Scenic Train Rides in Osceola, WI

Explore Osceola Train Rides & Seasonal Excursions

Discover unforgettable train experiences from Osceola, WI with the Minnesota Transportation Museum. Ride through scenic St. Croix Valley landscapes, enjoy themed excursions like the Ice Cream Train and Wine & Beer Train, and celebrate fall aboard the Pumpkin Express. Book your historic rail adventure today!

From $16.05 - $42.80

All ages
All Day Admission
193 Pennsylvania Ave E, St Paul, MN 55130

Museum Admission

Step into a world of railroad history and discover an unmatched experience at the Jackson Street Roundhouse in St. Paul, Minnesota. This unique museum is packed with opportunities for fun, exploration, and hands-on learning for train enthusiasts of all ages!

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From $11 - $37.45

10AM - 12PM
193 Pennsylvania Ave E, St Paul, MN 55130

Tots & Trains Admission

Bring your little ones to Jackson Street Roundhouse for a delightful morning filled with stories, hands-on crafts, and endless fun – perfect for our youngest train enthusiasts (suggested ages 0-6)! Whether they’re a first-time visitor or a seasoned track explorer, there’s something for every tiny adventurer.

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Open from 10:00am to 4:00pm
Located at 193 Pennsylvania Ave, St. Paul MN

❤️ The Love Train❤️

February 14, 2026 @ 12:00 AM - 12:00 AM

All aboard The Love Train!

Celebrate the season of love with a fun-filled day the whole family will enjoy. The Love Train will feature train rides, hands on crafts, a scavenger hunt, and lots of sweet valentines treats along the way. It’s the perfect chance to create lifelong memories as you travel back in time—together!