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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

B&B in Winchester

Charming Historic lodge across from Umpqua river
Interior

Charming Historic lodge across from Umpqua river

10.0 out of 10, Exceptional, (27)
"Beautiful historical property with the friendliest staff. "
The price is AED 367
AED 447 total
includes taxes & fees
4 Sep - 5 Sep
Charming Historic lodge across from Umpqua river
Historical John Rast House
Lobby sitting area

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (45)
"The hosts were lovely people. So much history with the house. Clean and comfortable space, great breakfast! Enjoyable stay!! "
The price is AED 526
AED 686 total
includes taxes & fees
27 Aug - 28 Aug
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

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

10/10 Excellent
"Hands down best hotel in Roseburg, but it is pricy."
Emily 1-night trip
Posted 3 days ago
Hampton Inn & Suites Roseburg

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a B&B might be a great fit for your vacation to Winchester. When you want to explore some of the destination's attractions, North Umpqua River is worth a visit.
Why should you consider B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Winchester?
Here is a B&B that guests like in the surrounding area: Historical John Rast House: 3 rooms. 4.7 mi (7.5 km) from the downtown core.
When is the best time to book my B&B in Winchester?
When you're dreaming of a escape to Winchester, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.
What is there to do in Winchester?
If you want to check out some popular attractions in Winchester, you might enjoy a visit to North Umpqua River. You might also consider a trip to sites like Stewart Park or Melrose Vineyards if you have time to see more of the area.