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United States
New York
Orange County

Greenwood Lake

The best running trails around Greenwood Lake

15

runners

5

runs

Jogging around Greenwood Lake offers diverse terrain and scenic views across its natural landscape. The region features a large freshwater lake, surrounded by mountains and lush forests, providing varied topography for runners. Trails range from mostly accessible paths to more challenging routes with significant elevation changes. This area is characterized by its natural beauty, making it suitable for different running preferences.

Best jogging routes around Greenwood Lake

  • The most popular jogging route is Parker Cabin Mountain – Claudius Smith's Den…

Last updated: July 12, 2026

3

runners

#1.

Running loop from Warwick

5.53km

00:34

30m

30m

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

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Moderate

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

Hard
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2

runners

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

Moderate

2

runners

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

Moderate

2

runners

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

Moderate

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Tips from the Community

maniboyflex
January 22, 2025, Hutchinson Trail

Hutchinson Trail is a multi-use trail that follows a woods road for approximately 500 feet before turning right into the forest. It then ascends gently for about half a mile to a large whaleback rock formation. From there, the trail continues along an old woods road for another mile before reaching the Red Back Trail. The trail is shared between hikers, mountain bikers and horse riders.

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Nice view of the surrounding area from the top. There are several options to climb up and around the rocks for different skill levels.

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The top of Parker Cabin Mountain offers good views of the surrounding hills and of Lake Sebago.

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Claudius Smith was a thief who is known to have used these caves as a hideout during the Revolutionary War. From the top of the cave, you get a nice view of the park and surrounding hills.

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This is one of the park's most beautiful lean-to. It sits on a grassy area and holds two interior fireplaces. You'll also find a fire ring, but no water.

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Less known than its neighbour Lake Sebago, Lake Skemonto is a nice and peaceful lake. The perfect spot for a break or a picnic!

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Frequently Asked Questions

What kind of terrain can I expect on running routes around Greenwood Lake?

The Greenwood Lake area offers a diverse range of terrain for runners. You'll find everything from accessible paths with minimal elevation gain to more challenging mountain trails with significant ascents, such as the Parker Cabin Mountain – Claudius Smith's Den loop from Tuxedo, which features over 500 meters of elevation gain through forested areas.

Are there any easy or moderate running routes suitable for beginners or a quick run?

Yes, for those seeking a less strenuous option, the Running loop from Village of Warwick is a moderate 3.2-mile (5.2 km) path with minimal elevation, perfect for a quick and enjoyable run. The region also offers other accessible paths suitable for various fitness levels.

What are some scenic highlights or natural features I might see while jogging near Greenwood Lake?

Greenwood Lake is known for its stunning natural beauty. Runners can enjoy views of the large freshwater lake, surrounding mountains, and lush forests. Keep an eye out for local wildlife like eagles, herons, deer, and even occasional foxes. Notable natural features include Wawayanda Lake and Sterling Lake, which offer picturesque settings.

Are there any circular running routes available in the Greenwood Lake area?

Yes, many of the routes around Greenwood Lake are designed as loops, allowing you to start and finish in the same location. Examples include the challenging Claudius Smith's Den – Parker Cabin Mountain loop from Tuxedo and the moderate Running loop from Village of Warwick.

What is the best time of year to go running around Greenwood Lake?

The Greenwood Lake area is beautiful year-round, but autumn is particularly stunning due to the vibrant fall foliage, offering a spectacular visual backdrop for your runs. Spring and summer also provide pleasant conditions for outdoor activity, while winter can offer unique snowy landscapes, though some trails may require more careful footing.

Are there any specific landmarks or points of interest along the running trails?

Yes, some routes pass by interesting landmarks. For instance, the challenging loops from Tuxedo feature Claudius Smith's Den, a notable cave. Other points of interest in the wider area include Monksville Dam and the scenic Seven Lakes Drive Ascent to Lake Sebago.

How long are the running trails typically around Greenwood Lake?

The running trails around Greenwood Lake vary significantly in length. You can find shorter, moderate routes like the Running loop from Village of Warwick, which is about 3.2 miles (5.2 km). For more extensive runs, there are difficult trails exceeding 12 miles (20 km), such as the Parker Cabin Mountain – Claudius Smith's Den loop from Tuxedo.

What do other runners enjoy most about the running routes in Greenwood Lake?

Runners frequently praise the varied terrain and the stunning natural scenery of the Greenwood Lake region. The combination of the freshwater lake, surrounding mountains, and dense forests provides a beautiful backdrop for runs, with options ranging from moderate loops to challenging mountain trails.

Are there options for longer, more challenging runs with significant elevation gain?

Absolutely. For experienced runners seeking a challenge, routes like the Parker Cabin Mountain – Claudius Smith's Den loop from Tuxedo offer over 12 miles (20 km) with more than 500 meters of elevation gain, leading through mountainous terrain and dense forests.

Can I expect to see wildlife while running in the Greenwood Lake area?

Yes, the natural environment around Greenwood Lake is rich in wildlife. Runners often spot various birds, including eagles, herons, and ospreys. You might also encounter turtles, frogs, deer, and occasionally red foxes, coyotes, or even black bears, adding to the outdoor experience.

Are there any lakes other than Greenwood Lake that I can run near?

Yes, the region features several other beautiful lakes that can be incorporated into or viewed from running routes. These include Wawayanda Lake, Sterling Lake, and Surprise Lake, all offering additional scenic running opportunities.

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