Search Guest Houses in Winchester

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Check prices for these dates

Our top choices for Winchester guest houses

1. The Legacy Inn

The Legacy Inn
3.0 star property
Luray
8.4 out of 10, Very good, (71 reviews)
"The place is super clean and the manager is so friendly! I only put a 4 for the amenities because the vent in our bathroom really doesn’t dry the moisture unless we leave the door open. We would definitely stay here again."
United States
Rosalinda
The price is RM281
RM732 total
includes taxes & fees
10 Nov - 11 Nov
The Legacy Inn

2. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (189 reviews)
"Wonderful stay at White Moose Lodge. Great staff, clean, well-appointed rooms, and a delicious breakfast. We will definitely be back."
United States
Jennifer
The price is RM1,275
RM1,374 total
includes taxes & fees
15 Nov - 16 Nov
White Moose Inn

3. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
7.0 out of 10, Good, (26 reviews)
"Beautiful property"
United States
Phyllis
The price is RM1,005
RM1,145 total
includes taxes & fees
1 Dec - 2 Dec
Briar Patch Bed & Breakfast 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.

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre.

A white neoclassical building with columns, an American flag, and a clock tower.