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Routes
Running Trails
United States
New York
Dutchess County

Hillside Lake

The best running trails around Hillside Lake

58

runners

5

runs

Jogging around Hillside Lake offers diverse natural features and accessible trails. The region is characterized by scenic trails, often providing peaceful lakeside views and varied terrain. Many areas are enveloped by forests, offering shade and opportunities to observe local wildlife. The "hillside" aspect implies varied topography, which can add challenge and interest to running routes.

Best jogging routes around Hillside Lake

  • The most popular jogging route is Walkway Over the Hudson – Dutchess Rail Trail loop from Titusville, a…

Last updated: August 19, 2026

21

runners

#1.

Running loop from Fishkill Plains Trail Side Access

7.13km

00:44

20m

20m

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

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Moderate

15

runners

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

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

Moderate

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

Hard

3

runners

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

Moderate

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Popular around Hillside Lake

Hiking around Hillside Lake

Road Cycling Routes around Hillside Lake

Cycling around Hillside Lake

Tips from the Community

Omar
August 6, 2025, Hopewell Junction Train Station

Air pump!! and some tools at this location.

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It has tours!

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Hopewell Junction is the location of the of the junction of the Newburgh, Dutchess and Connecticut railroad line with the New York and New England line. Now, it is the anchor of the Dutchess Rail Trail, a 13 mile long walking and cycling path.

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This is where the Dutchess Rail Trail and the Maybrook Rail Trails meet. There are bathrooms. Candy and soda machines are seasonlly available. Bike tools and air are available.

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A Scenic Nature Trail through the Vassar coop farm and grounds on gravel.

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Nice trails. Creeks. A beautiful grove of tall trees.

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Frequently Asked Questions

How many running routes are available around Hillside Lake?

There are 6 dedicated running routes around Hillside Lake documented on komoot. These routes offer a variety of experiences, from moderate paths to more challenging trails.

What kind of terrain can I expect on the jogging trails near Hillside Lake?

The jogging trails around Hillside Lake feature varied terrain. You'll find scenic paths with peaceful lakeside views, as well as routes that wind through forested surroundings. The 'hillside' aspect often means slight upward grades, adding a refreshing challenge to your run. Surfaces can vary, as seen on routes like Walkway Over the Hudson – Dutchess Rail Trail loop from Titusville, which offers varied surfaces.

Are there any easy running routes for beginners around Hillside Lake?

Yes, there is 1 easy running route available. Additionally, there are 2 moderate routes that could be suitable for those looking for a slightly longer but still manageable run, such as the Running loop from Fishkill Plains Trail Side Access, which is 4.4 miles (7.1 km) and provides a pleasant run through accessible terrain.

Are there any long-distance running trails for experienced runners?

Absolutely. For those seeking a longer challenge, there are 3 difficult routes. A notable option is the Walkway Over the Hudson – Dutchess Rail Trail loop from Titusville, which spans 16.3 miles (26.2 km) and takes approximately 2 hours 45 minutes to complete. Another challenging option is the Merry Hill loop from Hopewell Junction, covering 13.6 miles (21.8 km).

What natural features or viewpoints can I enjoy while running around Hillside Lake?

Jogging routes around Hillside Lake are known for their picturesque scenery. You can expect peaceful lakeside views, often reflecting lush green hillsides. Many trails are enveloped by forests, providing shade and opportunities to observe local wildlife. While specific named viewpoints aren't detailed in the route data, the region's natural beauty is a consistent highlight.

Are there circular running routes available in the Hillside Lake area?

Yes, many of the routes around Hillside Lake are designed as loops, offering a continuous running experience without retracing your steps. Examples include the Running loop from Fishkill Plains Trail Side Access and the Merry Hill loop from Hopewell Junction, both popular circular options.

What do other runners enjoy most about the trails around Hillside Lake?

Over 60 runners have explored Hillside Lake's varied terrain using komoot. While specific reviews aren't available, the region's appeal for outdoor activities, especially jogging, stems from its combination of well-maintained or natural trails, picturesque lakeside and hillside scenery, and often, the inclusion of forests that support a wholesome outdoor experience.

Is Hillside Lake suitable for running year-round?

Based on regional information, some Hillside Lake parks are accessible year-round, expanding the range of possible activities beyond just jogging to include winter sports. This suggests that with appropriate gear and caution, running can be enjoyed in various seasons, though specific trail conditions may vary.

Are there any family-friendly running options or amenities near the trails?

While specific family-friendly running routes are not detailed, the region often features parks with amenities like picnic areas, pavilions, and open lawn spaces, which are perfect for relaxation before or after a run. Some community hubs in the broader Hillside Lake area also offer facilities like playgrounds, enriching the overall outdoor experience for families.

What are the options for parking when accessing running trails around Hillside Lake?

Specific parking details for each route are not provided in the guide data. However, many outdoor areas and parks typically offer designated parking facilities. For general information about Hillside Park in the broader region, you might find details on local tourism sites like visitnepa.org, which could offer insights into amenities like parking.

Can I bring my dog on the running trails around Hillside Lake?

The guide data does not specify dog-friendly policies for individual routes. However, many community parks in the Hillside Lake region are known to be dog-friendly, with some even featuring dedicated dog parks. It's always recommended to check local regulations or signage at the trailhead for the specific route you plan to run with your dog.

Are there any moderate running routes for a balanced workout?

Yes, there are 2 moderate running routes that offer a balanced workout. The Running loop from Fishkill Plains Trail Side Access is a popular choice, covering 4.4 miles (7.1 km) in about 44 minutes. Another moderate option is the Running loop from Town of La Grange, which is 4.5 miles (7.2 km) long.

Most popular routes around Hillside Lake

Hiking around Hillside Lake

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