Location: Basse's Farms, County Road Q, Colgate, WI, USA See map: Google Maps Basse’s 7th annual Apple & Sunflower Fest!Dates: 08/29/202608/30/202609/04/2026Show more datesHide these dates09/05/202609/06/202609/07/202609/11/202609/12/202609/13/2026Time: Fridays: 3pm – 7pm Sats. & Suns. : 10am – 6pm Labor Day (Sept. 1st): 10am – 5pm Location: 525 East Chicago Street, Historic Third Ward, Milwaukee, WI 53202, United States See map: Google Maps Third Ward Art Festival 2026Dates: 09/05/202609/06/2026Time: See website for details. Location: The Village | Wauwatosa Business Improvement District, 7603A W State St, Wauwatosa, WI 53213, United States See map: Google Maps Tosafest 2026Dates: 09/11/202609/12/2026Time: See website for details. Location: Jerry Smith Pumpkin Farm, 7150 18th Street, Kenosha, WI 53144, United States See map: Google Maps Fall Fun at Jerry Smith Farm!Dates: 09/12/202609/13/202609/14/2026Show more datesHide these dates09/15/202609/16/202609/17/202609/18/202609/19/202609/20/202609/21/202609/22/202609/23/202609/24/202609/25/202609/26/202609/27/202609/28/202609/29/202609/30/202610/01/202610/02/202610/03/202610/04/202610/05/202610/06/202610/07/202610/08/202610/09/202610/10/202610/11/202610/12/202610/13/202610/14/202610/15/202610/16/202610/17/202610/18/202610/19/202610/20/202610/21/202610/22/202610/23/202610/24/202610/25/202610/26/202610/27/202610/28/202610/29/202610/30/202610/31/202611/01/2026Time: See website for details. Location: The Elegant Farmer, 1545 Main Street, Mukwonago, WI 53149, United States See map: Google Maps Autumn Harvest Festival - Saturdays & Sundays OnlyDates: 09/12/202609/13/202609/19/2026Show more datesHide these dates09/20/202609/26/202609/27/202610/03/202610/04/202610/10/202610/11/202610/17/202610/18/202610/24/202610/25/2026Time: 10 AM - 5 PM Location: Swan's Pumpkin Farm, 5930 County Highway H, Franksville, WI 53126, United States See map: Google Maps 16th Annual Swan's Watermelon Festival Cruise-InDates: 09/12/202609/13/2026Time: See website for details. Location: East Troy Railroad Museum, 2002 Church St, East Troy, WI 53120, United States See map: Google Maps Harvest Fest - East Troy Railroad MuseumDates: 09/12/202609/13/202609/19/2026Show more datesHide these dates09/20/202609/26/202609/27/202610/03/202610/04/202610/10/202610/11/202610/17/202610/18/202610/24/202610/25/2026Time: See website for details. Location: Silver City Neighborhood (on Pierce Street) See map: Google Maps Silver City Festival 2026Dates: 09/12/2026Time: Noon – 5:00 PM Location: Veterans Park, 1010 N Lincoln Memorial Dr, Milwaukee, WI 53202 See map: Google Maps IKEA Frank Mots Int'l Kite Festival Dates: 09/12/202609/13/2026Time: See website for details. Location: 2200 W. Kinnickinnic River Parkway, Milwaukee, WI See map: Google Maps 2026 Mexican Independence Parade & FestivalDates: 09/13/2026Time: See website for details. Location: Basse's Farms, County Road Q, Colgate, WI, USA See map: Google Maps Basse's Taste of Country Farm Market's PUMPKIN FEST 2026Dates: 09/18/202609/19/202609/20/2026Show more datesHide these dates09/21/202609/24/202609/25/202609/26/202609/27/202609/28/202610/01/202610/02/202610/03/202610/04/202610/05/202610/08/202610/09/202610/10/202610/11/202610/12/202610/15/202610/16/202610/17/202610/18/202610/19/202610/22/202610/23/202610/24/202610/25/202610/26/202610/29/202610/30/202610/31/202611/01/2026Time: See website for details. Location: Barthel Fruit Farm, 12246 N Farmdale Rd, Mequon, WI 53097, United States See map: Google Maps Oktoberfest at Barthel Fruit Farm!Dates: 09/19/202609/20/2026Time: 11 am - 6 pm Location: W63 N643 Washington Avenue, Cedarburg, WI, USA See map: Google Maps Wine & Harvest Festival 2026Dates: 09/19/202609/20/2026Time: See website for details. Location: Enderis Park Playfield, Enderis Park, Milwaukee, WI See map: Google Maps Harvest Fest 2026 - Enderis Park Neighborhood AssociationDates: 09/19/2026Time: 9AM-12PM Location: Between Potter and Clement on Kinnickinnic Avenue in Bay View, Milwaukee See map: Google Maps Bay View Bash 2026Dates: 09/19/2026Time: 11:00 a.m - 10:00 p.m. Location: Swan's Pumpkin Farm, 5930 County Highway H, Franksville, WI 53126, United States See map: Google Maps Kites & Pumpkins at Swan's Pumpkin FarmDates: 09/19/2026Time: See website for details. Location: Holy Hill - Basilica and National Shrine of Mary Help of Christians, 1525 Carmel Road, Hubertus, WI 53033, United States See map: Google Maps Holy Hill Arts and Crafts Fair 2026Dates: 09/19/2026Time: See website for details. Location: Richfield Historical Society, Wisconsin 164, Richfield, WI, USA See map: Google Maps Annual Thresheree & Harvest Festival 2026Dates: 09/19/202609/20/2026Time: See website for details. Location: Germantown Historical Society, N128W18780 Holy Hill Rd, Germantown, WI 53022, United States See map: Google Maps Oktoberfest 2026 - Germantown Historical SocietyDates: 09/26/202609/27/2026Time: See website for details. Location: Piala's Nursery & Garden Shop, S39W27833 Genesee Road, Waukesha, WI 53189, United States See map: Google Maps Fall Festival at Piala'sDates: 09/26/202609/27/2026Time: See website for details. Location: Harbor District, Inc. | Harbor View Business Improvement District No. 51, 600 E Greenfield Ave, Milwaukee, WI 53204, United States See map: Google Maps 2026 Harbor FestDates: 09/27/2026Time: 11am – 3pm Location: Henry Maier Festival Park (Summerfest Grounds) See map: Google Maps 16th Annual Milwaukee OktoberfestDates: 10/02/202610/03/202610/04/2026Time: See website for details Location: W63 N643 Washington Avenue, Cedarburg, WI, USA See map: Google Maps Oktoberfest 2026 - Festivals of Cedarburg, IncDates: 10/03/202610/04/2026Time: See website for details. Location: MMSD West Basin Site, 4350 North 35th Street, Milwaukee, WI, 53216 See map: Google Maps Fall Pumpkin Fest - Northwest Side Community Development Corporation Dates: 10/09/2026Time: 3:30 PM - 6:30 PM Location: East Troy Railroad Museum, 2002 Church St, East Troy, WI 53120, United States See map: Google Maps Trick or Treat Trains - East Troy Railroad MuseumDates: 10/09/202610/16/202610/23/2026Show more datesHide these dates10/30/2026Time: See website for details. Location: Forest Home Cemetery & Arboretum, 2405 W Forest Home Ave, Milwaukee, WI 53215, United States See map: Google Maps Día de los Muertos 5K & FestivalDates: 10/24/2026Time: 10 AM - 3 PM Location: Drexel Town Square, 361 W Town Square Way, Oak Creek, WI 53154 See map: Google Maps FALL FESTIVAL - City of Oak CreekDates: 10/24/2026Time: 9:00 A.M. to 4:00 P.M. Location: 1500 North University Drive, Waukesha, WI, USA See map: Google Maps Southeast Wisconsin Festival of Books 2026Dates: 11/06/202611/07/2026Time: See website for details.
