Find Romantic Hotels in Old Town Winchester, VA

Are you looking for a romantic vacation? Our guests also love Old Town Winchester for its array of dining options and interesting historical sites. If you’d like to explore some of the area’s notable sights, you might make a stop by Bright Box Theater, Shenandoah Valley Discovery Museum, or Old Court House Civil War Museum. If you’d like to stay close to a particular destination, you can sort properties by neighborhood or distance to top landmarks, so you’ll be able to see everything on your list.

The hottest months are usually July and August with an average temperature of 72°F,

• Coldest months: January, February, December, and March
• Driest months: November, January, February, and March
• Rainiest months: May, September, June, and July

There’s nothing better than experiencing a new place with your sweetheart, so consider checking out all that Old Town Winchester has to offer. Couples looking for a little of everything will enjoy Old Town Winchester for its restaurants, bars, and shopping. If you want to spend a day exploring, you might consider a stop at Bright Box Theater, Shenandoah Valley Discovery Museum, or Old Court House Civil War Museum.

These transportation options in Old Town Winchester might help your romantic trip go off without a hitch: To get to Old Town Winchester, book a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional), which is the closest major airport, located 18 mi (28.9 km) from the city center. If you’d like to explore around the area, you may want to rent a car for your trip.