“A 3.6-mile trail will take you to the highest point in Dutchess County, at 2,311 feet. And you will work hard for the opportunity to see spectacular views of three states! This hike is not recommended for small children since it can get very steep and rocky. Part of the Taconic State Park, multiple trails branch off after reaching the summit to the East, North, and South. Also, the summit is close to the tri-point intersection of New York, Connecticut, and Massachusetts. A waterfall will greet you part of the way up to the grassy top, a nice area to rest, picnic and enjoy the view. There are no facilities at this trail head, and limited parking.”
South Taconic Trail
Millerton, NY 12546
Dennings Point Trail, Beacon, NY 12508
Open daily, sunrise to sunset
Fishkill ridge offers challenging hiking over 600 acres and about 6 miles of trails with scenic views (if you plan & persevere!), and the best of birding (eagles, hawks & more!). Bring your dogs and keep an eye out for mountain bikers in the spring and deep snow in the winter. The potential for precarious footing and steep topography mean that this trail is not for the novice hiker. Located near Mount Beacon State Park, Fishkill Ridge is protected by The New York State Office of Parks, Recreation and Historic Preservation in order to preserve natural habitats and to allow for community enjoyment. You may even spot the 1945 airplane wreck on your trek where 6 Navy veterans lost their lives. As always print out or take along a map in the case that you lose cell reception.
36 Sunnyside Rd.
Beacon, NY 12508
NYS Park Police: (845) 889-8866
Learn more at:
Panoramic views on over 7,000 acres spanning Dutchess, Putnam, and Westchester Counties.
With trails to suit the novice and experienced hikers, Hudson Highlands State Park Preserve offers many activities, both passive and active, as well as scenic views and spans of the Hudson Valley. While most of the land is undeveloped, there are designated areas to enjoy hiking, hunting, fishing, birdwatching & more. AllTrails lays out 49 trails at this State Park Preserve.
3011 Route 9D
Cold Spring, NY 10516
Closed due to COVID as of November 2020
GROUNDS ONLY Re-opened December 21, 2020
With 380-acres of rolling lawns, woodlands, and gardens, set against the spectacular backdrop of the Catskill Mountains, The Montgomery Place Campus at Bard College boasts opportunities for learning and exercise as architecture, art, & history converge to delight people of all ages.
26 Gardener Way, River Rd, Red Hook, NY 12571
Don’t let the word, “park,” fool you. Every daunting and ever-rewarding – the notorious Mt. Beacon is for the the experienced hiker – or at least the moderately fit adult. You’ll want your hands to be free so that you can support your climb and catch your fall, but most of all to take photos overlooking the Hudson River.
Nellie Hill Preserve in Dutchess County boasts scenic views and ponds with trials to walk and birds to watch. protected by The Nature Conservancy
The Red Trail is 1.3 miles. Follow the path up the hill to the preserve’s entrance onto the Red Trail. The Blue Trail spouts off of the Red Trail and is .11 miles.
“Nellie Hill is famous for its globally rare plants, animals, and regionally rare calcareous cliffs, all of which attract a wide variety of birds. The Red Trail loop is a level and short trail that boasts wild flowers, nature views and bird watching through woods and meadows. The trails are good for walking, hiking, running and snowshoeing in the winter. Pets are not allowed at this facility. In recognition of its rare flora and fauna, the Nature Conservancy recently donated Nellie Hill Preserve to the U.S. Fish and Wildlife Service, as the first parcel establishing the Great Thicket National Wildlife Refuge.” – DC Parks & Trails
195 S. Nellie Hill Rd.
Dover Plains, NY 12522
Nearby Towns: Millbrook, Pawling
Plum Point offers gorgeous views of the Hudson River including Bannerman Island and features water-side seating and photo opps with benches and a gazebo. The sandy landing allows for boat launching, fishing, chilling and wading. Explore the hiking trails with your pooch. While no swimming is allowed, locals will tell you to check the times of the tides so that you can walk out towards the center of the river at low tide. (I do not condone this.)
Learn more at orangecounty.gov
90 Plum Point Lane
New Windsor, NY 12553
Features a short but rigourous trail to a fire tower landmark with scenic views. Allowed activities include hiking, fishking, cross-country skiing and snowshoeing.
Open daily, dawn til dusk
If you’re looking for a beautiful, easy walk, with educational opportunities, The Riverfront Trail at Vanderbilt Mansion is a great choice. Reward your walk around the 2.5 mile loop and pack a picnic to bring to Bard Rock, a large, flat rock on the water where you can marvel at the history and ecology of the Hudson River. There is an access road that brings you to a small parking lot that is close to Bard Rock however the access is seasonal.
119 Vanderbilt Park Road
Hyde Park, NY 12538