Search B&B in Winchester

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 2 B&B in Winchester with updated reviews, rates, and availability.

Historical John Rast House
Lobby sitting area

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (35)
"Just an amazing time. Beautiful and historic home"
The price is AED 405
AED 617 total
includes taxes & fees
29 Apr - 30 Apr
Historical John Rast House
Charming Historic lodge across from Umpqua river
1 bedroom, WiFi, bed sheets

Charming Historic lodge across from Umpqua river

10.0 out of 10, Exceptional, (23)
"The room was clean. John and Joanne are lovely people and the bana bread was wonderful!"
The price is AED 367
AED 447 total
includes taxes & fees
27 Apr - 28 Apr
Charming Historic lodge across from 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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Other property types in Winchester

Singing Waters at N. Umpqua
Fridge, microwave, oven, stovetop

Singing Waters at N. Umpqua

10.0 out of 10, Exceptional, (5)
"Beautifully decorated house! Loved the view of the river in the backyard. So clean and new! No complaints!!"
Singing Waters at N. Umpqua
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Fridge, microwave, oven, stovetop

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

8.0 out of 10, Very Good, (1)
The price is AED 915
AED 1,782 total
includes taxes & fees
27 Apr - 28 Apr
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (36)
"We stayed here for a night since we had a nearby disc golf tournament. Leah was a great host and the house was super clean and comfy. Quiet neighborhood, cool back porch to hang out. Highly recommend! Thank you Leah!"
The price is AED 419
AED 1,196 total
includes taxes & fees
30 Apr - 1 May
The Watusi Place - A Modern Umpqua Valley Getaway
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.

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.