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Routes
Road cycling routes
United States
New York
Orange County
Town of Highlands

Bear Mountain Climb – Bear Mountain Bridge loop from Highland Falls

Routes
Road cycling routes
United States
New York
Orange County
Town of Highlands

Bear Mountain Climb – Bear Mountain Bridge loop from Highland Falls

Intermediate

31

riders

Bear Mountain Climb – Bear Mountain Bridge loop from Highland Falls

03:00

55.0km

810m

Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: July 25, 2025

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Tips

Includes a segment in which cycling is not permitted

You'll need to dismount and push your bike.

60 m in total

Waypoints

A

Start point

Parking

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1

1.93 km

Fort Putnam, named after Revolutionary War General Israel Putnam, is a historic military fortification located in West Point, New York. Constructed between 1778 and 1780 by the Continental Army during …

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2

4.51 km

Highland Falls, situated in Orange County, New York, is a quaint village neighboring the renowned United States Military Academy at West Point. With a population of around 3,900, the village …

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3

13.3 km

A 4.6 mile climb from starting near the Hudson River by 9W going all the way to the summit. The gradient is 4-5% through most of the climb with a …

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4

20.4 km

At its peak, Bear Mountian is just shy of 1,300ft in elevation on a 4.5 mile stretch of beautiful paved road - a tiny mole hill compared to some of …

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5

20.6 km

Long and challenging climb, but definitely worth it

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6

29.0 km

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.

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7

29.4 km

Broad shoulders, great smooth surface

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B

55.0 km

End point

Parking

Way Types & Surfaces

Way Types

46.8 km

7.98 km

205 m

< 100 m

Surfaces

29.5 km

25.5 km

< 100 m

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Elevation

Elevation

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Weather

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Today

Wednesday 15 October

18°C

5°C

0 %

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Max wind speed: 5.0 km/h

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

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