Winchester is the perfect place to stay as you explore the Shenandoah Valley. Here you’re close to vineyards, historical attractions, Virginia hunt country, national parks, rivers, mountains, and some of the most magnificent scenery to be discovered anywhere in the world. We have a wide variety of hotels and bed and breakfasts to choose from. Come visit us for a night, a weekend, or a month! You’ll find amazing day trips and things to discover in every direction.
Explore Old Town Winchester’s hotels and B&B’s
Here the fabled Twenties come roaring back with unparalleled style. Be remarkable. At The George Washington, A Wyndham Grand Hotel the pristine beauty of the Shenandoah Valley has truly met its match. With elegant marble flooring, soaring ceiling heights and the original front desk, this Georgian Revival-style hotel, still has all the appeal and ambiance…continue reading »
At Old Waterstreet Inn, you can unwind in an atmosphere that is easy going yet sophisticated. The federal style brick home, which is designated a Winchester Historic Building, was built in 1840 – 1890. Architectural details enhance the elegance of the inn, with its high ceilings, classic archways and moldings, fireplaces, lovely staircase, and built-in…continue reading »
Old Town enjoys abundant, convenient, inexpensive parking. Visitors and those who work here can park in one of four autoparks, in a wide variety of lots, and at metered spaces on the streets throughout Old Town. Winchester takes pride in keeping our parking lots clean, safe, and inexpensive. For more information, visit the Winchester Parking...continue reading »