Ready to Ride Through History? Which Top 5 Trolley Rides are Worth the Trip?

If you’ve ever wanted to see Lee’s Summit and the surrounding area from a new perspective, trolley tours might just be the most charming way to do it. These vintage-style adventures blend history, storytelling, and hometown pride, all while giving you a front-row seat to local landmarks and hidden gems.

While Lee’s Summit itself only has one official trolley tour, there are several other experiences nearby that bring that same classic charm. Whether you’re a curious local or just in town for the weekend, here are five top tours to add to your list in 2025.

1. “Remembering Lee’s Summit“–Where Local History Comes to Life

This is Lee’s Summit’s signature trolley experience. Each summer, the History Museum hosts a guided ride through the city’s most historic streets. The trolley is small and open-air, giving it a cozy, neighborhood feel. Passengers hear local stories, visit well-known landmarks, and even receive a welcome bag filled with goodies. The whole experience feels personal and inviting. It’s ideal for anyone wanting to learn more about the town’s roots while enjoying a relaxed ride.

2. Journey Lee’s Summit Tours–A Walking Tour with Heart

Though it’s not a trolley, Journey Lee’s Summit offers a guided walking tour that captures the same sense of community and storytelling. You’ll stroll through the historic downtown district with a local guide who brings the buildings and streets to life with real stories and insight. It’s perfect for those who prefer to explore on foot while asking questions along the way. The experience feels laid-back, engaging, and deeply rooted in Lee’s Summit pride.

3. Kansas City Fun Tours–A Vintage Ride Just Outside Town

Just a short drive from Lee’s Summit, Kansas City’s trolley tour offers a bigger, city-style experience. You’ll board a vintage-style trolley and loop through KC’s most iconic areas, from Union Station to the Jazz District. The tour is fully narrated and includes bits of local history, fun trivia, and scenic views. If you’re looking to branch out for the day, this is a great option that still delivers that old-school trolley charm.

4. LSEDC Windshield Tour–A Look at the Future of Lee’s Summit

Hosted by the Lee’s Summit Economic Development Council, this unique ride gives residents a look at the city’s progress and plans. It’s not a traditional trolley, but the format feels similar as guests are driven through neighborhoods and business districts. This tour focuses more on what’s next, highlighting new developments, upcoming projects, and long-term visions for the city. It’s a great way to learn what’s changing and why it matters.

5. Heritage Tours in Nearby Towns–Vintage Charm Close to Home

Other nearby towns like Lexington and Independence host their own historic tours, some by trolley and others on foot or by tram. These events usually pop up around summer festivals or special occasions and often feature local storytellers and restored landmarks. For Lee’s Summit residents, these nearby options offer a fun day trip with a different flavor of Missouri history. It’s an easy way to step back in time without going far from home.

Final Thought: Why These Local Tours Are Worth the Ride

These tours aren’t just rides, they’re experiences. Whether you’re learning about Lee’s Summit’s early days or seeing where the city’s headed, each one offers a fresh way to connect with the community. From vintage-style charm to future-focused insights, these tours help locals and visitors see the area in a more personal way. They’re low-key, educational, and surprisingly memorable. Trust the real estate professionals at Ask Cathy to guide you in finding and settling down in the home of your dreams in the many beautiful urban Lee’s Summit, MO, neighborhoods today.

Back to top