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Wisconsin Wine Tasting Train Rides: A Complete Guide

Published: June 2, 2025

By: Adam Burns

Wisconsin, a state renowned for its diverse landscapes, is gaining an equally exciting reputation for its burgeoning wine industry. An intriguing way to experience both the scenic beauty of Wisconsin and its wine offerings is through unique wine by rail adventures

These leisurely excursions offer passengers a chance to relax, unwind, and sample local wines while cruising through some of the state’s most picturesque regions. In this article, we delve into the delightful world of Wisconsin's wine tasting train rides, showcasing the routes, wineries, and experience that make this an unforgettable journey.

Setting the Track: A Journey into the Heart of Wisconsin

Wisconsin's wine tasting by rail offer a perfect blend of relaxation, adventure, and enjoyment, set against the backdrop of the state's lush rural landscapes.

While rail travel experiences around the world are often associated with dining and sightseeing, Wisconsin takes this to a new level by integrating wine tasting into the excursion. Each trip provides a narrative of local culture and produce, allowing passengers to immerse themselves in both the history and flavors of the region.

Wine and Flavors: A Palette of Local Delights

The wine train experience is enriched by the numerous emerging wineries that are carving out identities in the state’s wine scene. Wisconsin's climate, while challenging, produces distinctive wines that reflect its unique terroir. Passengers on these train rides frequently encounter popular local varietals, including:

Marquette: A hybrid red grape developed in the Upper Midwest, known for its deep color and flavors reminiscent of blackcurrant and cherries. It’s a testament to the adaptability and innovation within Wisconsin's wine industry.

Frontenac: Another winter-hardy grape, offering robust flavors of berries and spices, often crafted into both dry and sweet wine styles.

La Crescent: A white wine grape, cherished for its aromatic profile, with hints of apricot and honey. It's a refreshing pick for summer afternoons on a train ride.

Wisconsin's wine industry also emphasizes sustainable practices, with many wineries focusing on environmentally friendly growing techniques and organic products. This commitment not only enhances the quality of the wine but also fosters a deeper connection with the land.

The Lines and Locales: Routes Worth Exploring

Wisconsin Great Northern Railroad’s "Wine and Cheese Train"

Nestled in the northern reaches of the state, the Wisconsin Great Northern Railroad offers a Wine and Cheese Train that meanders through the serene landscapes of Trego.

This ride delights - hosted within historic "Hi-Level" cars once operated on the mighty Santa Fe Railroad and its first-class El Capitan - featuring samples of Wisconsin’s finest cheeses and wines, offering both red and white selections from regional wineries. The experience often takes place in vintage train cars, adding a charming historical aspect to the journey as guests sip and savor.

The excursions last about 2 hours and are hosted on select dates in late August until early November.  They are quite popular so be sure to book your trip in advance!

Osceola & St. Croix Valley Railway's "Wine & Beer Train"

The Osceola & St. Croix Valley Railway is a popular heritage railroad operated by the Minnesota Transportation Museum. Located in Osceola, Wisconsin, the railway offers scenic excursions through the beautiful landscapes of the St. Croix River Valley.

Their "Wine & Beer Train" features local wines and brews from both Minnesota and Wisconsin.  These excursions last for about 1 1/2 hours.

More About The Railroad

The railroad features vintage train cars, including diesel locomotives, providing visitors with a nostalgic travel experience reminiscent of the classic railway era. Passengers can enjoy a variety of themed rides throughout the year, including brunch, dinner, and special holiday events.

The routes typically travel along the historic track between Osceola and Marine on St. Croix, Minnesota, offering picturesque views of wooded landscapes, rolling hills, and the river.

The railroad not only serves as a wonderful recreational activity for families and train enthusiasts but also plays an important role in preserving the history and culture of the region's railroading heritage. Through its educational and entertaining offerings, the Osceola & St. Croix Valley is a cherished attraction in the Midwest.

Embarking on a Flavorful Adventure

As Wisconsin continues to cultivate its reputation in the wine industry through innovation and authenticity, wine tasting train rides offer a portal to this world.

They present a harmonious blend of scenic travel, culinary exploration, and cultural education, making them a must-try for locals and tourists alike.

So, next time you find yourself yearning for a taste of the unexpected, consider hopping aboard one of these unique train rides—where your seat by the window offers not just a picturesque view, but a doorway to the heart and spirit of Wisconsin’s wine country.