5.0
(1)
6
riders
5
rides
Road cycling around Stillwater is characterized by its location within the scenic St. Croix River Valley, offering diverse terrain for cyclists. The landscape transitions from riverine views to wooded environs and pasturelands, providing varied backdrops for rides. While many routes offer mostly flat sections, some segments include challenging ascents, catering to different fitness levels. The region's network of trails connects natural features and historical landmarks.
Last updated: July 12, 2026
36.0km
01:49
530m
530m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
43.8km
02:01
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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53.5km
02:33
610m
610m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
4
riders
79.1km
03:55
610m
610m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
2
riders
83.0km
04:36
1,300m
1,300m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Popular around Stillwater
Ricketts Glen State Park is named after R. Bruce Ricketts who built the now famous trail to the park's waterfalls. These falls are what Ricketts Glen is known for and due to this the Falls Trail can get crowded during peak season. That being said, at over 13,000 acres the park still offers plenty of hidden gems for those looking to explore.
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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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Built in 1873 the Patterson Covered Bridge is one of several historic covered bridges in Columbia County. Also, like many of the others, this bridge was added to the National Register of Historic Places in 1979.
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Shoemaker Bridge is one of several covered bridges in Columbia County. Original construction was completed in 1881 and nearly 100 years later (1979) it was added to the National Register of Historic Places.
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Ricketts Glen State Park is named after R. Bruce Ricketts who built the now famous long the park's waterfalls. These falls are what Ricketts Glen is known for and due to this the Falls Trail can get crowded during peak season. That being said, at over 13,000 acres the park still offers plenty of hidden gems for those looking to explore.
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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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Stillwater offers a selection of road cycling routes, with 5 routes detailed in this guide. The region boasts over 30 miles of connected biking and hiking trails, providing ample opportunities for exploration beyond these specific routes.
Road cycling in Stillwater features diverse terrain, transitioning from scenic riverine views along the St. Croix River Valley to wooded environs, pasturelands, wetlands, and mature forests. While many sections are mostly flat, you'll also encounter segments with challenging ascents, such as an eight percent grade near the St. Croix Crossing Bridge on the Wisconsin side.
Yes, Stillwater offers routes for various fitness levels, including challenging options. For instance, the Long Hill – Kramer Hill loop from Huntington Mountain is rated as difficult, featuring significant elevation gain. The region is also known for hosting events like the North Star Bicycle Festival's criterium Grand Prix, which includes the demanding Chilkoot Hill.
The St. Croix River Valley itself is a National Scenic Riverway, offering breathtaking views. Notable landmarks include the historic Stillwater Lift Bridge and the new St. Croix Crossing Bridge, which offers views recognized as 'Best View 2018'. Lowell Park in downtown Stillwater also provides a beautiful spot to relax by the river with views of the Lift Bridge.
Yes, Stillwater is very accommodating for families. The Huntington Creek and Green Creek loop is a moderate option suitable for a family outing. Additionally, the Brown's Creek State Trail and Gateway State Trail are paved, multi-use trails built on old railroad grades, offering generally level and smooth riding suitable for all abilities, including families.
While many multi-use trails in the Stillwater area, such as the Brown's Creek State Trail and Gateway State Trail, are generally dog-friendly, it's always best to check specific trail regulations regarding pets, especially for paved sections or state parks. Dogs should typically be kept on a leash.
Stillwater offers excellent road biking conditions through much of the year. Spring and autumn provide pleasant temperatures and beautiful scenery, especially with fall foliage in the St. Croix River Valley. Summer is also popular, though it can be warmer. Always check local weather conditions before heading out.
Yes, many of the routes around Stillwater are designed as loops. For example, the Huntington Creek and Green Creek loop and the Benton to Ricketts Glen State Park loop are popular circular options. The St. Croix River Crossing Loop Trail also offers a traffic-free 4.7 to 5-mile loop connecting Minnesota and Wisconsin.
Stillwater provides convenient parking options, especially near popular trailheads. Lowell Park in downtown Stillwater is a central location with parking, offering easy access to the St. Croix River Crossing Loop Trail and connections to other trails like Brown's Creek State Trail. Many state trails also have designated parking areas at their access points.
Yes, Stillwater is well-equipped with amenities for cyclists. Downtown Stillwater offers various cafes and establishments. The Gateway Trailside is a notable stop along the Gateway State Trail, providing food and drinks in a tranquil setting. Electric bike rentals are also available downtown.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the diverse terrain, from riverine views to wooded environs, and the well-connected network of trails that cater to different ability levels. The scenic beauty of the St. Croix River Valley is a consistent highlight.
The road cycling routes in Stillwater vary in length to suit different preferences. You can find shorter loops like the 4.7 to 5-mile St. Croix River Crossing Loop Trail, or longer rides such as the Benton to Millville loop at 33.2 miles (53.5 km). The longest route in this guide, the Long Hill – Kramer Hill loop from Huntington Mountain, is approximately 53.5 miles (86 km).
While Stillwater itself has limited direct public transport connections to specific trailheads, the Gateway State Trail extends all the way to St. Paul, which has more extensive public transport options. From there, you can cycle to Stillwater via the Gateway and Brown's Creek State Trails. However, for direct access to many routes within Stillwater, personal vehicle or bike rental is often more convenient.


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