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Our top choices for Winston bed & breakfast

Porch

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (2 reviews)
"Gorgeous setting. Lovely and exceptionally clean room - the bed was SO comfy. Really nice little touches too by the host, who was friendly and made us a great breakfast. Wish we could have stayed longer to explore the area."
United States
Alice
The price is AED 712
AED 722 total
includes taxes & fees
8 Mar - 9 Mar
C.H. Bailey House
Front of property

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (49 reviews)
"Loved this stay!"
United States
Rosemary
The price is AED 493
AED 650 total
includes taxes & fees
8 Mar - 9 Mar
Historical John Rast House
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.
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Top Winston Hotel Reviews

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

8/10 Good
"Room was comfortable and breakfast was fantastic!"
Debra 1-night trip
Posted 3 hours ago
Best Western Plus Hartford Lodge

Frequently asked questions

Searching for B&Bs in Winston?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveler hoping to get some local recommendations, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, South Umpqua River and Wildlife Safari are worth a stop.
Are you thinking about a B&B for your stay?
Every B&B has a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Winston?
Here are some well-liked B&Bs in the area: C.H. Bailey House: 5 rooms. 8.9 mi (14.3 km) from the heart of Winston. Enjoy the free full breakfast and hot tub. Historical John Rast House: 3 rooms. 7.1 mi (11.5 km) from the downtown core.
When should I book my B&B in Winston?
When you're planning your stay in Winston, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 62°F, while the coldest months are December and February with an average of 40°F. Average annual precipitation for Winston is 48 inches.
What is there to do in Winston?
When you want to check out some attractions in town, you might consider a visit to South Umpqua River and Wildlife Safari. You might check out Abacela Winery if you have time to see more of the area.

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