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sunset walk on the downtowm mall
Where to Enjoy the Water Around Charlottesville
Charlottesville, VA, has plenty of refreshing spots to cool off in the water, making it a great getaway for travelers and locals looking to beat the heat.
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sunset walk on the downtowm mall
Why Charlottesville is the Best Weekend Getaway from DC
Charlottesville, located approximately 120 miles southwest of Washington DC, is easily accessible by car, train, or bus.
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sunset walk on the downtowm mall
Discover Charlottesville Hotels
Discover accommodations that seamlessly blend historic charm with modern luxury, redefining comfort and hospitality.
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sunset walk on the downtowm mall
Charlottesville Dining Experiences
The epic restaurant scene in Charlottesville sets it apart from other cities its size.
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Charlottesville Insider: Your Guide to Wineries, Hotels, Events, and More!

Not every town has unparalleled vistas, a Cab Franc made at the hands of the same person pouring it, or Dave Matthews and John Grisham walking by as you enjoy lunch at a café on its historic pedestrian mall—but Charlottesville does.

It’s urban and bucolic, historic yet modern. There are boundless hiking trails, wedding venues, wineries, breweries, boutique retail shops, and theaters (not to mention more restaurant seats than there are people to fill them). It’s for the limitless adventurer, the wine-taster, the music-seeker, and the family searching for a new experience.

At Charlottesville Insider, our goal is simple: to showcase what to do in Charlottesville by curating our ideas about what makes it unique. Follow our insiders to see what’s new, find exclusive deals, or simply figure out how to spend your day in our favorite city.

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Make Your Stay in Charlottesville Unique

Planning a weekend getaway or extended stay? Book a property from our curated collection of vacation rentals to experience a true taste of Charlottesville's charm. Each property on our list is handpicked for its character and proximity to Charlottesville's top attractions.

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🍷🐶🌻🐐 Just a four minute drive from Stonefield and all the hubbub on Rt. 29, there’s a charming farm vineyard and boutique winery serving out of a quaint 1938 Well House - @roslynfarm.  This 60 acre family owned gem of a property is unbelievably close to downtown, and just started serving wine to the public!  Owners Alexia and Richard have hosted events and lodging since 2016, and are now offering horseback riding camps, cut-your-own flowers, photo sessions, wine tasting, and more. This quaint, magical little haven off of Hydraulic Road hosts a variety of animals - goats, sheep, a pig, cows, and horses, and children and dogs joyfully roam the property. Wine tasting is open to the public Sundays 12-6, or you can make a reservation for a private wine tasting any time. Roslyn Farm should be on your “to-visit” list, a unique experience in the heart of Charlottesville!

🍷🐶🌻🐐 Just a four minute drive from Stonefield and all the hubbub on Rt. 29, there’s a charming farm vineyard and boutique winery serving out of a quaint 1938 Well House - @roslynfarm. This 60 acre family owned gem of a property is unbelievably close to downtown, and just started serving wine to the public! Owners Alexia and Richard have hosted events and lodging since 2016, and are now offering horseback riding camps, cut-your-own flowers, photo sessions, wine tasting, and more. This quaint, magical little haven off of Hydraulic Road hosts a variety of animals - goats, sheep, a pig, cows, and horses, and children and dogs joyfully roam the property. Wine tasting is open to the public Sundays 12-6, or you can make a reservation for a private wine tasting any time. Roslyn Farm should be on your “to-visit” list, a unique experience in the heart of Charlottesville! ...

🏈 📣 Believe it or not, football season is here, with UVA football’s home opener against Richmond coming up on Saturday! 🧡The annual “Paint the Town Orange” Pep Rally will take place on Friday, August 30th at the @tingpavilion on the downtown mall. The UVA Marching Band and Spirit Squads will leave the Omni Hotel to march the Downtown Mall at approximately 8 p.m. They will enter the Pavilion at 8:30 p.m. and the Pep Rally will feature appearances by head football coach Tony Elliott and the Virginia football team. The Fridays After Five concert series begins at 5 p.m. at @tingpavilion. UVA cheerleaders and spirit squad members will be on hand distributing the 2024 @uvafootball poster as well as other giveaways. Over 25 downtown businesses will be decorating their windows to show their school spirit and the @friendsofcville Downtown Express 🚂 will be running! #gohoos #wahoowa

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#charlottesvilleinsider #uvafootball #virginiasports #uvasports #visitvirginia #cvillelocal #uva #supportlocalbusiness #paintthetownorange #Cville  #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #downtowncville #charlottesvilledowntownmall #collegefootball #2024 #uvafootball2024 #exploreva #cville #visitcville

🏈 📣 Believe it or not, football season is here, with UVA football’s home opener against Richmond coming up on Saturday! 🧡The annual “Paint the Town Orange” Pep Rally will take place on Friday, August 30th at the @tingpavilion on the downtown mall. The UVA Marching Band and Spirit Squads will leave the Omni Hotel to march the Downtown Mall at approximately 8 p.m. They will enter the Pavilion at 8:30 p.m. and the Pep Rally will feature appearances by head football coach Tony Elliott and the Virginia football team. The Fridays After Five concert series begins at 5 p.m. at @tingpavilion. UVA cheerleaders and spirit squad members will be on hand distributing the 2024 @uvafootball poster as well as other giveaways. Over 25 downtown businesses will be decorating their windows to show their school spirit and the @friendsofcville Downtown Express 🚂 will be running! #gohoos #wahoowa

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#charlottesvilleinsider #uvafootball #virginiasports #uvasports #visitvirginia #cvillelocal #uva #supportlocalbusiness #paintthetownorange #Cville #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #downtowncville #charlottesvilledowntownmall #collegefootball #2024 #uvafootball2024 #exploreva #cville #visitcville
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