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Charlottesville, Virginia is a city located about two hours southwest of Washington DC and about an hour west of the capital city of Richmond. Charlottesville is best known for the University of Virginia and being home to Thomas Jefferson. Charlottesville is an independent city in the Commonwealth, but the Charlottesville Metropolitan Area makes up Albemarle, Fluvanna, Buckingham, Greene and Nelson Counties.

What’s In A Name?

The city of Charlottesville was named for Queen Charlotte who married King George III in 1761. She was Queen of Great Britain until 1818.

History of Charlottesville

The area that is modern-day Charlottesville has long been settled upon by pioneers and native people. A Monacan Indian trail was used by travelers to connect Richmond and The Blue Ridge Mountains. This trail became known as Three Notch’d Road. Later, the explorer Meriweather Lewis’s great-great-grandfather patented land that makes up the area we know as Charlottesville today. The city was officially founded in 1762.

During the Revolutionary War, Charlottesville actually had a prison for British and German prisoners named The Barracks, hence the name of the popular shopping center.

In 1819, Thomas Jefferson, the third president of the Unite

d States, founded the University of Virginia. The university was built nearby Jefferson’s home, Monticello, and its distinguising feature, the Rotunda, still stands as the center of Grounds. UVA became the largest university in the south and one of Jefferson’s proudest achievements. Today, many traditions from the early years remain in tact.

Despite Virginia being home to the most battles in the Civil War, the city of Charlottesville remained out of harm’s way. In fact, the mayor surrendered the city to General Custer in order to save it. Around the same time, a factory that was used to make wool uniforms for confederate soldiers was burnt down. The factory was rebuilt and was known as Woolen Mills until it closed in the 1960s.

Railroads were built in Charlottesville in the 1850s and by the 1880s, the city had its first horse-drawn street cars. Around the turn of the century, more infrastructure was added including trolley lines, paved streets and eventually automobiles would find their way to Charlottesville. As the city grew, so did the University. It became, and remains, one of the area’s largest employers.

Nearby Attractions

Charlottesville’s most notable resident, Thomas Jefferson, lived in the beautiful mountainside home of Monticello. Today you can visit Monticello, tour his house and gardens, and learn about the countries Founding Father.

The Historic Downtown Mall is one of the longest walking malls in the country. Made up of historic buildings, there are dozens of shops, restaurants, theaters and more.

Grab lunch at Michie Tavern, a historic restaurant built in 1734. The tavern was a place where travelers could eat, drink and stay as they were passing through. Today, the tavern keeps its place in history – the “Southern Midday Fare” is served by folks wearing 1800s century attire.

The Rotunda on UVA’s Grounds is an iconic site in Charlottesville. The building sits in the center of Grounds, overlooking The Corner, a bustling place where students and locals can shop and grab a bite to eat within walking distance to the University.

James Monroe’s Highland is not far from Jefferson’s Monticello. Highland belonged to our nation’s fifth president and its history is preserved for people to enjoy today.

Carter Mountain’s Orchard not only has great local treats, apple picking and fun events, but the views of the city are breathtaking. 

Charlottesville is in the heart of Virginia wine country and is surrounded by dozens of delicious local wineries. In recent years, the brewery scene has exploded in the area, and even cideries as well. There is a restaurant for every craving, and the food scene is one you may find in a much larger metropolitan area.

Present Day Charlottesville

Charlottesville still has the smalltown feel, but has certainly grown in the past few decades. Local events, food, and the University continue to put the city on the map. 

The town of Madison is the center of Madison County and serves as the county seat. Madison sits at the crossroads of three major highways – US Route 29, State Route 230 and State Route 231.

What’s In A Name?

The town of Madison and the county it is located in was named for prominent statesmen and the fourth president of the United States, James Madison. Madison’s father was a well-known planter in the area. Madison, himself, served on the Virginia House of Delegates and Continental Congress. His family’s home and tobacco plantation, Montpelier, still remains in nearby Orange County.

History of Madison

The town of Madison is still, and has always been known for the rich agriculture it produces. The rural setting has remained since its inception in the 1790s. The area was often traveled through by native people due to its proximity to paths to the Shenandoah Valley. The Royal Governor Andrew Spottswood and even Civil War General Stonewall Jackson has spent time in Madison.

In August 1929, President Herbert Hoover visited the town of Madison and ended up buying land in the mountains nearby. His visit is still celebrated each year.

A handful of buildings in Madison, including the courthouse that was built in 1828, are on the National Register of Historic Places.

Nearby Attractions

Not in Madison, but it’s namesake, James Madison’s Montpelier’s is just up the road in Orange County. Over 2,500 acres of land to explore, you can see where James and Dolley Madison lived in the Virginia countryside, tour their home and grounds, and visit the cemetery where the Madison family is buried.

Yoder’s Country Market is more than just a store. Grab homemade baked goods, bulk food, all-natural local meat, sandwiches, a petting farm, and so much more.

Graves Mountain is a beautiful place to go apple picking in the fall, camping during the summer, or host a retreat any time of year. The Graves family has been running the lodge and farm for over 135 years.

Shenandoah National Park is a must-see in the area. The views of the Blue Ridge are unbeatable. With over 200,000 acres of protected land, you will find tons of wildlife and countless hiking trails, and you can take your time driving through the park on Skyline Drive.

Madison, Virginia was the location of two Civil War Battles, both sites you can visit today. The James City Battlefield and Jack’s Shop Battlefield can be seen on your own or as part of a Civil War tour in the area.

Virginia is wine country after all, and Madison is home to some great wineries and breweries including Bald Top Brewing Company, Blue Quartz Winery & Shotwell Run Brewing Company, DuCard Vineyards, Early Mountain Vineyards, Prince Michel and Revelation Vineyards.

Present Day Madison

Today, Madison clings to its rich history and rural, agricultural roots. It is part of the Madison County School District and is governed by a mayor and a four-person town council. 

Lovingston is a ‘census-designated place’ located in Nelson County, Virginia, just southeast of Charlottesville and Albemarle County. It currently serves as the county seat for Nelson County and has a population of less than 600 people. Located on Route 29 South out of Charlottesville, Lovingston is the geographic center of the Commonwealth of Virginia and is just over 100 miles from Richmond.

What’s In A Name?

The area of Lovingston was named for the Lovings, a prominent family who settled in the area in the early 1800s. The town was formed in 1807 when the Loving family gave 30 acres of land to create it. The courthouse became the center of the town and was the first building built after the town was created. Lovingston was de-incorporated in 1938.

History of Lovingston

After the courthouse was built in 1809, the rest of the town was built around it in a grid-like pattern. The town was designed by George W. Varnum, a merchant and architect from the area. The courthouse served as a place for people to come and gather weekly from across the county. Around the courthouse, other buildings went up one by one, including a law office, taverns and hotels, and even a jail.

In 1969, Hurricane Camille hit and devastated parts of Nelson County and Lovingston served as a rescue area for all those affected by the storm. In total, 153 Nelson County lives were lost during the storm and a monument stands in courthouse square to remember them.

In 2005, over 130 buildings in Lovingston were recognized by the Virginia Landmarks Register and National Register for Historic Places. 

Nearby Attractions

The building best known as Kilmartin’s Pharmacy was originally built in the early 1800s and served as an inn for travelers. During the Civil War, it was used as a hospital for Confederate Soldiers. In the 1930s, the bottom was restored and used as a retail space and ultimately became the pharmacy. It was a place for gathering and remained open until 1980. The building still stands in Lovingston and is worth a visit.

Bright Hopes Baptist Church still stands and overlooks Lovingston. It was built by the American Missionary Association after the Civil War to serve freed slaves in the area. 

Nelson Hall once held the only theater in Nelson County. It still stands today, but has been used as a movie theater, performance hall and even a church over the years.

Mountain Cove Winery and Lovingston Winery are both located in Lovingston and worth the visit. Virginia Distillery Company has its home in Lovingston and makes Whisky using the water straight from the Blue Ridge Mountains. Wood Ridge Farm Brewery makes its beer from its own, farm-grown ingredients and prides itself on being ‘legitimately local’.

Over 29,000 acres of land makes up Fortune’s Cove Preserve, located in Lovingston. A challenging hike ends with gorgeous views of the Blue Ridge Mountains. The unique landscape allows for ‘unusual combinations of plants’ species to survive here. It’s also home to a variety of wildlife.

Present Day Lovingston

Today, Lovingston is part of the Nelson County Public School system. It’s layout still remains similar to the original grid it once was. 

There are plenty of wonderful wineries, cideries, distilleries and breweries within driving distance of Lovingston that provide fun for everyone. Lovingston is just a quick drive down Route 29 and is an easy commute to either Charlottesville or Lynchburg.

Lovingston’s historic charm and rural setting make it a great place to live.