Diamond Lake

The Winding Hills Park Loop offers a delightful and accessible hike through 508 wooded acres in Montgomery, New York. This easy 2.9-mile (4.6 km) trail winds around the picturesque Diamond Lake, providing pleasant forest walking and occasional elevated viewpoints looking down on the water. You'll encounter old stone walls along the path, adding a touch of history to the natural beauty, and might even spot cranes near the lake's western shoreline. It's a perfect route for a relaxing outing, taking approximately 1 hour and 12 minutes to complete with a gentle 112 feet (34 metres) of elevation gain.

Planning your visit to Winding Hills Park is straightforward, as it's well-equipped for outdoor recreation. The park features picnic areas, comfort stations, and strategically placed benches for rest. While there are no specific warnings about parking lots filling up, arriving earlier in the day is always a good idea, especially on weekends. The park is open year-round, making it a versatile destination; you can enjoy hiking in warmer months or try winter activities like snowshoeing and ice skating when conditions allow.

What makes Winding Hills Park notable is its blend of natural beauty and family-friendly amenities, centered around the 40-acre Diamond Lake. Beyond the loop trail, the park boasts a 10-mile trail system suitable for various activities, including horseback riding. It also offers camping facilities with 51 campsites, making it an excellent option for those looking to extend their stay and explore more of the Orange County, NY area.