Explore the rich architectural and cultural history of Middleburg, Virginia through a guided walking tour of its Historic District. Known today for its equestrian estates, scenic landscapes, and wineries, Middleburg has a layered past that reveals a far more complex story than its current reputation as a wealthy enclave. 

The tour begins at the Middleburg Community Center and covers an approximately three-by-eight-block area focused on the commercial core. Participants will walk along Washington and Marshall Streets, stopping at notable historic homes and commercial buildings to learn about their origins, evolution, and present-day use. Highlights include the town’s small but charming visitor center and Middleburg Museum, as well as a glimpse of one of the smallest former architect’s studios in town. 

A key stop is Asbury Church, the oldest surviving African American church in Loudoun County, where participants will discuss its historical and cultural significance along with current restoration efforts. Weather and time permitting, the group may also visit Middleburg Memorial Cemetery, whose gravestones date to the pre-Revolutionary era. 

Walking through the west side of town, attendees will observe contrasts in building quality, style, and use, and see several works by William “Billy” Dew, one of Middleburg’s most recognized architects. The tour concludes at the National Sporting Library and Museum, home to collections celebrating equestrian and field sports, with optional time to view exhibits. 

Led by local architect Timothy Clites—a 20+ year resident, small-firm owner, and Chair of the town’s Historic District Review Committee—this tour blends architectural insight with community perspective, addressing both preservation and future opportunities. 

Learning Objectives 

1. Identify key architectural styles and historic building types that define Middleburg’s Historic District. 

2. Explain how Middleburg’s social and economic history shaped its built environment. 

3. Recognize the role of preservation, restoration, and review processes in maintaining historic character. 

4. Evaluate current challenges and opportunities related to growth, tourism, and architectural stewardship in small historic towns. 

Provider: AIA Northern Virginia
Provider Number: A058
Course Number: NOVA2026-010, Session 1

1.5 AIA LU|Elective