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Routes
Road cycling routes
United States
New York
Westchester County
Peekskill

Bear Mountain Double Loop

Hard

4.9

(6910)

19,770

riders

Bear Mountain Double Loop

03:44

69.8km

1,070m

Road cycling

This difficult 43.3-mile road cycling route in Bear Mountain State Park offers challenging climbs and sweeping views of the Hudson Highlands

Last updated: February 26, 2026

Waypoints

A

Start point

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1

41.8 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.

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2

50.2 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 …

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B

69.8 km

End point

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Way Types & Surfaces

Way Types

47.9 km

11.2 km

10.7 km

Surfaces

46.8 km

22.9 km

< 100 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 (380 m)

Lowest point (0 m)

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Weather

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Today

Thursday 7 May

18°C

8°C

24 %

Additional weather tips

Max wind speed: 17.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Bear Mountain Double Loop?

The route primarily features well-paved surfaces, ideal for race bikes. However, be aware that some segments might be unpaved and could present a greater challenge. The climb up Bear Mountain is approximately 4.5 miles long with varying grades. Sections of Seven Lakes Drive have a pitch of 3-4%, while Perkins Memorial Drive can reach grades of 6-7%, and even a "steamy 10%" in some half-mile stretches.

How long does it typically take to complete the Bear Mountain Double Loop?

This challenging route typically takes around 3 hours and 44 minutes to complete, though this can vary based on your fitness level and how often you stop to enjoy the views.

What scenic views and landmarks can I expect along the route?

Cyclists are treated to fantastic views throughout the climb and from the summit of Bear Mountain. You'll pass over the iconic Bear Mountain Bridge and from the top, you can enjoy sweeping panoramas south across the Hudson River, Harriman State Park, and the path of the Appalachian Trail. There's also a dedicated View of the Hudson Highlands from Bear Mountain. Along Route 9D, you'll get stunning views of mountains on one side and the Hudson River on the other.

Is the Bear Mountain Double Loop suitable for beginners?

No, this route is generally classified as a "Hard road ride" and requires "very good fitness." The significant elevation gain of over 1,000 meters and steep pitches, particularly on Perkins Memorial Drive, make it a challenging and long climb, not recommended for beginners.

What is the best time of year to cycle this route?

The Bear Mountain Double Loop is best enjoyed in the spring, summer, and fall months when the weather is milder and the foliage is vibrant. Fall offers spectacular autumn colors, making it a particularly popular time. Always check local weather conditions before you go, especially for potential ice or snow in colder months.

Where can I park to access the Bear Mountain Double Loop?

Parking is available within Bear Mountain State Park. Specific parking areas can be found near the Bear Mountain Inn or other designated lots within the park, which provide convenient access to the cycling route.

Are there any permits or entrance fees required for cycling the Bear Mountain Double Loop or entering Bear Mountain State Park?

While there isn't a specific permit required for cycling the route itself, Bear Mountain State Park may have vehicle entrance fees, especially during peak seasons or for parking. It's advisable to check the official New York State Parks website for the most current information on fees and regulations before your visit.

Is the Bear Mountain Double Loop dog-friendly?

As a road cycling route, dogs are generally not suitable companions on the bike itself. However, Bear Mountain State Park, where the route is located, has specific regulations regarding pets. Dogs are typically allowed in many areas of the park but must be kept on a leash. Always check the park's official rules regarding pets before bringing your dog.

Does the route intersect with other notable trails?

Yes, the Bear Mountain Double Loop intersects with several other paths. Notably, it covers sections of the NY Bike Route 9 and the famous Appalachian Trail. You'll also find it crosses parts of the Camp Smith Trail and the Doodletown Bridle Path, among others.

Are there places to eat or stay near the route?

Yes, Bear Mountain State Park offers amenities including the Bear Mountain Inn, which has dining options. There are also various cafes, restaurants, and accommodation options in the surrounding towns near Bear Mountain, such as Peekskill, Cold Spring, and Stony Point, which cater to visitors.

What should I know about the difficulty of the climbs on this route?

The climbs on the Bear Mountain Double Loop are a significant part of its challenge. The ascent up Bear Mountain is approximately 4.5 miles long. While sections of Seven Lakes Drive have manageable pitches of 3-4%, Perkins Memorial Drive is where the real test lies, with grades reaching 6-7% and even "steamy 10%" in some half-mile stretches. Be prepared for sustained effort on these ascents.

Nearby routes

Moderate

5.0

63

Seven Lakes Drive Loop

02:54h

58.8km

760m

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