Search B&B in Winchester

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Winchester bed & breakfast

Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
The price is HK$2,008
HK$2,038 total
includes taxes & fees
3 Jan - 4 Jan
C.H. Bailey House
Lobby sitting area
Historical John Rast House

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48)
"So glad we stayed here! The house was amazing if you like history. Our hosts were wonderful, breakfast was delicious and downtown is a short walk away. The property is gated and felt very safe. "
United States
Jessica
The price is HK$1,044
HK$1,376 total
includes taxes & fees
2 Feb - 3 Feb
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
"Nice affordable room for overnight stay and good location."
Arvind 1-night trip
Posted 3 days ago
SureStay by Best Western Roseburg

Find out more about Winchester

Winchester B&B information

Number of reviews
48
Accommodation
3 B&B
Lowest Price
HK$1,376
Highest Price
HK$2,038

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: Charming Historic lodge across from Umpqua river: 17.1 mi (27.5 km) from the heart of Winchester. C.H. Bailey House: 5 rooms. 9.7 mi (15.6 km) from the city centre. Enjoy the free full breakfast and Hot tub. Historical John Rast House: 3 rooms. Situated 4.7 mi (7.5 km) from the heart of Winchester.
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 Stewart Park or Melrose Vineyards if you have time to see more of the area.

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