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Our top choices for Winchester bed & breakfast

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 SAR 1,235
SAR 1,349 total
includes taxes & fees
8 Jun - 9 Jun
Glen Gordon Manor

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (297 reviews)
"A wonderful venue. Very clean and restful. Olga is a wonderful hostess!"
United States
Patricia
The price is SAR 518
SAR 590 total
includes taxes & fees
28 May - 29 May
Loudoun Valley Manor

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 SAR 549
SAR 709 total
includes taxes & fees
2 Jun - 3 Jun
Hillbrook Inn

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 SAR 777
SAR 886 total
includes taxes & fees
17 May - 18 May
Stone Manor Boutique Inn

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (137 reviews)
"Beautiful historic inn! Gorgeous property and close to everything! Can’t wait to visit again."
United States
Kristine
The price is SAR 924
SAR 1,053 total
includes taxes & fees
16 Jun - 17 Jun
Inn at Evergreen

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 SAR 694
SAR 881 total
includes taxes & fees
18 May - 19 May
Light Horse Inn: Suite 4

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 SAR 657
SAR 835 total
includes taxes & fees
18 May - 19 May
Light Horse Inn: Suite 6

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 SAR 630
SAR 706 total
includes taxes & fees
18 May - 19 May
Cantuta Inn

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)
"Beautiful location, quiet, and Maud is a wonderful person."
United States
Dennis G.
The price is SAR 1,313
SAR 1,793 total
includes taxes & fees
17 May - 18 May
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

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 SAR 999
SAR 1,092 total
includes taxes & fees
19 May - 20 May
Hopkins Ordinary Bed Breakfast and Ale Works

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 SAR 619
SAR 810 total
includes taxes & fees
18 May - 19 May
Light Horse Inn: Suite 2

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 SAR 1,347
SAR 1,452 total
includes taxes & fees
27 May - 28 May
Gay Street Inn

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 SAR 582
SAR 657 total
includes taxes & fees
1 Jun - 2 Jun
The Carriage Inn B&B

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 SAR 1,220
SAR 1,570 total
includes taxes & fees
17 May - 18 May
The Van Gogh Room in Villa

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 SAR 772
SAR 1,106 total
includes taxes & fees
21 May - 22 May
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

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 SAR 1,722
SAR 1,963 total
includes taxes & fees
17 May - 18 May
The Inn at Grass Roots Hill

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 SAR 1,182
SAR 1,519 total
includes taxes & fees
23 May - 24 May
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

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 SAR 43,156
SAR 56,584 total
includes taxes & fees
9 Jun - 10 Jun
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

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 SAR 714
SAR 823 total
includes taxes & fees
2 Jun - 3 Jun
Mayneview B&B

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 SAR 657
SAR 835 total
includes taxes & fees
20 May - 21 May
Light Horse Inn: Suite 7
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Top Winchester Hotel Reviews

Frequently asked questions

Searching for B&Bs in Winchester?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers. If your ideal vacation 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 its own unique feel. Whether it's a picturesque garden or a sunlit breakfast nook, the small details are what make bed and breakfasts a fun place to get away.
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 downtown core. Enjoy the free full breakfast and fitness center. The Carriage Inn B&B: 7 rooms. 18.2 mi (29.3 km) from the heart of downtown. Enjoy the designer toiletries and in-room fireplace.
When is the best time to stay at a 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 36°F. Average annual precipitation for Winchester is 46 inches.
What is there to do in Winchester?
Travelers who want to experience Winchester should check out 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 might 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?
You can map out your trip in and around Winchester ahead of time 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. You can also search for flights into Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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