Search Guest Houses in Winchester from CA $338

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Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Winchester guest houses

Garden

Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
8.0 out of 10, Very good, (15 reviews)
"Very nice spot. Centrally located and cozy!"
United States
Beth
The price is CA $403
CA $459 total
includes taxes & fees
May 21 - May 22
Briar Patch Bed & Breakfast Inn
Exterior

The Goldfinch Suite at Harpers Ferry Guest House

The Goldfinch Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (57 reviews)
"Great location ,Will stay agin."
United States
Kevin L.
The price is CA $233
CA $338 total
includes taxes & fees
May 18 - May 19
The Goldfinch Suite at Harpers Ferry Guest House
Exterior

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
The Plains
10.0 out of 10, Exceptional, (6 reviews)
"This was a great place to escape to! Very quiet and peaceful but close to some great restaurants and vineyards."
United States
Jill M.
The price is CA $337
CA $554 total
includes taxes & fees
May 10 - May 11
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
Smart TV

2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (15 reviews)
"The homey, comfortable atmosphere and the location are stand-outs of this charming, B&B. Great hosts!"
United States
Jason
The price is CA $268
CA $385 total
includes taxes & fees
May 18 - May 19
2-Room Chickadee Suite @ Harpers Ferry Guest House
Interior

The Bluebird Suite at Harpers Ferry Guest House

The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (62 reviews)
"Beautiful room , clean and cozy"
United States
Maria S.
The price is CA $233
CA $338 total
includes taxes & fees
May 18 - May 19
The Bluebird Suite at Harpers Ferry Guest House
Exterior

The Cardinal Suite at Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (22 reviews)
"Everything was super nice. Seemless checkin, clean and comfy, great location and parking. Will definitely stay again when in town. Highly recommended to anyone wanting a great stay in Harpers Ferry."
United States
Ward H.
The price is CA $268
CA $385 total
includes taxes & fees
May 24 - May 25
The Cardinal Suite at Harpers Ferry Guest House
Premier Villa, 1 King Bed, Mountain View | Terrace/patio

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (157 reviews)
"The property was uniquely superb, from the manager greeting us in the parking lot after we pulled in, to the customized details of the property itself, and using breakfast brought to our room was also a very nice touch, can’t wait to go back. "
United States
Dan
The price is CA $427
CA $461 total
includes taxes & fees
May 31 - Jun 1
White Moose Inn
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

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"Easy parking, nice lobby, excellent for the price"
Katherine 1-night trip
Posted 2 hours ago
Courtyard by Marriott Winchester

Find out more about Winchester

Winchester Guest Houses information

Number of reviews
334
Accommodation
19 Guest Houses
Lowest Price
CA $338
Highest Price
CA $554

Frequently asked questions

What is the nightly rate for a guest house in Winchester?
Rates for Winchester guest houses vary, but travelers can find great-value prices from CA $338 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winchester guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winchester guest house and a B&B?
A guest house in Winchester is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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