Maryland "Wine Tasting" Train Rides

Published: April 7, 2026

Nestled between the rolling hillsides and charming small towns, Maryland offers an exquisite blend of historical richness and natural beauty — an ideal setting for wine enthusiasts to embark on a unique journey.

Wine by rail across this picturesque state allow passengers to savor Maryland's vibrant wine culture while taking in the breathtaking vistas that zip past the window. There is currently only one location in the state offering wine by train, the Western Maryland Scenic Railroad based in Cumberland.

The big high and low pressure cylinders of Chesapeake & Ohio 2-6-6-2 #1309 can be seen here as the big Mallet sits at the Western Maryland Scenic's Cumberland station awaiting boarding on September 17, 2022. Doug Kroll photo.

A Journey Through Flavor

Maryland's viticultural scene is often characterized by its diversity, featuring a mix of boutique wineries and larger vineyards that produce a range of varietals from rich reds to crisp whites.

The state's unique geography, with its varied climate and distinctive soil compositions, fosters the cultivation of a wide array of grapes, adding depth and character to the wines produced. Wine by rail capitalize on this richness, offering passengers an immersive experience into the world of Maryland wines.

Western Maryland Scenic Railroad

The Western Maryland Scenic Railroad (WMSR) is a heritage railroad offering scenic train rides through the picturesque landscapes of Western Maryland. Nestled amidst the Appalachian Mountains, the railway showcases the region's rich history and breathtaking natural beauty, making it a popular attraction for tourists and train enthusiasts alike.

While the railroad does not host any official wine tasting events they do operate upscale dinner trains which includes fine wines, cocktails, and other alcoholic beverages. These trips last around 3 hours.

More About The Railroad

Operating primarily between Cumberland and Frostburg, Maryland, the WMSR runs along a 16-mile stretch of track that transports passengers back in time. The train rides often feature vintage steam or diesel locomotives pulling restored railcars, adding to the nostalgic charm of the experience. The line originally formed part of the Western Maryland Railway, established in the 19th century to serve the coal and lumber industries in the region, highlighting its industrial past.

One of the key highlights of the journey is the passage through the scenic Allegheny Mountains. The route includes a dramatic climb up the renowned Frostburg Grade, offering passengers spectacular views of the surrounding landscape. The journey is often accompanied by informative narration, providing insights into the history, geology, and fauna of the area, enriching the travel experience.

The charming town of Frostburg marks one end of the WMSR's excursions. Upon arrival, passengers have time to explore the historic mountain town, often visiting boutique shops, dining at local eateries, or simply strolling through its quaint streets. The station itself houses the Thrasher Carriage Museum, which showcases restored horse-drawn vehicles and adds another layer of historical depth to visitors' experiences.

The Western Maryland Scenic Railroad is also notable for its themed and special event rides. From autumn foliage tours that showcase the vivid hues of fall, to festive holiday-themed journeys such as the popular Polar Express rides during the Christmas season, the railroad offers a diverse array of experiences throughout the year. These events are designed to appeal to families, groups, and individuals, providing entertainment and enjoyment alongside the stunning scenery.

Overall, the Western Maryland Scenic Railroad provides a unique blend of history, nostalgia, and natural beauty. It is an exemplary heritage railway preserving the legacy of rail travel and the industrial heritage of the region, while simultaneously promoting tourism and educational opportunities. Whether for a leisurely day trip or a special event, the WMSR is a memorable journey through the picturesque heart of Maryland.

Wine by train offers an unparalleled opportunity to explore Maryland's rich viticultural heritage against the backdrop of its stunning landscapes. These journeys provide a luxurious and educational experience, fostering a deeper appreciation for local wines and the skilled craftsmanship behind them.

Whether you are a seasoned wine enthusiast or simply looking to enjoy a unique day trip, the Western Maryland Scenic Railroad promises an adventure that satisfies both the palate and the soul, offering memories that linger long after the last glass is savored.

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