9
riders
4
rides
Road cycling around Holiday Pocono offers access to diverse natural landscapes within Pennsylvania's Pocono Mountains. The region is characterized by hilly terrain, dense forests, and numerous lakes, providing opportunities for significant elevation gains. Holiday Pocono itself is a nature-filled retreat bordering Hickory Run State Park, with two small lakes. The surrounding area features less-traveled roadways, enhancing the cycling experience.
Last updated: July 12, 2026
6
riders
54.2km
02:31
390m
390m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
62.9km
03:03
680m
680m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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2
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Holiday Pocono
Natural Lands' Bear Creek Preserve is nearly 4,000 acres of woodlands and stream valleys. It's home to a wide array of wildlife including black bear, gray foxes, and the endangered Northern flying squirrel. A dizzying array of birds makes the Preserve home, or a welcome stop along their migratory routes.
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Pinchot State Forest covers 50,000 acres across 5 counties in the mountains of Pennsylvania. The forest offers excellent hiking and biking, as well camping, fishing, and hunting.
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Natural Lands' Bear Creek Preserve is nearly 4,000 acres of woodlands and stream valleys. It's home to a wide array of wildlife including black bear, grey foxes, and the endangered Northern flying Squirrel. A dizzying array of birds make the Preserve home, or a welcome stop along their migratory routes.
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Pinchot State Forest covers 50,000 acres across 5 counties in the mountains of Pennsylvania. The forest offers excellent hiking and biking, as well camping, fishing, and hunting.
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Natural Lands' Bear Creek Preserve is nearly 4,000 acres of woodlands and stream valleys. It's home to a wide array of wildlife including black bear, grey foxes, and the endangered Northern flying Squirrel. A dizzying array of birds make the Preserve home, or a welcome stop along their migratory routes.
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The road crosses over the Frances Walter Dam and there's a nice pullover on one side to jump off your bike and get a view over the river and reservoir. If you're in the area for a few days and want a paddle you can access the reservoir for kayaking/canoeing.
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Round Pond is a smaller lake that sits alongside Big Boulder Lake. Big Boulder Lake is the more visible of the two, but from this cool stretch of road on a narrow strip of land, you can see both lakes on either side of you as you ride by.
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Road cycling around Holiday Pocono and the broader Pocono Mountains region is characterized by hilly terrain, offering opportunities for significant elevation gains. The routes often utilize less-traveled roadways, providing a rewarding experience. You'll find a mix of moderate and difficult routes, with options like the High Knob loop from Austin T. Blakeslee Natural Area featuring notable elevation changes.
The region offers a visual feast of diverse natural landscapes. You'll cycle through dense forests and rolling hills, with mountains providing breathtaking vistas. Holiday Pocono itself is nestled among two small lakes, Holiday Lake and Placid Lake, and directly borders Hickory Run State Park. The wider Pocono Mountains boast numerous crystal-clear lakes like Lake Wallenpaupack and Lake Harmony, and scenic rivers such as the Delaware.
While specific attractions directly on the road cycling routes are not detailed, the broader Pocono Mountains region is rich with natural landmarks. You can explore enchanting waterfalls like Bushkill Falls, Dingmans Falls, and Raymondskill Falls, which are often accessible via short detours or leisurely hikes. State parks such as Hickory Run State Park (adjacent to Holiday Pocono), Delaware Water Gap National Recreation Area, and Big Pocono State Park offer additional scenic beauty and panoramic views.
The road cycling routes directly around Holiday Pocono tend to feature moderate to difficult terrain with significant elevation changes, making them more suitable for riders with some experience. For easier or family-friendly options, you might consider exploring dedicated trail systems in the wider Pocono Mountains, such as sections of the D&L Trail, which are often flatter and more accessible for various skill levels.
The Pocono Mountains offer stunning scenery that changes with the seasons. Spring and fall are particularly popular for road cycling due to pleasant temperatures and vibrant foliage. Fall provides spectacular colors, while spring brings lush greenery. Summer is also suitable, though it can be warmer. Winter cycling is possible but requires appropriate gear and awareness of road conditions.
Yes, several excellent loop routes are available for road cyclists. For instance, the High Knob loop from Austin T. Blakeslee Natural Area, the Round Pond loop from Shuttle Bus, and the Round Pond – Dry Land Hill loop from Maple Tract Preserve are all popular circular routes that allow you to start and end at the same point.
Many road cycling routes in the area, particularly those starting from natural areas or trailheads, offer designated parking. For example, the High Knob loop starts near Austin T. Blakeslee Natural Area, and the Round Pond – Dry Land Hill loop begins from Maple Tract Preserve, both of which typically have parking facilities for visitors.
While public transport options directly to specific road cycling trailheads in the immediate Holiday Pocono area might be limited, the broader Pocono Mountains region has some regional transit services. However, for maximum flexibility and access to the less-traveled roads favored by cyclists, driving to a starting point with parking is generally the most convenient option.
The Pocono Mountains region is a popular tourist destination, so you'll find a variety of accommodation options, from cozy inns to larger resorts, as well as numerous cafes and restaurants. While Holiday Pocono itself is a quiet, nature-filled retreat, nearby towns and communities within the wider Pocono region offer ample choices for dining and lodging to support your cycling adventures.
Holiday Pocono is ideally situated, directly bordering Hickory Run State Park, which offers rugged trails and natural beauty. The broader Pocono Mountains region provides access to significant outdoor areas like the Delaware Water Gap National Recreation Area and Lehigh Gorge State Park, which features the scenic D&L Trail. These connections allow for extended cycling tours and exploration of diverse landscapes.
Experienced road cyclists looking for a significant challenge will find routes with substantial elevation gains. The White Haven – Pinchot State Forest loop from Maple Tract Preserve is a difficult route spanning over 65 miles (105 km) with more than 1200 meters of ascent, offering a demanding and rewarding ride through varied landscapes.
Generally, there are no specific permit requirements for road cycling on public roads in the Pocono Mountains. However, if you plan to cycle within state parks or on designated multi-use trails, it's always advisable to check the specific regulations of that park or trail system for any fees or rules that may apply.


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