I lived about 4 miles outside of Leesburg for about a year (just after grad school). I loved the town (there's a really nice bike path that follows an old rail line to the foot of the Blue Ridge. The sweeping views and quickly dwindling pastors are really beautiful there). When I get back to visit about once every 4 years, the encroaching Fairfax crap makes me really sad.
Leesburg up there in Virginia's north country, while charming in itself, is beautifully situated. There's a town straight out of Brigadoon nearby called Waterford. Middleburg and Upperville, a bit southwest, nestle in the Blue Ridge foothills amidst wealthy horse farms.
Leesburg is such a beautiful city, with the Blue Ridge Mountains on its western flank. However, with the tremendous growth in that area, extension of the Metro system to Leesburg seems like a good idea.
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