May 22 Custom Car & Bike Night – Milwaukee 4:00 pm - 8:00 pm Harley-Davidson Museum 400 W Canal St, Milwaukee Event Details Get Directions
May 23 Alan Kulwicki Cruisin Car Show – Greenfield – 5/23/2026 8:00 am - 2:00 pm Kulwicki Park - Greenfield 10777 W Cold Spring Rd, Greenfield Event Details Get Directions
May 23 Classic Car Show – Osseo – 5/23/2026 9:00 am - 2:00 pm T & E Levis Lodge W15803 Co Rd B, Osseo Event Details Get Directions
May 23 Mooney’s Car and Bike Show – Spring Valley – 5/23/2026 9:00 am - 3:00 pm Mooney's Rusty Horse Bar & Grill - Spring Valley 5211 McKay Ave, Spring Valley Event Details Get Directions
May 23 Cruisin for a Cure Car Show – Waukesha – 5/23/2026 10:00 am - 2:00 pm Foxx View Lanes - Waukesha 2440 West Sunset Drive, Waukesha Event Details Get Directions
May 24 Main Street Memories Car Show – Tomahawk – 5/24/2026 7:00 am - 4:00 pm Main Street Tomahawk 223 W Wisconsin Ave, Tomahawk Event Details Get Directions
May 24 Road AMerica Plates Day – Muskego – 5/24/2026 11:00 am - 2:00 pm Eagle Park Brewing Company - Muskego S64 W15640 Commerce Center Pkwy, Muskego Event Details Get Directions
May 25 Memorial Day Car Show – Omro – 5/25/2026 8:00 am - 2:00 pm Stearns Park - Omro 501 W Huron St, Omro Event Details Get Directions
May 25 Racing @ Golden Sands – Wisconsin Rapids All Day Golden Sands Speedway 10992 State Highway 54 E, Wisconsin Rapids Event Details Get Directions
May 25 Buzdums Car and Bike Show – Germantown – 5/25/2026 11:00 am - 4:00 pm Buzdum's Pub and Grill W188N10515 Maple Rd, Germantown Event Details Get Directions
May 26 Eagle Park Beers and Gears – Muskego 5:00 pm - 8:00 pm Eagle Park Brewing Company - Muskego S64 W15640 Commerce Center Pkwy, Muskego Event Details Get Directions
May 26 Brew City Cruise Night – Mequon 5:00 pm - 8:00 pm River Club of Mequon 12400 N Ville Du Parc Dr, Mequon Event Details Get Directions
May 26 Culver’s Car Show – Reedsburg 5:00 pm - 8:00 pm Culver's Reedsburg 2075 E Main St, Reedsburg Event Details Get Directions
May 27 Calvanos Car Show – Waukesha 3:00 pm - 10:30 pm Foxx View Lanes - Waukesha 2440 West Sunset Drive, Waukesha Event Details Get Directions
May 27 Wednesday Car Shows – Waukesha 5:00 pm - 9:00 pm Foxx View Lanes - Waukesha 2440 West Sunset Drive, Waukesha Event Details Get Directions
May 29 MotoAmerica Superbikes & Vintage MotoFest – Road America – 5/29-5/31/2026 May 29 - May 31 Road America N7390 Hwy 67, Plymouth Event Details Get Directions
May 29 Boost & Bonfires – Merrimac – 5/25-5/31//26 May 29 - May 31 Merry Mac's Campground E12995 Halweg Rd, Merrimac Event Details Get Directions
May 29 Shift n Shine – Cottage Grove 7:00 am - 9:00 am Friends of McCarthy Youth and Conservation Park 4841 County Road TT, Cottage Grove Event Details Get Directions
May 29 Classic Car Cruise In – Kenosha 3:00 pm - 8:00 pm Kenosha History Center 220 51st Pl, Kenosha Event Details Get Directions
May 29 Custom Car & Bike Night – Milwaukee 4:00 pm - 8:00 pm Harley-Davidson Museum 400 W Canal St, Milwaukee Event Details Get Directions
