Arguably the hottest restaurant in town, it's not a trip to Middleburg without hitting the oyster bar. Pro tip: put your name down and shop around town while you wait! Happy hour is 3-6:30 PM every day—try the NY Sour.
Check out this hunt country vineyard just minutes from downtown Middleburg. (Bonus points if you recognize it as the location of Brooke & Jacob's surprise engagement party!)
Right in the heart of Middleburg, this coffee shop is a local favorite and the perfect place for a morning or mid-day coffee and bite to eat. (Honorable mention goes to Cuppa Giddy Up for a no-frills cup-o-joe, just a 4-minute walk up the street!)
Not a wine drinker? Head to Lost Barrel Brewing, located right off Route 50, just outside of town. Lots of room indoors and out to enjoy the weather and hear some live music (usually).
A perfect stopover on your way to or from the airport, the Udvar-Hazy Center is a great place to check out the coolest aviation and space artifacts. Admission is free, and so is the direct shuttle if you fly into Dulles. (Let us know if you want any insider intel on the museum; we know a guy.)