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Running Trails
United States
New York
Orange County

New Windsor

The best running trails around New Windsor

5.0

(1)

198

runners

23

runs

Jogging routes around New Windsor, New York, offer diverse terrain within the scenic Hudson Valley. The region features rugged mountains, paths along the Hudson River, and forested areas. Joggers can experience significant elevation changes in parks like Schunemunk Mountain State Park, or enjoy views of the historic Moodna Viaduct. This landscape provides a variety of running experiences, from challenging ascents to more gentle woodland trails.

Best jogging routes around New Windsor

  • The most popular jogging route is Breakneck Ridge and Wilkinson Memorial Trail Loop, a 6.3 miles (10.2 km) trail that takes 1 hour 26 minutes to complete. This difficult route features steep sections and offers views of the Hudson Highlands.
  • Another top favourite among local runners is Storm King Mountain Loop via Howell Trail, a difficult 8.3 miles (13.4 km) path. This route provides substantial elevation gain and panoramic views from Storm King Mountain.
  • Local runners also love the South Beacon Mountain loop from City of Beacon, a 6.0 miles (9.7 km) trail leading through mountainous terrain, often completed in about 1 hour 16 minutes.
  • Jogging around New Windsor is defined by dramatic Hudson River views, rugged mountain trails, and forested paths. The network offers options for different ability levels, from challenging ascents to easier loops.
  • The routes in New Windsor are highly rated by the komoot community with an average score of 5.0 stars from over 1 review. More than 300 runners have used komoot to explore New Windsor's varied terrain.

Last updated: June 28, 2026

5.0

(1)

8

runners

#1.

Breakneck Ridge and Wilkinson Memorial Trail Loop

10.2km

01:26

450m

450m

Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

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Hard

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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3

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

8

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Tips from the Community

Howie
February 19, 2025, View of the Hudson River from Breakneck Ridge

Scenic views and challenging hike

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Scott
January 18, 2024, North Point Summit

At North Point, marvel at beautiful vistas spanning the Hudson River, Breakneck Ridge, Butter Hill, and Storm King Mountain. Among several peaks exceeding 1000 feet, North Point stands as a breathtaking highlight.

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The short loop of breakneck ridge can be done under 2 hours and the views are amazing, but the uphill scramble is steep and not for the faint of heart

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From the top of Sugarloaf Mountain, you have great views of the Newburgh-Beacon Bridge, Dennings Point and Beacon.

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From here, you have great views of the Hudson River.

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This is the perfect spot for a break with a view! Beautiful all around.

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From North Point, you get beautiful views of the Hudson River, Breakneck Ridge, Butter Hill and Storm King Mountain.

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A steep path leads from the bank to the neighboring view point, which is located on a small intermediate summit. However, if you come from the mountain side, you do not need to take on the tens of additional meters of altitude, because you will be rewarded with a great view here too.

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Frequently Asked Questions

How many running routes are available in New Windsor?

New Windsor offers a wide selection of running routes, with over 35 options available for you to explore. These routes cater to various preferences, from easy loops to challenging mountain ascents.

Are there routes suitable for beginners or those looking for an easy jog?

Yes, New Windsor has several routes perfect for beginners or those seeking a more relaxed pace. There are 3 easy routes available, such as the 0.4-mile loop at Kristi Babcock Memorial Park, which provides a gentle and accessible option.

Where can I find challenging running routes with significant elevation gain?

For a more strenuous workout, New Windsor boasts 21 difficult running routes. Trails like the Storm King Mountain Loop via Howell Trail offer substantial elevation gain and panoramic views. The Trestle Trail is another challenging option, featuring over 900 feet of elevation gain in just 1.4 miles.

What kind of scenic views can I expect on New Windsor's running trails?

Jogging routes in New Windsor often feature dramatic views of the Hudson River and the surrounding Highlands. You can also enjoy forested paths, unique conglomerate rock formations in Schunemunk Mountain State Park, and distant vistas of the Catskill Mountains from various trails.

Are there any notable landmarks or attractions along the running paths?

Yes, several routes offer views of interesting landmarks. The historic Moodna Viaduct, a significant steel railroad trestle, can be seen from trails like the Moodna Viaduct Trail and the Schunnemunk Meadows Trail. Additionally, you might encounter natural highlights such as Storm King Mountain or Mount Beacon Park.

Can I find circular running routes in the New Windsor area?

Many of the running routes in New Windsor are designed as loops, offering a convenient way to start and finish at the same point. Examples include the Breakneck Ridge and Wilkinson Memorial Trail Loop and the Storm King Mountain Loop via Howell Trail.

Are there parking options available near the trailheads?

Yes, many popular trailheads in the New Windsor area offer parking. For instance, Schunemunk Mountain State Park has an accessible trailhead via Otterkill Road. It's always a good idea to check specific route details for parking information before you go.

Are the running routes in New Windsor family-friendly?

While many routes feature challenging terrain, there are family-friendly options available. Kristi Babcock Memorial Park offers an easy 0.4-mile loop, suitable for families with younger children or those looking for a gentle stroll. For slightly more adventurous families, some moderate trails through forested areas can also be enjoyable.

Are dogs allowed on the jogging trails in New Windsor?

Many outdoor areas in the Hudson Valley are dog-friendly, but policies can vary by park and specific trail. It's recommended to check the regulations for individual parks or trails, such as Schunemunk Mountain State Park or Hudson Highlands State Park Preserve, regarding dogs on leashes.

What is the best time of year to go jogging in New Windsor?

The Hudson Valley region is beautiful year-round, but spring and fall often offer the most pleasant temperatures for jogging, with vibrant foliage in autumn. Summer can be warm and humid, while winter brings colder temperatures and potential snow, requiring appropriate gear and caution on trails.

What do other runners say about their experience jogging in New Windsor?

The running routes in New Windsor are highly rated by the komoot community, with an average score of 5.0 stars. Runners frequently praise the dramatic Hudson River views, the rugged mountain trails, and the diverse terrain that offers options for all ability levels.

Are there any long-distance running options around New Windsor?

Absolutely. For those seeking longer distances, routes like the Hudson River Views loop from Beacon cover over 26 miles (43 km). There are also routes like the Dozer Junction – Brook Falls loop from Breakneck Ridge, which extends for nearly 24 miles (38 km), providing ample opportunity for endurance runs.

Are there any trails that lead to prominent peaks or viewpoints?

Yes, the region is known for its scenic peaks and viewpoints. Trails often lead to summits like Storm King Mountain or offer stunning vistas from Breakneck Ridge, providing rewarding panoramic views of the Hudson Highlands and the river.

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