Fall Festivals, Pumpkins & Hayrides
Milwaukee's fall season is perfect for getting the whole family outside to celebrate the harvest. From pumpkin picking and hayrides to craft fairs and apple festivals, our area has something special happening nearly every weekend this autumn. We've rounded up the best family-friendly fall festivals happening right now so you can plan your next outing.
Piala's 16th Annual Fall Festival
Piala's 16th Annual Fall Festival at their nursery & garden shop in Waukesha—fun for the whole family.
Harvest Fest at The East Troy Electric Railroad
Harvest-themed festival at a restored electric railroad with vintage train rides and seasonal fun.
Harvest Fair
Drive-thru harvest celebration at Wisconsin State Fair Park with seasonal treats.
Harvest Fair
Three-day harvest celebration at Wisconsin State Fair with live entertainment across multiple stages.
Harvest Craft Fair
Free craft fair at a local school featuring handmade goods and artisan vendors.
Greenfield Fall Family Fest at Konkel Park
Free fall family festival at Konkel Park with activities and fun for all ages.
Falls Harvest Festival
Free fall festival at Mill Pond Park with live music, games, and harvest fun for all ages.
Abundant Life Church Fall Festival
Free fall festival at Abundant Life Apostolic Church with family-friendly fun.
Oktoberfest Dinner Train at the East Troy RR
Oktoberfest-themed dinner train ride on the East Troy Railroad with German cuisine and festive atmosphere.
Dayspring Fall Harvest Fest
Free fall harvest celebration at DaySpring Preschool & Childcare in Pewaukee.
Gwenyn Hill Farm Fall Festival
Fall festival with live music, activities, and seasonal fun at a Waukesha farm.
Fall Pumpkin Fest at the MMSD West Basin Site MKE
Free fall festival with pumpkins and seasonal fun for all ages.
Bayshore Fall Fest (Glendale)
Free fall festival at Bayshore Mall with seasonal activities and family fun.
Pumpkin Party in the Park
Free Halloween-themed party in the park with trick-or-treating and outdoor movies.
Pumpkin Party
Free fall festival with costumes, trick-or-treating, activities & music at Davidson Park.
Boo at the Zoo
Halloween trick-or-treating at Milwaukee County Zoo with pumpkin carving, festive décor & live music.
Riverview Terrace Cafe: The Harvest Table
Riverview Terrace Cafe: The Harvest Table at Taliesin Preservation*
Harvest Colors Lunch Train on the East Troy RR
Scenic vintage train ride with lunch through fall foliage from East Troy to Mukwonago.
Fall Festival
Full-day fall festival celebration with activities for all ages.
Good to know
- What fall festivals are happening near Milwaukee right now?
- Popular options include Harvest Fest at The East Troy Electric Railroad, Trimborn Farm Harvest of Arts & Crafts, Dayspring Fall Harvest Fest, Abundant Life Church Fall Festival, and Apple and Sunflower Fest. Each offers its own mix of activities, crafts, and seasonal fun.
- Are these fall festivals free to attend?
- Most festivals are free to enter, though some activities like hayrides, pumpkin picking, or food may have separate costs. Check each event's details before you go to understand pricing.
- What can kids do at Milwaukee-area fall festivals?
- Expect hayrides, pumpkin patches, craft activities, apple picking, local vendors, and seasonal food. Some events like those at Trimborn Farm feature arts and crafts, while The East Troy Electric Railroad offers scenic train rides through fall scenery.
- When do these fall festivals run?
- Most Milwaukee-area fall festivals run throughout September, October, and early November, with many offering weekend hours. Check individual event pages for specific dates and times, as schedules vary.