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

Bear Mountain Climb – Perkins Memorial Tower loop from United States Military Academy

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

Bear Mountain Climb – Perkins Memorial Tower loop from United States Military Academy

Moderate

4.5

(9261)

10,545

riders

Bear Mountain Climb – Perkins Memorial Tower loop from United States Military Academy

02:20

40.3km

590m

Road cycling

Moderate 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: April 24, 2026

Tips

Includes a segment in which cycling is not permitted

After 21.4 km for 94 m

Waypoints

A

Start point

Parking

Get Directions

1

5.19 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

2

13.6 km

Be careful when crossing the road to begin the climb up Bear Mountain.

Tip by

3

14.0 km

Bear Mountain Climb

Highlight (Segment) • Climb

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 …

Tip by

4

21.1 km

Bear Mountain, located in the Hudson Highlands of southeastern New York, is one of the most notable landmarks on the Appalachian Trail in the state. The AT crosses directly over …

Tip by

5

21.2 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 …

Tip by

6

21.4 km

View from Bear Mountain Summit

Highlight • Summit

Long and challenging climb, but definitely worth it

Tip by

7

21.4 km

Perkins Memorial Tower

Highlight • Monument

On the plateau of Bear Mountain is the Perkins Memorial Tower. At the same time you have a breathtaking view of the New York City skyline and the mountains. In addition, you have a great view of the Hudson River.

Translated by Google •

Tip by

B

40.3 km

End point

Parking

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Way Types & Surfaces

Way Types

30.8 km

8.48 km

577 m

384 m

< 100 m

Surfaces

22.3 km

17.2 km

594 m

194 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (390 m)

Lowest point (0 m)

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Weather

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Today

Tuesday 2 June

26°C

8°C

0 %

Additional weather tips

Max wind speed: 17.0 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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