Best 41 things to do in Charlottesville, VA

Build your own three-stop Afton beverage outing with round-trip transportation

Build your Route 151 itinerary with four flexible tasting stops

Build a Route 231 day with three winery, brewery, or dining stops

Build your own four-stop Crozet beverage route with round-trip transportation

Wood-Fired Sauna, Cold Tubs, and Riverfront Community

Build your own Charlottesville wine and brewery route with a private driver

Plan a private, driver-led tasting route through Charlottesville’s local drink scene

Choose your Charlottesville tasting stops and leave the driving to a private van

Explore Keswick vineyards on a private guided ride with mountain views

Take a private guided horseback ride with time for a cider tasting after

Ride a private guided trail through Keswick Vineyards, then enjoy a complimentary glass

Private backcountry horseback ride on wooded trails with mountain viewpoints

Ride Chiswell Farm trails, then head to the tasting room

Float the James at dusk with live acoustic music and charcuterie

Float the James River aboard two private batteaux

Float the James River while exploring Virginia's batteau heritage

Private guided horseback ride through Veritas Vineyard in 90 minutes

Walk about a mile through Grand Caverns in 70 minutes

Rent a John E Painter Park shelter from 8am to dusk for your group

Cave with a guide in dark Fountain Cave with route options

Tackle a challenging 3–4 hour caving expedition in Fountain Cave

Walk Grand Caverns by candlelight and dig into its 1800s history

Customize a private wine and brewery day trip with Sprinter van transport

Customize a private Charlottesville wine tour with pickup included