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Fall Entertainment Guide

🍂 Fall Entertainment & Adventures in Leavenworth

From live music under the stars to golden larch hikes in the mountains, fall is one of the most magical seasons to experience Leavenworth. Whether you’re here for a concert, a festival, or a family-friendly outdoor adventure, there’s something for everyone this autumn.

🎤  Weekly Live Music & Evening Entertainment

DayEventTime
MondayBingo! at Icicle Brewing Company6 - 8 PM
TuesdayLive Music at Icicle Brewing Company6 – 8 PM
WednesdayThe Lodge at Ski Hill Summer Music Series | Ends October 7 6 – 8 PM
ThursdayLive Music at Rocky Pond Winery5 - 7 PM
FridayLive Music at Goose Ridge Winery4-7 PM
Saturday Live Music at Patterson Winery7 - 9 PM

🏨 On-Site Events

SEPTEMBER

  • Honey Harmony Special Menu | September 4–7 | Celebrate Labor Day weekend with handcrafted honey cocktails and crave-worthy bites on our limited-time Honey Harmony Menu. RESERVE YOUR TABLE

OCTOBER

  • Oktoberfest Prost! Menu | Fridays & Saturdays | October 2–17 | October 2–17 | Raise a stein and savor Bavarian-inspired favorites, from Sauerbraten and Jagerschnitzel to our Pretzel Brat and Washington Apple Crisp.  RESERVE YOUR TABLE
  • Halloween Weekend | Celebrate Halloween in Leavenworth with 20% off your stay, plus dining at JJ Hills Restaurant & Bar and relaxation at Alpine Spa.
  • First Responders & Veterans Appreciation | Enjoy a well-earned getaway with special savings for first responders and veterans:

NOVEMBER

  • Celebrate Thanksgiving at Icicle Village Resort | Thursday, November 26 | $35 Per Person
    • Thanksgiving To Go | Pickup by 2 PM | Each kit serves one adult and includes 1 entrée option to suit every palate. Mix and match to create the perfect spread for your holiday gathering, then sit back and enjoy the time that really matters.
    • Thanksgiving Feast at JJ Hills Restaurant at Bar | 3 - 8 PM | Leave the cooking to us this year! From classic holiday favorites to vegetarian dishes and a special kids’ menu, we’ve got something for everyone at the table.
  • Holiday Fun & Games at the Village | November 25 - December 31 | Starting Thanksgiving, through New Year's Day, guest can participate in holiday themed self-guided games, crafts and scavenger hunts while staying with us!

🎉 Seasonal Festivals & Community Events  

  • LitMic at Bushel & Bee Taproom | First Tuesdays 7 PM | Local writers share their work, and you can too! Open mic style format, free to the public (21+), hosted by Wenatchee Valley Community College. Come share, listen, and have a beverage. Dogs welcome too!
  • Author Discussion with Kristin Hannah | September 13 | 2:30 PM | Discover how Firefly Lane and The Nightingale were singled out of the authors other works as a Netflix series (Firefly Lane) and an upcoming movie (The Nightingale) and more!
  • 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.
  • Saturday Farmer's Market | Lions Club Park | 9 AM - 1 PM | Saturdays | Hosted by Cascade Markets. Leashed pets welcome.
  • Leavenworth Oktoberfest | First three weekends in October | A Bavarian-style celebration filled with music, dancing, authentic food, and of course, plenty of beer.
  • Spooky Thursdays at Ski Hill | October 8 & 15 | Movie Night & Pumpkin Carving

🌲 Larch Madness: Family-Friendly Fall Hikes

Looking to trade stages for summits? Fall is prime time for golden larch hikes around Leavenworth. Here are three family-friendly options:

  1. Icicle Gorge Trail
  • Distance: ~4.5 miles round trip | Difficulty: Easy
  • Scenic loop along Icicle Creek with vibrant fall colors and larches at their golden peak.
  1. Lake Edna via Icicle Ridge
  • Distance: ~10 miles round trip | Difficulty: Moderate
  • A rewarding alpine hike featuring a quiet lake framed by brilliant golden larches.
  1. Peshastin Pinnacles State Park
  • Distance: Short trails | Difficulty: Easy
  • Unique sandstone formations and sweeping Wenatchee Valley views with distant larch-dotted slopes.

🥾 Hiking Tips & Trail Courtesy

For families:

  • Start early for cooler temps and fewer crowds.
  • Pack water, snacks, and layers for changing fall weather.
  • Check trail conditions before heading out.

Trail etiquette:

  • Pack it in, pack it out.
  • Stay on marked trails.
  • Leave rocks, plants, and natural features as you find them.
  • Yield to uphill hikers, keep pets leashed, and respect seasonal closures.

🍁 This fall, pair Leavenworth’s legendary festivals and concerts with a golden hike among the larches. Whether your soundtrack is live folk music or the rustle of leaves, you’ll find autumn magic here.

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Fall Entertainment Guide
Experience live music, theater, and starry nights all summer in Leavenworth—concerts, tributes, and outdoor musicals!
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