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Running trails & routes

Town of Highlands

Bear Mountain Bridge – Hessian Lake loop from United States Military Academy

Running trails & routes

Town of Highlands

Bear Mountain Bridge – Hessian Lake loop from United States Military Academy

Hard

3.3

(15)

25

runners

Bear Mountain Bridge – Hessian Lake loop from United States Military Academy

02:49

26.3km

320m

Running

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: August 19, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 7.31 km for 89 m

Customers only

Waypoints

A

Start point

Parking

1

9.08 km

Fort Montgomery Ruins

Highlight • Historical Site

An American fort from the Revolutionary War. The British overran the fort (as well as nearby Fort Clinton) and burned it to the ground, but the foundations still survive. In …

Tip by

2

10.2 km

Bear Mountain Bridge

Highlight • Bridge

The first and only bridge across the Hudson River for cyclists north of George Washington Bridge. Drivers can be reckless sometimes but the shoulder is wide enough.

Tip by

3

11.9 km

Hessian Lake

Highlight • Lake

This is a beautiful lake, sitting at the feet of Bear Mountain.

Tip by

12.3 km

Hessian Lake

Lake

5

20.7 km

Highland Falls

Highlight • Settlement

Highland Falls, once Buttermilk Falls, transformed into a village in Orange County. Officially incorporated in 1906, it boasts a population of 3,684 as of 2020. Recognized for its suburban allure, …

Tip by

B

26.3 km

End point

Parking

Way Types & Surfaces

Way Types

10.2 km

8.32 km

3.63 km

2.07 km

1.22 km

661 m

122 m

Surfaces

9.89 km

9.66 km

6.07 km

583 m

< 100 m

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Elevation

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Weather

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Today

Wednesday 7 October

18°C

3°C

0 %

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Max wind speed: 18.0 km/h

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