Can’t Miss Motorcycle Events & Rallies in Wisconsin
Rides, Rallies, and Road Food Worth Showing Up For
If you ride in Wisconsin, you already know—this state is packed with two-wheeled magic. From scenic driftless routes and lakefront cruises to backroads lined with red barns and brat stands, it’s a rider’s dream. But if you really want to tap into the heart of Wisconsin’s motorcycle culture, it’s the events and rallies that bring it all together.
Whether you’re a seasoned club rider or a solo cruiser who just wants to park, grab a burger, and talk bikes—there’s something here for you. This guide highlights the best motorcycle events and rallies across the state. Some are massive. Some are grassroots. All of them are worth the trip.
Why These Events Matter to Riders
Rallies aren’t just about beer tents and burnout contests (though you’ll definitely see a few). They’re about:
Connecting with the riding community
Supporting great causes and local businesses
Discovering scenic routes you’ve never ridden
Raising awareness for rider safety
Honoring fallen brothers and sisters
At McCarthy Motorcycle Law, we sponsor and support rides because we believe in what these events represent—freedom, family, and showing up for each other.
Major Rallies and Bike Weeks in Wisconsin
Tomahawk Fall Ride (Tomahawk)
When: Mid-September
Where: Tomahawk
Why Go: This one’s a classic. Thousands of riders descend on Tomahawk for scenic rides, live music, demo rides from big-name brands, and a downtown filled with vendors and bikes. Harley-Davidson hosts factory tours nearby, and the Northwoods fall colors are unbeatable.
Best For: Group rides, scenic cruising, and classic rally energy
Harley Davidson Homecoming (Milwaukee)
When: Mid-July
Where: Harley-Davidson Museum & venues across Milwaukee
Why Go: This is the ultimate celebration of Harley-Davidson’s legacy. Expect factory tours, demo rides, concerts, and thousands of riders from around the world.
wisconsin dells rally (wisconsin dells)
When: Early September
Where: Sky High Camping Resort
N5740 Sky High Drive, Portage, WI 53901
(GPS: 43.484567, –89.512612)
Why Go: Camping, scenic routes, and beer. What more could you ask for?
Slimey Crud Motorcycle Gang Café Racer Run (Between Pine Bluff & Leland)
When: First Sundays of May & October
Where:
Start: The Red Mouse Bar, Pine Bluff, WI – Peak time: 10:00 AM;
Midpoint: Sprecher’s Bar, Leland, WI – Peak time: 1:00 PM
Return: Optional ride back to Pine Bluff
Why Go: This is a ride with legend status. No official registration, no corporate sponsors—just real riders gathering at two rural taverns, with winding country roads in between. Expect a mix of café racers, vintage bikes, oddball builds, and serious gearheads.
Wild Ones Vintage Motorcycle Rally (Milwaukee)
When: Late June
Where: Harley-Davidson Museum
Why Go: A tribute to vintage motorcycle culture, this rally features antique bike displays, vintage races, and a nostalgic atmosphere that’s perfect for history buffs and collectors. Plus all the proceeds support Make-A-Wish.
Can’t-Miss Charity Rides and Local Events
Wisconsin’s scenic roads and passionate biker community make it a hotspot for charity motorcycle rides. Whether you're riding for veterans, first responders, or local causes, these events combine the thrill of the open road with the heart of giving back. Here are some of the top charity rides in Wisconsin that you won’t want to miss:
Ride for the Veterans– Milwaukee, WI
📅 Date: June
📍 Start: Sign Effectz, Inc., Milwaukee
🎯 Cause: Veterans Community Project – transitional housing for homeless veterans
🎟️ Register: Ride for the Veterans Registration
This powerful ride supports homeless veterans through the Veterans Community Project. Riders will enjoy a scenic route from Milwaukee to Wisconsin Harley-Davidson, with live music, food, raffles, and a silent auction waiting at the finish line. Registration includes a free event t-shirt (while supplies last).
Firefighters Charity Ride – Milwaukee, WI
📅 Date: June
📍 Hosted by: House of Harley-Davidson
🎯 Cause: Local firefighter support and safety initiatives
🎟️ Register: House of Harley-Davidson Events
This annual ride honors the bravery of firefighters and supports related charities. Expect a strong community turnout, fire trucks on display, and a festive after-party with food and entertainment.
Lucky 7s Milwaukee Rally Ride – Muskego, WI
📅 Date: July
📍 Start: Lucky 7s Bar & Grill
🎯 Cause: Local community outreach programs
🎟️ Register: CycleFish Event Page
This newer event is quickly becoming a favorite. With a casino-themed twist, the Lucky 7s Rally Ride offers a fun and relaxed vibe, perfect for riders looking to support local causes while enjoying a great day out.
First Responders Ride – Milwaukee, WI
📅 Date: July
🎯 Cause: First responder support and mental health services
🎟️ Register: Check Local Listings or CycleFish
Held in conjunction with the Lucky 7s Rally, this ride honors police, EMTs, and other first responders. It’s a meaningful way to show appreciation and raise funds for those who serve our communities daily.
Ride to Remember – Neillsville, WI
📅 Date: August
📍 Start: Highground Veterans Memorial Park
🎯 Cause: Veterans memorial and support services
🎟️ Register: The Highground Events
This emotional and scenic ride honors fallen heroes and supports the Highground Veterans Memorial Park. Riders gather for a moving ceremony before hitting the road through central Wisconsin’s countryside.
Great Small-Town or Regional Events Worth the Trip
While major rallies like Harley-Davidson Homecoming and the Tomahawk Fall Ride draw national attention, Wisconsin is also home to a vibrant network of small-town and regional motorcycle events that offer unforgettable experiences. These gatherings may fly under the radar, but they deliver big on scenic rides, local flavor, and biker camaraderie. Here are five events that are always worth the trip:
Route 35 Bike Rally – Bay City
Set along the breathtaking Great River Road, this rally offers riders stunning views of the Mississippi River, live music, food vendors, and a laid-back, small-town vibe. It’s a favorite for those who enjoy scenic cruising and riverside charm.
Dennis J. Murphy Memorial Ride – Manitowoc
This heartfelt ride honors a beloved community member and supports local veterans’ causes. Riders cruise through the lakeshore region, ending with a celebration that includes food, music, and raffles. It’s a great example of how motorcycles can bring people together for a cause.
Bikes and Big Rigz – Medford
A unique event that blends motorcycle culture with custom semi-trucks, this two-day rally features a “Show and Glow,” ATV pulls, live music, and a family-friendly atmosphere. It’s a great destination for riders who love all things motorized.
Great Midwest British Motorcycle Rally – Blue River
Tucked into the scenic Driftless Region, this rally is a haven for fans of classic British bikes like Triumph, Norton, and BSA. With group rides, a swap meet, and a relaxed, enthusiast-driven atmosphere, it’s a must for vintage motorcycle lovers.
Big River Rally – La Crosse
Held in one of Wisconsin’s most picturesque river towns, this rally offers winding bluff rides, a festive downtown atmosphere, and plenty of live entertainment. It’s a great way to explore the Driftless Area while enjoying the company of fellow riders.
These events may not have the massive crowds of the big-name rallies, but they offer something even more special: authenticity, community, and unforgettable rides. Whether you're looking to support a cause, explore new roads, or just enjoy a weekend with fellow bikers, these small-town rallies are well worth the ride.
Planning a Rally Road Trip? Keep These Tips in Mind:
Book your lodging early—popular events fill up fast
Pack for Wisconsin weather—sunny, rainy, windy, and cold can all happen in one day
Bring cash for local vendors and food trucks
Stay hydrated and don’t overdo the beers—there’s a ride home
Carry a basic tool kit, rain gear, and your emergency contact info
Ride your own ride—especially in large or unfamiliar groups
How to Find More Events Near You
Check Facebook Groups & Pages: Local clubs often post rides weekly
Follow dealer event calendars: Local Harley-Davidson, Indian, and independent shops sponsor rides
Check regional tourism sites: Many list motorcycle events tied to festivals or county fairs
Visit rally-specific sites like CycleFish or Thunder Roads Magazine
We Sponsor Events Because We Believe in Riders
At McCarthy Motorcycle Law, we don’t just show up after a crash—we show up at the ride. We sponsor charity events, support veteran rides, and believe in backing the people who keep Wisconsin’s motorcycle culture alive.
Want us to sponsor your next ride or rally? Email John at John@LawyerMC.com.
Crashed on the Way to or From an Event? Here’s What to Know:
Big events mean more traffic, unfamiliar roads, and sometimes unpredictable drivers. If you’ve been hit—or someone in your group was injured—get legal backup early.
We offer:
Free, confidential case evaluations
No fees unless you win
A law firm that actually respects riders