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Road cycling routes
United States
Pennsylvania
Monroe County

Penn Estates

The best road cycling routes around Penn Estates

4.2

(7)

80

riders

26

rides

Road cycling around Penn Estates, located in the Pocono Mountains of Pennsylvania, offers diverse routes through a natural forest setting. The region features wooded surroundings, several lakes, and varied terrain, providing options for different cycling preferences. The broader Pocono Mountains area is known for its scenic roads, which include both challenging climbs and more gradual routes. This landscape provides a backdrop for road cycling, with access to regional features and natural beauty.

Best road cycling routes around Penn Estates

  • The…

Last updated: June 29, 2026

16

riders

#1.

Old Mine Road – Apple Pie Bakery loop from East Stroudsburg

97.4km

06:34

1,200m

1,200m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

5.0

(1)

11

riders

The Roadbike loop from Bartonsville offers a rewarding journey through the rolling hills and picturesque back roads of Pennsylvania. This moderate 33.7-mile (54.2 km) road cycling loop features 1638 feet…

Moderate
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3

riders

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. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Penn Estates

Hiking around Penn Estates

Tips from the Community

Suemoorenj
July 7, 2025, Delaware River Farm Stand

Quaint, clean farm stand with a shady picnic table, porta john and water. They sell lots of produce, baked goods and a limited selection of cold drinks. I luv this place! The farmers are friendly. It's a perfect half way point in an area where there aren't a lot of other places to refill bottles.

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mtm05005
May 14, 2025, Hidden Lake

Hidden Lake is a small lake in the Delaware Water Gap National Recreation Area. It is a popular fishing spot. The lake can be seen as you pass by on Hidden Lake Drive.

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mtm05005
May 14, 2025, Shawnee Lake

Shawnee Lake is a 450-acre reservoir within Shawnee State Park. The lake is popular with boaters and there are several spots around the banks of the water that are great for a picnic.

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Zachary
February 6, 2025, Lenape Lake

There is a nice bench along the main trail where you can rest and enjoy the scenery. A short trail loops around the lake and takes you down to the water's edge near the parking lot.

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This 70-acre parcel of protected land is popular for walking, but it's great scenery for your bike ride, too. Keep an eye out for wildflowers in the spring, and an ear out for songbirds.

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The bridge allows you to ride over the Delaware River. The views are pretty here!

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Bridge crossing the Delaware River. The actual water gap between New Jersey and Philadelphia.

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but light traffic on the weekends.

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Frequently Asked Questions

How many road cycling routes are available around Penn Estates?

There are over 25 road cycling routes available around Penn Estates, catering to various skill levels. You'll find 4 easy routes, 19 moderate routes, and 4 challenging options, ensuring there's something for every cyclist.

What kind of terrain can I expect on road cycling routes around Penn Estates?

Road cycling around Penn Estates offers a diverse range of terrain. You can expect routes through lush natural forests, past serene lake communities, and along scenic roads with varied elevation changes. The broader Pocono Mountains region provides opportunities for both challenging climbs and more gradual, scenic rides, often with panoramic views.

Are there any easy road cycling routes suitable for beginners near Penn Estates?

Yes, there are 4 easy road cycling routes around Penn Estates perfect for beginners or those looking for a more relaxed ride. One such route is the Kovarick Park Lands loop from Stroudsburg, which covers about 16 miles with minimal elevation gain.

What do other road cyclists enjoy most about the routes in Penn Estates?

The road cycling routes around Penn Estates are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, the scenic roads through wooded surroundings, and the opportunities for both challenging climbs and enjoyable, moderate rides.

Are there any loop trails for road cycling in the Penn Estates area?

Yes, many of the road cycling routes around Penn Estates are designed as loops, offering a convenient way to start and end your ride in the same location. For example, the popular Old Mine Road – Apple Pie Bakery loop from East Stroudsburg is a challenging 60-mile loop, and the Roadbike loop from Bartonsville is a moderate 33-mile option.

What are some scenic viewpoints or attractions I might encounter on a road cycling route?

While cycling around Penn Estates, you'll be in the scenic Pocono Mountains. Routes may offer views of the region's natural forest setting and serene lake communities. Nearby attractions include the Big Pocono State Park, which offers expansive views, and the Appalachian Trail, which crosses the region.

Are there any cafes or places to stop for refreshments along the road cycling routes?

Yes, some routes pass by or are near places where you can refuel. For instance, the challenging Old Mine Road – Apple Pie Bakery loop from East Stroudsburg specifically mentions the Apple Pie Bakery, a great spot for a break.

What is the best time of year for road cycling in Penn Estates?

The Pocono Mountains region, including Penn Estates, is generally best for road cycling from spring through fall. During these seasons, the weather is typically mild, and the natural forest setting is vibrant. While winter cycling is possible, conditions can be challenging due to snow and ice.

Are there any routes that offer a balanced ride with moderate elevation changes?

Absolutely. Many routes around Penn Estates offer a balanced experience. A popular choice is the Witmers Lake – Coal Pocket loop from East Stroudsburg, a moderate 35-mile path that provides a good mix of terrain and elevation changes without being overly strenuous.

What are the options for more advanced road cyclists seeking a challenge?

For advanced road cyclists, there are 4 difficult routes available. The Old Mine Road – Apple Pie Bakery loop from East Stroudsburg is a prime example, covering over 60 miles with significant elevation gain, offering a substantial challenge through varied landscapes.

Can I find routes that explore the local countryside around Penn Estates?

Yes, many routes are designed to take you through the picturesque local countryside. The Roadbike loop from Bartonsville is a great option, leading you through the charming rural landscapes surrounding Penn Estates.

Are there any natural preserves or forests accessible by road bike near Penn Estates?

The region around Penn Estates is rich in natural beauty. While cycling, you might pass by areas like the Glen Run Nature Preserve or Glen Park, which offer glimpses into the lush, natural forest setting characteristic of the Pocono Mountains.

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