Explore the best rated trails in Olean, NY. Whether you're looking for an easy walking trail or a bike trail like the Clarion-Little Toby Trail and Allegheny National Forest - Brush Hollow XC Ski Trail. With more than 25 trails covering 285 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
Located along the banks of Conewango Creek, the open 3-mile segment of this proposed 11-mile trail follows an old New York Central branch north from the city of Warren. Designed to serve primarily as...
Deep within the Allegheny National Forest lies a rail-trail with a past. The Kinzua Valley Trail follows the route of the former Kinzua and Hemlock Railroad (later Valley Railroad) near the town of...
The West Creek Recreational Trail connects St. Marys and Emporium in a forested area of northern Pennsylvania known as elk country. The 19.5-mile trail follows the route of the Philadelphia and Erie...
Winding through the fields and forests of northern Pennsylvania, the Knox & Kane Rail Trail follows a former railroad corridor. Spanning four counties (Clarion, Elk, Forest & McKean), the Knox & Kane...
The Shawmut Trail begins in the southwest corner of the small, charming community of Smethport and continues southwest out of town along Marvin Creek. Along the way, views are a mix of woodlands,...
The Village of Springville in Western New York is home to the first section of the proposed 27-mile Erie Cattaraugus Rail Trail. Running 1.8 miles from the northern border to the southern border of...
The Greater Jamestown Riverwalk offers a 5-mile route through the southwestern New York community of Jamestown. The route includes a mixture of off-road trail, sidewalks (such as along Steele Street),...
The towns of Allegany and Olean (OH-lee-an) sat at the hub of river, railroad, wagon road, and canal traffic during New York’s early history. It’s no wonder that today the area is home to a popular...
Located in beautiful Sinnemahoning State Park in Pennsylvania, the Lowlands Trail uses the former corridor of the Philadelphia and Erie Railroad. The trail and park are now part of the tour...
This moderately difficult trail features great views of Minister Creek and passes by several outstanding rock outcropings, the latter about 1 mile from the trailhead parking lot. This heavily used...
The Richard E. McDowell Trail is a hiking and biking trail on the edge of the University of Pittsburgh, Bradford campus. The trail is almost entirely shrouded by the riparian woodland of the West...
The Blaisdell-Emery Trail follows an abandoned railroad bed between South Bradford and the borough of Lewis Run. This scenic trail parallels Tunungant Creek (locally called Tuna Creek) for part of the...
The Marilla Bridges Trail provides a 1-mile loop around Marilla Reservoir in Bradford, not far from the Pennsylvania/New York border. The fine-crushed limestone trail offers a scenic trek through the...
The Clarion-Little Toby Trail lets you venture on the wild side for 18 miles as it traverses remote state hunting grounds adjoining the Allegheny National Forest. You’ll likely see deer and other...
The Blaisdell-Emery Trail follows an abandoned railroad bed between South Bradford and the borough of Lewis Run. This scenic trail parallels Tunungant Creek (locally called Tuna Creek) for part of the...
The towns of Allegany and Olean (OH-lee-an) sat at the hub of river, railroad, wagon road, and canal traffic during New York’s early history. It’s no wonder that today the area is home to a popular...
Located in scenic Potter and Clinton Counties, the Susquehannock Hiking Trail is an 85-mile amalgamation of old Civilian Conservation Corps fire trails, logging roads and railroad grades through the...
The WAG Trail snakes for 9 miles along the upper Genessee River. The trail follows the route of what was once a shortline operation called the Wellsville, Addison & Galeton (WAG) Railroad. Though the...
The Marilla Bridges Trail provides a 1-mile loop around Marilla Reservoir in Bradford, not far from the Pennsylvania/New York border. The fine-crushed limestone trail offers a scenic trek through the...
The Shawmut Trail begins in the southwest corner of the small, charming community of Smethport and continues southwest out of town along Marvin Creek. Along the way, views are a mix of woodlands,...
The Village of Springville in Western New York is home to the first section of the proposed 27-mile Erie Cattaraugus Rail Trail. Running 1.8 miles from the northern border to the southern border of...
This trail is not groomed. Three stacked loops offer a variety of hiking and skiing opportunities at a range of difficulty levels. The trail starts out on a railroad grade along Big Mill Creek. This...
This moderately difficult trail features great views of Minister Creek and passes by several outstanding rock outcropings, the latter about 1 mile from the trailhead parking lot. This heavily used...
The Genesee Valley Greenway rolls through towns and countless landscapes from Rochester south to Cuba, New York. The greenway is a work in progress, but there is a long, continuous segment (37 miles)...
This trail is not groomed. The trail is a combination of logging roads, railroad grades and pipelines that offer challenges to a wide range of skill levels. Trail is marked with blue diamonds.
The Greater Jamestown Riverwalk offers a 5-mile route through the southwestern New York community of Jamestown. The route includes a mixture of off-road trail, sidewalks (such as along Steele Street),...
Located along the banks of Conewango Creek, the open 3-mile segment of this proposed 11-mile trail follows an old New York Central branch north from the city of Warren. Designed to serve primarily as...
This trail is not groomed. The three loops are suitable for beginners. The trail is marked with blue diamonds. Check out the short 1.2 mile Hearts Content Interpretive Trail which offers a scenic hike...
The West Creek Recreational Trail connects St. Marys and Emporium in a forested area of northern Pennsylvania known as elk country. The 19.5-mile trail follows the route of the Philadelphia and Erie...
Deep within the Allegheny National Forest lies a rail-trail with a past. The Kinzua Valley Trail follows the route of the former Kinzua and Hemlock Railroad (later Valley Railroad) near the town of...
The Mill Creek Trail serves as a connector between Twin Lakes Recreation Area and the Brush Hollow Trail. Just south of Forest Road 138, the Mill Creek Trail leaves the Twin Lakes Trail and heads...
This trail passes through a variety of pleasing landscapes. The area near Crane Run is especially scenic. The trail is marked with white diamonds. The skill level of this trail is rated more...
The Richard E. McDowell Trail is a hiking and biking trail on the edge of the University of Pittsburgh, Bradford campus. The trail is almost entirely shrouded by the riparian woodland of the West...
This trail is not groomed. The trail is a combination of logging roads, railroad grades and pipelines that offer challenges to a wide range of skill levels. Trail is marked with blue diamonds.
Deep within the Allegheny National Forest lies a rail-trail with a past. The Kinzua Valley Trail follows the route of the former Kinzua and Hemlock Railroad (later Valley Railroad) near the town of...
The Greater Jamestown Riverwalk offers a 5-mile route through the southwestern New York community of Jamestown. The route includes a mixture of off-road trail, sidewalks (such as along Steele Street),...
Located along the banks of Conewango Creek, the open 3-mile segment of this proposed 11-mile trail follows an old New York Central branch north from the city of Warren. Designed to serve primarily as...
The Shawmut Trail begins in the southwest corner of the small, charming community of Smethport and continues southwest out of town along Marvin Creek. Along the way, views are a mix of woodlands,...
The Marilla Bridges Trail provides a 1-mile loop around Marilla Reservoir in Bradford, not far from the Pennsylvania/New York border. The fine-crushed limestone trail offers a scenic trek through the...
Located in beautiful Sinnemahoning State Park in Pennsylvania, the Lowlands Trail uses the former corridor of the Philadelphia and Erie Railroad. The trail and park are now part of the tour...
This trail passes through a variety of pleasing landscapes. The area near Crane Run is especially scenic. The trail is marked with white diamonds. The skill level of this trail is rated more...
The West Creek Recreational Trail connects St. Marys and Emporium in a forested area of northern Pennsylvania known as elk country. The 19.5-mile trail follows the route of the Philadelphia and Erie...
The key word in describing the Pat McGee Trail in western New York is variety. The rail-trail rolls for more than 12 miles across the Allegheny Plateau between Cattaraugus and Salamanca, passing...
Located in scenic Potter and Clinton Counties, the Susquehannock Hiking Trail is an 85-mile amalgamation of old Civilian Conservation Corps fire trails, logging roads and railroad grades through the...
Winding through the fields and forests of northern Pennsylvania, the Knox & Kane Rail Trail follows a former railroad corridor. Spanning four counties (Clarion, Elk, Forest & McKean), the Knox & Kane...
The Richard E. McDowell Trail is a hiking and biking trail on the edge of the University of Pittsburgh, Bradford campus. The trail is almost entirely shrouded by the riparian woodland of the West...
The Mill Creek Trail serves as a connector between Twin Lakes Recreation Area and the Brush Hollow Trail. Just south of Forest Road 138, the Mill Creek Trail leaves the Twin Lakes Trail and heads...
The Genesee Valley Greenway rolls through towns and countless landscapes from Rochester south to Cuba, New York. The greenway is a work in progress, but there is a long, continuous segment (37 miles)...
The towns of Allegany and Olean (OH-lee-an) sat at the hub of river, railroad, wagon road, and canal traffic during New York’s early history. It’s no wonder that today the area is home to a popular...
The Blaisdell-Emery Trail follows an abandoned railroad bed between South Bradford and the borough of Lewis Run. This scenic trail parallels Tunungant Creek (locally called Tuna Creek) for part of the...
The Village of Springville in Western New York is home to the first section of the proposed 27-mile Erie Cattaraugus Rail Trail. Running 1.8 miles from the northern border to the southern border of...
This moderately difficult trail features great views of Minister Creek and passes by several outstanding rock outcropings, the latter about 1 mile from the trailhead parking lot. This heavily used...
The WAG Trail snakes for 9 miles along the upper Genessee River. The trail follows the route of what was once a shortline operation called the Wellsville, Addison & Galeton (WAG) Railroad. Though the...
It's about 1.39 miles paved. At both ends, it terminates into streets without marked bike lands.
WOW…..non-paved trails don’t get any better than this one folks!!! Rode from Mt J to Kinzua after a heavy downpour and only had 1 puddle right at the end in the state park. Wonderful crushed gravel surface…smooth…no bumps…no potholes…no soft spots…grass edges nicely mowed…trees trimmed back…shaded the whole way…milemarkers every .5 miles…interpretive signs with area history…and to top it off it goes directly to a bridge that was at one time called the eighth wonder of the world…SWEET!!! Major kudos to the folks who built and maintained this section. I see they have a crawler tractor, a trail groomer and even a huge vacuum. Keep up the great work. Thank you…bikin-mike June 2022
P.s. Looking forward to returning someday and riding the whole 70 miles when it’s done.
P.s.s. I was expecting some eating places in Mt Jewett. Only saw 1 cafe that closed at 2.
This trail is a beautifully wooded and a somewhat challenging trail. The solitude and cool air even in summertime along the creek make it a perfect warm weather trail!
Just the right length, with good signs and interesting sights along the way, complete with a swinging bridge and rope swing. Can’t ask for anything better!
Just the right length, with good signs and interesting sights along the way, complete with a swinging bridge and rope swing. Can’t ask for anything better!
Lov'd the trip out to the edge and the hike down to the bottom. Aist see if in the area
We were camping at red bridge, and going to see the Pennsylvania elk. We were looking for some thing else to do in the area and saw this trail, so we brought our bicycles. This trail is awesome. We rode from our campsite at red bridge to the trail head and went 10 miles to the new covered bridge. I had to put my bike computer on so I could see how far we went, because they have added more to the trail from what we originally thought. I see it will be extended past the covered bridge eventually but we stopped there. Very scenic along the river. My husband was impressed at the construction of the bridges. The two by fours were laid flat together, so there were no nails sticking up. Some old bike bridges have broken off nails sticking up and hence flat tires on the bike. Really enjoyed this trail, will do it again. Lunch at historic Westline inn along the way. Delicious. Really enjoyed this trail, will do it again.
Biked the Brockway end of the trail up to the Swinging Bridge. End of August, 2021. It was very hot out but most of the trail is very well shaded through the woods. Goes through State Game lands.
Trail follows Little Toby Creek. Quiet and peaceful ride.
I was on a hybrid bike and the trail is very flat. Trail surface is crushed stone which there wasn't a lot of, it was well packed dirt and easy to ride on.
Could also mountain bike on this trail or trail run!
I enjoyed my ride very much even though it took me two hours to get to, wished it were closer!
Started at Salamanca. 90% grass covered and wet. A lot of muddy patches, difficult to pedal. Only went 3 miles and turned around.
It is shaded.
We usually ride on limestone so we really enjoyed the paved trail. Very well maintained and great views. We were disappointed at the lack of trail signs. The leg from the main loop to Edward Ct. basically had none. Once we got to Route 16 we gave up and went back to the main loop to ride.
Trail is well maintained. Several parking areas, both trail heads, along RT 120 and along West Creek Rd. Emporium to St. Mary's is uphill. First 12 MI is gradual grade. Remaining miles a little steeper. Great scenery.
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