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Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Winchester bed & breakfast

Interior
Artistic Lodging King Suite

Artistic Lodging King Suite

Artistic Lodging King Suite
Paris
9.2 out of 10, Wonderful, (70 reviews)
"We were just passing through the area but this was a lovely stay, very comfortable and cute, and very clean!"
United States
Sarah E.
The price is ￥14,210
￥22,627 total
includes taxes & fees
Jan 31 - Feb 1
Artistic Lodging King Suite
Building design
Lyndon House B&B

Lyndon House B&B

Lyndon House B&B
3.0 star property
Northside District
9.6 out of 10, Exceptional, (121 reviews)
"The place was very comfortable. The hosts were very friendly & informative. The food was exquisite. "
United States
DANIEL
The price is ￥26,033
￥31,122 total
includes taxes & fees
Jan 13 - Jan 14
Lyndon House B&B
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

Hilton Lexington/Downtown

Hilton Lexington/Downtown

10/10 Excellent
"Clean. Well maintained. Super convenient for Rupp Arena. Go CATS! "
Jenny 1-night trip
Posted 3 hours ago
Hilton Lexington/Downtown

Find out more about Winchester

Winchester B&B information

Number of reviews
121
Accommodation
5 B&B
Lowest Price
￥22,627
Highest Price
￥31,122

Frequently asked questions

Searching for B&Bs in Winchester?
Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many travelers. While you're enjoying your trip to Winchester, College Park and GRCHS Baseball Field are perfect spots to get in some fresh air and greenery.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting.
What are the best B&Bs in Winchester?
Check out this B&B in the surrounding area: Lyndon House B&B: 7 rooms. 17.5 mi (28.2 km) from the heart of Winchester. Enjoy the free cooked breakfast and outdoor tennis.
When is the best time to book my B&B in Winchester?
When you're planning your escape to Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What is there to do in Winchester?
When you want to spend some time in the great outdoors, College Park and GRCHS Baseball Field are some notable spots. You might put Bluegrass Heritage Museum and Cassell Creek Golf Course on your list if you want to see more of the area.
How can I get to and around Winchester?
You can map out your trip in and around Winchester ahead of time with these transportation options. Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

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