The best running trails around Pleasant Valley

The Walkway Over the Hudson loop from Poughkeepsie offers a truly unique jogging experience, taking you high above the Hudson River on a wide, paved path. You'll enjoy sweeping 360-degree panoramic views of the Hudson Valley, with the Catskill Mountains visible to the north and the Mid-Hudson Bridge to the south. This route is all about the scenery and the novelty of running on the world's longest elevated pedestrian bridge, making it a memorable outing for any jogger.

This moderate 3.3-mile (5.3 km) route involves a gentle 311 feet (95 metres) of elevation gain, which most people can complete in about 34 minutes. The trail is fully paved and flat, making it accessible for nearly everyone. It's a popular route, so consider an early start to enjoy a quieter experience, and remember there's no shade on the bridge, so plan for sun or wind depending on the weather.

Originally a railroad bridge, the Walkway Over the Hudson is now a historic landmark and a key connector in a vast network of trails, including the Dutchess Rail Trail. Its transformation into a pedestrian park in 2009 was an engineering marvel, and it remains a significant attraction. The loop combines this historic structure with the Mid-Hudson Bridge, offering a distinct perspective on the Poughkeepsie waterfront and the surrounding natural beauty.

The Walkway Over the Hudson – Hudson Valley Rail Trail loop from Fairview offers a fantastic jogging experience, blending smooth, paved surfaces with diverse scenery. You'll glide through tranquil hardwood forests along the Hudson Valley Rail Trail, spotting antique trailside cabooses and crossing Black Creek, before ascending onto the iconic Walkway Over the Hudson. From this historic bridge, prepare for breathtaking 360-degree views of the Hudson River, the Catskill Mountains, and the Mid-Hudson Bridge, making every mile a scenic delight. It's a great option for a long, steady run with plenty to see.

To tackle this 10.2-mile (16.4 km) route with 589 feet (180 metres) of elevation gain, plan for about 1 hour and 43 minutes of jogging. While Komoot rates it as difficult, the terrain is mostly flat and paved, making it more of a distance challenge than a technical one. Parking is available at various access points along the trail, and you'll find welcome centers and restrooms at both ends of the Walkway. Consider an early start, especially on weekends, to enjoy the views with fewer crowds.

This loop connects two significant pieces of local history and infrastructure: the Walkway Over the Hudson, once a vital railroad bridge and now the world's longest elevated pedestrian bridge, and the Hudson Valley Rail Trail, part of the extensive Empire State Trail network. The Walkway's transformation into a pedestrian park in 2009, and its induction into the Rail Trail Hall of Fame, highlight its importance. This route offers a unique opportunity to jog a piece of history while enjoying the natural beauty of the Hudson Valley.

The Red Wing Recreation Area loop near Billings, New York, offers a surprisingly rewarding trail jogging experience. This 8.1-mile (13.1 km) route, with its 1021 feet (311 metres) of elevation gain, guides you through deep woods, alongside a creek, and past a lovely pond. The trail culminates in a scenic overlook providing expansive views of the Hudson Highlands, making the roughly 1 hour and 28 minutes of effort well worth it for its difficult rating.

Planning your run here is straightforward; the area is a local favorite for a quick escape. While the views are particularly good when the leaves are down, the trail is enjoyable in any season. There are no specific warnings about parking or access, suggesting it's generally easy to get to, making it a convenient option for a challenging trail run.

This loop is notable for its blend of natural beauty and historical interest, incorporating sections of an old carriage road and an old railroad bed. It's a testament to the Red Wing Recreation Area's charm, providing a substantial workout and scenic payoff within a relatively short distance, perfect for those seeking a vigorous trail run without venturing too far.