Wineries with live music on the Shawnee Hills Wine Trail

4 of the 11 wineries on the Shawnee Hills Wine Trail host live music.

Checked October 1, 2026 on each winery’s own website and the trail’s member listing.

• Honker Hill Winery

  Carbondale

  Family-owned winery since 2008 in a former hunting lodge, pouring sweet fruit wines to dry reds and whites from Illinois grapes such as Chambourcin and Traminette.

  • lodging
  • dog-friendly
  • live music
  • event venue

• Feather Hills Vineyard

  Cobden

  Founded in 2018 by Randy and Renee Feather; focuses on dry wines from Shawnee Hills AVA grapes, poured at two locations.

  • Guided tasting of 5 wines or preset flights; price not listed
  • food
  • dog-friendly
  • kids area
  • live music
  • event venue

• Owl Creek Vineyard

  Cobden

  First commercial vineyard in the Shawnee Hills AVA (1980), winery since 1995, also making Apple Knocker hard ciders and sangrias.

  • Self-guided flights of wine, sangria and cider (can be mixed); price not listed
  • food
  • dog-friendly
  • picnic
  • live music
  • brewery/cidery

• StarView Vineyards

  Cobden

  Family-owned winery established in 2006, pouring dry reds through sweet sangrias.

  • Guided tasting of 5 wines; price not listed
  • food
  • lodging
  • dog-friendly
  • live music
  • picnic

More ways to plan the Shawnee Hills trail

• Dog-friendly wineries8 on this trail
• Wineries with food6 on this trail
• Picnic-friendly wineries6 on this trail
• Wineries with lodging4 on this trail

Wineries with live music on every trail we cover · All 11 wineries on the Shawnee Hills Wine Trail