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Unassuming and quietly sheltered by the stunning Blue Ridge Mountains, Charlottesville sits in the foothills of Albemarle County. Named after the British Queen Charlotte of Mecklenburg-Strelitz, the city is perhaps best known as the former home of President Thomas Jefferson. The city still celebrates his political legacy at two UNESCO World Heritage Sites – his plantation home of Monticello and the historic University of Virginia campus, which he founded in 1819. Rounds of golf, sampling award-winning local wine, taking in a rowdy Cavaliers game, and perusing the brick-lined pedestrian mall downtown are all on the docket for your Virginia vacation.
There’s no shortage of wineries in the Charlottesville region. One of the most ideal ways to experience a tasting is by scheduling a private tour for your group. Ask your hotel concierge for a recommendation.
Serving as the primary home for Thomas Jefferson, this historic plantation is located just outside of town. You can visit this neoclassical gem and wander the grounds. Don’t miss the interior’s iconic dome.
Don’t miss the mall. Known as one of the most famous pedestrian malls in the country, more than 120 shops and 30 restaurants span the brick-lined stretch of old Main Street in downtown Charlottesville.
Schedule a well-deserved diversion. Multivitamin facials, hydro-wraps, bamboo fusion massages, and skin rejuvenation are just a few treatments on the menu at Keswick Hall & Golf Club’s on-site spa.
Fossett’s is Keswick’s AAA Four-Diamond restaurant, serving up delicacies such as foie gras and bison short ribs. For a more casual approach, dine on cornmeal crusted Virginia trout at Villa Crawford.
Charlottesville is perhaps best known as the home to the University of Virginia. Travel back in time to your college days and see a game on campus. The school is just 7 miles from your accommodations.
Autumn foliage is a huge draw for leafers in Greene County. An abundance of ash, dogwood, and hickory trees paint the region in shades of rust orange, gold, yellow, and scarlet. If your vacation falls between September and November, make time for a scenic drive.
Named for Prince Charlotte, the queen of England in 1761, Charlottesville has deep roots in colonialism. Former presidents Thomas Jefferson and James Monroe both served as governor during their time here and the city is known for its historical attractions.
First founded in 1817 by Thomas Jefferson, the University of Virginia is one of the most picturesque campuses in the country. In the early morning hours before students rush to and from class, enjoy a coffee and take in the scenery.
If you’re not walking along the pedestrian mall or perusing The Corner, an area popular with U of V students, you’ll need to call for a taxi pick-up. Though they aren’t typically driving around looking for riders, they are readily available.
Charlottesville sees four distinct seasons throughout the year. Summers are gorgeous, sunny, and pleasantly warm, while spring and fall see milder temperatures and an abundance of colorful foliage. Winters can be snowy but ideal for activities such as snowshoeing, to take advantage of the peaceful conditions. On average, the city enjoys 219 days of sunshine per year.
Google Maps satellite images are not always up-to-date, especially in non-U.S. destinations. Some Inspirato accommodations are located in developments built after images were last updated. Our pin placements represent our best location estimates, but actual locations may vary.