Leesburg has a cute historic downtown with restraunts, bars, breweries, and botiques.
Download Leesburg's free app and let it take you on a walking tour of all of the historic sites.
Loudon County boasts that it is "DC's wine country" with over 50 wineries and tasting rooms. You can see a full list here.
There are over 100 designers and name brands at the Leesburg Premuium Outles.
This website lists Civil War sites in Loudon county.
There's also a variety of fun activities in the area including Top Golf (20356 Commonwealth Center Dr, Ashburn), iFLY Indoor Skydiving (20315 Commonwealth Center Dr, Ashburn), and escape rooms (201 Royal St SE, Leesburg or 42882 Truro Parish Dr Suite 205, Ashburn).