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Check prices for these dates

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun
In one month
19 Jun - 21 Jun
In two months
17 Jul - 19 Jul

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, (7 reviews)
"The personal service was awesome. Loved the hot tub. Wish we could of stayed longer!"
United States
David
The price is HK$1,616
HK$1,640 total
includes taxes & fees
28 May - 29 May
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)
"When you find yourself in Roseburg, have an interest in local history and tired of the corporate cookie-cutter hotel options, choose the John Rast House. You will experience a warm welcome, delicious breakfast and spotless, comfortable accommodations all within a past period atmosphere. "
United States
Barbara
The price is HK$1,009
HK$1,340 total
includes taxes & fees
21 May - 22 May
Historical John Rast House
Dining

1 Bedroom Queen Suite- Historic Lodge on the North Umpqua River

1 Bedroom Queen Suite- Historic Lodge on the North Umpqua River
Glide
The price is HK$705
HK$874 total
includes taxes & fees
24 May - 25 May
1 Bedroom Queen Suite- Historic Lodge on the North Umpqua River
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
"The staff was very friendly and the room is clean."
Susan 1-night trip
Posted 8 hours ago
The Ranch Motel

Find out more about Winchester

Winchester B&B information

Number of reviews
49
Accommodation
3 B&B
Lowest Price
HK$874
Highest Price
HK$1,640

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. 1 Bedroom Queen Suite- Historic Lodge on the North Umpqua River: 17.1 mi (27.6 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 Stewart Park or Melrose Vineyards if you have time to see more of the area.

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