Caroline Street in Fredericksburg was just named the Best Main Street in the South by Garden & Gun. While there’s a lot to do now on this popular thoroughfare, let’s dive into the history of this beloved part of NOVA.

Step back in time with me. It’s 1728, and the city of Fredericksburg has just been established. A few years later, the city had become a trading hub and a key site during the American Revolution and the Civil War.

The oldest building on the street dates back to 1737, and there are many other historic buildings in the area. I mean, just check out these historic properties along Caroline Street.

However, Fredericksburg's roots actually date back to 1662 when Captain Thomas Hawkins received an 812-acre land grant, half of which was purchased by Francis Thornton 70 years later. This land became Fredericksburg’s original boundary, stretching from Lewis Street north to present-day Hunter Street.

Learn about how the development progressed.

Have you been to these historical sites? | Photo via Fredericksburg Government

One of Caroline Street's well-known historical sites is the Rising Sun Tavern. Originally a tavern, it was built by George Washington's younger brother, Charles Washington. It's now owned and operated by the Washington Heritage Museums.

Another famous historic site includes the Fielding Lewis Store. The store was built by John Lewis to be a general store, and now serves as the office building for the Historic Frederickburg Foundation.

And make sure to check out Goolrick's Modern Pharmacy, which was established in 1897. Their soda fountain, which is said to be one of the United States' oldest in operation, opened in 1912. It's currently closed for renovations, but is expected to reopen this year.

If you’re drawn to the energy of this popular main street, this 1893-built property offers an opportunity to live just steps away. If you don’t want to buy, you can stay at the 1890 Caroline House to check out the area.