Bed and Breakfast in Winston

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Check prices for these dates

Our top choices for Winston bed & breakfast

1. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (31 reviews)
"Comfortable room, great breakfast and we loved the bocce ball court!"
United States
RaShel
The price is NZ$311
includes taxes & fees
15 Nov - 16 Nov
C.H. Bailey House

2. 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 NZ$293
includes taxes & fees
30 Nov - 1 Dec
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.

Learn more about Winston

Nestled along the South Umpqua River, this charming town invites visitors to drive through Wildlife Safari where lions and giraffes roam freely. Spend your afternoons exploring nearby vineyards like Abacela Winery or discovering local history at the Douglas County Museum just a short drive away.

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

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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