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Check prices for these dates

Next weekend
20 Feb - 22 Feb
In two weeks
27 Feb - 1 Mar
In one month
13 Mar - 15 Mar
In two months
10 Apr - 12 Apr

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, (1 review)
The price is AU$386
includes taxes & fees
17 Feb - 18 Feb
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, (49 reviews)
"Loved this stay!"
United States
Rosemary
The price is AU$250
includes taxes & fees
8 Mar - 9 Mar
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

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

10/10 Excellent
"Had to change dates on short notice and they were very helpful. great staff nice town too !"
michael 1-night trip
Posted 4 days ago
SureStay by Best Western Roseburg

Find out more about Winchester

Winchester B&B information

Number of reviews
50
Accommodation
3 B&B
Lowest Price
AU$250
Highest Price
AU$386

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 Melrose Vineyards or Reustle Prayer Rock Vineyards if you have time to see more of the area.

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