Virginia Bed & Breakfasts

South Boston, Virginia Bed and Breakfasts
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One of the largest and architecturally interesting historic districts in Southside Virginia. The South Boston Historic District is representative of South Boston's industrial, commercial, and residential development from the 19th century to the 1930s. From its modest beginnings as a depot on the Richmond and Danville Railroad in 1854, the city prospered from the 1870s to become in the early 20th century the second largest bright leaf tobacco market in the United States.


Preserved in the district are a wealth of tobacco warehouses, factories and prizeries as well as related commercial and residential buildings associated with South Boston's golden age of tobacco trading. In addition to its historical importance, the district is significant for its late Victorian commercial and residential architecture and for its interesting variety of late 19th and 20th-century vernacular dwellings.


We begin our tour at the Tucker Watkins Bridge over the Dan, as that is where South Boston itself was begun. As you walk up Main Street, be sure to look up at the Victorian facades of the buildings. South Boston's commercial district is characterized by compact, mostly two-story brick buildings usually possessing modernized storefronts but preserved upper-story facades highlighted with corbeled brick cornices, round-arched windows, and other decorative features. Most of the commercial buildings on South Main Street date from the 1880s and 1890s.

See Inns in and near South Boston: Downtown | 1 Mile | 5 Miles | 15 Miles | 25 Miles | 50 Miles


Oak Grove Plantation B&B
Distance from city center: 6 mile(s)
Phone: 434-575-7137

Come, enjoy our Southern antebellum home with 400 acres for hiking, biking and birding. We're a "green" B&B, with solar power. Gourmet breakfast, elegant parlor and cheery sun porch. Central to Kerr Lake & Danville, near Virginia International Raceway. Children welcome. Pet Friendly. Open May-Sept.

South Boston, Virginia
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Other Area Inns



Corner Stone Farm
Distance from city center: 15 mile(s)
Phone: 434-735-0527
Toll Free: 866-977-FARM (3276)
More then just about comfortable beds and home-style cooking, the heart of what CornerStone Farm is about is for our guests to enjoy a well deserved get-away; a time to relax and renew themselves in a peaceful farm setting - away from crowds; where memories are created and cherished for years.

Clarksville (South Boston), Virginia
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