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

Winston Hotels from S$94

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28 Aug - 29 Aug
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29 Aug - 30 Aug
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28 Aug - 30 Aug
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4 Sept - 6 Sept

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Our top choices for Winston hotels

1. Safari Inn

Safari Inn
Winston
United States
SHERIE A
S$103
includes taxes & fees
16 Sept - 17 Sept
Safari Inn

2. Riverfront Inn Roseburg

Riverfront Inn Roseburg
Roseburg
United States
Sylvia
S$127
includes taxes & fees
30 Aug - 31 Aug
Riverfront Inn Roseburg

3. Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
Sutherlin
United States
Harold
S$200
includes taxes & fees
13 Sept - 14 Sept
Best Western Plus Hartford Lodge

4. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
Roseburg
United States
Dawn
S$273
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn & Suites Roseburg

5. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
Roseburg
Canada
Ajitpal
S$259
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express & Suites Roseburg North by IHG

6. Comfort Inn Roseburg

Comfort Inn Roseburg
Roseburg
United States
Kevin C
S$162
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn Roseburg

7. Best Western Garden Villa Inn

Best Western Garden Villa Inn
Roseburg
United States
Tracy
S$154
includes taxes & fees
6 Sept - 7 Sept
Best Western Garden Villa Inn

8. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
Roseburg
United States
Carol
S$155
includes taxes & fees
20 Sept - 21 Sept
SureStay by Best Western Roseburg

9. The Lodge at Roseburg

The Lodge at Roseburg
Roseburg
United States
Ajay
S$249
includes taxes & fees
1 Sept - 2 Sept
The Lodge at Roseburg

10. C.H. Bailey House

C.H. Bailey House
Roseburg
United States
Kuan-Ju
S$239
includes taxes & fees
3 Sept - 4 Sept
C.H. Bailey House

11. Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
Roseburg
United States
Waree
S$103
includes taxes & fees
15 Sept - 16 Sept
Super 8 by Wyndham Roseburg

12. Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
Sutherlin
United States
Ronald
S$100
includes taxes & fees
31 Aug - 1 Sept
Motel 6 Sutherlin, OR

13. Historical John Rast House

Historical John Rast House
Roseburg
United States
Michael
S$225
includes taxes & fees
30 Aug - 31 Aug
Historical John Rast House

14. Umpqua Valley Hotel

Umpqua Valley Hotel
Roseburg
United States
Shannon
S$125
includes taxes & fees
1 Sept - 2 Sept
Umpqua Valley Hotel

15. Quality Inn Central Roseburg

Quality Inn Central Roseburg
Roseburg
United States
Peng
S$124
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Central Roseburg

16. Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
Roseburg
United States
Mary
S$104
includes taxes & fees
20 Sept - 21 Sept
Howard Johnson by Wyndham Roseburg

17. Rosewood Inn and Suites

Rosewood Inn and Suites
Roseburg
United States
Harold
S$97
includes taxes & fees
1 Sept - 2 Sept
Rosewood Inn and Suites

18. Bell Sister Flats

Bell Sister Flats
Roseburg
S$465
includes taxes & fees
7 Sept - 8 Sept
Bell Sister Flats

19. Quick Stop Motel

Quick Stop Motel
Myrtle Creek
United States
David
S$94
includes taxes & fees
11 Sept - 12 Sept
Quick Stop Motel

20. Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
Canyonville
United States
Ashley
S$121
includes taxes & fees
15 Sept - 16 Sept
Travelodge by Wyndham Canyonville
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Stay near popular Winston attractions

Wildlife Safari

9.2/10 (181 reviews)
Drive through 600 acres where lions, giraffes, and rhinos roam freely in natural habitats. Wildlife Safari's renowned cheetah breeding programme has produced over 230 cubs for global conservation efforts.
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Abacela Winery

8.8/10 (15 reviews)
Pioneering Spanish grape varieties in Oregon since 1995, Abacela Winery showcases the Umpqua Valley's unique terroir. Enjoy seated tastings on the vineyard-view patio paired with artisanal cheese and charcuterie.
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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.

See all hotels in Winston
A zebra standing in a dry grass field with mountains in the background.
Photo by Michelle Finseth

Top Winston Hotel Reviews

Best Western Garden Villa Inn

Best Western Garden Villa Inn

10/10 Excellent
"Room was clean, staff was very helpful and breakfast was good!"
Whitney 1-night trip
Posted 6 hours ago
Best Western Garden Villa Inn
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

10/10 Excellent
"Breakfast was fine. Room was older however they are actively renovating room."
Murray 1-night trip
Posted 11 hours ago
SureStay by Best Western Roseburg
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

8/10 Good
"Receptionist who checked us in was very nice, clean facility, convenient location and ample parking!!!."
Waree 1-night trip
Posted 12 hours ago
Super 8 by Wyndham Roseburg
Riverfront Inn Roseburg

Riverfront Inn Roseburg

10/10 Excellent
"We really enjoyed the view from the balcony, the great morning coffee and lovely park area outside the rooms!"
JB 1-night trip
Posted 13 hours ago
Riverfront Inn Roseburg
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

10/10 Excellent
"The is the Best”est” Western. Staff was very friendly and helpful, property was clean and nicely located, outstanding breakfast. Really enjoyed our stay here."
Leonard 1-night trip
Posted 20 hours ago
Best Western Plus Hartford Lodge
Wolf Creek Inn & Tavern

Wolf Creek Inn & Tavern

10/10 Excellent
"The property was great. However, we learned that Expedia does not share guests' contact information with the property so they have no way of contacting guests in advance of their arrival. This meant that we were unable to put in our dinner order in a timely way. This was in no way the fault of the Wolf Creek Inn staff. We are hoping that Expedia changes this policy in the future because it caused problems for us and for Wolf Creek Inn. Once we made a reservation, we assumed that the Wolf Creek Inn staff would have access to our contact information. It only makes sense."
Gay 1-night trip
Posted 1 day ago
Wolf Creek Inn & Tavern
Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG

8/10 Good
"The room was clean and breakfast was pretty good!"
Jessica 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Roseburg North by IHG
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

8/10 Good
"Had issues with the microwave, but otherwise a good night’s stay."
Mark 1-night trip
Posted 5 days ago
Motel 6 Sutherlin, OR
Quality Inn Central Roseburg

Quality Inn Central Roseburg

10/10 Excellent
"This was a great place to stay! The room was so nice and big. The place is so cozy and beautiful. It’s maintained well. The staff is amazing!! Such helpful welcoming and fun staff! We would stay here again 100%!"
Jennifer 3-night trip
Posted 6 days ago
Quality Inn Central Roseburg

More cheap stays in Winston

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

1400 Hospitality Way Sutherlin OR
S$100
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Motel 6 Sutherlin, OR
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR
S$103
15 Sept - 16 Sept
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Super 8 by Wyndham Roseburg
Riverfront Inn Roseburg

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR
S$127
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,480 reviews)
Riverfront Inn Roseburg
Best Western Garden Villa Inn

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR
S$154
6 Sept - 7 Sept
includes taxes & fees
8/10 Very good! (1,002 reviews)
Best Western Garden Villa Inn
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR
S$155
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,001 reviews)
SureStay by Best Western Roseburg
Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG

1530 NW Mulholland Drive Roseburg OR
S$259
6 Sept - 7 Sept
includes taxes & fees
9.8/10 Exceptional! (79 reviews)
Holiday Inn Express & Suites Roseburg North by IHG

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 Best Western Garden Villa Inn 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.

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