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May 7 – 12, 2018 – Charlottesville, Va

Tasting Event at Sprint Pavilion: Saturday, May 12

Taste of Monticello Wine Trail

“Monticello Wine Trail… Birth Place of American Wine”

2018 will bring the seventh annual Taste of Monticello Wine Trail Festival back to Charlottesville’s Downtown Mall. The Central Virginia community has embraced this event and made it into a spring tradition. Last year, the event boasted record attendance with numbers coming close to capacity. This year, the festival continues with a steady upward movement and expanded programming with regional & national coverage.

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Thursday, April 13

Monticello Cup Awards at the Jefferson Theater

  • A casual event for wine enthusiasts, focused on the competition for the prestigious Monticello Cup awarded to the best wines of the region.
  • Tickets: $65
  • Time: 6-10pm

More info at

Friday, April 14

Individual wineries will host a variety of activities during the day followed by a series of winemaker dinners at some of Charlottesville’s best restaurants that evening.

Options include a Rosé Lunch, Sparking Wine Brunch, several winery tours and more!

  • For a full list local wineries hosting meals plus other exciting Friday events, visit the Friday Events page!

Saturday, April 15

Wine Tasting Event at Sprint Pavilion

  • Tasting event at Sprint Pavilion featuring 25 local wineries and live entertainment from the Rick Olivarez Trio. An exclusive VIP ticket is available and offers catered food and an opportunity for sampling exclusive wines from each winery.
  • Wine tastings on Saturday will be limited to one flight of tastings per winery with the purchase of your ticket. Extra wine can be purchased by the glass or bottle.
  • Time: 1:30-5:30 p.m. (VIP ticket holders gain early entry at 12:30pm).

Participating Vineyards

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Friday, April 14 Events

A day of showcase winery events highlighting the dynamic food and wine culture present within the Monticello AVA.

Attend a Sparkling Brunch, Rosé Lunch, barrel tasting, winemaker dinner or an evening of chocolate, music and wine.

3-Day Pass holders will have access to exclusive winemaker tours at select wineries during the afternoon.


For a full schedule and event descriptions, visit the Friday Events page.



Take your Taste of Monticello Wine Festival experience to the next level – with VIP Passes! Enjoy complimentary hors d’oeuvres from C&O, sample exclusive VIP-only wines, relax in the seating area and talk with the local vintners who produce the wine.


Plus if you need to step away while you’re tasting wines from the 25+ local vineyards in attendance, you’ll have access to private luxury VIP restrooms.

Omni Hotel Charlottesville

212 Ridge McIntire Road
Charlottesville, VA

More info

Residence Inn

315 W Main St.
Charlottesville, VA

More info

Graduate Charlottesville

1309 W Main St.
Charlottesville, VA

More info

Live music for the Saturday tasting event will be provided by The Olivarez Trio.


Based in Charlottesville,Virginia, the Olivarez Trio, Rick Olivarez, Dave Berzonsky and Jeff Cheers, create a vibrant acoustic blend of French Gypsy jazz styles mixed with eastern European folklore, waltzes, early jazz improvisations, with a sampling of everything from Classical and Baroque themes to Beatles melodies.  It’s a new roots music that only the Olivarez Trio can provide.

Formed in the summer of 2007, The Olivarez Trio presents the sound of modern day Parisian Gypsy Jazz while maintaining a solid grounding in the tradition begun with Django Reinhardt in the late 1930′s. The Trio consists of Rick Olivarez playing lead guitar, with Jeff Cheers on rhythm guitar, and Dave Berzonsky on upright bass.

Monticello Cup Awards

Join the Monticello Wine Trail Association, the Taste of Monticello Wine Trail Festival and the Jefferson Theater in celebrating the very best wines that Central Virginia has to offer on Thursday, April 13 at the Monticello Cup Awards! This annual event features 7 varietal categories for tastings complete with delicious food pairings! Along with the prestigious Monticello Cup Award given to the most outstanding wine in Central Virginia, multiple award-winning wines will be selected for tastings in each of the seven categories.

More info at

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