• 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • 177th Walworth County Fair

    Spend the day at the 177th Walworth County Fair in Elkhorn for agriculture, exhibits, carnival attractions, fair food, family activities and scheduled entertainment. Use the official daily schedule to plan...

    $4 – $13
  • Classic Car & Tractor Show at Pearce’s

    Spend the day at Pearce's Farm Stand in Walworth viewing classic cars and tractors alongside the farm's fall attractions. Check Pearce's for the current show schedule.

  • 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...

    Free admission and parking; activity fees vary
  • Whitewater Food Truck Fest

    Spend Saturday at Cravath Lakefront Park for Whitewater Food Truck Fest, a community food-truck gathering along the lakefront. Check the city parks page for final vendor and entertainment details.

  • The Burlington Wine Walk – Cheers to Two Fiddy

    Sip and shop through downtown Burlington retail and restaurant stops during the fall Wine Walk. Registration includes tastings and food stops; designated-driver tickets are available.

    $25 – $50
  • Art, Wine & Beer Walk with Crafters Market

    Explore downtown Waterford during an afternoon tasting walk with local businesses, a crafter market, food trucks and live music. Check-in instructions and tickets are provided by the organizer.

    $35 – $40
  • 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...

    Free admission and parking; activity fees vary
  • East Troy First Fridays: Fall Fair

    Downtown East Troy's October First Friday brings live music, food trucks, fall flavors, artisan vendors, retail and dining specials, and a kids zone to the Village Square.

    Free
  • Pearce’s Farm Stand October Fest Weekend

    A fall weekend at Pearce's Farm Stand with seasonal farm activities, pumpkins, corn-maze fun and special October programming. Individual activities and purchases may carry separate fees.

    Varies
  • Dragon Days Fall Fantasy Festival

    Lake Geneva's fall fantasy festival celebrates the area's tabletop-gaming legacy with downtown activities, fantasy programming and family-friendly experiences. Festival access and ticketed activities vary.

    Varies
  • FarmLands 2026

    A multi-day music and camping festival at Jennings Holler with multiple stages and a weekend festival atmosphere. Review current ticket and camping options before purchasing.

    Varies
  • Lake Geneva Oktoberfest

    Downtown Lake Geneva celebrates Oktoberfest with German-inspired food and drink, entertainment and fall activities centered around Flat Iron Park and the downtown business district.