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Road cycling routes
United States
New York
Rockland County

Hillcrest

The best road cycling routes around Hillcrest

4.6

(18)

1,336

riders

34

rides

Road cycling routes around Hillcrest offer a diverse landscape, characterized by rolling hills and varied terrain suitable for different skill levels. The region features a mix of open roads and more secluded paths, providing opportunities for both challenging climbs and scenic, flatter sections. Cyclists can expect to encounter a blend of natural features, including wooded areas and open stretches, as they navigate the routes. The topography supports a range of road cycling experiences, from endurance rides to shorter, more accessible…

Last updated: July 10, 2026

67

riders

#1.

Perkins Memorial Tower – Grassy Point loop from New City

63.3km

03:23

980m

980m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Hillcrest

Hiking around Hillcrest

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Tips from the Community

JT
May 14, 2026, Ridgewood Coffee Company

This coffee company is closed for the last 3 years

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mtm05005
June 26, 2025, Ridgewood

Downtown Ridgefield has a historic Main Street lined with quaint boutiques, cafés, and restaurants.

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This road is a treat whether you're heading up or downhill. Lake Sebago is gorgeous as well and a great place to have a water break after the climb.

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Originally a small pond, Lake Welch was increased to its current size when a dam was built in 1942. It boasts the largest beach in Harriman State Park as well as multiple picnic and bbq areas.

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Little Long Pond is beautiful any time of year, but if you happen to be riding along Kanawauke Road during the fall color season you'll be in for a real treat!

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Andrus
May 14, 2025, Lake Askoti

Covering 43 acres with an average depth of 15 feet, Lake Askoti is a popular spot for fishing. The lake is stocked with hundreds of Brown Trout which means anglers have a good chance of making a catch at one of the many access points along Seve Lakes Drive.

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Andrus
May 14, 2025, Lake Tiorati

Lake Tiorati (Algonquin for sky-like) is one of the seven main lakes in Harriman State Park. Swimming, boating, camping, hiking, and ice-fishing are all popular activities on the lake.

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Scott
May 13, 2025, Wild Duck Pond

Many people enjoy coming here for a peaceful break. You might see families having picnics by the water or people simply sitting on benches, enjoying the quiet. The pond and the pathway are good for seeing local wildlife. Besides ducks, you might spot turtles sunning themselves or different kinds of birds flying overhead.

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Frequently Asked Questions

How many road cycling routes are available around Hillcrest?

There are over 40 road cycling routes around Hillcrest, offering a diverse range of experiences. These include 14 easy routes, 19 moderate routes, and 10 challenging routes, catering to various skill levels.

What kind of terrain can I expect on road cycling routes in Hillcrest?

Road cycling around Hillcrest is characterized by rolling hills, open roads, and wooded sections. You'll find a mix of challenging climbs and scenic, flatter sections, providing varied topography for different types of rides.

Are there any easy road cycling routes suitable for beginners in Hillcrest?

Yes, Hillcrest offers several easy road cycling routes. One popular option is the Ridgewood – Wild Duck Pond loop from Monsey, which is 24.5 miles (39.4 km) long and leads through varied landscapes, often completed in about 1 hour 37 minutes.

Where can I find challenging road bike climbs in the Hillcrest area?

For those seeking challenging climbs, the Hillcrest area has several options. A notable difficult route is the Bear Mountain Climb – View from Bear Mountain Summit loop from Nanuet, a 57.0 miles (91.8 km) path known for its substantial elevation gains and panoramic views.

What do other road cyclists enjoy most about road cycling in Hillcrest?

The road cycling routes in Hillcrest are highly rated by the komoot community, with an average score of 4.2 stars from over 11 reviews. Cyclists often praise the varied terrain, from rolling hills to wooded sections, and the options available for different ability levels.

Are there any scenic viewpoints or natural features along the road cycling routes?

Many routes offer scenic views, especially those with elevation. For instance, the Bear Mountain Climb – View from Bear Mountain Summit loop from Nanuet provides panoramic vistas. Additionally, routes often pass by natural features like Pine Meadow Lake and the Hudson River Waterfront Trail at Nyack Beach State Park.

Are there any circular road cycling routes in Hillcrest?

Yes, many road cycling routes in Hillcrest are designed as loops. Examples include the Hudson River Greenway – The Little Red Lighthouse loop from Nanuet and the Ridgewood – Wild Duck Pond loop from Monsey, offering convenient starting and ending points.

What are some notable landmarks or places to see near the road cycling routes?

Beyond the routes themselves, you can explore several interesting spots. The Hudson River Waterfront Trail at Nyack Beach State Park offers beautiful views, and you might even pass by Big Hill. For a break, consider stopping at the Boxer Donut & Espresso Bar.

Can I find routes that pass by lakes or water bodies in Hillcrest?

Absolutely. Several road cycling routes in the Hillcrest area offer views of or pass near beautiful lakes. You can find routes that go by Pine Meadow Lake, Rockland Lake South, and Third Reservoir, providing refreshing scenery during your ride.

What is a good moderate-difficulty road cycling route in Hillcrest?

A popular moderate route is the Little Long Pond – Lake Welch Beach loop from Spring Valley. This route covers 58.2 miles (93.7 km) and typically takes around 2 hours 40 minutes, offering a balanced challenge with significant elevation.

Are there any longer road cycling routes for endurance training in Hillcrest?

For longer endurance rides, the Hudson River Greenway – The Little Red Lighthouse loop from Nanuet is an excellent choice. It spans 82.3 miles (132.5 km) and features significant elevation gain, typically requiring about 5 hours 46 minutes to complete.

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