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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul

Our top choices for Winchester bed & breakfast

Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is HK$2,497
HK$2,730 total
includes taxes & fees
26 May - 27 May
Glen Gordon Manor
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (677 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is HK$1,220
HK$1,562 total
includes taxes & fees
19 May - 20 May
Hillbrook Inn
Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (296 reviews)
"A wonderful venue. Very clean and restful. Olga is a wonderful hostess!"
United States
Patricia
The price is HK$1,080
HK$1,232 total
includes taxes & fees
21 May - 22 May
Loudoun Valley Manor
Hallway

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful historic inn! Gorgeous property and close to everything! Can’t wait to visit again."
United States
Kristine
The price is HK$1,957
HK$2,231 total
includes taxes & fees
15 May - 16 May
Inn at Evergreen
Front of property

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (102 reviews)
"This is a beautiful place to stay. Immaculate. Room was very clean and nice. Staff is very friendly. Dining area is very nice. I highly recommend staying at this inn!"
United States
Meera
The price is HK$1,621
HK$1,847 total
includes taxes & fees
21 May - 22 May
Stone Manor Boutique Inn
Interior

Light Horse Inn: Suite 4

Light Horse Inn: Suite 4
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Very charming and comfortable "
United States
Joseph
The price is HK$1,448
HK$1,839 total
includes taxes & fees
18 May - 19 May
Light Horse Inn: Suite 4
Interior

Light Horse Inn: Suite 6

Light Horse Inn: Suite 6
Bolivar
9.8 out of 10, Exceptional, (6 reviews)
"Great spot!"
United States
Theresa
The price is HK$1,370
HK$1,718 total
includes taxes & fees
14 May - 15 May
Light Horse Inn: Suite 6
Exterior

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (76 reviews)
"Clean, great location, courteous staff. Could not ask for better."
United States
Anthony
The price is HK$1,315
HK$1,473 total
includes taxes & fees
18 May - 19 May
Cantuta Inn
Pool

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (69 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is HK$2,544
HK$3,275 total
includes taxes & fees
14 May - 15 May
The Van Gogh Room in Villa
Garden

Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works
3.0 star property
Sperryville
9.8 out of 10, Exceptional, (34 reviews)
"Great place. Good food, great beer."
United States
Phil
The price is HK$2,119
HK$2,317 total
includes taxes & fees
19 May - 20 May
Hopkins Ordinary Bed Breakfast and Ale Works
Outdoor dining

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Purcellville
9.8 out of 10, Exceptional, (37 reviews)
"My husband and I had a memorable stay at Villa Maud over New Year. Maud was a gracious host and we very much enjoyed the comforts of our honeymoon villa. Maud is a talented artist and her impressive work adorns the villa. One of the highlights was meeting Tim the donkey"
United States
jo H.
The price is HK$2,740
HK$3,775 total
includes taxes & fees
28 May - 29 May
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is HK$1,174
HK$1,326 total
includes taxes & fees
1 Jun - 2 Jun
The Carriage Inn B&B
Porch

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
The price is HK$2,811
HK$3,030 total
includes taxes & fees
27 May - 28 May
Gay Street Inn
Interior

Light Horse Inn: Suite 2

Light Horse Inn: Suite 2
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Staff exceptionally friendly"
United States
Michael
The price is HK$1,292
HK$1,674 total
includes taxes & fees
7 Jun - 8 Jun
Light Horse Inn: Suite 2
Interior entrance

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. "
United States
Robert
The price is HK$3,592
HK$4,095 total
includes taxes & fees
25 May - 26 May
The Inn at Grass Roots Hill
Exterior

Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
Berkeley Springs
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete."
United States
Daniel F.
The price is HK$1,612
HK$2,307 total
includes taxes & fees
17 May - 18 May
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
Miscellaneous

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is HK$2,466
HK$3,168 total
includes taxes & fees
20 May - 21 May
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Exterior

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Lovettsville
10.0 out of 10, Exceptional, (1 review)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
The price is HK$90,028
HK$120,261 total
includes taxes & fees
26 May - 27 May
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Outdoor spa tub

Mayneview B&B

Mayneview B&B
4.0 star property
Luray
8.2 out of 10, Very good, (416 reviews)
"Amazing stay, lovely staff and great location. 10/0."
United States
ERICA
The price is HK$1,577
HK$1,818 total
includes taxes & fees
2 Jun - 3 Jun
Mayneview B&B
1 bedroom, iron/ironing board, WiFi, bed sheets

Light Horse Inn: Suite 7

Light Horse Inn: Suite 7
Bolivar
9.4 out of 10, Exceptional, (6 reviews)
"The property was well-kept, and breakfast was delicious with friendly staff and guests."
United States
Rebecca
The price is HK$1,370
HK$1,718 total
includes taxes & fees
14 May - 15 May
Light Horse Inn: Suite 7
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

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

2/10 Terrible
"No free breakfast "
Claire 3-night trip
Posted less than an hour ago
Mimslyn Inn Historic Hotels Of America

Find out more about Winchester

Winchester B&B information

Number of reviews
1,601
Accommodation
40 B&B
Lowest Price
HK$1,232
Highest Price
HK$120,261

Frequently asked questions

Searching for B&Bs in Winchester?
Whether you're on a romantic holiday and want to stay somewhere quiet, or you're travelling solo and looking to chat with locals, B&Bs can be a great choice for many travellers. If your ideal holiday to Winchester includes spending lots of time outside, Jim Barnett Park and Star Fort Civil War Battlefield are good spots to enjoy the scenery.
Why consider a B&B over a traditional hotel room?
Every B&B has a unique charm — whether it's a cosy reading space or a sunlit breakfast nook, the quaint details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Winchester?
Below are some well-liked B&Bs in the surrounding area: Hillbrook Inn: 9 rooms. 13.5 mi (21.7 km) from the city centre. Enjoy the free full breakfast and fitness centre. The Carriage Inn B&B: 7 rooms. 18.2 mi (29.3 km) from the city centre. Enjoy the designer toiletries and in-room fireplace.
What's the best time of year to stay at a B&B in Winchester?
When you're planning your getaway 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 2°C. Average annual precipitation for Winchester is 1172 mm.
What is there to do in Winchester?
Travellers who want to experience Winchester should visit its interesting historical sites and major shopping area. When you want to spend some time in the great outdoors, Jim Barnett Park and Star Fort Civil War Battlefield are some notable spots. You should put Bright Box Theater and Shenandoah Valley Discovery Museum on your list if you want to see more of the area.
How can I get to and around Winchester?
Planning your excursions in and around Winchester is easier with these transportation options. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the heart of the city. Otherwise, you can search for flights to Washington Dulles International Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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