Herbert's Pond Park offers tranquil walks and peaceful spots to unwind, ideal for rejuvenation and reflection.

Adventure

Explore the Umpqua Valley Tennis Center, located 4.3km from Winston, for a thrilling tennis experience. Embrace the energetic atmosphere and enjoy friendly matches while soaking in the scenic surroundings. It's a perfect spot for both enthusiasts and those looking to improve their game.

Nightlife

Winston offers a charming nightlife with venues like the Old 99 Bar and Grill, perfect for a laid-back evening with local brews and hearty meals. For a more lively atmosphere, the nearby Roseburg area features vibrant bars and live music, ensuring a memorable night out.

Booking tips and Expedia advantages for Winston

To save money on your visit to Winston, Oregon, consider travelling during the off-peak season from December to February, when accommodation prices are lower. Booking your stay for a Monday instead of Saturday can also lead to savings. Use Expedia’s search tool to filter results by budget and hotel type, including eco-certified options. Additionally, bundling your hotel, flights, and activities through Expedia can provide significant discounts. Look out for deals on Winston hotels for the best price and great savings.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winston are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winston is Monday. The most expensive day to stay in Winston is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your ideal location, and more. You can arrange your results to display prices from lowest to highest, allowing you to discover the most affordable hotels right away. Additionally, you can refine your search by hotel type—selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel booking in Winston with your flights and activities through an Expedia package.

Find the best attractions near Winston

Winston, Oregon, is perfect for family vacations and outdoor adventures, offering scenic views and cultural experiences. Visitors can explore urban parks, the serene river, and local history museums. Popular attractions include the area's stunning landscapes and enriching cultural spots, ensuring a memorable trip for those seeking relaxation and exploration. Don't miss the chance to immerse yourself in Winston's charm while enjoying various outdoor activities and attractions that cater to all ages.

• South Umpqua River: Located a mere 435m from Winston, the South Umpqua River offers stunning scenery and a serene outdoor atmosphere. It's ideal for nature enthusiasts, providing opportunities for fishing, kayaking, and leisurely walks along its picturesque banks.
• Stewart Park: Situated 4.3km away, Stewart Park is an urban oasis perfect for families. With expansive green spaces, playgrounds, and picnic areas, it invites visitors to enjoy outdoor activities amidst a vibrant city vibe.
• Douglas County Museum of History and Natural History: Just 3.7km from Winston, this museum immerses you in local culture, showcasing fascinating exhibits that highlight the region's history and natural heritage, making it a must-visit for history buffs.

Best time to go to Winston

The best time to visit Winston is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is sunny with no rain (dry). December is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.3°F (4.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	40.3°F (4.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	42.6°F (5.9°C)	Light Rain	Mostly Cloudy	Moderately High	Average
April	46.6°F (8.1°C)	Light Rain	Mostly Cloudy	Average	Average
May	52.5°F (11.4°C)	Light Rain	Mostly Sunny	Average	Average
June	58.3°F (14.6°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Slightly High
July	64.4°F (18.0°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Slightly High
August	64.9°F (18.3°C)	No Rain (Dry)	Sunny	Average	Slightly High
September	60.1°F (15.6°C)	No Rain (Dry)	Mostly Sunny	Average	Average
October	52.0°F (11.1°C)	Light Rain	Mostly Sunny	Moderately Low	Average
November	43.7°F (6.5°C)	Light Rain	Mostly Cloudy	Moderately Low	Average
December	38.7°F (3.7°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low

The nearest major airports for your trip to Winston

To reach Winston, Oregon, you have a couple of major airports to consider. Medford International Airport (MFR) is situated 36.7km away, with nearby accommodations such as Hummingbird Estate Wine & Suites and Bybee's Historic Inn, both 3.1km from the airport. Lady Geneva Bed and Breakfast is also a charming option, only 1.9km away. Alternatively, Southwest Oregon Regional Airport (OTH) in North Bend is 29.2km from Winston, offering options like the Red Lion Hotel Coos Bay and Best Western Holiday Hotel, each 1.9km away, and City Center Motel, just 621m from the airport. Transportation services are conveniently accessible from these hotels to the respective airports.