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This city is one of the most unique and vibrant places in the country. From the historic downtown area to the rolling hills of the surrounding countryside, Charlottesville is a place that has something for everyone. Whether you’re looking for a great night out on the town, a peaceful stroll through the University of Virginia campus, or a day of shopping and dining, Charlottesville has it all.

Don’t let the beauty of the city fool you. Charlottesville is also a place of great culture and history. From the iconic Rotunda at the University of Virginia to the many monuments and memorials throughout the city, Charlottesville is a place that honors its past and celebrates its present.

So, if you’re looking for a place to explore, learn, and have a great time, Charlottesville is the place for you. Come visit and see for yourself why this city is so special!

15. Monticello

Monticello in Charlottesville, Virginia, is a must-see for history buffs and fun-loving people alike! It’s the home of Thomas Jefferson, the third president of the United States, and it’s full of fascinating artifacts and stories.

Plus, the views of the Blue Ridge Mountains are simply stunning. So if you’re looking for a fun and educational day trip, Monticello is the place to be!

14. University of Virginia

University of Virginia in Charlottesville is a top-notch school with a rich history and a vibrant student life. It’s a great place to get an education, make lifelong friends, and have a lot of fun.

Plus, the scenery is gorgeous! Just don’t forget to study, or you’ll be in for a sassy surprise from your professors.

13. Downtown Mall

Downtown Mall Charlottesville is the place to be if you’re looking for a fun shopping experience! With a variety of stores, restaurants, and entertainment options, you’ll never be bored.

Plus, the historic architecture and cobblestone streets make it a great place to take a stroll and soak up the atmosphere. So come on down and check it out – you won’t regret it!

12. Shenandoah National Park

The beautiful Shenandoah National Park is a haven for outdoor enthusiasts. You can enjoy the natural wonders of the Blue Ridge Mountains and the Shenandoah Valley on any one of the more than 500 miles of trails in the region. 

Shenandoah National Park is a great place to go for a calm stroll, a difficult climb, or a gorgeous drive. The stunning views of Charlottesville, Virginia from the mountains are an added bonus. You won’t regret it if you take the time to see Shenandoah National Park for yourself.

11. Carter Mountain Orchard

Carter Mountain Orchard in Charlottesville, VA is the place to be if you’re looking for a fun and memorable day out! With a wide variety of apples, peaches, and other fruits, you can pick your own produce and enjoy the beautiful views of the Blue Ridge Mountains.

Plus, they have a delicious bakery and a great selection of jams, jellies, and other goodies.

10. Virginia Discovery Museum

The Virginia Discovery Museum in Charlottesville is a great place to explore and learn about the history and culture of Virginia. It’s full of interactive exhibits, hands-on activities, and educational programs that will keep you entertained and informed.

It’s a great place to take the kids for a fun and educational day out! So if you’re looking for a fun and educational way to spend the day, the Virginia Discovery Museum is the place to be!

9. Paramount Theater

Paramount Theater Charlottesville, VA is the place to be if you’re looking for a good laugh! With its state-of-the-art sound system and comfortable seating, you’ll be sure to have a great time.

The theater has a wide variety of shows, from comedy to musicals, so you’re sure to find something that tickles your funny bone. So come on down to the Paramount Theater Charlottesville, VA, and get ready to laugh your socks off!

9. Ash Lawn-Highland

Ash Lawn-Highland in Charlottesville, VA is a historic estate that was once home to the 5th President of the United States, James Monroe. It’s a great place to visit if you’re looking for a bit of history and a lot of fun! 

The grounds are beautiful and the house is full of interesting artifacts and stories. The staff is always friendly and funny, so you’re sure to have a good time!

7. Montpelier

Montpelier Charlottesville, VA is a great place to be if you’re looking for a mix of city and country living. It’s a vibrant city with plenty of restaurants, shops, and entertainment, but it’s also surrounded by beautiful rolling hills and countryside.

It’s only a short drive away from the nation’s capital, Washington, DC! So if you’re looking for a place to call home that has a little bit of everything, Montpelier Charlottesville is the place for you!

6. Virginia Museum of Fine Arts

The Virginia Museum of Fine Arts in Charlottesville is a must-see for art lovers! With over 33,000 works of art, it’s the perfect place to get your culture fix.

From ancient Egyptian artifacts to modern masterpieces, there’s something for everyone. The museum’s awesome staff will make sure you have a great time!

5. Skyline Drive

Skyline Drive in Charlottesville, VA is a scenic byway that winds through the Blue Ridge Mountains. It’s a great way to take in the beauty of the area, with stunning views of the rolling hills and valleys.

You can stop at the many overlooks along the way to take in the breathtaking views. Just make sure you don’t get too distracted by the scenery, or you might miss the squirrels that like to hang out along the drive!

4. Charlottesville City Market

Looking for something different to buy? Charlottesville City Market is the place to go! There are over a hundred different vendors selling everything from fresh food to unique artwork, so you’re bound to find something you like.

More than that, there is always a good time to be had by everybody thanks to the presence of live music, food trucks, and friendly competition among the stall owners. In that case, you shouldn’t hesitate to drop over and have a look-see.

3. Michie Tavern

If you’re in the mood for something different to eat, you ought to check out Michie Tavern in Charlottesville, Virginia. The food is excellent, and there is a lively sense of humor among the staff and patrons. You can count on having a good time at this restaurant, thanks to the hilarious staff and ambiance.

It is also an excellent spot to learn about the history of the region, as the old structure is replete with fascinating artifacts and anecdotes. You should visit Michie Tavern, where there is always something interesting going on.

2. James Monroe’s Highland

Located in Charlottesville, Virginia is the historic mansion known as James Monroe’s Highland, which served as the home of the fifth President of the United States.

It’s a gorgeous piece of land with a breathtaking panorama of the Blue Ridge Mountains, and it’s a fantastic destination for those in search of both history and a good time.

1. Foxfield Races

If you’re searching for an exciting and unforgettable day trip, make your way to Foxfield Races in Charlottesville, Virginia. A steeplechase race is held every year on a picturesque farm in the state of Virginia. It’s a fun way to spend the day among humans and their furry companions.

As you cheer on your horse of choice, enjoy the races, the tailgating, and the live music. Remember to put on your best attire; you never know who you could run into.



As you can see, Charlottesville has a lot to offer everyone. If you are looking to do more in the surrounding area, check out other weekend trips from nearby Charlottesville, Virginia.

These areas are perfect for a quick day trip or a long weekend getaway. Explore our favorite things to do or peruse some pre-built itineraries.

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Jennifer Freehill

Howdy! I'm a vet and UniDeb graduate who's a passionate reader, writer, and data nerd. I tend to take life with a grain of salt, a lime, and a shot of tequila.

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