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

Historical John Rast House
Room

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (34)
"great stay"
Historical John Rast House
Charming Historic lodge across from Umpqua river
Interior detail

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 SAR 376
SAR 457 total
includes taxes & fees
5 Jan - 6 Jan
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
View of river from back deck

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
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Cozy up with a book or your favorite movie & unwind on our chic and comfy couch.

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

9.8 out of 10, Exceptional, (23)
"Gary was amazing, the house was super clean and well stocked. I was on a work trip so i was only there in the evenings, but it was perfect! Id love to ce back!"
The price is SAR 487
SAR 1,133 total
includes taxes & fees
5 Jan - 6 Jan
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Living area

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

9.6 out of 10, Exceptional, (70)
"It was lovely and easy. A few things were a little broken or taped, but we are easy and it was just close family so it was fine :) we had a very pleasant stay. "
The price is SAR 488
SAR 843 total
includes taxes & fees
10 Jan - 11 Jan
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
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 heart of Winchester.
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 Winchester Dam or Melrose Vineyards if you have time to see more of the area.