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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 AED 367
AED 447 total
includes taxes & fees
7 Dec - 8 Dec
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 AED 448
AED 1,090 total
includes taxes & fees
4 Dec - 5 Dec
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
The Bucket List Retreat
Exterior

The Bucket List Retreat

9.6 out of 10, Exceptional, (24)
"Comfy beds, great location to our activity, accommodating owner who went out of their way to send us something we left behind. Would definitely stay a this property again."
The price is AED 719
AED 1,705 total
includes taxes & fees
1 Dec - 2 Dec
The Bucket List Retreat
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 Melrose Vineyards or Reustle Prayer Rock Vineyards if you have time to see more of the area.