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Winery Tours in Charlottesville, VA

4 of the 28 wineries we list in Charlottesville have guided tours.

A tasting room and a real behind-the-scenes tour are different experiences — and map listings rarely say which one a winery offers. Every listing here has tours confirmed from the winery's own website or data.

  1. Monticello Wine Tour & Coach Co

    105 E Main St, Charlottesville, VA 22902-5223

    Tours
  2. Oakencroft Farm & Winery

    1455 Oakencroft Cir, Charlottesville, VA 22901-5452

    Thu 1-8pm, Fri-Sun 11-5pm

    TastingsToursFood servedPrivate events
  3. Pippin Hill Farm & Vineyards

    119 Rothery Rd, Charlottesville, VA 22903-1724

    TastingsToursFood servedPrivate events
  4. Virginia Wine Collective

    1585 Avon Street Ext, Charlottesville, VA 22902-8702

    Wed-Fri 5-10pm

    TastingsToursFood servedPrivate eventsDog friendly

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Good to know

Do winery tours need a reservation?

Usually yes — most working wineries run tours at set times with limited spots, especially on weekends and during harvest. Walk-in tastings are common, walk-in tours are not. Book by phone or the winery's website.