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Check prices for these dates

Next weekend
17 July - 19 July
In two weeks
24 July - 26 July
In one month
7 Aug - 9 Aug
In two months
4 Sept - 6 Sept

Our top choices for Winchester bed & breakfast

Porch

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean and beautiful house, the host is very nice and kind."
United States
Kuan-Ju
The price is AU$271
includes taxes & fees
30 July - 31 July
C.H. Bailey House
Front of property

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (51 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 AU$254
includes taxes & fees
14 July - 15 July
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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Top Winchester Hotel Reviews

The Ranch Motel

The Ranch Motel

10/10 Excellent
"Clean"
Alina Sha Sha 1-night trip
Posted 13 hours ago
The Ranch Motel

Find out more about Winchester

Winchester B&B information

Number of reviews
64
Accommodation
3 B&B
Lowest Price
AU$254
Highest Price
AU$271

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with fewer rooms than a hotel and a more personalised environment, a B&B might be just the right fit for your trip to Winchester. When you want to explore some of the destination's attractions, North Umpqua River is worth a visit.
Why would you choose B&Bs instead of traditional hotels?
Every B&B has its own unique feel — whether it's a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Winchester?
Here are some B&Bs in the surrounding area: C.H. Bailey House: 5 rooms. 9.7 mi (15.6 km) from the heart of Winchester. Enjoy the free full breakfast and Hot tub. Historical John Rast House: 3 rooms. 4.7 mi (7.5 km) from the city centre.
What's the best time of year to book my B&B in Winchester?
When you're dreaming of a escape to Winchester, make sure that you take the year-round temperatures into account. The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and February, with an average of 5°C. Average annual precipitation for Winchester is 1255 mm.
What is there to do in Winchester?
If you want to see some popular attractions in Winchester, you might enjoy a visit to North Umpqua River. You might also consider a trip to sites such as Winchester Dam or Melrose Vineyards if you have time to see more of the area.

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