Things to do in Middleburg


Pamper Yourself

The Forbes 5 Star Salamander Resort & Spa in rolling countryside just outside town is a luxurious equine-themed resort with state-of-the-art-spa, cozy lounge and dining areas, and multiple sporting activities. The equally upscale Goodstone Inn & Restaurant, on 265-acres, is more low-key, with 18 guestrooms and a superb tasting menu in its fine dining Conservatory restaurant.


Horse Around

The National Sporting Library and Museum is the nation’s leading resource on equestrian and outdoor pursuits and has an exhibition space and fine art gallery. The Middleburg Spring Races draw a tony crowd each April to steeplechase events at Glenwood Park, and the new Masters of the Foxhounds Museum is dedicated to Middleburg’s favorite sport - foxhunting.


Dine Around

An outpost of Leesburg’s King Street Oyster Bar occupies the cavernous old bank building downtown (try the oysters and tuna taco), while the Red Fox Inn across the street does modern southern dishes with fresh Piedmont ingredients. Try the crab cakes and sweetcorn polenta. Nearby Thaiverse and Red Bar Sushi bring some Asian spice.


Get in the Spirit

Mt Defiance Cidery & Distillery wins plaudits for its handcrafted small batch cider and classic spirits – rums, bourbon, vermouth and even a potent absinthe. They now have two locations, one just out of town. Beer fans need look no further than Old Ox Brewery in the heart of downtown.



Middleburg’s vintners are upping Loudoun’s wine game. Modish Greenhill Winery’s Blanc de Blanc was included in the 2016 Academy Awards gift bag, while the sleek Boxwood Winery does lush, velvety Bordeaux blends. Chrysalis Vineyards on a hilltop outside town specializes in Norton grape varietals, and also sells local cheese, jams and charcuterie.



Washington St is lined with classy boutiques and quirky gift stores. Pick up a tailored suit at raffish Highcliffe Clothiers or a summery skirt at Lou Lou’s. The nearby Fun Shop and Christmas Sleigh sell hunt country accessories and home décor.   


Coffee & Cake

Refuel with a cup of joe at local coffee bars Cuppa Giddy Up or Middleburg Common Grounds, try the fresh baked goods at Upper Crust, or grab a sandwich, salad, soup and coffee at Market Salamander down the street, gourmet store selling farm fresh produce and light lunches.


Middleburg Film Festival

Billionaire Salamander owner Sheila Johnson’s Middleburg Film Festival, founded in 2013, attracts major Hollywood names and Oscar-buzz movies each October.


Christmas in Middleburg

This beloved parade takes place the first Saturday of December and features scarlet-jacketed riders on horseback, dashing Mexican Charros on leaping stallions, vintage horse-drawn carriages, and a 1.5-mile procession of floats, drummers, bagpipers, Harley riders, hunt dogs and farm animals. Festive fun for all the family.