A serene lake with a reflection of a forested mountain and a small house on the shore.

Winston Hotels from S$77

  • 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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winston hotels

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,505 reviews)
"Great dog area! Nice shady sitting areas with lovely river view."
United States
Virginia
The price is S$149
includes taxes & fees
15 Jul - 16 Jul
Riverfront Inn Roseburg

Wolf Creek Inn & Tavern

Wolf Creek Inn & Tavern
2.0 star property
Wolf Creek
9.4 out of 10, Exceptional, (463 reviews)
"Unique historic site operated by Oregon State Parks, lovely grounds around the Inn, restful and relaxed."
United States
Gina
The price is S$136
includes taxes & fees
21 Jul - 22 Jul
Wolf Creek Inn & Tavern

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,013 reviews)
"Great stay - thank you!"
United States
Rachel
The price is S$192
includes taxes & fees
21 Jul - 22 Jul
Best Western Plus Hartford Lodge

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,015 reviews)
"Great for dog lovers, super kind staff, good location."
United States
Richard
The price is S$121
includes taxes & fees
21 Jul - 22 Jul
Super 8 by Wyndham Roseburg

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,011 reviews)
"Clean room ,friendly staff, great breakfast"
United States
Matt
The price is S$147
includes taxes & fees
19 Jul - 20 Jul
Best Western Garden Villa Inn

Holiday Inn Express And Suites Roseburg North By Ihg

Holiday Inn Express And Suites Roseburg North By Ihg
2.5 star property
Roseburg
9.8 out of 10, Exceptional, (38 reviews)
The price is S$259
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express And Suites Roseburg North By Ihg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,013 reviews)
"Excellent stay"
United States
Kenda
The price is S$141
includes taxes & fees
4 Aug - 5 Aug
SureStay by Best Western Roseburg

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (140 reviews)
"Coffemaker in room great. I got a phone call to the motel, the manager helped me to answer that. Nice place, although a little rundown. But clean."
Germany
Jens
The price is S$93
includes taxes & fees
15 Jul - 16 Jul
Quick Stop Motel

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.4 out of 10, Good, (571 reviews)
"Room was clean and comfortable"
United States
Michael
The price is S$130
includes taxes & fees
9 Aug - 10 Aug
Travelodge by Wyndham Canyonville

The Lodge at Roseburg

The Lodge at Roseburg
3.0 star property
Roseburg
8.8 out of 10, Excellent, (1,005 reviews)
"We really enjoyed our stay. Friendly and helpful staff. They were so kind and gave my daughter a coloring book and colored pencils when we arrived. Quiet and clean rooms. Overall great stay!"
United States
Sarah
The price is S$254
includes taxes & fees
19 Jul - 20 Jul
The Lodge at Roseburg

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.8 out of 10, Good, (1,009 reviews)
"Great staff comfortable stay"
United States
shawn
The price is S$123
includes taxes & fees
19 Jul - 20 Jul
Motel 6 Roseburg, OR

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean and beautiful house, the host is very nice and kind."
United States
Kuan-Ju
The price is S$243
includes taxes & fees
28 Jul - 29 Jul
C.H. Bailey House

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (381 reviews)
"The room was very clean, the staff was very friendly, would definitely stay again"
United States
Tiffany
The price is S$125
includes taxes & fees
17 Jul - 18 Jul
Safari Inn

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (377 reviews)
"Staff was friendly , rooms were clean , breakfast was good"
Canada
Elizabeth
The price is S$139
includes taxes & fees
12 Aug - 13 Aug
Umpqua Valley Hotel

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (998 reviews)
"Quick check in, easy parking and if you needed a vehicle charge, there was a bank of Rivian charge spots (indicating compatibility with all electric vehicles, but I could not confirm on this trip)."
United States
Robert
The price is S$315
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Roseburg

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (51 reviews)
"We loved the atmosphere of the historic home and getting to know our hosts who were tremendous when we asked them for providing recommendations on places we might visit in the area. This was one of the best places that we stayed at during our vacation."
United States
Michael
The price is S$228
includes taxes & fees
15 Jul - 16 Jul
Historical John Rast House

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (731 reviews)
"Staff were amazing"
United States
Isaiah
The price is S$126
includes taxes & fees
12 Aug - 13 Aug
Quality Inn Central Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very good, (1,009 reviews)
"Nice rooms, good breakfast, very quiet."
United States
Kristin
The price is S$180
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.4 out of 10, (159 reviews)
"Comfortable accommodations, warm greeting from David (staff) upon arrival, near food eateries, small shopping centers nearby, and near a cinema if you enjoy movies šŸæ A good lodging experience. Thanks!"
United States
Andre
The price is S$110
includes taxes & fees
15 Jul - 16 Jul
Rosewood Inn and Suites

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1,009 reviews)
"A very nice place to stay!"
United States
Ronald
The price is S$102
includes taxes & fees
3 Aug - 4 Aug
Motel 6 Sutherlin, OR
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.

A zebra standing in a dry grass field with mountains in the background.
Photo by Michelle Finseth
Open Photo by Michelle Finseth

Top Winston Hotel Reviews

More cheap stays in Winston

Find out more about Winston

Top reasons to visit Winston

  • Scenic Landscapes: Winston boasts stunning natural beauty, ideal for leisurely walks and picnics.
  • Outdoor Activities: Perfect for outdoor enthusiasts, offering various recreational opportunities.
  • Family-Friendly Attractions: Enjoy a local amusement park and vibrant urban park for all ages.
  • Rich Cultural Experiences: Explore intriguing history museums and local charm at nearby Fort Bonifacio.
  • Diverse Accommodation: A range of lodging options, from pet-friendly motels to family-oriented hotels.

Find great hotels in and around Winston

Discover a range of accommodation options in Winston, Oregon, catering to every traveller's needs. Whether you're seeking a pet-friendly motel or a quality hotel with family-oriented services, Winston offers a variety of choices. Enjoy convenient amenities such as room service and business facilities, making your stay both comfortable and enjoyable. Explore the local charm while finding the ideal lodging to suit your vacation experience.

  • Riverfront Inn Roseburg: Experience the perfect blend of adventure and relaxation at the Riverfront Inn Roseburg, located a mere 11.3km from Winston. This motel is ideal for those seeking a hot spring-themed getaway. With natural hot springs nearby, guests can indulge in soothing spa-like experiences. The property also offers a range of adventure sports and recreational activities, including nearby bicycle rentals, horse riding, motorboating, hiking, and fishing, ensuring an exhilarating stay. Nestled in the city centre, it provides convenient access to local attractions, making it a great base for exploring the region.
  • Windmill Inn Of Roseburg: Just 12.9km from Winston, the Windmill Inn Of Roseburg welcomes guests with its warm hospitality and a variety of amenities. This charming hotel serves complimentary breakfast options daily, including continental delights, to kickstart your day. For those keen on outdoor activities, there are numerous options nearby, such as hiking, rock climbing, and rafting. Guests can unwind with entertainment features like premium TV channels and cable television. The property's strategic location also provides easy access to the airport, adding to the convenience of your stay.
  • Safari Inn: Located in the heart of Winston, the Safari Inn offers a unique and engaging experience for guests. This motel is designed for those looking to immerse themselves in the local wildlife and natural beauty. With entertainment options such as game viewing and exhilarating game drives nearby, guests can connect with nature in an unforgettable way. The Safari Inn also provides essential amenities, including premium TV channels to keep you entertained during your downtime. Its intimate setting and local charm make it a delightful choice for your stay in Winston.

Where to stay in and around Winston

Winston, Oregon, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the scenic beauty of the surrounding landscapes, perfect for leisurely walks and picnics. Nearby attractions like Fort Bonifacio and New Winston provide a glimpse into local charm. With a welcoming atmosphere and budget-friendly options, Winston is an ideal destination for travellers seeking both relaxation and exploration.

  • Roseburg: Nestled approximately 11.3km from Winston, Roseburg is a vibrant city that beckons visitors with its rugged outdoor experiences and breathtaking scenery. The peak travel season runs from June to August, making it ideal for summer adventures. Outdoor enthusiasts will find a treasure trove of activities, including visits to nearby national parks, serene lakes, and recreational areas. Roseburg’s unique blend of education and exploration makes it a must-visit for those seeking both adventure and knowledge.
  • Green: Located a mere 4.8km from Winston, Green is a charming village that offers a serene escape amidst stunning natural landscapes. With travel peaks observed in February, April, and June to July, it provides an excellent backdrop for outdoor activities year-round. Visitors can enjoy access to hiking trails and recreational areas, perfect for immersing oneself in the region's picturesque scenery. Green's proximity to national parks and lakes enhances its appeal for those looking to experience nature’s beauty.
  • Dillard: Situated within the Winston area, Dillard is an inviting village that attracts seasonal travellers, especially in March, May, and September. Renowned for its family-friendly atmosphere, Dillard offers a plethora of outdoor activities and scenic spots. Visitors can explore the local river and water features, making it an excellent choice for those seeking a tranquil retreat. The village's recreational areas provide ample opportunities to unwind and connect with nature, ensuring a memorable visit.

Things to do near Winston

Winston, Oregon, is perfect for outdoor enthusiasts and family vacations, boasting scenic landscapes and various activities. Visitors can enjoy a resort, recreational areas, and an amusement park. Additionally, shopping destinations provide ample opportunities for retail therapy, making it a well-rounded getaway for all ages.

Shopping

Winston offers charming local shops perfect for unique gifts and souvenirs. For a broader selection, if you're up for a drive, visit the Rogue Valley Mall, located about 32.2km away, featuring a variety of retail stores and dining options in a vibrant atmosphere.

Recreation

Enjoy a round of golf at Cougar Canyon Golf Course, surrounded by stunning landscapes and vibrant outdoor energy. For a serene escape, visit Stanton Park or Herbert's Pond Park, both offering tranquil settings perfect for relaxation and rejuvenation amidst nature.

Adventure

Experience the thrill at Umpqua Valley Tennis Center, located 11.3km from Winston. This venue offers a vibrant atmosphere for tennis enthusiasts, allowing you to enjoy a competitive match or simply hone your skills while surrounded by the scenic beauty of the Oregon landscape.

Nightlife

Experience the vibrant atmosphere at the Vintage Inn, where you can enjoy a variety of cocktails and local wines. For a lively evening, visit the nearby Roseburg Public Market, which often features live music and food vendors, perfect for soaking in the local culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winston

When planning your visit to Winston, Oregon, consider travelling during the off-peak months of December to February for the best savings on accommodation. Monday is the most budget-friendly day to stay, while Saturday tends to be pricier. Use Expedia to refine your hotel search based on your budget and preferences, and consider booking a package deal that combines flights and activities to maximise savings. Additionally, explore free local attractions to enhance your experience without straining your wallet.

  • 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, desired location, and the type of accommodation you prefer. To find the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your Winston hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions near Winston

Winston, Oregon, is ideal for outdoor enthusiasts and families, offering a delightful mix of scenic beauty and cultural experiences. Key attractions include the picturesque river, vibrant urban park, and intriguing history museum, perfect for exploration. Additionally, visitors can seek nearby accommodations to enhance their stay while enjoying the local sights and activities. Whether you're after adventure or relaxation, Winston promises a memorable vacation.

  • South Umpqua River: Enjoy the serene beauty of the South Umpqua River, located just 1.1km from Winston. This picturesque river offers stunning scenery and ample opportunities for outdoor activities, perfect for nature enthusiasts.
  • Douglas County Museum of History and Natural History: Situated 9.7km away, this museum immerses you in the rich culture and history of the region. With engaging exhibits that highlight both natural and historical artefacts, it’s an enlightening stop for curious minds.
  • Stewart Park: Located 11.3km from Winston, Stewart Park is a vibrant urban park ideal for families. With its lush surroundings, recreational facilities, and city vibes, it’s the perfect spot for a leisurely picnic or a day out.

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. 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 RainMostly SunnyModerately HighSlightly High
July64.4°F (18.0°C)No RainMostly SunnyModerately HighSlightly High
August64.9°F (18.3°C)No RainSunnyAverageSlightly High
September60.1°F (15.6°C)No RainMostly 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

For your trip to Winston, Oregon, you can fly into two major airports. Medford, OR (MFR-Rogue Valley International) is located 95.0km away, with nearby accommodation options such as the 3.5-star Lady Geneva Bed and Breakfast, 4.8km from the airport, and the Resort at Eagle Point, situated 11.3km away. Alternatively, North Bend, OR (OTH-Southwest Oregon Regional) is 411.3km from Winston, offering several hotels including Global INN, Red Lion Hotel Coos Bay, and Motel 6 Coos Bay, all located 4.8km from the airport. Both airports provide convenient access to their respective hotels, ensuring a smooth transition for your travel needs.

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 Super 8 by Wyndham Roseburg and Riverfront Inn Roseburg. See all available top hotels, or 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?
Super 8 by Wyndham Roseburg: Offers daily, a 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 Wildlife Safari and South Umpqua River. 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