29
riders
7
rides
Road cycling routes around Orangeville traverse a landscape characterized by rolling hills and valleys within the "Hills of Headwaters" region. The area offers varied terrain, from gentle slopes to more challenging ascents, with many routes featuring paved surfaces. Dufferin County, where Orangeville is situated, provides diverse cycling climbs for different skill levels. The region's natural features include conservation areas and extensive multi-use trails, contributing to a connected network for outdoor activities.
Last updated: July 12, 2026
59.4km
02:48
610m
610m
The Bloomsburg to Millville loop offers a truly scenic road cycling experience, winding through diverse terrain and picturesque countryside. You'll pedal past natural waterways like Fishing Creek and encounter the…
4
riders
66.4km
03:00
540m
550m
The Fishing Creek – Rupert Covered Bridge loop from Bloomsburg offers a delightful road cycling experience through Pennsylvania's scenic countryside. You'll pedal past rolling hills and natural waterways, with the…

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5
riders
43.6km
02:00
270m
270m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
3
riders
94.9km
04:32
970m
960m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
42.3km
01:51
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Orangeville
Fishing Creek runs for nearly 30 miles before joining the Susquehanna River near Bloomsburg, Pennsylvania. Archeologic evidence of humans going back to 8,000 BCE while more significant by Native Americans began around 3,000-2,000 BCE. That's to say that people have been fishing in this creek for a very long time.
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Huntington Creek gets its start at North Mountain and eventually flows into Fishing Creek, which is a tributary of the Susquehanna River. Much of the creek is bounded by farms, meadows, and forested hillsides, so it is generally a peaceful place to escape to.
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The Twin Bridges, also known as the East & West Paden Bridges, were constructed in 1884 and named after John Paden who operated a local sawmill. The original West Bridge was washed away in a 2006 and subsequently rebuilt. There is a nice park with picnic tables, grills, benches, and parking nearby that was built when a newer bridge was built adjacent to the Twin Bridges.
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Huntington Creek, a stream in Luzerne and Columbia counties, Pennsylvania, USA, serves as a tributary to Fishing Creek (North Branch Susquehanna River). Stretching approximately 29.5 miles (47.5 km), it winds through the region's scenic landscapes, enriching the natural beauty of the area. The road runs right next to the Creek here giving you excellent views of the crystal clear waters.
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Green Creek, a tributary of Fishing Creek in Columbia County, Pennsylvania, spans approximately 12.7 miles through Jackson, Greenwood, and Orange Townships. With a watershed covering 36.8 square miles, it boasts three named tributaries: Little Green Creek, Rickard Hollow, and Mud Run. The creek's drainage basin is a designated Trout Stocked Fishery and a Migratory Fishery, with brown trout found within its waters. This spot along Green Creek Road is a nice place to slow down on your ride and look for fish, birds, and other wildlife in and around the creek.
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The Rupert Covered Bridge which passes over Fishing Creek was built in 1847 by Jesse Beard. The bridge has been restored in the early 2000s and the character of the original bridge has been retained. Covered bridges were designed to protect the wooden bridge from the weather. There are only approximately 750 covered bridges left of the thousands that were built across the USA by the 1870s.
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The Orangeville area, nestled in the "Hills of Headwaters" region, offers a diverse road cycling experience. You'll encounter rolling hills and valleys, providing varied terrain from gentle slopes to more challenging ascents. Many routes feature paved surfaces, making them ideal for road bikes. Dufferin County, where Orangeville is located, is known for its diverse cycling climbs.
Yes, for experienced riders seeking a challenge, Orangeville and the surrounding Dufferin County offer routes with significant elevation gains. For instance, the Huntington Creek – Huntington Creek loop from Bloomsburg is a difficult route covering nearly 95 km with over 960 meters of elevation gain. Another demanding option is the Rupert Covered Bridge – Green Creek loop from Bloomsburg, which spans over 78 km with more than 920 meters of climbing.
Absolutely. The region offers less strenuous options for those looking for a more relaxed ride. An excellent choice for beginners is the Rupert Covered Bridge loop from Bloomsburg, an easy 41.6 km path that allows you to enjoy the scenic countryside without significant climbs.
Road cycling routes around Orangeville offer access to beautiful natural features. You can explore the picturesque landscapes of the "Hills of Headwaters" region, with its rolling hills and valleys. The Bloomsburg to Millville loop, for example, takes you through varied terrain showcasing the region's beauty. While not directly on all road cycling routes, nearby attractions like Island Lake Conservation Area and the Dufferin County Forest provide stunning natural backdrops.
Yes, the Forks of the Credit Provincial Park, known for its rugged beauty and the Credit River, features Cataract Falls. While the park itself is more geared towards hiking and mountain biking, some road cycling routes in the broader region may pass near access points or offer scenic views in the vicinity of this natural attraction.
Many of the road cycling routes in the Orangeville area are designed as loops, allowing you to start and finish at the same point. Examples include the Bloomsburg to Millville loop, the Rupert Covered Bridge loop from Bloomsburg, and the Fishing Creek – Rupert Covered Bridge loop from Bloomsburg, all offering convenient circular journeys through the diverse landscapes.
Yes, Orangeville offers several long-distance road cycling routes for those looking to cover more ground. The Huntington Creek – Huntington Creek loop from Bloomsburg is nearly 95 km long, and the Rupert Covered Bridge – Green Creek loop from Bloomsburg spans over 78 km, providing ample distance for extended rides through the region's varied landscapes.
Orangeville and its surrounding areas typically offer various parking options, especially near trailheads, conservation areas like Island Lake, and within town. Many local parks and community centers also provide parking that can serve as convenient starting points for your road cycling adventures. Specific parking details can often be found on local municipal websites or conservation area guides.
The best time for road cycling in Orangeville is generally from spring through fall. During these seasons, the weather is most favorable, and the natural beauty of the "Hills of Headwaters" region is at its peak. Summer offers lush green landscapes, while autumn provides stunning fall foliage. Always check local weather conditions before heading out.
While many road cycling routes involve public roads, Orangeville also boasts over 20 kilometers of multi-use trails within the town itself, connecting neighborhoods and parks. These paved trails, along with sections of the Vicki Barron Lakeside Trail at Island Lake Conservation Area, offer safer and more accessible options for families and less experienced riders looking for a relaxed cycling experience.
Komoot features a selection of road cycling routes around Orangeville, with a total of 7 routes currently available in this guide. These routes cater to various skill levels, including 2 easy, 3 moderate, and 2 difficult options, allowing cyclists to choose an adventure that suits their preference.
Road cyclists using komoot to explore Orangeville often praise the region's varied terrain, which includes rolling hills and valleys, and the mix of challenging climbs and more relaxed stretches. The scenic beauty of the "Hills of Headwaters" and the well-maintained paved surfaces are frequently highlighted as key attractions for an enjoyable road cycling experience.


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