Best attractions and places to see around Washingtonville, New York, a village in Orange County, blend historical sites with natural features. The area is characterized by rolling hills, forests, and waterways like Moodna Creek and Maybrook Reservoir. Visitors can explore a variety of landscapes, from paved multi-use trails to expansive state forests. This region offers opportunities for outdoor activities and cultural exploration.
Last updated: June 26, 2026
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Lovely Trail from end to end. Middletown NY to Herriman NY
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These radio towers overlook Earl Reservoir Park and are in the middle of the Highlands Trail. If you come up the singletrack trail from Earl Reservoir Park, be ready for a steep uphill and downhill!
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Once the location of the Erie Railroad's Main Line, this is now a paved multi-use trail that runs 19.5 miles in total.
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The reservoir itself attracts numerous waterbirds like ducks, geese, ospreys, and herons. Look for ripples caused by turtles basking on logs. Lush forests surrounding the reservoir provide homes for deer, foxes, coyotes, and raccoons. Keep an eye out for squirrels scampering in the trees or listen for the drumming of woodpeckers.
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Capture the beauty of the pond with its diverse backdrop of trees, reeds, and occasional wildflowers. Keep an eye out for diverse birdlife, turtles, and other wildlife while exploring the pond and surrounding trails.
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Stewart State Forest, nestled in Orange County, New York, this expansive forest seamlessly blends wetlands, fields, and forest. With 22 miles of gravel roads and 18 miles of hiking trails, it's a haven for outdoor enthusiasts. Engage in hiking, biking, horseback riding, hunting, cross country skiing, snowmobiling, bird watching, and fishing. Encounter a diverse wildlife population, from white-tailed deer and coyotes to bobcats, wild turkeys, great blue herons, and majestic hawks.
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The ascent/descent from the Reservoir Trail is SUPER STEEP. This approach is only recommended for those in good shape... and bring hiking poles!
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Washingtonville offers a variety of outdoor activities. You can explore the Orange Heritage Trail, a 19-mile paved greenway perfect for walking, jogging, or biking. For more extensive outdoor adventures, Stewart State Forest provides 22 miles of gravel roads and 18 miles of hiking trails, suitable for hiking, biking, and horseback riding. You can also find numerous hiking and cycling routes nearby, including trails on Schunnemunk Mountain or road cycling loops that offer scenic views. For more details on routes, check out the hiking guide or cycling guide for the area.
Washingtonville is rich in history. You can visit Brotherhood Winery, America's oldest continuously operating winery, for tours and tastings. The Moffat Library, a National and State Historic Landmark built in 1887, showcases impressive architecture and stained-glass windows. Stroll along Historic Main Street to see 1800s brick storefronts and charming churches like St. Mary's and the First Presbyterian Church.
Yes, several attractions are suitable for families. The Orange Heritage Trail is a paved, multi-use path that's great for family walks or bike rides. Maybrook Reservoir and Stewart State Forest offer opportunities for nature observation and easy trails. Mays Field is a local gathering spot with a playground. For a day trip, LEGOLAND New York Resort is also a short drive away.
For wildlife spotting and natural beauty, visit Maybrook Reservoir, where you can see waterbirds like ducks, geese, ospreys, and herons, as well as deer, foxes, and raccoons in the surrounding forests. Stewart State Forest is home to diverse wildlife including white-tailed deer, coyotes, bobcats, and various bird species. Wilkens Pond also offers opportunities to observe diverse birdlife and other wildlife.
The Orange Heritage Trail is a paved, multi-use greenway that is generally considered accessible for walking, jogging, and biking, making it a good option for visitors seeking easier paths.
Beyond the main attractions, consider exploring the Washingtonville Cemetery, a secluded, tree-lined resting place for some of Orange County's first families. The village's streets themselves hold hidden plaques telling tales of past residents and industries. The Washingtonville Five Monument at Memorial Park also offers a poignant historical reflection.
Yes, for more challenging hikes, you can explore trails on Schunnemunk Mountain, which offers panoramic views. The Highlands Trail, accessible near Earl Reservoir Park, includes steep sections, particularly around the radio towers, and is recommended for those in good shape. You can find more challenging routes in the hiking guide.
The spring and fall seasons are ideal for outdoor activities in Washingtonville, offering pleasant temperatures for hiking, cycling, and exploring the natural beauty. Autumn brings vibrant foliage, while spring showcases blooming wildflowers. Summer is also popular, especially for events at Brotherhood Winery and enjoying the paved trails.
Visitors particularly enjoy the blend of historical charm and natural beauty. The Orange Heritage Trail is praised for its scenic route and accessibility. Nature enthusiasts appreciate the diverse wildlife at Maybrook Reservoir and the extensive trails of Stewart State Forest. The historic atmosphere of Brotherhood Winery and the village's Main Street also receive high marks.
Absolutely. The Orange Heritage Trail is a popular paved route for cycling. For road cyclists, there are various loops around the area, including routes that offer views of Storm King Mountain. Mountain bikers can explore the gravel roads and trails within Stewart State Forest. More detailed cycling routes can be found in the cycling guide for Washingtonville.
Brotherhood Winery holds the distinction of being America's oldest continuously operating winery, established in 1839. It's a significant historical landmark in Washingtonville, known for its historic cellars, wine production, and its ability to operate even through Prohibition. It offers tours, tastings, and often hosts events like live music and lantern-lit walks.


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