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Featured Guest Houses in Winchester

Our top choices for Winchester guest houses

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (143)
"Great stay! Staff went out of our way to ensure we were taken care of!"
White Moose Inn

The Bluebird Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (51)
"my best friend and I just got back from staying at this beautiful home. We stayed in the blue bird suite and it was lovely. This home is an ideal location to lower town. The only thing that could be better was the bed in our room. The mattress was too firm for our liking."
The price is AU$326
includes taxes & fees
10 Sept - 11 Sept
The Bluebird Suite at Harpers Ferry Guest House

Briar Patch Bed & Breakfast Inn

3.0 star property
7.8 out of 10, Good, (9)
"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "
Briar Patch Bed & Breakfast Inn

Stone Leaf Farm Private Nature Retreat with Pool, Waterfalls, Orchards & Gardens

9.6 out of 10, Exceptional, (43)
"Thanks to Zach for having managed and prepared our wonderful weekend stay, despite the rain. The cottage was amazingly cozy and decorated with the perfect taste. All the family has been spoiled like never with all treats, coffee, and all it takes for a perfect relaxing weekend. Highly recommend indeed."
Stone Leaf Farm Private Nature Retreat with Pool, Waterfalls, Orchards & Gardens

The Goldfinch Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (45)
"Great location! Close to walk to restaurants, activities"
The price is AU$326
includes taxes & fees
10 Sept - 11 Sept
The Goldfinch Suite at Harpers Ferry Guest House

Riverview Suite at La Soledad

9.8 out of 10, Exceptional, (6)
"We came to get away from the city for a few days. This was the perfect location to relax with river views but close enough to walk to downtown for food. The Host was very friendly and we loved the room. "
The price is AU$487
includes taxes & fees
4 Sept - 5 Sept
Riverview Suite at La Soledad

Guest House at Mt. Independence

4.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful Guest House well appointed on beautiful acreage. Would encourage everyone to visit. Host was very helpful and accommodating. You will enjoy the stay ! "
Guest House at Mt. Independence

The Chickadee Room at Harpers Ferry Guest House

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. "
The price is AU$268
includes taxes & fees
8 Sept - 9 Sept
The Chickadee Room at Harpers Ferry Guest House

Guest House at Mt Independence

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property, conveniently located to attractions. Host was extremely responsive and friendly. Home and surrounding property was immaculate. We will be staying here again when back in the area. "
The price is AU$520
includes taxes & fees
8 Sept - 9 Sept
Guest House at Mt Independence

Riverfront Oasis with Mountain Views, close to town

10.0 out of 10, Exceptional, (20)
"We had a fantastic time. Everything was lovely. Thank you!"
Riverfront Oasis with Mountain Views, close to town

Shenandoah Mountain House - Guest Suite

10.0 out of 10, Exceptional, (7)
"Very stylish, organized and located by so many attractions. Highly recommend for a small group. "
Shenandoah Mountain House - Guest Suite

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

10.0 out of 10, Exceptional, (16)
"Stayed at the Train Station Lodge for 3 nights and went golfing with a group of guys. All the beds were pretty comfy. All the amenities worked and were great! "
The price is AU$445
includes taxes & fees
8 Sept - 9 Sept
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

The Cardinal Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (19)
"Lovely room, easy check in/out, and thoughtful amenities. Would absolutely stay again!"
The price is AU$366
includes taxes & fees
8 Sept - 9 Sept
The Cardinal Suite at Harpers Ferry Guest House

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

10.0 out of 10, Exceptional, (5)
"Absolutely loved our stay at Unicorn Hollow. So peaceful. Clean and had everything you needed. Loved the horses and Guiseppe (the donkey) along with the deer and alpacas. Can stroll about the property. Anna and Pino were wonderful to meet. "
The price is AU$609
includes taxes & fees
4 Sept - 5 Sept
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

The Legacy Inn Luray Virginia

3.0 star property
8.0 out of 10, Very good, (25)
"Fantastic location in Luray. Property was recently renovated. Bed was comfortable. I will definitely stay again when I'm in the area."
The Legacy Inn Luray Virginia

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed

2.0 star property
10.0 out of 10, Exceptional, (11)
"Going to visit Luray caverns and the Shenandoah mountains while out at this beautiful tiny home was amazing for the weekend."
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed

Secret Gardens Carriage House

2.0 star property
9.8 out of 10, Exceptional, (19)
"Winchester was such a lovely town with so many things to do and see. We enjoyed coming home to the cottage each night with its screened-in patio and relaxing view of flowers and shade trees. The cottage was cozy and clean with plenty of linens and staples. I would stay here again, the location was excellent."
Secret Gardens Carriage House

Weddings at Highholdborne

3.5 star property
Weddings at Highholdborne

M&M Suite Near Downtown Leesburg

M&M Suite Near Downtown Leesburg

Chilton House Suites

4.0 star property
9.2 out of 10, Wonderful, (37)
"We were celebrating my wife's birthday and wanted a unique experience. A Bed and Breakfast in Warrenton was our first choice. The furnishings were very nice and enhanced our stay. This is a big plus! On the negative side: (1) Access into the B&B should have been identified as being difficult to navigate due to the number of steps and how steep they were. (2) Our welcome package had the wrong name on it, which is not a big deal, but strange. (3) No layout sketch on the location of our room and...
Chilton House Suites
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

Find out more about Winchester

Winchester Guest Houses information

Number of reviews
Accommodation
23 Guest Houses
Lowest Price
AU$268
Highest Price
AU$609