Calendar of Events

Calendar of Events › Car Show

February 21, 2020 – February 23, 2020

World of Wheels

The 58th annual O’Reilly Auto Parts World of Wheels is back at State Fair Park’s Expo Center Friday, February 21st through Sunday, February 23rd! It’s Milwaukee’s largest indoor custom car show, featuring America’s finest Hot Rods, Customs, Trucks, and Motorcycles. The Motorcycle Show is sponsored by the House of Harley-Davidson in Milwaukee and Racine while Hop Up presents Traditional Rods, Customs, and Motorcycles. On the World of Wheels Celebrity Stage, you can meet Danny Koker & Kevin Mack from Counts Kustoms Friday night starting at 7pm; Marvel Superhero Spider-man Saturday 1pm – 5pm; Dave Kindig Saturday from noon – 3pm; and Steve Darnell from Discover Channel’s Welder Up Sunday from noon – 3pm!

There’s a Pin-up Girl Contest Saturday at 7:30 pm and the Pinstripe Legends Charity Auction benefiting Children’s Hospital Friday night at 6:30, Saturday at 3pm, and 6:30pm, and on Sunday at noon and 3pm.

World of Wheels Ticket Prices:

General Admission: $18
Children 6-12: $6
Children 5 and Under: FREE

Discount tickets are available at participating O’Reilly Auto Parts, where General Admission is $16 and Children 6-12 are $5.

World of Wheels Hours:

Friday, February 21st: 3 pm – 10 pm
Saturday, February 22nd: 10 am – 10 pm
Sunday, February 23rd: 10 am – 6pm

World of Wheels Address:

Wisconsin State Fair Park Expo Center
640 S. 84th Street (corner of Highways 59 & 181)
West Allis, WI 53214
(248) 373-1700


Start: February 21, 2020 3:00 pm
End: February 23, 2020 6:00 pm
Venue: Wisconsin State Fair Expo Center
Phone: 248-373-1700
640 S. 84th Street, West Allis, WI, 53214, United States

October 12, 2019

Yellowstone Trail Heritage Day

Hudson was the last Wisconsin stop for westbound travelers on the iconic Yellowstone Trail. The city celebrates 107 years of history for the Trail on Saturday, October 12th this year with Yellowstone Trail Heritage Day.


The year was 1912 and the auto was gaining popularity. It wasn’t uncommon for horse drawn wagons to share potholes with the automobiles that also traveled the country roads and passed through everything the horses left behind.

A few ambitious folks got together and decided to connect county roads which resulted in the first transcontinental road – The Yellowstone Trail. From “Plymouth Rock to Puget Sound!”

Check out Hudson on October 12th for family fun around town with a Vintage and Class Car Show, Cemetery Walk, Pie and Ice Cream Social, Children’s Activities and a drive on the Yellowstone Trail!

Other activities planned include a Car Show, Children’s Activities, a Pie & Ice Cream Social at First Baptist Church, Historic Downtown Hudson Walking Tours, Cemetery Walk @ Willow River Cemetery, Octagon House Tours, Ciranda Garden Fair, Non-Profit Community Fair, Coco’s Heart Rescue, and more. Check out their website for details.

The Arch in Hudson, where Yellowstone Trail Day takes place.

Looking back at downtown Hudson under the arch that welcomed travelers to and from the original Yellowstone Trail Bridge over the St. Croix River.

Hudson is right along U.S. 12 (which follows portions of the original Yellowstone Trail) and Highway 35. I-94 runs along the south side of town, and Highway 64 is just a few miles north. Check out this beautiful city on the St. Croix River, and for great waterfalls and trails be sure to hit Willow River State Park nearby!

Yellowstone Trail Heritage Day Address:

Various locations in downtown Hudson
Hudson, WI 54016
(715) 386-8411

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Start: October 12, 2019 10:00 am
End: October 12, 2019 4:00 pm
Venue: Downtown Hudson
Phone: 715-386-8411
502 2nd Street, Hudson, WI, 54016, United States
Cost: Free

September 27, 2019 – September 28, 2019

Appleton Octoberfest

appleton_octoberfest_logoAppleton Octoberfest is called “A Mile of Fun” in downtown Appleton and kicks off with License to Cruise, a classic car show featuring over 400 cars, plenty of live entertainment, and over 100 food vendors along College and nearby streets.

On Saturday, it’s Appleton’s largest block party! 100 food booths, 6 stages of music, 180 arts & crafts booths, family fun area.

Music starts as early as 9 a.m. (the full band line up is available on the website). Arts and Crafts and Family Fun for all ages! Octoberfest is a community-driven festival benefiting local non-profit organizations. Bring your ID if you plan to purchase beer tickets; beer ticket sales are from 9 a.m. – 5 p.m. Beer sales end at 5:30 p.m. and the event ends at 6 p.m.

Appleton Octoberfest

Appleton Octoberfest appDowntown Appleton is reached via U.S. 10, I-41, or Highways 47, 96, and 125.

Appleton Octoberfest Address:

100 College Avenue
Appleton, WI 54912
(920) 734-7101

You can download their Octoberfest app here. See their website for complete schedules and details or check the music lineup below!

Schedule of Appleton Octoberfest Events:

FRIDAY, 9/27/2019
Houdini Plaza (WVBO – 103.9 AND WNAM – 1280)
6:00 PM – 9:30 PM Doo Wop Daddies

6:00 PM – 9:30 PM Street Corner Entertainment
Corner of College & State WPKR (NASH FM)
Corner of College & Oneida Appleton Rock School w/their own stage & sound
Corner of College & Division 484th Army Band (6:00 PM – 7:30 PM)
Corner of College & Superior Joe Sly
Corner of College & Walnut Anna Little
Corner of College & Morrison The Polar Project
Corner of College & Durkee Lilie
Roaming Entertainment Jukebox Barbershop Quartet

SATURDAY, 9/28/2019
West End of College Avenue (105.7 WAPL)
9:00 AM – 10:15 AM Appleton Rock School
10:30 AM – 12:00 PM Coyote Kid
12:15 PM – 2:15 PM Road Trip N/A
2:30 PM – 5:30 PM Vic Ferrari

Corner of College Avenue & Division Street (KZ 104.3 AND WGBA-NBC26)
9:00 AM – 10:15 AM Twisted Chords
10:30 AM – 11:30 AM Ill Genesi
11:45 AM – 2:15 PM The Boy Band Night
2:30 PM – 5:30 PM Too White Crew

Corner of College Avenue & Superior Street (RAZOR 94.7 | 104.7)
9:00 AM – 12:00 PM Stricken
12:15 PM – 3:15 PM Sir Real
3:30 PM – 5:30 PM Leading the Blind

Houdini Plaza (95.9 KISS FM)
9:00 AM – 10:00 AM Newtonburg Oktoberfest Band
10:15 AM – 12:15 PM The Lately
12:30 PM – 2:45 PM Unity The Band
3:00 PM – 5:30 PM Kyle Megna & The Monsoons

Corner of College Avenue & Durkee Street (WHBY AND 95.3 | 99.1 THE SCORE)
9:00 AM – 11:00 AM Doo Wop Daddies
11:15 AM – 12:15 PM Zeroed In (484th Army Variety Band)
12:30 PM – 2:15 PM Copper Box
2:30 PM – 5:30 PM The Glam Band

Corner of College Avenue & Morrison Street
9:00 AM – 1:00 PM FBI & The Untouchable Horns
1:30 PM – 5:30 PM The Polar Project

Corner of College Avenue & Drew Street
9:00 AM – 10:45 AM Happy Wanderers
11:00 AM – 3:45 PM 484th Army Band Ensembles

Family Fun Stage
9:15 AM – 9:45 AM Karate America Appleton East/Darboy
10:00 AM – 10:30 AM Dan Kirk (Juggler)
11:00 AM – 11:30 AM Randy Peterson (Children’s Singer)
11:00 AM – 2:00 PM Cirq-Attude
12:00 PM – 12:30 PM Dan Kirk (Juggler)
1:00 PM – 1:30 PM Miller & Mike (Family Variety Act)
2:00 PM – 2:30 PM Randy Peterson (Children’s Singer)
3:00 PM – 3:30 PM Miller & Mike (Family Variety Act)


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Start: September 27, 2019
End: September 28, 2019
Venue: Downtown Appleton
Phone: 920-734-3377
10 College Avenue, Appleton, WI, 54912, United States

August 23, 2019

Cars on the Square

Cars on the Square hits Monroe on Friday, August 23, 2019. Get ready to check out a nice variety of beautiful classic cars on one of the most beautiful courthouse squares in Wisconsin! Surrounding the gorgeous Green County Courthouse in downtown Monroe, you’ll find classic cars, bands, food, and even have a chance to win yourself some prizes.

Green County Courthouse

Monroe’s beautiful Green County Courthouse.

Parking for the event starts at 4:30pm. The fun continues into the evening, whether you gawk at the cars, hit Baumgartner’s On the Square for a tasty(?) Limburger sandwich, or checking out the Minhas Craft Brewery or the Bullquarian Craft Brewery, both just a few blocks away.

Follow Highways 11, 59, 69, or 81 to get to Monroe. Once you’re there, you’ll find lots of charm, fun, and – on Friday, August 23rd – classic cars with Cars on the Square!

Cars on the Square Address:

Historic Courthouse Square
1016 16th Avenue
Monroe, WI 53566
(608) 328-4023

Cars on the Square, Monroe

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Start: August 23, 2019 5:00 pm
End: August 23, 2019 11:00 pm
Venue: Historic Courthouse Square
Phone: 608-328-4023
1016 16th Avenue, Monroe, WI, 53566, United States

August 8, 2019 – August 11, 2019

Watertown Riverfest

Watertown Riverfest is back at Riverside Park along the Rock River, Thursday, August 8th through Sunday, August 11th this year! Riverfest is FREE once again this year with plenty of fun, family-friendly activities and live music.

Watertown Riverfest Raft Kayak Race

Some Riverfest Events Include:

Riverfest Half Marathon and 5K Saturday morning, 8:30am start
Bean Bag Tournament Saturday morning, 10am
Craft Fair Saturday & Sunday, 9am – 5pm, with plenty of artists and craftsman display their items in a natural setting on the Riverside Park island
Horseshoe Tourament, Saturday, 12:30pm
Raft/Kayak Race Saturday 9:30am, Two person raft race on the Rock River from the Main Street bridge at Tivoli Island to Riverside Park
Classic Car Show featuring classic automobiles, trucks, and motorcycles Sunday, 9am – 4pm

Watertown Riverfest Auto Show

Live music headliners include:

Thursday, August 8th:
5:30pm The Jimmys
8:40pm Atlanta Rhythm Section

Friday, August 9th:
5:30pm The Lovemonkeys
8:30pm Separate Ways, The Journey Experience

Saturday, August 10th:
12:00pm Pacific Coast Highway
3:00pm Big Al & The Hi-Fi’s
5:30pm The UnXpected
8:40pm Brian Howe

Sunday, August 11th:
12:00pm The Britins
3:00pm Dancing Queen, an Abba Tribute
5:30pm Almighty Vinyl

Also check out Friday night fireworks, the “Must Ski” Waterski show throughout the weekend, and the Auto Show on Sunday from 9am to 4pm!

Watertown Riverfest Ski Show

The Waterski Show is back at Riverfest for 2019!

Watertown is right where Highways 16, 19, and 26 meet. It’s about 7 miles north of I-94

Watertown Riverfest Address:

916 Labaree Street
Watertown, WI 53098

FULL Watertown Riverfest Schedule of Events


A Taste of Watertown
4pm-11:30pm RVR Rides
4pm-8pm Face Painting/Body Art
4pm-8:30pm Chainsaw Carving
5:30pm-8:30pm Rides Special ($20 wristband)
5:30pm The Jimmys

11am-11pm A Taste of Watertown
11am-8pm Face Painting/Body Art
11am-8:30pm Chainsaw Carving
11:45am-2pm Derek Sallman (Food Court Act)
12n-11:30pm RVR Rides
12n-4pm Rides Special ($20 wristband)
4:45pm Must-Skis Waterski Show
7:45pm Must-Skis Waterski Show
8:30pm SEPARATE WAYS/The Journey Experience
10:15pm Fireworks

7:30am Half Marathon
8:30am 5K Run
9:00am Tennis Tournament
9am-11am Carp Classic
9am-5pm Craft Fair
9:30am Raft Race
9:30am-8pm Face painting/Body Art
10am Bean Bag Tournament
11am-4pm Kids Casting Contest
11am-8:30pm Chainsaw Carving
11am-11pm A Taste of Watertown
12n Pacific Coast Highway
12n-11:30 RVR Rides
12n-4pm Rides Special ($20 wristband)
12:30pm Horseshoe Tournament
1:45pm Must-Skis Waterski Show
3pm Big Al & The Hi-Fi’s
4:45pm Must-Skis Waterski Show
5:30pm The UnXpected
7:45pm Must-Skis Waterski Show
8:40pm BRIAN HOWE/Bad Company former lead singer
10:15pm Fireworks (rain date)

8:30am Ecumenical Praise Service
9am-4pm 400+ Cars/Classic Car Show
9am-5pm Craft Fair
11am-1:30pm Chainsaw Art
11am-7pm Face Painting/Body Art
11am-8pm A Taste of Watertown
12n-8pm RVR Rides
12n-4pm Rides Special ($20 wristband)
12n The Britins
1:45pm Must-Skis Waterski Show
2:15pm Chainsaw Art Auction
3pm DANCING QUEEN/An Abba Tribute
4:45pm Must-Skis Waterski Show
5:30pm Almighty Vinyl
7:30pm Raffle Drawing
8pm Festival Closes

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Start: August 8, 2019
End: August 11, 2019
Venue: Riverside Park
850 Labaree Street, Watertown, WI, 53098, United States
Cost: Free

April 26, 2019 – April 28, 2019

Spring Jefferson Swap Meet & Car Show

The Spring Jefferson Swap Meet & Car Show is the largest swap meet in the Midwest!

Come and browse over 99 acres of Jefferson County Fair Park for classics, collectibles and parts to find that special piece for your collection. The 42nd Annual Spring Jefferson Swap Meet & Car Show features more than 3,100 vendor spaces and hundreds of cars for sale. The Swap Meet and Car Corral is all three days and the car show is Saturday and Sunday only. For the auto enthusiasts this swap meet boasts thousands of car parts and car accessory vendors making it a great place to buy or sell those hard to find car parts. For those looking to buy or sell cars, the Cars for Sale Corral is full of hundreds of cars of all makes and models for sale.

Admission is $8 per adult and kids 12 and under are free when accompanied by paying adult. Parking runs $4; no pets are allowed. The Jefferson County Fairgrounds are near U.S. 18 and the junction with the Highway 26 bypass, very close to Highway 89. It’s all about 7 miles south of I-94’s Johnson Creek exit via Highway 26.

While in Jefferson, head downtown and try a burger at Wedl’s, the smallest burger stand in the country. It’s a State Trunk Tour favorite! Also see what’s developing along the Rock River and along Business Highway 26… Jefferson has a lot developing right now!

Spring Jefferson Swap Meet & Car Show

Spring Jefferson Swap Meet & Car Show Address:

Jefferson County Fair Park
503 N. Jackson Avenue
Jefferson, WI 53549
(608) 244-8416
Facebook Page

Start: April 26, 2019 10:00 am
End: April 28, 2019 4:00 pm
Venue: Jefferson County Fair Park
Phone: 608-244-8416
503 N. Jackson Avenue, Jefferson, WI, 53549, United States

May 19, 2018

Chippewa Falls Cruise-In Car Show

Chippewa Falls Cruise-In Car Show is hosted by Chippewa Falls Main Street as a series in the city’s beautiful, historic downtown. Saturday evening May 19th, you can stop down from 5pm-9pm and check out vintage cars, trucks, and motorcycles while enjoying music. The streets will be closed off so you can safely check out all of the amazing vehicles.

Chippewa Falls Cruise-In Car Show

Downtown Chippewa Falls is a great place to cruise around, with U.S. 53 and Highways 29, 124, and 178 bringing you downtown to converge in this network of streets that, when peppered with classic cars, trucks, and street rods, could pass for some of the scenes for American Graffiti.

Additional Cruise-In Car Shows will take place on June 23rd, July 21st, and August 11th.

The Chippewa Falls Cruise-In Car Show is free and contingent upon weather.

Chippewa Falls Cruise-In Car Show Address:

Downtown Chippewa Falls
1 N. Bridge Street
Chippewa Falls, WI 54729
(715) 723-0331

Chippewa Falls Cruise-In Car Show

Photo credits: Yellow Dog Studio, Chippewa Falls

Start: May 19, 2018 5:00 pm
End: May 19, 2018 9:00 pm
Venue: Downtown Chippewa Falls
Phone: 715-723-0331
1 N. Bridge Street, Chippewa Falls, WI, 54729, United States

May 18, 2018 – May 20, 2018

SVRA Spring Vintage Weekend at Road America

Road America’s SVRA Spring Vintage Weekend kicks-off the start of a summer full of racing featuring exciting wheel-to-wheel action from vintage and historical cars. Over 200 participants are expected to race in 11 separate groups, , from production and grand touring cars to sports racers, prototypes, and formula cars. The weekend event will offer race groups for all SVRA classes including Formula 5000, Formula Ford, Sports Racing and production sports cars from marques such as Lotus, Alfa Romeo, Jaguar, Porsche and Corvette principally from the ’50s, ’60s, and ‘70s will be on track. Two Enduro races are also on the schedule. New to this event is the Mazda Miata Heritage Cup. This new race class offers a new entry point to vintage racing. The Mazda Miata Heritage Cup will run in a distinct race and race group made up of first generation 1.6-liter spec Miatas of 1990 to 1993 vintage.

Check their website for ticket and event details.

You’ll find Road America along Highway 67, just north of Plymouth and Highway 23 and a few miles west of Highway 57 in Sheboygan County, right by the beautiful resort town of Elkhart Lake.

Road America Address for Spring Vintage Weekend:

N7390 Highway 67
Plymouth, WI 53073
(800) 365-7223

Start: May 18, 2018
End: May 20, 2018
Venue: Road America
Phone: 800-365-7223
N7390 State Highway 67, Plymouth, WI, 53073, United States

June 17, 2017

Gilbert Brown Foundation Custom & Classic Car Show

On Saturday, June 17th, the Gilbert Brown Foundation Custom & Classic Car Show takes place along Highway 22 at the Wilderness Campground. You’ll see everything from antiques, street rods, stock models from the 50s through the 2000s, customs, modifieds, custom and stock motorcycles, trucks, even rat rods!

Gilbert Brown Foundation Classic & Custom Car Show

Meet & Greet With Former Packer Player Gilbert Brown
Food & Beverage Tent
Raffle Items & 50/50 Raffle
Picture with Packer Player and Your Car
Fundraising Games With Packers

The Gilbert Brown Foundation’s mission is to service youth in an environment that promotes structure and life skills awareness, by introducing team building skills and promoting diversity in the community. They provide funding assistance for organizations like these:
Camp Sunshine – Kids with Cancer
Gilbert Browns All-Pro Football Camp
Free Milwaukee Skills Camp Offered for Kids Ages 8-17
Make a Wish Foundation
Mark Tauscher’s Tri-Fecta Foundation
High School Scholarship Program

Car Class List PDF

Click to view car class list

Gilbert Brown Foundation Classic & Custom Car Show Address:

Wilderness Campground
N1499 State Highway 22
Montello, WI 53949
(608) 297-2002


From Madison: Take I-90/94 to Exit 132 (Hwy 51). Follow U.S. 51 North to Highway 22 North. Entrance is 12 Miles north of Pardeeville on Highway 22.

From the East: Enter Montello on Highway 23. At stoplight turn left onto Highway 22 South. Entrance is 7 Miles south of Montello on Highway 22.

From the West: Enter Montello on Highway 23. At stoplight turn right onto Highway 22. Entrance is 7 Miles south of Montello on Highway 22.

Montello’s own award winning competition BBQ Team will have a food stand open at the Car Show. All profits will be donated to the Gilbert Brown Foundation. Come on out & try some delicious BBQ!

Start: June 17, 2017 10:00 am
End: June 17, 2017 3:00 pm
Venue: Wilderness Campground
Phone: 608-297-2002
N1499 State Road 22, Montello, WI, 53949, United States
Cost: Free

September 5, 2015

Kenosha Classic Cruise-In

Downtown Kenosha is the place to come show off your car and see what the area has to offer. This is the 12th annual show, and it’s open to all makes and models of vehicles and motorcycles. It starts at 8am and runs well into the night!

This is presented by the Midwest Street Machine Association and will focus on the area of 56th Street and 7th Avenue, in close proximity a ton of great bars, restaurants, museums, local microbreweries, and more! It’s just east of Highway 32/Sheridan Avenue, north of the east end of Highway 50 and south of the east end of Highway 158/52nd Street.

Date: September 5, 2015
Venue: Downtown Kenosha
Phone: 262-818-6410
700 56th Street, Kenosha, WI, 53140, United States