Search Guest Houses in Winchester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Winchester guest houses

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails
Martinsburg
10.0 out of 10, Exceptional, (22 reviews)
"My friends and I had a great time at the Train Station Lodge! The lodge is a guest house located adjacent to the main house on a large forested property. It was centrally located to the different towns and activities that we wanted to explore, quiet, and a good size for our group. We would totally consider staying here again if we come back to the area! "
United States
Paige H.
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (150 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose Inn

The Bluebird Suite at Harpers Ferry Guest House

The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (59 reviews)
"Nice room with a well stocked snacks, coffee, and water. The room was clean and the location was great for our itinerary. The house was within walking distance to many shops and restaurants. We were very comfortable, and the Bluebird Suite was perfect for our anniversary trip. "
United States
Susie w.
The price is ¥19,348
¥29,316 total
includes taxes & fees
Feb 2 - Feb 3
The Bluebird Suite at Harpers Ferry Guest House

Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
8.0 out of 10, Very Good, (11 reviews)
"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "
United States
david
Briar Patch Bed & Breakfast Inn

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)
"The hosts are amazing! So accommodating and welcoming. The place is something special. "
United States
AMY B.
The price is ¥38,308
¥62,364 total
includes taxes & fees
Feb 10 - Feb 11
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

The Goldfinch Suite at Harpers Ferry Guest House

The Goldfinch Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (54 reviews)
"Great location ,Will stay agin."
United States
Kevin L.
The price is ¥19,348
¥29,316 total
includes taxes & fees
Feb 2 - Feb 3
The Goldfinch Suite at Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (14 reviews)
"The homey, comfortable atmosphere and the location are stand-outs of this charming, B&B. Great hosts!"
United States
Jason
The price is ¥20,895
¥31,049 total
includes taxes & fees
Feb 2 - Feb 3
2-Room Chickadee Suite @ Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (21 reviews)
"Lovely room, easy check in/out, and thoughtful amenities. Would absolutely stay again!"
United States
Elizabeth
The price is ¥20,895
¥31,049 total
includes taxes & fees
Feb 2 - Feb 3
The Cardinal Suite at Harpers Ferry Guest House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Guest Houses information

Number of reviews
336
Accommodation
19 Guest Houses
Lowest Price
¥29,316
Highest Price
¥62,364