Middleburg, VA Field Guide
I expected Middleburg to be be about the same size of the other quaint, Virginian towns I had visited, and though it was quaint, it was much, much smaller than I anticipated. A part of me was left thinking, did I miss something? It is absolutely worth a trip if you are planning to visit a vineyard or two, relax at the hotel (might I recommend the lovely Red Fox Inn?), and then spend a slow Sunday morning antiquing, but I would not recommend if you enjoy wandering through shops and neighborhoods for hours on end, with the expectation that you’ll log 12 miles by the end of the day (my typical approach, for better or for worse). To make the most of your time there, be sure to visit the neighboring Upperville as well, and have lunch or dinner at the delicious Hunter’s Head Tavern.