Header Notice

Winter is here! Check out the winter wonderlands at these 5 amazing winter destinations in Montana

6 Breathtaking Road Trips In Waukesha, Wisconsin


by Katee Newell


Nestled in the heart of Wisconsin, Waukesha is a captivating destination that beckons travelers to embark on unforgettable road trips. With its picturesque landscapes, charming small towns, and rich cultural heritage, Waukesha offers a myriad of scenic routes that cater to every adventurer's soul. From rolling hills to serene lakeshores, each road trip promises breathtaking vistas and a tapestry of experiences.

In this article, we will delve into six remarkable road trips in Waukesha, Wisconsin, each brimming with its own unique allure. Whether you're a nature enthusiast, history buff, or simply seeking a rejuvenating escape, Waukesha's diverse road trip options are sure to captivate your imagination and ignite your wanderlust. So, fasten your seatbelt, roll down the windows, and get ready to embark on an exhilarating journey through the enchanting landscapes of Waukesha, Wisconsin.

The Kettle Moraine Scenic Drive

Embark on a journey through the picturesque Kettle Moraine Scenic Drive, a 115-mile route that winds through the stunning glacial landscape of the Kettle Moraine State Forest. This breathtaking road trip offers a captivating blend of rolling hills, serene lakes, and lush woodlands, providing an idyllic escape from the hustle and bustle of city life. As you traverse this scenic route, be sure to stop at the various lookout points to marvel at the panoramic vistas and immerse yourself in the tranquility of nature. The Kettle Moraine Scenic Drive is a must-visit for nature enthusiasts and anyone seeking a rejuvenating retreat amidst Wisconsin's natural splendor.

Holy Hill Road Trip

Embark on the Holy Hill Road Trip, a captivating journey that leads to the awe-inspiring Holy Hill Basilica, a renowned architectural gem nestled atop the highest point in southeastern Wisconsin. The road trip offers a delightful blend of scenic countryside views and the opportunity to explore the stunning basilica, which features striking Romanesque and Gothic architectural elements. Visitors can ascend the basilica's observation tower for a breathtaking panoramic view of the surrounding landscape, making this road trip a perfect fusion of natural beauty and cultural exploration.

Lake Country Scenic Drive

Indulge in the serenity of the Lake Country Scenic Drive, a captivating road trip that meanders through the charming lake-dotted region of Waukesha County. This picturesque route offers enchanting views of pristine lakes, verdant countryside, and quaint towns, providing a delightful escape for travelers seeking tranquility and natural beauty. Along the way, be sure to savor the scenic overlooks and perhaps partake in recreational activities such as boating, fishing, or simply unwinding amidst the peaceful ambiance of the lakeside locales.

Waukesha Country Rustic Roads

Embark on a captivating journey along the Waukesha Country Rustic Roads, a network of scenic byways that showcase the region's rural charm and natural splendor. These rustic roads wind through rolling farmlands, verdant meadows, and enchanting woodlands, offering a delightful escape into the heart of Wisconsin's countryside. Travelers can revel in the idyllic scenery, encounter quaint farmsteads, and immerse themselves in the tranquil ambiance of the rural landscape, making this road trip a quintessential exploration of Waukesha's bucolic allure.

Glacial Drumlin State Trail Adventure

Embark on an exhilarating road trip along the Glacial Drumlin State Trail, a scenic route that traces the path of an ancient glacial formation, offering a captivating blend of natural beauty and outdoor recreation. This picturesque trail invites travelers to cycle, hike, or simply meander through the tranquil countryside, immersing themselves in the charm of Wisconsin's glacial terrain. With its lush woodlands, open prairies, and abundant wildlife, the Glacial Drumlin State Trail promises an unforgettable adventure for nature enthusiasts and outdoor aficionados alike.

Lapham Peak Scenic Drive

Discover the natural splendor of Waukesha with a scenic drive to Lapham Peak, a captivating destination within the Kettle Moraine State Forest. This road trip offers a delightful blend of serene woodlands, rolling hills, and the opportunity to explore the iconic observation tower atop Lapham Peak, providing panoramic views of the surrounding landscape. Whether you're seeking a leisurely drive through picturesque terrain or an immersive outdoor experience, the Lapham Peak Scenic Drive promises a memorable journey through Wisconsin's captivating natural beauty.


Embarking on a road trip through Waukesha, Wisconsin, promises an unforgettable adventure filled with natural beauty, historical landmarks, and charming small towns. Whether you're drawn to the allure of the Kettle Moraine State Forest, the serenity of Pewaukee Lake, or the rich history of the Old World Wisconsin, this region offers a diverse range of experiences for every traveler. From vibrant fall foliage to the glistening waters of the Kettle Moraine Scenic Drive, Waukesha's road trips showcase the best of Wisconsin's scenic wonders. So, pack your bags, hit the road, and immerse yourself in the breathtaking landscapes and cultural treasures that await in Waukesha.


Q: What are the best times of year to embark on a road trip in Waukesha, Wisconsin?
A: The best times for a road trip in Waukesha are during the spring and fall seasons when the landscapes are adorned with vibrant colors and the weather is pleasantly mild.

Q: Are there any must-visit attractions for families traveling through Waukesha?
A: Absolutely! Families can't miss the opportunity to explore the interactive exhibits at the Waukesha County Museum and enjoy a fun-filled day at the Retzer Nature Center, offering engaging activities for all ages.