close
close

Live Music

Showing events for June 2026

ALL Class/Workshop Festival Food & Pairings Live Music

Family Eco Festival

Family fun, nature, and learning.
October 31, 2025
event details

No events found for this month.

Happening Here

Upcoming Events

Live music, seasonal pairings, and special tastings hosted at wineries along the route.

wine food pairing weekends

Wineries of the Shawnee Hills Wine Trail have partnered together to create a series of thoughtfully themed wine and food pairing weekends. By featuring pairings at select locations for each event, we’ve created a collaborative approach that allows guests more time to relax, linger, and fully enjoy each tasting. The goal is to create a […]
June 5, 2026
event details

Winemaker Dinner Series

Join us in 2026 for our Winemaker Dinner Series. Meet the people behind your favorite wines and learn about the winemaking process from grape to glass. Enjoy an unforgettable experience combining exceptional wines and an exquisite menu. Shawnee Hills Wine Trail: Winemaker Dinner Series April 24, 2026 – Feather Hills Vineyard (Hwy 51 Location) Reception […]
April 24, 2026
event details

Derby Day

The 151st Kentucky Derby is almost here, and there’s no better place to watch the Run for the Roses than Blue Sky Vineyard, glass of Illinois wine in hand, surrounded by our signature Tuscan atmosphere.
May 2, 2026
event details

Anniversary Celebration

Wine, music & spring cheer.
May 2, 2026
event details

HalloWine

Our biggest event of the year!
October 30, 2026
event details

Slushy Sunday

Relax, sip & enjoy the trail.
October 24, 2026
event details

Halloween Event

Sip, dance & celebrate in spooky style.
October 31, 2026
event details

Harry Potter Day

Dress up, drink up, and cast spells.
September 6, 2026
event details

Grape Stomp

Summer grape-stomping fun.
June 6, 2026
event details
1 2 3

No events found for this month.

#ShawneeHillsWineTrail

Let’s plan your trip...
We’ve created a map to help guide you through the Shawnee Hills Wine Trail so that you can spend more time sipping and relaxing and less time sweating the details of your trip.
Download the map

© | All Rights Reserved