Galena Guide - Galena IL

Galena Live Music, Events, Tours & Shows

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US NEWS & World Report • 10 Best Main Streets

Galena Hillside

9 Charming Towns Across America to Visit This Fall

Nestled along rolling hills surrounding the banks of the Galena River, the town of Galena is inspired by its natural surroundings. In fall, Galena especially shines, with trees speckled beside mid-century farm houses and enticing brick-lined shopping streets.

If you’re craving an outdoor adventure, take a panoramic cruise along the Mississippi Explorer for views of the ever-changing trees. If you would rather enjoy some hiking, head out to the 85-acre Casper Bluff to reveal 1,000-year-old Native American burial grounds. And if you want to pick up some souvenirs, check out the locally owned boutiques lining historic Main Street, which offer goods ranging from infused olive oils to jewelry.

Current Month

September

2025mon08sep6:00 pm9:00 pmJay Vonn6:00 pm - 9:00 pm The Grape Escape

2025tue09sep7:30 pm10:30 pmLojo Russo7:30 pm - 10:30 pm The Grape Escape

2025wed10sep6:00 pm9:00 pmRJ Fisher6:00 pm - 9:00 pm The Grape Escape

2025wed10sep6:00 pm9:00 pmRJ Fisher6:00 pm - 9:00 pm Galena Cellars Vineyard

2025thu11sep8:30 pm11:30 pmThe Guthries8:30 pm - 11:30 pm The Grape Escape

2025sat13sep2:00 pm5:00 pmGarrett Hillary2:00 pm - 5:00 pm The Grape Escape

2025sat13sep5:00 pm8:00 pmRJ Fisher5:00 pm - 8:00 pm Galena Cellars - Main St Galena

2025sat13sep8:30 pm11:30 pmTony Walker8:30 pm - 11:30 pm The Grape Escape

2025sun14sep1:00 pm4:00 pmScott Rische's Open Mic1:00 pm - 4:00 pm Miss Kitty's Grape Escape

2025sun14sep7:00 pm10:00 pmThe Guthries7:00 pm - 10:00 pm The Grape Escape

2025wed17sep6:30 pm9:00 pmCorey Jenny6:30 pm - 9:00 pm The Grape Escape

2025thu18sep7:00 pm9:00 pmSongwriters Showcase featuring Bella Moss, Michele Sullivan and Sophie Coyote7:00 pm - 9:00 pm Galena Center for the Arts