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Bed and Breakfast 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

Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
The price is NZ$449
includes taxes & fees
14 Jan - 15 Jan 2026
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

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

10/10 Excellent
"Thanks for the stay. "
Andre 1-night trip
Posted 13 hours ago
Motel 6 Roseburg, OR

Find out more about Winston

Winston B&B information

Number of reviews
Accommodation
2 B&B
Lowest Price
NZ$449
Highest Price
NZ$449

Frequently asked questions

Searching for B&Bs in Winston?
Whether you're travelling with your family and want a friendly place to stay, or you're a solo traveller hoping to make some connections, a B&B can be a good choice for many different types of travellers. When you want to explore some attractions in town, South Umpqua River and Wildlife Safari are worth a stop.
Are you interested in an apartment instead of a traditional hotel?
Every B&B has its own unique feel — whether it's a comfy common area with a fireplace or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
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 city centre.
When is the best time to book my B&B in Winston?
When you're planning your getaway to Winston, year-round temperatures and rainfall may be important factors to consider. 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.
What is there to do in Winston?
When you want to see some attractions in town, you might consider a visit to South Umpqua River and Wildlife Safari. You could visit Abacela Winery if you have time to see more of the area.

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