Autumn in Leesburg


In 1722, the Iroquois agreed to vacate the area that is near the Blue Ridge Mountains to Virginia under the Treaty of Albany. In 1730, Francis Awbrey would receive from the 6th Earl of Fairfax, the lands that would later become Leesburg. A settlement of villagers would settle and grow in the area now known as U.S. Highway 15 and Virginia Highway 7. Today there is a marked contrast between “Old” and “New” Leesburg; an outcropping of modern shopping and chain restaurants. Leesburg has a juxtaposition of modern and the historical downtown area which brings back the old world charm of the 19th century Virginia.

What To See

Morven ParkThe original home of Virginia Governor Westmoreland Davis, the Museum of Hounds & Hunting and the Winmill Carriage Museum, this park is a 1,000 acre property. Enjoy the equestrian center for horse shows and gardens.

Downtown Leesburg. Unique shops and restaurants in the historic and picturesque area of town. Walking tour guides are available at the Thomas Balch Library.


Oatlands Historic House and Garden. Home of the Carter and Eustis families, a national trust historic site, special events featured are Afternoon Teas, lectures and yoga.

Tally Ho Theater. Built in the 1930s as a movie theater, it is now home to many well-known musical acts and shows. **you can also contact for free tickets if you agree to help with the show.

Ball's Bluff Battlefield and National Cemetery. First Civil War battle to take place in Loudoun County; it has many hiking trails and a cemetery surrounding. 


Where To Stay

Lansdowne ResortMost rooms have views, free wifi, restaurants, golfing, waterslide, pools and spa are present on the grounds.

Where to Shop

Where to Eat

Mom's Apple Pie. Featured on news outlets, Mom's Apple Pie Company features selections of natural preservative-free pies such as bourbon walnut, almond amaretto and mincemeat pie among others.

Tuscarora Mill. A part of the restaurant group that includes Magnolias, Fireworks and South Street; Tuscarora Mill is a restaurant and bakery who buys local and specializes in wine and fresh menus of American farm to table fare.

Pike's Fish House. A modern twist on a seafood restaurant, a family friendly quaint atmosphere.

Historical Points of Interest

  • During the Antebellum period, slaves that lived in the Leesburg region were skilled artisans and tradesmen unlike surrounding rural areas. Many residents of Leesburg were Quakers, Methodists and Presbyterians; this mixture of townspeople created a lot of contradiction of the political environment concerning slavery.
  •  Two of the delegates from Leesburg that were sent to the Virginia Secession Convention Voted against secession but were defeated. Leesburg changed hands during the war over 150 times. There was frequent raids and fighting in the streets. Leesburg suffered a lot of civil unrest as well- who knew this area was considered “wild” on the border of the Potomac River.
  •  Even though Leesburg had also encountered scorched earth, they recovered quicker due to the proximity to the national capital region.
  •  Home to Governor Westmoreland Davis
  •  Home to General George C. Marshall, Secretary of State
  • CBS' sitcom Meet the Millers was set in Leesburg, Virginia

Where to Drink

  • Smokehouse Live. Open mic nights, karaoke and bands compliment this barbecue place. 
  • MacDowell Brew KitchenOfferings of food and craft beer, in the summer relax in the outside patio area that is made of sand and shipwrecked boats.
  • Crooked Run Brewery. Small place that has 5-6 beers on top, local sourced ingredients.

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