We’re so excited to see Middleburg featured as Virginia’s Most Picturesque Small Town by Southern Living! 🍂✨ It’s no secret to us why this place is such a dreamy fall getaway. Between the breathtaking vineyards, historic charm, and quaint shops and restaurants, Middleburg has a way of making autumn feel magical. Whether you're strolling through town, sipping wine at a local vineyard, or discovering the history that lives in every corner, there’s always something to fall in love with here. If yo

When the leaves turn and the crowds fade, Middleburg slows into something special so here’s how to savor every moment in Virginia’s most picturesque small town. ✨ Start your day: ☕️ Grab coffee and breakfast at Middleburg Common Grounds or Cuppa Giddy Up. 🌤️ Take a slow stroll through town enjoying all the fall colors, crisp air, and historic brick sidewalks. Shop local: 🛍️ Boutique finds - Crème de la Crème, Federal & Black, J.McLaughlin, Chloe's of Middleburg, lou lou boutiques, Brick and Mo