things to do in Greenwood, VA

Ride across the North Fork of the Tye River and follow Blue Ridge ridge lines

Crawl historic cave trails at Grand Caverns with optional climbing and obstacles

Private woodland trail ride with mountain views and a Brewpub pint

Float the Rivanna River with a shuttle back

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

Ride horseback through Pollak Vineyards with a private guide

Calm-water paddling with a beach stop on the Rivanna

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

Cave with a guide in dark Fountain Cave with route options

Customize a private Charlottesville wine tour with pickup included

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

Choose three South Charlottesville stops for wine, cider, or bourbon

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

Build your own private wine or brewery day with pickup in the Charlottesville area

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

Pool access all season in Grottoes, May 23–Sept 7, 2026

Exclusive wood-fired sauna and lounge for 90 minutes, ideal for groups up to 10

Customize a private Virginia wine-country outing with chauffeur-driven Sprinter service

Rent boats or tubes for the day and run your own shuttle and transport plan

Private 1-hour horseback ride through vineyard and creek at Cunningham Creek Winery

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

Self-guided Rivanna paddle with shuttle and Class II ledges

Learn cave geology with a certified Park Ranger at Grand Caverns

Paddle the Rivanna on a short float with shuttle included