Hotels in Winston

October 2026
10
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Where to stay in Winston?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Winston on Hotels.com. These Winston hotels consistently deliver on quality, location and traveller experience. Last updated on 11 October 2026.

1. Safari Inn

Safari Inn
Winston
AU$109
includes taxes & fees
13 Oct - 14 Oct
Safari Inn

2. The Lodge at Roseburg

The Lodge at Roseburg
Roseburg
AU$210
includes taxes & fees
16 Oct - 17 Oct
The Lodge at Roseburg

3. Riverfront Inn Roseburg

Riverfront Inn Roseburg
Roseburg
AU$141
includes taxes & fees
1 Nov - 2 Nov
Riverfront Inn Roseburg

4. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
Roseburg
AU$230
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Roseburg North by IHG

5. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
Roseburg
AU$251
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Roseburg

6. Comfort Inn Roseburg

Comfort Inn Roseburg
Roseburg
AU$162
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Roseburg

7. Best Western Garden Villa Inn

Best Western Garden Villa Inn
Roseburg
AU$153
includes taxes & fees
18 Oct - 19 Oct
Best Western Garden Villa Inn

8. C.H. Bailey House

C.H. Bailey House
Roseburg
AU$264
includes taxes & fees
1 Nov - 2 Nov
C.H. Bailey House

9. Historical John Rast House

Historical John Rast House
Roseburg
AU$253
includes taxes & fees
20 Oct - 21 Oct
Historical John Rast House

10. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
Roseburg
AU$153
includes taxes & fees
20 Oct - 21 Oct
SureStay by Best Western Roseburg

11. Quick Stop Motel

Quick Stop Motel
Myrtle Creek
AU$97
includes taxes & fees
6 Nov - 7 Nov
Quick Stop Motel

12. Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
Roseburg
AU$115
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Roseburg

13. Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
Sutherlin
AU$198
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Hartford Lodge

14. Bell Sister Flats

Bell Sister Flats
Roseburg
AU$555
includes taxes & fees
17 Oct - 18 Oct
Bell Sister Flats

15. Quality Inn Central Roseburg

Quality Inn Central Roseburg
Roseburg
AU$127
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Central Roseburg

16. Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
Roseburg
AU$94
includes taxes & fees
2 Nov - 3 Nov
Motel 6 Roseburg, OR

17. Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
Canyonville
AU$121
includes taxes & fees
10 Nov - 11 Nov
Travelodge by Wyndham Canyonville

18. Rosewood Inn and Suites

Rosewood Inn and Suites
Roseburg
AU$100
includes taxes & fees
11 Oct - 12 Oct
Rosewood Inn and Suites

19. Wolf Creek Inn & Tavern

Wolf Creek Inn & Tavern
Wolf Creek
AU$141
includes taxes & fees
19 Oct - 20 Oct
Wolf Creek Inn & Tavern

20. Umpqua Valley Hotel

Umpqua Valley Hotel
Roseburg
AU$136
includes taxes & fees
11 Oct - 12 Oct
Umpqua Valley Hotel
View all properties

Go beyond your typical stay in Winston

pet-friendly image
Pet friendly
Pet friendly
spa pool image
Spa pool
Spa pool
Pool image
Pool
Pool
Family-friendly image
Family friendly
Family friendly
Apartment image
Apart­ment
Apart­ment
apart-hotel image
Apart hotel
Apart hotel
Our prices for hotels in Winston are cheapest in February

Price trends for hotels in Winston

Pricing is based on two traveller single night rates
View properties in October

October

High 19°C / low 6°C. Sunny most days.
19°
6°
12°
2°
8°
0°
10°
1°
10°
1°
12°
1°
14°
3°
18°
5°
22°
8°
27°
10°
28°
11°
25°
9°
Monthly weather averages (˚C)

Top landmarks in Winston

Wildlife Safari

9.2/10 (181 reviews)
It's feeding time at the zoo! If you want to be reminded of some of the great animals our world is home to, you might want to pay a visit to Wildlife Safari, located 1.4 mi (2.3 km) from central Winston. Why not take a stroll along the riverfront and watch the sunset while you're here? If you'd also like to explore some of the parks in Winston, head to Stewart Park and Discovery Garden.
See properties

Abacela Winery

8.8/10 (15 reviews)
Travellers might want a tour of Abacela Winery, just one of the places to visit, located 1.9 mi (3 km) from central Winston. Why not take a stroll along the riverfront and watch the sunset while you're here?
See properties

Learn more about Winston

Venture into the wild at Wildlife Safari, where giraffes and rhinos roam freely across 600 acres of Oregon countryside. After watching zebras from your car window, follow the gentle curves of the South Umpqua River on foot. Wine enthusiasts can sample bold tempranillos at Abacela Winery, where Spanish grape varieties thrive in the unexpected terroir. Stewart Park offers peaceful respite with walking trails and picnic spots beneath towering firs. History buffs should detour to the Douglas County Museum in Roseburg to discover the region's fascinating past. The small-town atmosphere belies the world-class wildlife experience that draws visitors from across the country to this unassuming corner of the Pacific Northwest.

See all hotels in Winston
A serene lake with a reflection of a forested mountain and a small house on the shore.

Check out reviews of Winston hotels guests love

Safari Inn

Safari Inn
Winston

8/10 Very good

Australia
Joshua
Safari Inn

Riverfront Inn Roseburg

Riverfront Inn Roseburg
Roseburg

10/10 Exceptional

Australia
Marilyn
Riverfront Inn Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
Roseburg

8/10 Very good

Australia
Amy
Comfort Inn Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
Roseburg

8/10 Very good

Australia
CAROLINE
SureStay by Best Western Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
Roseburg

10/10 Exceptional

Australia
Richard
Super 8 by Wyndham Roseburg

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
Sutherlin

8/10 Very good

Australia
Ray
Best Western Plus Hartford Lodge

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
Roseburg

10/10 Exceptional

Australia
John B
Howard Johnson by Wyndham Roseburg

Frequently Asked Questions

How much does a hotel room cost in Winston?

You can discover great hotels in Winston from AU$93 with properties to suit all budgets and needs. If you're after an affordable hotel in Winston that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Winston hotels?

Discover great deals on Winston hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. And make sure to check out our last-minute deals on Winston hotels.

Can I book Winston hotels with free cancellation?

To book a refundable Winston hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

Find out more about Winston

Winston: Where Nature's Majesty Meets Cultural Serenity

Nestled in the heart of Oregon, Winston is a hidden gem for nature lovers and adventurous spirits. Surrounded by lush forests and the stunning Umpqua River, this quaint town offers picturesque hiking trails, serene picnic spots, and rich wildlife. Don't miss the enchanting Wildlife Safari, where you can get up close to exotic animals in a beautiful, natural setting. With its charming small-town atmosphere and proximity to the breathtaking Oregon Coast and Cascade Mountains, Winston is an ideal base for those seeking both tranquility and adventure in the great outdoors.

Discover great hotels in Winston

Winston, Oregon offers a variety of accommodation options, from friendly motels to charming inns. Visitors can choose from comfortable rooms with modern amenities to more rustic settings. With convenient access to local attractions, these hotels provide a welcoming base for exploring the beautiful surroundings. Here are some of the best hotels in Winston that our travellers love:

  1. Quick Stop Motelopens in new window: This charming motel type of lodging is perfect for leisure travellers seeking a blend of comfort and entertainment. With a focus on relaxation, it offers amenities such as Premium Television Channels and Satellite Television. The scenic surroundings include rural views and nearby mountains, creating a tranquil atmosphere. Guests appreciate the convenient location close to various attractions, enhancing their overall experience with enjoyable activities right at their doorstep.
  2. Shady Oaks Motelopens in new window: This inviting motel type of lodging is an excellent choice for pet-centric holidaymakers. With a welcoming approach to pets, it ensures that furry companions can accompany their owners on adventures. The pet-friendly policies, combined with a comfortable environment, allow for a stress-free stay. Travellers particularly value the amenities and the relaxing atmosphere, making it a delightful option for those looking to explore with their pets.
  3. Holiday Inn Express Roseburg by IHGopens in new window: This sophisticated hotel type of lodging caters to business travellers looking for a seamless and productive experience. With state-of-the-art business amenities, including a Meeting Room and accessible Business Centre, it fosters an environment conducive to work. The property stands out for its LGBTQIA welcoming atmosphere, ensuring all guests feel included and valued. Frequent visitors appreciate the thoughtful services and facilities that create a distinguished experience tailored to their professional needs.

Top locations to stay in Winston

When visiting Winston, Oregon, great areas to stay in include Roseburg, Myrtle Creek, and Green. Roseburg offers stunning natural landscapes and outdoor activities, while Myrtle Creek is known for its lively casino scene. Green boasts beautiful wineries, perfect for wine enthusiasts. For first-time visitors, Roseburg is the best choice due to its convenient location and diverse attractions.

  1. Roseburgopens in new window: Roseburg is a charming base for your Oregon adventure, surrounded by stunning natural beauty. Known for its access to the Umpqua River and picturesque parks, it offers plenty of opportunities for outdoor activities like hiking and birdwatching. The town is also home to several cultural attractions, including art galleries and local museums, making it perfect for those who appreciate a bit of history alongside nature. With its warm community vibe, Roseburg is an excellent spot for families, couples, and solo travelers alike.
  2. Myrtle Creekopens in new window: Nestled in a scenic valley, Myrtle Creek is a delightful stop for those looking to experience Oregon’s small-town charm. The area is rich in outdoor activities, with nearby hiking trails and beautiful landscapes to explore. Myrtle Creek's friendly atmosphere is complemented by local events and farmers' markets, where visitors can enjoy fresh produce and handmade crafts. It's an ideal place to unwind and soak in the tranquillity of rural Oregon.
  3. Greenopens in new window: Green is a hidden gem known for its beautiful wineries and lush vineyards. If you enjoy wine tasting and scenic views, this area provides a serene backdrop for relaxation and exploration. The wineries often host events and tours, offering a chance to learn more about the local wine-making process. Green’s peaceful setting is perfect for leisurely strolls and enjoying the natural surroundings, making it a fantastic choice for those looking to escape the hustle and bustle.

Things to do in Winston

Winston offers a stunning blend of pristine beaches, lush forests, and majestic mountains, making it a nature lover's paradise. Visitors can revel in thrilling wildlife safaris, go hiking through scenic trails, or indulge in serene boating adventures. With its breathtaking landscapes, Winston is a must-visit for outdoor enthusiasts!

  • Douglas County Museum of History and Natural Historyopens in new window – Dive into the rich tapestry of local history at this museum, where exhibits showcase the natural wonders and historical narratives of Douglas County. Discover fascinating artifacts that tell the story of the region’s development and the natural environment that surrounds it. It's a great way to gain insight into the area's heritage while enjoying the natural beauty outside.
  • Stewart Parkopens in new window – Take a leisurely stroll or enjoy a picnic in this charming urban park. Surrounded by lush greenery, Stewart Park offers walking trails, a playground, and open spaces perfect for relaxation or family fun. Don’t miss the serene setting, which is ideal for soaking up the sun or watching the ducks glide across the pond.
  • Discovery Gardenopens in new window – Wander through this delightful botanical garden, where vibrant flowers and plants are showcased in beautifully arranged displays. The Discovery Garden is a peaceful retreat that invites you to appreciate the diverse flora and learn about local horticulture. Bring your camera to capture the stunning landscapes and enjoy the scents and sights of nature at its best.

4 tips for savvy savings when booking a hotel in Winston

  1. Book for the cheapest times: The most affordable time to visit Winston is during January, February, and December, when hotel prices are lower. For those keen to explore the city's significant landmarks and cultural gems, a stay of at least 1 to 2 days is recommended. This timeframe allows for a great value for money experience, enabling visitors to discover Winston's historical sites and cultural attractions without stretching their budgets. With the potential for prices to drop during these months, it’s an ideal opportunity for budget-conscious travellers seeking enriching experiences.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals on Hotels.com, begin by exploring the Deals or Last-Minute Deals sections, where you may find discounted hotel rates as your travel date approaches. To maximise your savings, consider enabling email alerts or push notifications for flash sales and special promotions. The Smart Shopping tool, available via the app, allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options for your stay. With these tips, you'll be well-equipped to secure affordable accommodation for your next getaway.
  3. Be flexible with dates: Prices can fluctuate due to various factors, including the hotel’s location, star rating, and the time of year, so being flexible with your dates may help you save on your stay at a hotel in Winston. For those in search of distinctive accommodations, boutique hotels can provide a more personalised experience and potentially better value. When you book through Hotels.com, we’ll inform you whether the price for your selected dates is above or below the average. If the price is on the higher end, we can suggest more affordable dates, increasing the likelihood that you could save on your booking.
  4. Consider your location: Staying nearer to major attractions or city centres may offer convenience, but it often comes with higher costs. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between price and ease of access to the places you intend to visit. You could explore independent hotels a bit further out, which are usually more likely to be affordable and can provide a more authentic experience.

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 is typically the wettest month. If you’re looking to soak up the lively atmosphere in Winston, March, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with little to no rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

Keep exploring