Photo by Michelle Finseth

Search B&B in Winston

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Featured B&B in Winston

Historical John Rast House
Living area
Historical John Rast House
3.0 star property
10.0 out of 10, Exceptional, (34)
"great stay"
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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Other property types in Winston

Family-friendly Winston Vacation Rental w/ Deck!
Private kitchen
Family-friendly Winston Vacation Rental w/ Deck!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area."
Family-friendly Winston Vacation Rental w/ Deck!
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Shower
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
3.0 star property
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Bell Sister Flats
Private kitchen
Bell Sister Flats
Bell Sister Flats
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.

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?
Take a look at this B&B in the area: Historical John Rast House: 3 rooms. 7.1 mi (11.5 km) from the heart of Winston.
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.