Experiences

Traveling is all about adventure and experience, and Charlottesville offers a wealth of both. From hot air ballooning to hiking to historic homes of former U.S. presidents, you’ll fill your days and nights here with activities to remember for years to come.

Businesses

Insider Preferred

Charlottesville Ale Trail

Charlottesville Area

Tour the Ale Trail, a collection of craft breweries, cideries, and distilleries in and around Charlottesville, Virginia. Check off locations on your digital "passport" for bragging rights and an Ale Trail gift!

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Monticello Wine Tour

Charlottesville Area

Delivering great experiences to wine, beer, cider and food lovers. Monticello has years of experience showing visitors and locals the best of the area.

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Pikasso Swig

333 2nd Street SE Charlottesville, VA 22902

Sip, Create, Inspire

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Monticello

931 Thomas Jefferson Pkwy

Visiting Jefferson’s estate engages the senses, stimulates the mind and provides a rewarding experience for all ages and interests.

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James River Batteau Company in Scottesville, VA offers two uniquely Virginian experiences, mid-day interpretive River Tours and evening Sunset Cruises that include charcuterie and live music.

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Take a ride on the grassy Virginian foothills and look out at the bucolic beauty that wine country has to offer.

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Rivanna River Company

The Rivanna River

Kayak, Canoe, Standup Paddleboard, and Tubing trips just 5 minutes from Charlottesville’s Downtown Mall. We connect locals and visitors of all experience levels with memorable adventures on the scenic Rivanna River.

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Common House

206 W Market St, Charlottesville, VA 22902

A great experience to try during your time in Charlottesville. Sit by the Fire and enjoy the Charlottesville social scene.

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