Find a Bed and Breakfast in Winchester from CA $220

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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 CA $474
CA $518 total
includes taxes & fees
Jul 14 - Jul 15
Glen Gordon Manor

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 CA $193
CA $220 total
includes taxes & fees
Jun 17 - Jun 18
Loudoun Valley Manor

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 CA $190
CA $247 total
includes taxes & fees
Jun 17 - Jun 18
Hillbrook Inn

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 CA $231
CA $247 total
includes taxes & fees
Jun 23 - Jun 24
Light Horse 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 CA $332
CA $378 total
includes taxes & fees
Jun 17 - Jun 18
Inn at Evergreen

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 CA $268
CA $305 total
includes taxes & fees
Jul 2 - Jul 3
Stone Manor Boutique Inn

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 CA $245
CA $311 total
includes taxes & fees
Jun 21 - Jun 22
Light Horse Inn: Suite 6

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 CA $379
CA $414 total
includes taxes & fees
Jun 22 - Jun 23
Hopkins Ordinary Bed Breakfast and Ale Works

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 CA $455
CA $590 total
includes taxes & fees
Jun 17 - Jun 18
The Van Gogh Room in Villa

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 CA $231
CA $259 total
includes taxes & fees
Jun 17 - Jun 18
Cantuta Inn

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 CA $502
CA $542 total
includes taxes & fees
Jun 24 - Jun 25
Gay Street Inn

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 CA $231
CA $335 total
includes taxes & fees
Jul 7 - Jul 8
Light Horse Inn: Suite 2

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 CA $212
CA $240 total
includes taxes & fees
Jun 29 - Jun 30
The Carriage Inn B&B

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 CA $259
CA $330 total
includes taxes & fees
Jul 8 - Jul 9
Light Horse Inn: Suite 4

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 CA $490
CA $681 total
includes taxes & fees
Jun 17 - Jun 18
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

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 CA $320
CA $458 total
includes taxes & fees
Jul 9 - Jul 10
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

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 CA $353
CA $458 total
includes taxes & fees
Jul 3 - Jul 4
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

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 CA $531
CA $606 total
includes taxes & fees
Jun 23 - Jun 24
The Inn at Grass Roots Hill

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 CA $266
CA $307 total
includes taxes & fees
Jun 18 - Jun 19
Mayneview B&B

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 CA $16,086
CA $20,892 total
includes taxes & fees
Jul 5 - Jul 6
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

Find out more about Winchester

Winchester B&B information

Number of reviews
2,101
Accommodation
48 B&B
Lowest Price
CA $220
Highest Price
CA $20,892

Frequently asked questions

What is the nightly rate for a B&B in Winchester?
Prices for B&Bs in Winchester often vary, but you can find a great deal from CA $220 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winchester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Winchester?
The best time to book a B&B in Winchester is during the vibrant spring months of March to May. This period sees the city come alive with blooming flowers and outdoor events, making it a splendid time for travellers looking to enjoy the rich history and scenic beauty of the area. With pleasant temperatures averaging in the mid-teens Celsius, exploring Winchester's historic sites, such as the iconic Winchester Cathedral and the Great Hall, becomes a delightful experience.

April, in particular, is a popular choice for visitors, as it offers a wonderful blend of comfortable weather and lively local festivals, such as the Winchester Science Festival. The mild climate encourages outdoor strolls through the picturesque gardens and along the River Itchen, superb for those who appreciate a blend of culture and nature.

For those seeking a more budget-friendly option, consider visiting in November. This month allows for a quieter experience, where you can enjoy the charm of Winchester's historic streets adorned for the festive season. It's an ideal time for leisurely exploration, with the city's attractions less crowded and often offering special events and markets.
What is the difference between a Winchester B&B and a hotel?
Every Winchester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winchester B&Bs.

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