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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
Lyndon House B&B
Relax in a serene space with four comfortable chairs, a decorative cabinet, and lush greenery.

Lyndon House B&B

3.0 star property
9.6 out of 10, Exceptional, (116)
"Anton was so lovely during our stay, helping with a seamless checkin and dinner recommendations. Beautiful property and very walkable to the downtown area. Looking forward to staying here again in the future!"
The price is HK$1,238
HK$1,480 total
includes taxes & fees
1 Sept - 2 Sept
Lyndon House B&B
Artistic Lodging Queen suite
Traditional room with two armchairs, wooden floor, and a staircase.

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!!!!"
The price is HK$589
HK$995 total
includes taxes & fees
31 Aug - 1 Sept
Artistic Lodging Queen suite
The Guesthouse at Rosecrest Farm
Traditional two-story house with a charming front porch and well-manicured lawn, surrounded by mature trees and neatly trimmed bushes.

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
Relax in this serene space with a comfortable table for two, a dresser, and a TV.

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 HK$707
HK$1,125 total
includes taxes & fees
31 Aug - 1 Sept
Artistic Lodging King Suite
Chateau Annette
Relax in this serene bedroom with a large bed, ceiling fan, and mounted TV.

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

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"Clean,comfortable room. The staff is very friendly. Excellent free breakfast with many options."
Michael 2-night trip
Posted 1 day ago
Hyatt Place 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.