• Luke Bryan at Alpine Valley

    Luke Bryan brings the Word on the Street Tour to Alpine Valley Music Theatre in East Troy. Confirm gate time, parking and ticket details with the venue before the show.

  • Come From Away at The Fireside

    The Fireside Dinner Theatre presents the Tony Award-winning musical Come From Away in Fort Atkinson. Multiple meal-and-show times may be available on this performance date; verify the exact arrival and curtain time when booking.

    $100
  • Lake Lawn Queen Fall Colors Tour

    Take a fall sightseeing cruise on Delavan Lake aboard the Lake Lawn Queen. Check Lake Lawn Resort for the exact departure time on this date before booking.

    $15 – $25
  • Elkhorn Antique Flea Market

    Search for antiques, vintage finds and collectibles at the Elkhorn Antique Flea Market at the Walworth County Fairgrounds.

  • TreadHead Fall Tour 2026

    Choose a supported 25- to 100-mile cycling route through Southeast Wisconsin, starting at Lake Geneva House of Music. Registration and route support details are available from the event organizer.

    $30 – $40
  • Geneva Outdoor Market

    Spend Sunday at the Geneva Outdoor Market near Lake Como and Lake Geneva, with local vendors and an easy weekend stop for visitors exploring the Southern Lakes region.

    Free
  • Fall Harvest Fest Trains

    Ride a historic electric train between East Troy and The Elegant Farmer during fall harvest season. Day-pass tickets are valid for scheduled trains; advance reservations are recommended.

    Free – $18
  • Autumn Harvest Fest at The Elegant Farmer

    Spend a fall weekend at The Elegant Farmer in Mukwonago with orchard activities, a corn maze, farm food, hayrides and seasonal family fun. Admission and parking are free; individual activities may have fees.

    Free admission and parking; activity fees vary
  • Burnin’ Down the Docks

    Spend Sunday afternoon on the harbor at The Abbey Resort in Fontana with live music, food and drinks along the Waterfront patio.

  • Fun & Food on First

    Monday evenings bring food trucks, kids activities, vendors and entertainment to Ten Club Park in Waterford. The official program excludes Labor Day, so only the remaining September Mondays are included here.

    Free
  • Whitewater City Market

    Visit Whitewater's Tuesday evening City Market at the historic depot for farmers, artisans, food vendors, live music and a community-focused local shopping experience.

    Free
  • High Road – Matinee at The Fireside

    The Fireside welcomes High Road for a special country, bluegrass and Gospel concert package in Fort Atkinson. This row represents the matinee arrival.

    $41.95
  • Mukwonago Farmers Market

    Shop the Wednesday afternoon Mukwonago Farmers Market at Field Park for local produce, foods, crafts and small-business vendors.

    Free
  • High Road – Evening at The Fireside

    The Fireside welcomes High Road for a special country, bluegrass and Gospel concert package in Fort Atkinson. This row represents the evening arrival.

    $41.95
  • Live Music: Jeff Trudell

    Enjoy Jeff Trudell at Maxwell Mansion in Lake Geneva. Public programming may move indoors for weather; check Maxwell's current event page before heading out.

  • Royal Oak Farm AppleFest

    AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.

    Varies
  • Royal Oak Farm AppleFest

    AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.

    Varies