Search Winston hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winston hotels

Roseburg Inn

Roseburg Inn
2.0 star property
Roseburg
6.0 out of 10, (33 reviews)
"A awesome place to stay, Clean & quiet! The room had everything you need, The desk attendant was very helpful. I would recommend this place! 10/10"
United States
SHANNON
Roseburg Inn

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,463 reviews)
"Great location spacious clean room Perfect for our one night stay "
Canada
Glenna
The price is AU$142
includes taxes & fees
27 Apr - 28 Apr
Riverfront Inn Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (989 reviews)
"Great service, workout room and complimentary breakfast "
United States
Jake
The price is AU$250
includes taxes & fees
30 Apr - 1 May
Hampton Inn & Suites Roseburg

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (374 reviews)
"The staff us very friendly everytime i come here and the rooms are comfortable"
United States
Xander
The price is AU$105
includes taxes & fees
4 May - 5 May
Safari Inn

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (713 reviews)
"Easy parking right in ftont of our room. Everything clean and neat. Like the new hard flooring. Great having a fridge and microwave. I was disappointed that i could not sit by pool to make a phone call. "
United States
Traci
The price is AU$116
includes taxes & fees
10 May - 11 May
Quality Inn Central Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,000 reviews)
"Easy access to the Freeway store close by. The staff was great, the pool and hot tub so nice, a great way to end a day of travel. We will definitely stop here on our trip down and back to Yuma next season."
Canada
Phillip
The price is AU$116
includes taxes & fees
11 May - 12 May
Super 8 by Wyndham Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very good, (1,002 reviews)
"Nice rooms, good breakfast, very quiet."
United States
Kristin
The price is AU$145
includes taxes & fees
14 May - 15 May
Comfort Inn Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,000 reviews)
"Basic clean rooms, with nice staff and good breakfast"
United States
Paul
The price is AU$137
includes taxes & fees
17 May - 18 May
SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,001 reviews)
"Yes nice stay "
United States
Ronald
The price is AU$120
includes taxes & fees
30 Apr - 1 May
Best Western Garden Villa Inn

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,003 reviews)
"Clean and quiet.. they allow pets so it did smell a little like wet dog but no issues"
Canada
Jordan
The price is AU$95
includes taxes & fees
27 Apr - 28 Apr
Motel 6 Roseburg, OR

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (351 reviews)
"The late night staff was very welcoming and the room was nice and clean."
United States
Julian
The price is AU$111
includes taxes & fees
27 Apr - 28 Apr
Umpqua Valley Hotel

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (49 reviews)
"When you find yourself in Roseburg, have an interest in local history and tired of the corporate cookie-cutter hotel options, choose the John Rast House. You will experience a warm welcome, delicious breakfast and spotless, comfortable accommodations all within a past period atmosphere. "
United States
Barbara
The price is AU$247
includes taxes & fees
26 Apr - 27 Apr
Historical John Rast House

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,000 reviews)
"Great location and friendly staff. "
United States
Sara
The price is AU$205
includes taxes & fees
7 May - 8 May
The Lodge at Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.2 out of 10, (134 reviews)
"Clean room big bed comfy "
United States
kim
The price is AU$84
includes taxes & fees
4 May - 5 May
Rosewood Inn and Suites

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (999 reviews)
"convenient economical place to stay"
United States
Judith
The price is AU$86
includes taxes & fees
26 Apr - 27 Apr
Motel 6 Sutherlin, OR

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (136 reviews)
"It was super quiet and for that - a nice retreat. Amenities are far away so guests will need to have everything with, otherwise a drive for such could be 10+ miles. No frills at all, but quiet and affordable"
United States
Aaron
The price is AU$96
includes taxes & fees
26 Apr - 27 Apr
Quick Stop Motel

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (829 reviews)
"It’s ok for the price"
United States
Sarah
The price is AU$99
includes taxes & fees
27 Apr - 28 Apr
Howard Johnson by Wyndham Roseburg

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (6 reviews)
"The personal service was awesome. Loved the hot tub. Wish we could of stayed longer!"
United States
David
The price is AU$276
includes taxes & fees
27 Apr - 28 Apr
C.H. Bailey House

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was incredibly kind and helpful, breakfast was great and the room was clean and comfortable. We loved our stay."
United States
Stasie
The price is AU$179
includes taxes & fees
12 May - 13 May
Best Western Plus Hartford Lodge
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winston attractions

Learn more about Winston

Nestled along the South Umpqua River, this charming town invites visitors to drive through Wildlife Safari where lions and giraffes roam freely. Spend your afternoons exploring nearby vineyards like Abacela Winery or discovering local history at the Douglas County Museum just a short drive away.

Photo by Michelle Finseth
Open Photo by Michelle Finseth

Top Winston Hotel Reviews

Recent Reviews in Winston

More cheap accommodation in Winston

Find out more about Winston

Top reasons to visit Winston

  • Outdoor Adventures: Winston is perfect for those seeking outdoor fun, with nearby parks, scenic rivers, and stunning landscapes.
  • Family-Friendly Activities: Enjoy amusement parks, engaging events, and a welcoming atmosphere ideal for family getaways.
  • Cultural Experiences: Discover the local heritage at the intriguing history museum and explore urban parks.
  • Live Music and Events: Experience the vibrant community spirit through various live music events throughout the year.
  • Varied Accommodation: Find a range of lodging options, including budget-friendly and pet-friendly stays, ensuring a comfortable visit.

Find great hotels near Winston

Experience a delightful stay in Winston, Oregon, where you'll find a variety of lodging options, including hotels and motels tailored for every traveller. Whether you're looking for a pet-friendly spot, a business-themed environment, or a family-friendly getaway, Winston has something to offer. Enjoy the comfort of nice stays with ample room choices, ensuring your visit is both enjoyable and memorable.

  • Best Western Garden Villa Inn: Experience a blend of comfort and convenience at Best Western Garden Villa Inn, perfect for business travellers and families alike. Located a short drive from Winston, this hotel offers a welcoming atmosphere with pet-friendly policies, making it an ideal choice for those travelling with furry friends. The 24-hour business centre ensures you can stay productive during your stay, while amenities for children, including complimentary cribs, provide peace of mind for families. Guests appreciate the thoughtful touches and friendly service that make this property feel like a home away from home.
  • Comfort Inn Roseburg: Comfort Inn Roseburg is designed for families and business travellers seeking a well-rounded experience. Situated near Winston, this hotel features a 24-hour business centre and is located in a prime business district, catering to those on work trips. Golf enthusiasts will love the nearby golfing opportunities, adding an element of leisure to your stay. Additionally, the hotel offers child-friendly amenities such as first aid kits and free cribs, ensuring a safe and comfortable environment for families. Guests praise the combination of business functionality and family-friendly features.
  • Riverfront Inn Roseburg: For those seeking adventure, the Riverfront Inn Roseburg is the perfect getaway. Just a short distance from Winston, this motel embraces a nature-themed experience with a variety of outdoor activities nearby. Thrill-seekers can enjoy waterskiing, ziplining, horse riding, and more within close proximity, making it an ideal base for exploring the great outdoors. The accommodation provides easy access to rental bicycles for guests who wish to discover the scenic surroundings at their own pace. Visitors appreciate the adventurous spirit and natural beauty that surrounds this charming inn.

Where to stay in and around Winston

Winston, Oregon, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the scenic beauty of Winston Hills, or take a short drive to nearby Mountain Home for stunning landscapes. The welcoming atmosphere and budget-friendly options make it perfect for families. Don't miss the charm of Auckland Park and the vibrant vibes of neighbouring cities like Western Sydney and Sydney NSW, ensuring a memorable vacation filled with friendly locals and picturesque views.

  • Roseburg: Nestled approximately 11.3km from Winston, Roseburg is a vibrant city that offers a rich tapestry of outdoor adventures and stunning scenery. Known for its picturesque landscapes, visitors flock here for activities like hiking in nearby national and state parks, fishing at local lakes, and exploring recreational areas. The peak travel season from June to August makes it a lively hub, with an array of resorts and educational venues to enhance your experience. Don't miss the chance to immerse yourself in the natural beauty that surrounds this charming city.
  • Green: Located just 4.8km from Winston, the quaint village of Green beckons with its serene atmosphere and outdoor pursuits. This destination sees the most visitors from February to July, drawn by its scenic hiking trails and recreational areas. The nearby national state park and lake offer ample opportunities for exploration and relaxation. With a community theatre adding a cultural touch, Green is perfect for those seeking adventure amidst breathtaking landscapes.
  • Dillard: Situated in close proximity to Winston, Dillard is a delightful village that provides a family-friendly atmosphere, especially during peak seasons in March, May, and September. Visitors can enjoy recreational areas that are perfect for outdoor activities. The nearby river and charming buildings create a picturesque backdrop for your holiday. Despite fewer crowds in the summer and late autumn, Dillard's allure remains strong for those looking to experience a blend of nature and community spirit.

Things to do near Winston

Winston, Oregon, is perfect for outdoor adventures and family getaways, offering a range of activities. Enjoy the local resort and recreational areas, or have fun at the amusement park. Don’t miss out on live music events and a round of golf at the local course for a true taste of Winston's vibrant community spirit. Experience the scenic beauty and engaging activities that make this destination a delightful choice for tourists.

Shopping

The nearest shopping option is the local shops in Winston, where you can find unique gifts and souvenirs. If you're up for a drive, head to the nearby town of Roseburg to explore the larger mall that features a variety of shops and dining options.

Recreation

At Cougar Canyon Golf Course, enjoy a round of golf surrounded by stunning landscapes, just 16.1km from Winston. For a serene escape, Stanton Park offers peaceful walking trails and relaxation spots, located 22.5km away. Herbert's Pond Park, 24.1km from Winston, is perfect for unwinding amidst nature.

Adventure

The Umpqua Valley Tennis Center, located 11.3km from Winston, offers a fantastic opportunity for tennis enthusiasts to enjoy the thrill of the game while surrounded by beautiful landscapes. Experience a vibrant atmosphere that enhances your skills and passion for tennis in this picturesque setting.

Nightlife

Winston, Oregon, offers a friendly nightlife atmosphere with local pubs like the Winston Tavern, where you can enjoy a laid-back vibe and live music. For a unique experience, visit nearby Roseburg, where vibrant bars and breweries showcase the region's craft beer scene.

Booking tips and Expedia advantages for Winston

To save money on your trip to Winston, consider visiting during the off-peak months from December to February when accommodation prices are lower. Booking on a Monday can also help you snag better rates than on a Saturday. Use Expedia to find budget-friendly options, including eco-certified hotels, and take advantage of package deals that combine flights and activities. Don't forget to explore the area's free attractions and utilise public transport for a cost-effective way to get around while enjoying local sights.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you’re after. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Winston hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Winston

Winston, Oregon, is perfect for a family getaway, offering a blend of outdoor adventures and cultural experiences. Visitors can explore urban parks, scenic rivers, and the intriguing history museum. The area is ideal for those seeking picturesque views and engaging activities, making it a fantastic spot for travellers looking to immerse themselves in nature and local heritage. Be sure to check out the top attractions and must-see spots in and around Winston for an enjoyable holiday.

  • South Umpqua River: Experience the natural beauty of the South Umpqua River, located a mere 1.1km from Winston. Enjoy stunning scenery and outdoor activities such as fishing, kayaking, or simply relaxing by the water's edge, making it perfect for nature lovers.
  • Stewart Park: Situated 11.3km away, Stewart Park offers a vibrant urban escape. With family-friendly amenities, picnic areas, and walking trails, it’s an ideal spot for enjoying a day outdoors amidst the greenery and city vibes.
  • Douglas County Museum of History and Natural History: Just 9.7km from Winston, this museum immerses you in local culture and history. Explore fascinating exhibits showcasing the region's natural and historical heritage, making it a must-visit for history enthusiasts.

Best time to go to Winston

The best time to visit Winston can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winston falls in August, when visitor numbers are average and weather is sunny with no rain (dry). The coolest average temperature in Winston falls in December, visitor numbers are moderately low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
February40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
March42.6°F (5.9°C)Light RainMostly CloudyModerately HighAverage
April46.6°F (8.1°C)Light RainMostly CloudyAverageAverage
May52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
June58.3°F (14.6°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
July64.4°F (18.0°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
August64.9°F (18.3°C)No Rain (Dry)SunnyAverageSlightly High
September60.1°F (15.6°C)No Rain (Dry)Mostly SunnyAverageAverage
October52.0°F (11.1°C)Light RainMostly SunnyModerately LowAverage
November43.7°F (6.5°C)Light RainMostly CloudyModerately LowAverage
December38.7°F (3.7°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to Winston

When planning your trip to Winston, Oregon, the nearest major airports are Medford, OR (MFR-Rogue Valley Intl.) and North Bend, OR (OTH-Southwest Oregon Regional). Medford Airport is approximately 95.0km away, with nearby accommodation options like Resort at Eagle Point, Rogue Regency Inn and Suites, and My Place Hotel, all providing easy airport access. North Bend Airport is around 75.6km from Winston, with recommended hotels including Red Lion Hotel Coos Bay, Global INN, and Quality Inn & Suites, all conveniently located for airport transfers. Enjoy your vacation in Winston with these accessible travel options!

Frequently asked questions

Where is the best place to stay in Winston?
Based on Expedia's traveller preferences, Safari Inn is a top place to stay in Winston. Two other options for your visit to the area are The Lodge at Roseburg and Riverfront Inn Roseburg. See all available top hotels, or vacation rentals in Winston.
What are some of the best holiday rentals that Winston has to offer?
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen: This highly rated holiday home rental in Winston is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and an arcade/games room. Our travellers also rate The Watusi Place - A Modern Umpqua Valley Getaway as a favourite home for rent in Winston. See all vacation rentals in Winston.
If I need to cancel my hotel reservation in Winston, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winston.
What's the best dog-friendly accommodation option in Winston?
Wildlife Inn is a top hotel for people travelling with their pets, and offers concierge services and free WiFi for its human guests. See more pet-friendly hotel accommodations in Winston.
What are some accommodation options with pools in Winston?
The Lodge at Roseburg: Offers buffet, an indoor pool and free self parking. Riverfront Inn Roseburg and SureStay by Best Western Roseburg are two additional hotels with an on-site pool. View all hotels with pools in Winston.
What's it like to stay in Winston?
Budget-minded travellers will find good deals in Winston, and many visitors will definitely appreciate the safari tours. Tourists can also enjoy so much more including its restaurants. In Winston, there are 5 hotels and other accommodation options to choose from. Find out more about Winston.
What are the top places to visit in Winston?
Going on safari is a great activity, and Abacela Winery is one place to visit. A couple of additional sights to add to your itinerary are South Umpqua River and Wildlife Safari. Take a look at what more there is to see and do in Expedia's Winston guide.
What's the weather like in Winston?
The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are December and February, with an average of 5°C. Average annual precipitation for Winston is 1223 mm.

Explore a world of travel with Expedia