Located east of the Kettle Moraine State Forest in Sheboygan County, Plymouth offers fun things to do year round for the young and young at heart!

We have outlined below some family friendly fun things to do in Plymouth and nearby cities including Sheboygan, Sheboygan Falls, and Kohler.

Cool Weather Fun

Cross-Country Skiing

An easy drive into the hills from anywhere in the Midwest, the Ice Age Trail is rapidly becoming the weekend stop for x-country ski enthusiasts.

Ice Skating

Gather your family and friends together for some old-fashioned winter fun at the Plymouth Mill Pond Skate Rink, located on the end of East Main Street.


The Old Plank Road Trail, which parallels highway 23, is a 17-mile trail that extends from Glenbeulah through Sheboygan. Access points and trailer parking include: The Sheboygan Marsh Park, Elkhart Lake, and The Recreation Trail, along State Highway 23.

Nutt Hill Downhill Skiing

Plymouth's own Nutt Hill caters to ski and snow board enthusiasts of all ages. Located off of West Main Street in Plymouth, Nutt Hill offers two challenging runs, the longest being 1,200 feet. Two rope tows service the hill.

Warm Weather Fun


There are many small lakes to fish near Plymouth such as Little Elkhart Lake, Elkhart Lake, Gerber Lake, Random Lake or Crystal Lake. If you are interested in deeper waters, pop on over to Lake Michigan which is 30 minutes away.  Or, stop by Hidden Springs Trout Farm natural fresh water springs for a sure catch (no license required)!

Local Parks

Lone Oak Park is a Plymouth city park with eight acres of grounds, a toddler gym set, and just a short one block to the south of Vintage Neighborhood.  View details on all the parks in Plymouth, Wisconsin.


Climb to the top of the Marsh Tower, in the Sheboygan County Marsh (near Elkhart Lake).  This 80-ft wooden observation tower is considered the tallest wooden tower in the Wisconsin. Parnell Tower, another favorite tower to climb. Or, hike the gorgeous Ice Age Trail.


Refresh yourself on those hot muggy days with an invigorating dip in the Plymouth Aquatic Center's pool. Kids love the water slide!

Sheboygan County Fair

Plymouth hosts the Sheboygan County Fair which is held on Labor Day weekend. It is one of the largest county fairs in Wisconsin and includes live music, animals, carnival rides and tractor pulls.

Scenic Driving Tour

Take a leisurely ride on the Kettle Moraine Scenic Drive which runs through western Sheboygan County, providing spectacular displays of fall color. Peak color generally runs from mid-September through mid-October.


Try your hand at one of the many area golf courses including The Bull, Evergreen Golf Course and Quit Qui Oc or the acclaimed Blackwolf Run and Whistling Straits.


Road America is known as North America’s longest and finest natural road racing facility and is only a couple minutes from Plymouth.


In 2015, the League of American Bicyclists designated Sheboygan County as a "Bicycle Friendly Community."  The Kettle Moraine State Forest includes 14,500 acres and has several fun off-road mountain bike trails to challenge all levels of bikers. The Old Plank Road Trail, which parallels highway 23, is a 17-mile trail that extends from Glenbeulah to Sheboygan.


There are many interesting tours you can take including Henchel’s Museum of Indian History which houses a collection of Indian copper, pottery and other artifacts dating back to 8000 BC. and the Plymouth Historical Museum offering a peek into Plymouth's past.