Photo by Michelle Finseth

Bed and Breakfast in Winston

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Featured B&B in Winston

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

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (34)
"We had a great stay and home was just what was advertised. There were so many personal touches and the owner was great to deal with. There was a problem with the A/C before we arrived which was quickly relayed to us by owner and they had it fixed just after our arrival. We will definitely be back next time we are in town. "
The price is NZ$732
includes taxes & fees
30 Nov - 1 Dec
The Watusi Place - A Modern Umpqua Valley Getaway

Family-Friendly Winston Vacation Rental w/ Deck!

10.0 out of 10, Exceptional, (7)
"The house was immaculate. Communication with the property manager was terrific. We had an excellent time for the two nights we stayed. "
Family-Friendly Winston Vacation Rental w/ Deck!

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!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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.