Fall Into Leavenworth

Celebrate crisp mountain air, golden larches, and unforgettable evenings filled with music, theater, and local flavor. From weekly live performances at wineries and breweries to vibrant fall concerts and festive gatherings, autumn in Leavenworth is alive with energy.

Whether you’re sipping wine by the fire, dancing to your favorite tribute band, or raising a stein at Oktoberfest, Icicle Village Resort is your perfect home base for fall adventure.

🎤  Weekly Live Music & Evening Entertainment

🎵 Fall Concert Highlights

🎻Rocky Pond Estate Winery

Keep the music going into autumn with top tribute bands at Rocky Pond’s scenic amphitheater in Orondo. Round-trip transportation from Icicle Village available — starting at $75/person.

Fall Lineup:

• September 13 – Band After Midnight (ABBA Tribute) | 7 PM
• September 27 – Eagle Eyes (Eagles Tribute) | 7 PM

🎻 Screech Owl Concert Series

Hosted by Icicle Creek Center for the Arts, this fall lineup brings eclectic sounds and seasonal celebration.

Fall Lineup:

• September 6 – Artemidorus: An Outdoor Pink Floyd Experience | 7 PM
• October 11 – Fall Folk Night (Regional Artists Showcase) | 7 PM
• November 2 – Vicci Martinez (Acoustic Soul) | 7 PM

🎉 Seasonal Events in Leavenworth

🍺 Leavenworth Oktoberfest | First three weekends in October

A Bavarian-style celebration filled with music, dancing, authentic food, and of course, plenty of beer.

🍂 Autumn Leaf Festival | September 27–29

Leavenworth’s longest-running festival featuring a grand parade, live music, and colorful fall celebrations.

🎨 Village Art in the Park | Weekends through mid-October

An outdoor art show featuring local and regional artists in downtown Leavenworth.

✨ Christkindlmarkt | November 29–December 1

Kick off the holiday season with this festive Bavarian Christmas market featuring artisans, live entertainment, and traditional German treats.