New Windsor, a region situated in New York's picturesque Hudson Valley, presents a varied landscape ideal for outdoor pursuits. Its location adjacent to the Hudson River and within proximity to the Hudson Highlands provides a mix of winding river roads, elevated terrain, and scenic views. This geographical diversity supports several sports like jogging and road cycling.
For those seeking things to do in New Windsor, the area offers a range of outdoor activities focused…
10
Routes
61
People visited

16
runners
8.65km
00:54
70m
70m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

10
runners
8.72km
00:54
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
6.99km
00:43
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
runners
15.6km
01:39
170m
170m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

6
riders
32.5km
01:32
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4
riders
29.1km
01:23
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

3
riders
26.6km
01:11
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

3
riders
46.3km
02:14
520m
520m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
New Windsor offers opportunities for various outdoor activities, including Jogging and Road cycling. The region features a mix of winding river roads, elevated terrain, and scenic views suitable for these sports. Komoot lists 2 routes in the area, with an average rating of 5.0 stars.
Yes, New Windsor provides jogging routes with diverse trails, ranging from easier paths to more challenging climbs. Options along the Hudson River offer flat, scenic stretches. More information can be found in the Running Trails around New Windsor guide.
New Windsor offers road cycling routes with varied elevation gains. These include relatively flat paved surfaces and more demanding rides with significant climbs and mountain views. The Road Cycling Routes around New Windsor guide provides further details.
New Windsor is situated on the Hudson River and near the Hudson Highlands State Park, offering dramatic views of the Hudson gorge. Kowawese Unique Area at Plum Point features a 2,000-foot (610-meter) sandy riverfront. Snake Hill provides a 1.5-mile (2.4-kilometer) woodland trail leading to a 700-foot (213-meter) summit with views of the Hudson Highlands.
For those seeking a more challenging experience, the Jessup Trail up Schunemunk Mountain is available. This trail climbs 1,664 feet (507 meters) and offers an eight-mile (12.9-kilometer) loop. Views from the summit extend from the Catskills to the city.
Kristi Babcock Memorial Park in New Windsor features a poured-rubber play surface, suggesting suitable areas for family activities. While specific family-friendly trails are not detailed, the general availability of parks and diverse trails caters to various activity levels.
Komoot currently lists 2 routes for New Windsor. These routes cover sports such as jogging and road cycling. The available routes have received an average rating of 5.0 out of 5 stars from users.
Routes in New Windsor on komoot have an average rating of 5.0 out of 5 stars. This rating is based on feedback from more than 60 visitors who have shared their experiences. The high rating indicates user satisfaction with the available routes.
Komoot offers specific guides for outdoor activities in New Windsor. These include the Running Trails around New Windsor and the Road Cycling Routes around New Windsor. These guides provide detailed information for planning activities.
The official website for the Town of New Windsor, NY, is newwindsor-ny.gov. The main phone number for the Town of New Windsor is +1-845-565-8800. The Recreation Department can be reached directly at +1-845-565-7750 for specific inquiries.
Yes, trails in New Windsor offer scenic viewpoints. Snake Hill, with its 700-foot (213-meter) summit, provides spectacular views of the Hudson Highlands and the river below. Kowawese Unique Area at Plum Point also offers magnificent views of the Hudson River gorge.
New Windsor trails feature varied terrain. This includes relatively flat paved surfaces suitable for road cycling and leisurely jogs, as well as more strenuous climbs for hiking and trail running. Some segments may be unpaved, but many routes consist largely of paved surfaces.

