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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

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$2,656
HK$2,903 total
includes taxes & fees
13 Jul - 14 Jul
Glen Gordon Manor
Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (304 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is HK$1,175
HK$1,340 total
includes taxes & fees
17 Jun - 18 Jun
Loudoun Valley Manor
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (679 reviews)
"Lovely Luxury with a spacious sunset suite. Very comfortable bed and sofa. Wish there were one or more sofa tables. staff were delightful, will definitely come again. Please add a cafe for guests not wanting a large expensive dinner. Breakfast Food was very good. Kitchen well equipped for beverage and snack storage, and very clean."
United States
Margaret
The price is HK$1,167
HK$1,503 total
includes taxes & fees
5 Jul - 6 Jul
Hillbrook Inn
Reception

Light Horse Inn

Light Horse Inn
2.0 star property
Harpers Ferry
9.4 out of 10, Exceptional, (120 reviews)
"Very helpful staff, excellent breakfasts"
United States
Virginia
The price is HK$1,293
HK$1,383 total
includes taxes & fees
23 Jun - 24 Jun
Light Horse Inn
Hallway

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 HK$2,019
HK$2,302 total
includes taxes & fees
17 Jun - 18 Jun
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, (107 reviews)
"Lovely inn in beautiful setting."
United States
Linda
The price is HK$1,500
HK$1,710 total
includes taxes & fees
1 Jul - 2 Jul
Stone Manor Boutique Inn
Interior

Light Horse Inn: Suite 6

Light Horse Inn: Suite 6
Bolivar
9.8 out of 10, Exceptional, (7 reviews)
"Great spot!"
United States
Theresa
The price is HK$1,371
HK$1,753 total
includes taxes & fees
16 Jun - 17 Jun
Light Horse Inn: Suite 6
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, (35 reviews)
"We very much enjoyed our brief stay. Thank you."
United States
jennifer
The price is HK$2,121
HK$2,319 total
includes taxes & fees
22 Jun - 23 Jun
Hopkins Ordinary Bed Breakfast and Ale Works
Outdoor dining

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (70 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is HK$2,547
HK$3,278 total
includes taxes & fees
16 Jun - 17 Jun
The Van Gogh Room in Villa
Exterior

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (77 reviews)
"Clean, great location, courteous staff. Could not ask for better."
United States
Anthony
The price is HK$1,293
HK$1,448 total
includes taxes & fees
16 Jun - 17 Jun
Cantuta Inn
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$2,813
HK$3,032 total
includes taxes & fees
15 Jul - 16 Jul
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$1,293
HK$1,884 total
includes taxes & fees
16 Jun - 17 Jun
Light Horse Inn: Suite 2
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, (448 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is HK$1,320
HK$1,492 total
includes taxes & fees
16 Jun - 17 Jun
The Carriage Inn B&B
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$1,450
HK$1,815 total
includes taxes & fees
8 Jul - 9 Jul
Light Horse Inn: Suite 4
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)
"Beautiful location, quiet, and Maud is a wonderful person."
United States
Dennis G.
The price is HK$2,742
HK$3,779 total
includes taxes & fees
16 Jun - 17 Jun
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
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$1,793
HK$2,530 total
includes taxes & fees
16 Jun - 17 Jun
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
Exterior

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$1,975
HK$2,537 total
includes taxes & fees
21 Jun - 22 Jun
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
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$3,236
HK$3,689 total
includes taxes & fees
16 Jun - 17 Jun
The Inn at Grass Roots Hill
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$1,490
HK$1,718 total
includes taxes & fees
16 Jun - 17 Jun
Mayneview B&B
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$90,108
HK$118,841 total
includes taxes & fees
22 Jun - 23 Jun
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Everything in the room was working. There was plenty of parking & it was well lit at night. The only problem I had was the TV was difficult to figure out how to get most watched channels (ex, CBS, NBC, ABC)"
Robert 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Winchester

Find out more about Winchester

Winchester B&B information

Number of reviews
2,101
Accommodation
40 B&B
Lowest Price
HK$1,340
Highest Price
HK$118,841

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 is a B&B 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.
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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