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Vermont Christmas Train Rides: A Complete Guide

Published: March 12, 2025

By: Adam Burns

As the winter season blankets Vermont in snow and the holiday spirit infuses the chilly air with warmth, there's no better way to celebrate than by embarking on a magical Christmas-themed train ride. Vermont, with its picturesque landscapes and charming small towns, provides an idyllic backdrop for festive journeys filled with holiday cheer. Here's a guide to some of the most enchanting Christmas-themed train rides in the Green Mountain State.

Vermont Rail System, "The Okemo Valley Holiday Express"

The Okemo Valley Holiday Express is a joint partnership between the Vermont Rail System and Okemo Valley Regional Chamber of Commerce.

The charming excursion departs from the Chester Depot and returns where passengers ride in heated vintage rail cars adorned with holiday decorations, creating a cozy and festive environment. This journey offers scenic views of south-central Vermont while passengers enjoy holiday music, hot cocoa, cookies, interactions with Santa and his helpers, and more.

Highlights

- Scenic views of Vermont's winter wonderland.

- Holiday storytelling sessions on board.

- Meet-and-greet with Santa and helpers.

Tips

- Arrive at the station early to explore the beautifully decorated platform.

- Dress warmly and in layers, as the duration can be between one to two hours.

More About The Railroad

The Vermont Rail System (VRS) offers a charming opportunity to explore the natural beauty and captivating landscapes of the Green Mountain State by rail, through its scenic train rides. Known for providing an authentic and nostalgic experience, these train excursions allow passengers to step back in time and enjoy traveling as it once was, with the grace and leisure of rail journeys past. Each train ride vibrantly brings the picturesque vistas of Vermont to life, offering a unique perspective on the state’s rich environment and heritage.

One of the most popular offerings by the VRS is the Green Mountain Flyer. This excursion rolls through the idyllic scenery of southern Vermont, starting from Bellows Falls. Riding along the Connecticut River before heading into the heart of the mountains, passengers are treated to sweeping views of verdant valleys, lush forests, and stunning peaks. The train itself often features vintage rolling stock, which adds a romantic, old-world charm to the journey, complete with restored coaches that evoke a sense of nostalgia.

During the fall, the railroad shines with its foliage train rides. As the state transforms into a tapestry of golden yellows, fiery oranges, and rich reds, these specially arranged autumn excursions attract thousands of leaf peepers. The trains provide an ideal platform from which to witness one of nature’s most breathtaking displays. Alongside the natural views, knowledgeable historians and guides often accompany the trips to share interesting facts about the region’s history and ecology.

The system also includes themed train rides tailored for various occasions and celebrations throughout the year. The aforementioned Okemo Valley Holiday Express, operating around the holidays, is a hit among families. Complete with festive decorations, storytelling, and delightful treats, it captures the imagination of children and adults alike. 

Other notable events include dinner trains and cocktail trains enjoyed in the railroad's plush lounge car.  Beyond the captivating experiences each ride presents, the VRS is committed to preserving the historical significance and operational integrity of its railroads.

The equipment and tracks are meticulously maintained, melding historical preservation with modern comfort and safety standards. Enthusiasts of heritage railroading can appreciate the care taken in maintaining the authenticity of these train rides, where the clickety-clack of the rails and the gentle swaying of vintage cars create an immersive travel experience.

All in all, the scenic train rides are more than mere travel experiences—they are journeys into Vermont’s soul. These rides not only transport passengers through breathtaking natural landscapes but also through time, bringing alive the spirit and essence of classic rail travel in New England. The combination of historical charm, educational enrichment, and the sheer beauty of the Vermont wilderness makes these train rides an unforgettable experience for all who embark on them.

Planning Your Holiday Train Experience

Booking and Reservations

Christmas-themed train rides are immensely popular, often selling out weeks—sometimes even months—in advance. It's advisable to check the operators' websites as early as possible for tickets. Some rides offer online booking, while others may require phone reservations.

What to Wear

Considering Vermont's winter weather, it's essential to dress in layers. The trains are typically heated, but you will likely be standing outdoors or walking around before and after your ride. Consider including thermal wear, scarves, gloves, and a warm hat in your attire.

Capturing Memories

These train rides offer a perfect opportunity for family photos. Ensure your camera or smartphone is charged and ready, as the backdrop of the snowy Vermont landscapes and the festive interiors of the train can provide beautiful photo opportunities.

Christmas-themed train rides are a splendid way to soak up the holiday spirit with loved ones. Whether it's sipping cocoa, singing carols, or sharing in the wonder of Santa Claus with the children, each journey is unique and filled with cheer. Embark on one of these festive rides for a magical holiday experience that embraces the wonder and joy of the season.