FREE LIVE MUSIC! Emma Sprenger at CLGC
2025-08-09 20:00 - 23:00 (America/Chicago) | Crystal Lake Golf Course, W6603 County Road C, Plymouth, WI, 53073, United States
Enjoy the soulful sound of Emma Sprenger LIVE on stage for Crystal Lake Golf Courses 2025 Summer Concert Series.
Listen to Emma’s unique sound, from heartfelt covers to original songs. Join us on this musical journey! If you’re looking for a great night out, this is a show you and your friends will Not want to miss!
Join us for FREE LIVE MUSIC under the stars!!

Cheese Capital Wine Walk
2025-08-15 18:00 - 21:00 | Downtown Plymouth
16 downtown Plymouth businesses will be transformed into wine tasting rooms. Tickets are $35, and you receive a souvenir tasting glass. Tickets will be available starting on Saturday, July 12, 2025 at our Mill Street Festival booth. You can pay for your tickets with credit card, cash or check. Tickets will be available for purchase at our office and online on Monday, July 14, 2025. *Tickets that are paid for online and over the phone will be brought to the event, otherwise you’re welcome to pick them up at our office Monday-Friday, 8 am – 4 pm. You must purchase a ticket in advance for this event. NO TICKETS WILL BE SOLD DAY OF EVENT. There are a limited number of tickets available.

FREE LIVE MUSIC! Cold Sweat and The Brew City Horns at CLGC
2025-08-16 19:30 - 23:00 | Crystal Lake Golf Course, W6603 County Road C, Plymouth, WI, 53073, United States
Get ready to JAM with us as Cold Sweat and The Brew City Horns take the stage at Crystal Lake Golf Courses 2025 Summer Concert Series.
Cold Sweat is Wisconsin’s premier show band, featuring some of the area’s best musicians, multiple dynamic vocalists and the renowned three piece horn section, the Brew City Horns. Cold Sweat’s energy, talent and non-stop fun will infect you until you can’t help joining in. Their ultimate strength is their versatility, playing dance-able music that draws from many genres and eras – truly providing that rare “something for everyone” appeal. If you’re looking for a great night out, this is a show you and your friends will Not want to miss!
Join us for FREE LIVE MUSIC under the stars!!

FREE LIVE MUSIC! Cold Soda Club at CLGC
2025-08-22 20:00 - 23:00 | Crystal Lake Golf Course, W6603 County Road C, Plymouth, WI, 53073, United States
Get ready to JAM with us as Cold Soda Club takes the stage at Crystal Lake Golf Courses 2025 Summer Concert Series.
Cold Soda Club is a local band from Sheboygan. They enjoy making all types of music to get you groovin’. They draw influences from ALL over focusing on rock, blues, classic rock, jazz, funk, and pop.
If you’re looking for a funky night out, this is a show you and your friends will Not want to miss!
Join us for FREE LIVE MUSIC under the stars!

FREE LIVE MUSIC! Broken Strings Blues Band at CLGC
2025-08-23 20:00 - 23:00 | Crystal Lake Golf Course, W6603 County Road C, Plymouth, WI, 53073, United States
Get ready to GROOVE on down to some Blues music as The Broken Strings Blues Band takes the stage at Crystal Lake Golf Courses 2025 Summer Concert Series.
Broken Strings offers a stirring mix of electric blues from the 50s to the present – from Muddy Waters to Kenny Wayne Shepherd & John Mayer – with a splash of classic rock!
If you’re looking for a groovy night out, this is a show you and your friends will Not want to miss!
Join us for FREE LIVE MUSIC under the stars!

Pumpkin Walk
2025-10-31 17:00 - 19:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Join the Plymouth Chamber of Commerce, Plymouth’s D.A.M. (Downtown Arts & Merchants) and the Plymouth Fire Department for another fun Pumpkin Walk! This will take place on Friday, October 31, 2025, from 5-7pm on the Riverwalk Path behind Stayer Park (39 S Stafford Street, Plymouth). This is a FREE event for ALL AGES! There will be hot chocolate, wagon rides, and The Plymouth Fire Department will be roasting marshmallows with the kids! Feel free to dress in your Halloween costume!
Please bring along an item for the Plymouth Food Pantry! Items can be dropped off at the Music Pavilion in Stayer Park.
PLEASE, PLEASE, PLEASE consider carving a pumpkin or two to bring to this event. Pumpkins should be brought down and lined along the Riverwalk Path before 5:00pm on October 31st. If you would like to take your carved pumpkin back home, it must be picked up at 7pm. This event is only as great as the public helps make it! Show off your pumpkin carving skills!

Holiday Gathering & Christmas Parade
2025-11-28 19:00 - 20:00 | Downtown Plymouth
Kick off the Christmas Season in Downtown Plymouth by attending (or participating in) the annual Plymouth Christmas Parade on Friday, November 28th, 2025! Parade starts at 7:00pm sharp. Come out and see why thousands of people make their way to downtown Plymouth for this parade! Parade applications will be available at the end of summer. It’s FREE to have a float in our parade! After the parade, head to the intersection of E Mill, Eastern Avenue and North Street for the Tree Lighting.
***Head downtown early and partake in the Chili Cook-Off! Downtown Businesses go head-to-head, competing for the coveted “Chili Cook-off Winner” Plaque. From 5-7pm (prior to the parade), go to each participating business and try a sample of their chili. At the end, vote for your favorite!

Plymouth Maple Festival
2026-04-11 09:00 - 13:00 | Plymouth City Park, 203 Suhrke Street, Plymouth, WI, 53073, United States
This fun event celebrates maple sugaring season in and around the Kettle Moraine State Forest!
Local maple syrup producers will be on hand to demonstrate the tree-tapping and syrup-making process. Peruse local maple products, participate in kids’ activities, and celebrate the start of spring with your neighbors and friends!
St. Paul’s Episcopal Church will be serving up a delicious pancake breakfast, featuring real maple syrup and maple breakfast sausage.
There will also be a Maple Dinner on Friday, April 10th at Nourish Farms before the festival. Tickets will be available soon!

Cheese Capital Festival
2026-06-26 17:00 - 22:00, 2026-06-27 10:00 - 22:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Calling all cheese lovers! Don’t miss the 4th Annual Cheese Capital Festival in Plymouth, WI, the Cheese Capital of the World! Join us on June 26th and 27th for an unforgettable weekend filled with cheesy delights and fun-filled activities.
*Returning this Year,* a Road America Trans Am SpeedTour Car Procession on Friday night! Also, enjoy a cheese-themed parade, live music, a cheese eating contest, and a foam cheese wedge race in the Mullet River, with a chance to win a grand prize of $1,000. Indulge in a mouthwatering array of cheese-centric food from our vendors. Bring the kids for FREE family fun! Face painting, a petting zoo, along with free milk and dairy promotional materials, and a farm themed playground await!
Don’t miss this opportunity to immerse yourself in the Cheese Capital of the World and celebrate the dairy delicacy that makes Plymouth famous. Join us at the Cheese Capital Festival for two days of foodie fun!

Cheesehead Chase
2026-07-11 08:30 - 10:30 | St. John Lutheran Church, 222 N. Stafford St., Plymouth, WI, 53073, United States
5 Mile Run and 2 Mile Run/Walk held by the Plymouth Professional Business Women to benefit Safe Harbor, a domestic abuse shelter serving Sheboygan County, and PBW’s scholarship program and other community projects. Free Cheesecurd race for 5 and under.

Mill Street Festival
2026-07-11 09:00 - 16:00 | Downtown Plymouth
Plan to bring the whole family to downtown Plymouth for the annual Mill Street Festival. The whole downtown is closed off to vehicles, providing you with a safe place to walk along as you check out what the vendor tents all have to offer. Plan on purchasing lunch and snacks from food vendors and wash it down with some fresh made lemonade. Vendor booths vary from homemade crafts, business professionals and non-profit groups to jewelry and garden art.

Watercolor at the Farm
2026-07-24 17:30 - 19:30 | Farm 1849, County Road T, Glenbeulah, WI, 53023, United States
Slow down, get creative, and enjoy time at the farm.
Join watercolor artist, Brittany, for a relaxing, beginner-friendly class where you’ll learn soft techniques and create a beautiful seasonal painting.

Cheese Capital Wine Walk
2026-08-21 18:00 - 21:00 | Downtown Plymouth
Join us for the 10th Annual Cheese Capital Wine Walk!
16 downtown Plymouth businesses will be transformed into wine tasting rooms. Tickets are $35 each (early bird pricing until 8/3). You can pay for your tickets with credit card, cash or check. Your ticket includes a wine tasting glass, a map to the locations, and your wristband.
If you don’t like wine, we also have Mocktail Tickets available for $20 (early bird pricing until 8/3)! This ticket gets you a glass, map, the snacks, wristband, and some mocktail samples.
Tickets will be available for purchase at our office and online on Tuesday, July 14, 2026. *Tickets that are paid for online and over the phone will be brought to the event, otherwise you’re welcome to pick them up at our office Monday-Friday, 8 am – 4 pm. You must purchase a ticket in advance for this event and BRING YOUR ID. NO TICKETS WILL BE SOLD DAY OF EVENT. There are a limited number of tickets available.
Friday, August 21, 2026
6-9pm

Line Dancing Series at Farm 1849
2026-08-27 18:00 - 20:00, 2026-10-01 19:00 - 22:00 | Farm 1849, County Road T, Glenbeulah, WI, 53023, United States
Join us for a 3-part line dancing series!
Learn the basics. Build your confidence. The join us for a fun-filled barn dance!

Live Music Fundraiser at Farm 1849
2026-08-29 17:00 - 22:00 | Farm 1849, County Road T, Glenbeulah, WI, 53023, United States
Join us for an unforgettable evening of live music, great food, and community spirit – all in support of our local heroes.

Farm 1849: Farm to Table Dinner
2026-10-24 18:00 - 22:00 | Farm 1849, County Road T, Glenbeulah, WI, 53023, United States
Join us for a multi-course dining experience by Chef Tracy Darling of Heirloom Kitchen-celebrating the freshest seasonal ingredients, locally sourced and artfully prepared. Expect vibrant flavors, rustic elegance, and dishes that tell the story of fall on the farm.

Pumpkin Walk
2026-10-30 17:00 - 19:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Join the Plymouth Chamber of Commerce, Plymouth’s D.A.M. (Downtown Arts & Merchants) and the Plymouth Fire Department for another fun Pumpkin Walk!
This will take place on Friday, October 30, 2026, from 5-7pm on the Riverwalk Path behind Stayer Park (39 S Stafford Street, Plymouth).
This is a FREE event for ALL AGES! There will be hot chocolate, wagon rides, and The Plymouth Fire Department will be roasting marshmallows with the kids! Feel free to dress in your Halloween costume!
Please bring along an item for the Plymouth Food Pantry! Items can be dropped off at the Music Pavilion in Stayer Park.
PLEASE, PLEASE, PLEASE consider carving a pumpkin or two to bring to this event. Pumpkins should be brought down and lined along the Riverwalk Path before 5:00pm on October 30th. If you would like to take your carved pumpkin back home, it must be picked up at 7:00pm. This event is only as great as the public helps make it! Show off your pumpkin carving skills!

Holiday Gathering & Christmas Parade
2026-11-27 19:00 - 20:00 | Downtown Plymouth
Kick off the Christmas Season in Downtown Plymouth by attending the annual Plymouth Christmas Parade on Friday, November 27th, 2026! Parade starts at 7:00pm sharp. Come out and see why thousands of people make their way to downtown Plymouth for this parade!
After the parade, head to the intersection of E Mill, Eastern Avenue and North Street for the Tree Lighting Ceremony.
