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

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Winston bed & breakfast

A two-story house with a porch, a flag, and a sign indicating it is for sale.

1. Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (53 reviews)
"We loved the atmosphere of the historic home and getting to know our hosts who were tremendous when we asked them for providing recommendations on places we might visit in the area. This was one of the best places that we stayed at during our vacation."
United States
Michael
The price is HK$1,052
HK$1,388 total
includes taxes & fees
20 Oct - 21 Oct
Historical John Rast House
A glass table with wine glasses and a decorative bowl, set on a patio with a view of hills and a sofa with colorful cushions.

2. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (28 reviews)
"Comfortable room, great breakfast and we loved the bocce ball court!"
United States
RaShel
The price is HK$1,514
HK$1,537 total
includes taxes & fees
13 Oct - 14 Oct
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

Riverfront Inn Roseburg

Riverfront Inn Roseburg

10/10 Excellent
"Helpful staff, nicely remodeled rooms"
Saliha 1-night trip
Posted 11 hours ago
Riverfront Inn Roseburg

Find out more about Winston

Winston B&B information

Number of reviews
81
Accommodation
2 B&B
Lowest Price
HK$1,388
Highest Price
HK$1,537

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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