Visit Sheboygan County

Sheboygan Jaycees Holiday Parade
2023-11-26 17:00 - 19:00 (America/Chicago) | Downtown
The Sheboygan Jaycees Present the Holiday Parade — sponsored by Great Lakes Cheese Company and in partnership with WLKN Lake 98.1! You are invited to participate in the 31st Annual Holiday Parade that will take place in downtown Sheboygan on Sunday, November 26, 2023 at 5:00 pm. This year’s theme is “Welcome to Whoville”… demonstrate your creativity by showing off your Grinchy-ist celebration of Christmas!
★ Entry Form ★
Promote your organization or business and show your holiday spirit by participating in the Holiday Parade! You can enter a decorated float, have your employees wear holiday costumes and distribute candy, or come up with your own creative entry. Access the entry form at www.sheboyganjaycees.com/holidayparade, deadline is Nov. 17.
★ Parade Route ★
Start at Center Avenue and 7th Street, go north on 7th Street to Erie Avenue, go west on Erie Avenue to 8th Street, go south on 8th Street and end at Mead Public Library.
★ Donations ★
The Girl Scouts will be collecting donations of paper supplies and personal hygiene items from spectators along the parade route, these items will be given to Safe Harbor of Sheboygan County and Bridgeway.
★ Letters for Santa! ★
The U.S. Postal Service will be walking in the parade to collect and deliver your letters to Santa. Be sure to include your name and address on the letter so Santa can give you a response.
★ Tree Lighting Ceremony ★
At Mead Public Library immediately following the parade. At this time we will also award prizes to the top three non-profit entries and the top three corporate entries.

Making Spirits Bright Drive-through Lights Show
2023-11-25 17:00 - 21:00, 2023-11-24 17:00 - 21:00 | Evergreen Park, 3030 Calumet Dr, Sheboygan, WI, 53081, United States
Celebrate the holidays with family and friends in the warmth of your vehicle when you drive the 1.1-mile route through the forested park and experience a festive lights show choreographed to holiday music. Visit once or as many times as you want! Admission is free; however, food pantry donations are taken to help local pantries and cash donations support the future growth of the event.
ADMISSION: FREE
New and unexpired pantry item donations requested and will be collected in the park. The Sheboygan County
Food Bank will distribute to local food pantries.
Cash donations support future growth of this event.
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Evergreen Park: Nov 24th – Dec 31st. The Light Show is open daily 5-9pm.
Unfortunately, the park is closed Dec 24th.
Quarryview Park: Open Fridays & Saturdays through December 23 for wreath raffles, entertainment, concessions, and a visit with Santa. Take a trolley tour ride through the park, starting at they Quarryview.

Happily Haunted Gardens
2023-10-29 17:00 - 20:00, 2023-10-28 17:00 - 20:00, 2023-10-27 17:00 - 20:00, 2023-10-26 17:00 - 20:00, 2023-10-22 17:00 - 20:00, 2023-10-21 17:00 - 20:00, 2023-10-20 17:00 - 20:00, 2023-10-19 17:00 - 20:00 | Bookworm Gardens, 1415 Campus Dr, Sheboygan, WI, 53081, United States
Join us for not-so-spooky family fun at the Gardens! There will be thousands of twinkling lights, stories, scavenger hunts and costumes galore! Dinner fare, munchies, and festive beverages will be available for purchase. All children will leave with a treat bag, so leave your trick-or-treat buckets at home!

Lakeside Live Music Series
2023-09-03 19:00 - 22:00, 2023-09-02 19:00 - 22:00, 2023-08-19 19:00 - 22:00, 2023-08-12 19:00 - 22:00, 2023-08-09 19:00 - 22:00, 2023-08-02 19:00 - 22:00, 2023-07-29 19:00 - 22:00, 2023-07-26 19:00 - 22:00 and 8 more dates | Blue Harbor Resort & Conference Center, 725 Blue Harbor Drive, Sheboygan, WI, 53081, United States
Join us on the lakeside patio outside On the Rocks Bar & Grill inside Blue Harbor Resort in Sheboygan, WI this summer for our Lakeside Live Music Series! Weather permitting, you’ll enjoy a variety of live music from 7pm to 10pm while soaking in those stunning Lake Michigan views. Come early and unwind with us for happy hour from 4pm-6pm or ask about our current drink specials. Our friendly bartenders will welcome you to our nautical-themed restaurant featuring tall ceilings, picturesque fireplace, and unique decor to celebrate Sheboygan’s sailing heritage.
If you’re joining us from outside the resort, use entrance #2, take the elevator to the 2nd floor, and head towards the lobby where you’ll find On the Rocks Bar & Grill. In the event of inclement weather, the live music will be moved into On the Rocks Bar & Grill.
JUNE
Sat 6/10 • Jacob Fannin
Fri 6/23 • Backstage Pass
Sat 6/24 • Jim Counter
Fri 6/30 • Nicki Sims Duo
JULY
Sat 7/01 • Happy Hour Heroes
Sun 7/02 • Scotty Meyer
Wed 7/05 • Seth James
Fri 7/07 • Kylar Kuzio
Sat 7/08 • Andy Braun
Wed 7/12 • Chris Okkerse Live
Sat 7/15 • TJ & Lynn
Wed 7/19 • Vince Strong
Fri 7/21 • Cody James
Sat 7/22 • Backstage Pass
Wed 7/26 • Jim Counter
Sat 7/29 • Nicki Sims
AUGUST
Wed 8/02 • Until Dawn
Wed 8/09 • Seth James
Fri 8/11 • Jacob Fannin
Sat 8/12 • Scotty Meyer
Sat 8/19 • Nicki Sims
SEPTEMBER
Sat 9/02 • Happy Hour Heroes
Sun 9/03 • Cody James

Mercury Racing Midwest Challenge
2023-08-11 - 2023-08-13 | Sheboygan Lakefront, South Pier to King Park, Sheboygan
The Mercury Racing Midwest Challenge, a festival, and celebration of powerboat racing, will feature the top categories of U.S. powerboat racing. More than 40 teams from around the world will be competing. International marine motorsport promoter Powerboat P1, the Formula One Racing Series, and Mercury Marine, a Fond du Lac, WI-based manufacturer of high-performance marine propulsion, selected Sheboygan as the host city for this inaugural powerboat race. Event Flyer (pdf) | Trolley Route Map
FRIDAY AUGUST 11
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6:00-10:00 pm: Kickoff party at City Green/Downtown. View all the powerboats in the Midwest Mercury Challenge. Dance to the music with the Past Curfew band. Brat fry, food trucks, and beverage concessions are available. Free to the public.
SATURDAY AUGUST 12
10:00 am-4:30 pm: Watch the powerboat races streamed to the jumbo screen at the official event stage located at the end of South Pier Dr. next to Blue Harbor Resort. The outdoor vendor area includes event sponsors, racing teams, local shops, and food trucks. A VIP tent is also located in this area. Tickets for the VIP tent are available at mercuryracing.com/midwestchallenge. 10:00-10:30 am: Class 1 – Pole Race. Watch high-speed powerboats jet across the water at 160 mph as they battle for pole position. Viewing areas along Sheboygan South Beach, Kite Beach, King Park, and South Shore. Bring blankets, chairs, food, and drinks. Food trucks are also available at various locations. 10:30-11:00 am: F1 – Testing/Qualifying/4 Minutes + 1 Lap. F1 powerboats can reach speeds in excess of 160 mph. Watch the qualifying rounds on the F1 Race Course near the Sheboygan Yacht Club. 11:00-11:30 am: Opening Ceremony. National Anthem and Color Guard at the official event stage located at the end of South Pier Dr. near Blue Harbor Resort. 11:00 am-6:00 pm: Sheboygan Yacht Club Brat Fry. Great outdoor viewing for races located on the one-mile F1 race course. Bring a blanket and chairs. Beer garden, brat fry, burgers, and more are available on a cash basis. 11:30 am-12:30 pm: F1 Races. Heat 1 and 2, each 6 minutes + 1 lap of high-speed powerboat action on the one-mile F1 course located near the Sheboygan Yacht Club. 12:30-1:30 pm: Military Demonstration. View a five unit ribbon bridge demonstration along the south shore behind Blue Harbor. 1:30-2:30 pm: Class 1 – Race 1 – 12 Laps. Watch this challenge on the six-mile offshore race course located along Sheboygan South Beach, King Park, Kite Beach, and South Shore. Bring blankets, chairs, food, and drinks. Food trucks are also available at various locations. 2:30-3:30 pm: F450R Race – 9 Laps. The best view for this race is near the Sheboygan Yacht Club. Bring a blanket and chairs. Beer garden, brat fry, burgers, and more are available on a cash basis. 3:30-4:30 pm: Superstock – Race 1 – 9 Laps. Superstock powerboats race on the six-mile offshore race course along the Sheboygan South Beach, King Park, Kite Beach, and South Shore. Bring blankets, chairs, food, and drinks. Food trucks are also available at various locations. 5:00-6:30 pm: Meet and Greet. View the winning powerboats of the day as they motor down the Sheboygan River and dock at the end of South Pier, near the VIP and Vendor Area. Get up close to the winning boats and talk to the team. Meet the legends of past F1 challenges and mingle with powerboat royalty.
SUNDAY AUGUST 13
10:00 am-4:30 pm: Watch the powerboat races streamed to the jumbo screen at the official event stage located at the end of South Pier Dr. next to Blue Harbor Resort. The outdoor vendor area includes event sponsors, racing teams, local shops, and food trucks. A VIP tent is also located in this area. Tickets for the VIP tent are available at mercuryracing.com/midwestchallenge. 10:30-11:00 am: F1 Race – Heat 3 – 6 Minutes +1 Lap. Watch near the Sheboygan Yacht Club on the one-mile F1 race course. 11:00 am-6:00 pm: Sheboygan Yacht Club Brat Fry. Great outdoor viewing for races located on the one-mile F1 race course. Bring a blanket and chairs. Beer garden, brat fry, burgers, and more are available on a cash basis. 11:00 am-3:00 pm: Driftwood Sunday Break Party: Take a break from the races and stop by Driftwood’s Sunday Break Party for a full cash bar, brat fry, and other cash concessions under the shade of the outdoor tent. The Flying Zebras band plays from noon to 3:00 pm. 11:00-11:30 am: Opening Ceremony. National Anthem and Color Guard at the official event stage located at the end of South Pier Dr. near Blue Harbor Resort. 11:30 am-12:30 pm: Superstock – Race 2 – 9 Laps. Superstock powerboats race on the six-mile offshore race course along the Sheboygan South Beach, King Park, Kite Beach, and South Shore. Bring blankets, chairs, food, and drinks. Food trucks are also available at various locations. 1:30-2:30 pm: Races F450R Race – 9 Laps. The best view for this race is near the Sheboygan Yacht Club. Bring a blanket and chairs. Beer garden, brat fry, burgers, and more are available on a cash basis. 2:30-3:30 pm: Class 1 – Race 1 – 12 Laps. Watch this challenge on the six-mile offshore race course located along Sheboygan South Beach, King Park, Kite Beach, and South Shore. Bring blankets, chairs, food, and drinks. Food trucks are also available at various locations. 3:30-4:30 pm: F1 – Finals – 17 Minutes +1 Lap. The final race! Don’t miss your final chance to watch the last battle as these daredevils hit a one-mile F1 race course. The best view for this race is near the Sheboygan Yacht Club. Bring a blanket and chairs. Beer garden, brat fry, burgers, and more are available on a cash basis. 6:00 pm: Awards. The champions are crowned. Celebrate with the winners at the official event stage located at the end of South Pier Dr. next to Blue Harbor Resort.

The Blind Horse Food Truck Festival
2023-07-08 - 2023-07-09 | The Blind Horse, 6018 Superior Ave, Kohler, WI, 53044, United States
Our 9th year of Food Truck Festing…and FEASTING! This is where you want to be to indulge in the plethora of deliciousness that will be represented by amazing trucks from all over the state! Put this weekend on your calendar and follow this event for all of the updates. It’s always a blast with live music, food and drinks. No tickets necessary. As always, this event remains free and open to the public. Pets not allowed.

Event runs Saturday and Sunday 11:00 – 4:00 both days.

Sheboygan Independence Day/Freedom Fest
2023-07-04 | WI
Sheboygan celebrates Independence Day with the annual Freedom Fest event:
Sheboygan Y Freedom Run
7:30am – Sheboygan YMCA
Independence Day Parade
9am – North 8th Street & Center Avenue to Michigan Avenue to Broughton Drive
Sponsored by Wisconsin Bank & Trust
Music in the Park
Noon – Fountain Park
Sponsored by Sheboygan Theatre Company
Freedom Fest – Music, Food and Fun
Noon – 11pm – Deland Park
Sponsored by Plenco
Live Music Lineup:
Noon – Big Scuba Duo
2:30pm – Dirty Martinis
5:00pm – Chapped Lips
7:30pm – Running Blind
Music and Brat Fry:
Harbor Lights – Pennsylvania Avenue
12pm – 4pm – Tanglefoot
5pm – 9pm – Nitro Five
Music and the All-American Picnic Food Tent:
Driftwood South Pier
12pm – 9pm
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Festival Fireworks
9:30pm – lakefront near South Pier
Sponsored by Festival Foods
