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Search B&B in Winston

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Winston bed & breakfast

Lobby sitting area
Historical John Rast House

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48)
"So glad we stayed here! The house was amazing if you like history. Our hosts were wonderful, breakfast was delicious and downtown is a short walk away. The property is gated and felt very safe. "
United States
Jessica
The price is AED 493
AED 650 total
includes taxes & fees
1 Feb - 2 Feb
Historical John Rast House
Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
The price is AED 948
AED 962 total
includes taxes & fees
6 Jan - 7 Jan
C.H. Bailey 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

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

10/10 Excellent
"The room was great, I did mention that the fridge was not closed completely and was warm, this will also burn the motor out quickly. I closed it, went to dinner and was able to use it. Staff was great and so was our breakfast. Will stay here again."
Daniela 1-night trip
Posted 1 day ago
Hampton Inn & Suites Roseburg

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.