An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Bed and Breakfast in Winchester

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Check prices for these dates

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

Our top choices for Winchester bed & breakfast

A grand entryway with a wooden staircase, a chandelier, and a view of a cozy living room with a sofa and lamps.

1. Chez Lyndon Manor

Chez Lyndon Manor
3.0 star property
Northside District
9.6 out of 10, Exceptional, (135 reviews)
"Wonderful location and lovely B&B."
United States
Barbara
The price is NZ$392
includes taxes & fees
28 Sept - 29 Sept
Chez Lyndon Manor
A rectangular swimming pool with a white deck and a slide, surrounded by a wooden fence.

2. Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 2

Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 2
Irvine
10.0 out of 10, Exceptional, (1 review)
"The house was beautiful! Parts of it were built in 1880 with very high ceilings. The kitchen was modern. The pool was very clean and the pool area was really nice. Our hosts very kind and accomodating. We might stay with them next summer."
United States
Niki T.
The price is NZ$394
includes taxes & fees
26 Sept - 27 Sept
Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 2
A rectangular swimming pool with a white deck and a slide, surrounded by a wooden fence.

3. Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 3

Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 3
Irvine
The price is NZ$439
includes taxes & fees
26 Sept - 27 Sept
Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 3
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

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

10/10 Excellent
"Very clean, cute and the restaurant is good."
Casey 2-night trip
Posted 2 hours ago
Origin Lexington a Wyndham Hotel

Find out more about Winchester

Winchester B&B information

Number of reviews
1
Accommodation
7 B&B
Lowest Price
NZ$394
Highest Price
NZ$439

Frequently asked questions

Searching for B&Bs in Winchester?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're travelling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travellers. 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 the right choice for your stay?
With attentive service, opportunities to mingle with other guests and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Winchester?
Take a look at this B&B in the surrounding area: Chez Lyndon Manor: 7 rooms. 17.5 mi (28.2 km) from the heart of Winchester. Enjoy the free cooked breakfast and outdoor tennis.
When should I 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 temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
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 should 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?
Mapping out your trip in and around Winchester is easy with these transportation options. Fly into Lexington, KY (LEX-Blue Grass), which is located 23 mi (37.1 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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