• East Troy Bluegrass Festival – Sunday

    Return Sunday for the second day of the East Troy Bluegrass Festival on the Village Square, with bluegrass music and community festival activity.

  • Sunday Brunch Train

    Pair a meal with a ride aboard the East Troy Railroad for a ticketed fall dining experience. Reservations are strongly recommended; confirm current menu and departure details before attending.

    $125
  • 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.

  • 2026 Cars & Company

    See classic and exotic cars at Lake City Social in Lake Geneva while supporting Curing Kids Cancer. The fundraiser includes food, an open bar, live music and a silent auction.

    Ticketed fundraiser
  • Live Music with J Henry

    Hear live music at Topsy Turvy Brewery in downtown Lake Geneva. Check the brewery event page for any same-day schedule changes.

  • 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
  • Mukwonago Farmers Market

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

    Free
  • Live Music: Doghouse Roses

    Doghouse Roses brings classic rock and country to Maxwell Mansion. Maxwell lists the performance as free and open to the public.

    Free
  • Roy Orbison Tribute with Jesse Aron

    Jesse Aron performs a tribute to Roy Orbison at Belfry Music Theatre. Venue opens at 6 PM, doors at 6:30 PM.

    $78 – $94
  • 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 Geneva Farmers Market

    Shop a Thursday morning market at Horticultural Hall in downtown Lake Geneva with local produce, foods and market vendors. Check the official market page before heading out for any weekly changes.

    Free