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Bed and Breakfast in Winchester

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured B&B in Winchester

Lyndon House B&B
Interior detail

Lyndon House B&B

3.0 star property
9.6 out of 10, Exceptional, (113)
"Lovely people, beautifully renovated property in an excellent location in Lexington."
The price is NZ$321
includes taxes & fees
29 July - 30 July
Lyndon House B&B
Artistic Lodging Queen suite
Interior

Artistic Lodging Queen suite

9.2 out of 10, Wonderful, (42)
"What an enjoyable experience! The home is beautiful and I love all the art!!!!"
Artistic Lodging Queen suite
The Guesthouse at Rosecrest Farm
Exterior

The Guesthouse at Rosecrest Farm

3.0 star property
10.0 out of 10, Exceptional, (18)
"Fantastic setting and accommodations Breakfast was delicious."
The Guesthouse at Rosecrest Farm
Artistic Lodging King Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

Artistic Lodging King Suite

9.2 out of 10, Wonderful, (70)
"We were just passing through the area but this was a lovely stay, very comfortable and cute, and very clean!"
The price is NZ$224
includes taxes & fees
31 July - 1 Aug
Artistic Lodging King Suite
Chateau Annette
Suite, 1 King Bed (Dream Suite)

Chateau Annette

3.5 star property
10.0 out of 10, Exceptional, (11)
Chateau Annette
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

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"Brought my grandson and we had a great time."
Vikki 1-night trip
Posted 2 days ago
GLō Best Western Lexington

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, Lykins Park and College Park 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?
Here are some well-liked B&Bs in the 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. Artistic Lodging Queen suite: 15.8 mi (25.4 km) from the city centre. The Guesthouse at Rosecrest Farm: 3 rooms. Situated 12.4 mi (20 km) from the heart of Winchester. Enjoy the free full breakfast and unique decor. Artistic Lodging King Suite: 15.8 mi (25.4 km) from the city centre.
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, Lykins Park and College Park are some notable spots. You should put Bluegrass Heritage Museum and Southwind 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.