Explore the best rated trails in Greencastle, IN. Whether you're looking for an easy walking trail or a bike trail like the Bicentennial Trail and 106th Street Path. With more than 51 trails covering 219 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.
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The Hulman Street Trail follows its namesake roadway through residential and commercial areas of Terre Haute, passing Farrington Grove Elementary School along the way. At its western end, the trail...
The 146th Street Trail is a linear pathway that follows its namesake roadway across Westfield, which lies on the northern outskirts of Indianapolis. At Rohrer Road, the pathway connects to the Monon...
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The White River Greenway brings residents of Martinsville to the river, for rest, for relaxation and for education. The asphalt trail begins at Old Town Waverly Park, and follows the river's course...
The Collett Park Pathway begins on the northern edge of the Indiana State University campus, where it connects to the National Road Heritage Trail, a proposed border-to-border route stretching between...
The Greyhound Trail is sandwiched between a residential community and the Carmel High School Stadium. A portion of the trail follows the former North Indianapolis Electric Interurban Railroad, and a...
The Natalie Wheeler Trail provides a straight north-south route along Union Street/Westfield Boulevard in the Indianapolis metro area. Although it parallels the roadway, the trail's western side is...
The Pleasant Run Trail travels along both the creek and road of the same name as it courses through eastern Indianapolis, although the trail is located on sidewalks in certain areas. In the north, the...
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The Big 4 Trail is a developing rail-trail route across Boone County that will one day span 50 miles. Currently, two disconnected segments of the rail-trail are open. The name is a reference to the...
Railroads helped Indianapolis grow into a transportation hub and manufacturing center beginning in the 1850s. One of those early railways that shaped the city’s future is remembered today along the...
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The Terre Haute segment of the National Road Heritage Trail runs for nearly 7 miles between the west end of Indiana State University campus downtown and Chamberlain Road behind Mewhinney Cemetery just...
The Putnam Nature Trail begins in Greencastle, the home of DePauw University. The trail is part of the National Road Heritage Trail (NRHT), a proposed 150-mile trail across Indiana along the former...
White Lick Creek Trail is the north-south spine of the Plainfield trail system, connecting several parks and the Plainfield Recreation and Aquatics Center. On its northern end, the trail meets the...
The Rosedale South Trail offers a paved, tree-lined route along the former Pennsylvania Railroad in the western Indiana community of Rosedale. It begins on the Central Street and travels southwest for...
Although less than 1 mile long, there are plenty of reasons to hit the Fairbanks Park Trail in western Indiana's Terre Haute. The tree-lined pathway winds along the banks of the Wabash River through...
The White River Wapahani Trail is nearly 7 miles long, stretching from 38th Street at Riverside Regional Park south to W. Raymond Street. Near downtown Indianapolis, the trail provides access to White...
This trail travels 3.2 miles atop an asphalt path beside the Ronald Reagan Parkway in Avon, Indiana. Starting at County Road 300 N, the trail heads south connecting to the B&O Trail via an underpass....
The Central Canal Towpath, also known as the IWC Canal Greenway, features two 19th-century iron bridges that cross the waterway, designated an American Water Landmark. As you follow the tree-lined,...
Covington Circle Trail provides a partial loop around Covington in northwestern Indiana, offering views of farmland, wetlands, and small wooded creeks. Future plans call for completing the circle...
Although less than 1 mile long, the Dobbs Trail offers an important connection between two of Terre Haute's most popular parks, Deming and Dobbs. It follows Poplar Drive, a tree-lined residential...
The P&E Trail begins at the corner of Main Street, 16th Street and Crawfordsville Road in Speedway, Indiana, an enclave of Indianapolis. This eastern endpoint of the trail is just a stone’s throw away...
The Terre Haute segment of the National Road Heritage Trail runs for nearly 7 miles between the west end of Indiana State University campus downtown and Chamberlain Road behind Mewhinney Cemetery just...
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The Centennial Trail lies in a pleasant neighborhood of the same name in southwestern Westfield, about 15 miles north of Indianapolis. The trail crisscrosses a broad stretch of open space along...
The Sugar Creek Trail meanders on the southwestern outskirts of Crawfordsville through suburban back yards, wooded parks and cultivated fields. It follows part of an old Cleveland, Cincinnati, Chicago...
White Lick Creek Trail is the north-south spine of the Plainfield trail system, connecting several parks and the Plainfield Recreation and Aquatics Center. On its northern end, the trail meets the...
The White River Greenway brings residents of Martinsville to the river, for rest, for relaxation and for education. The asphalt trail begins at Old Town Waverly Park, and follows the river's course...
The Brown Boulevard Trail offers students from Terre Haute North Vigo High School a safe route to the Indiana State University Stadium to catch a game. The 2-mile trail also connects to the National...
This 7-mile Indianapolis trail is worth keeping an eye on: the vision for the Eagle Creek Trail is a 16-mile corridor reaching from the hills of Eagle Park to White River. The greenway will provide...
The Rosedale South Trail offers a paved, tree-lined route along the former Pennsylvania Railroad in the western Indiana community of Rosedale. It begins on the Central Street and travels southwest for...
The Limestone Greenway follows the former Illinois Central Railroad for 1.7 miles south of Bloomington. It's a smooth, asphalt trail that's easy enough for people of all ages to enjoy. The pathway...
The B&O Trail, which is being developed along a former Baltimore and Ohio Railroad corridor in Indiana, is planned to one day stretch more than 60 miles from Indianapolis to Montezuma. The paved...
Located in the heart of vibrant downtown Indianapolis, the Indianapolis Cultural Trail is an ideal way to experience all the city has to offer. The trail links five cultural districts flush with...
Although less than 1 mile long, the Dobbs Trail offers an important connection between two of Terre Haute's most popular parks, Deming and Dobbs. It follows Poplar Drive, a tree-lined residential...
The Bridgewater Club Trail surrounds an upscale neighborhood of the same name, providing residents with easy access to the community's many amenities, including a golf course, fitness center and spa....
The Vandalia Trail is the longest open component of the National Road Heritage Trail (NRHT), a proposed border-to-border trail stretching between Terre Haute and Richmond, a span of more than 150...
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One of a handful of trails following the White River in Indiana, Carmel’s White River Greenway parallels the scenic waterway for much of its journey through the eastern part of the city. Along the...
The Wabashiki Trail sits on the traces the perimeter of the Wabashiki Fish and Wildlife Area, leaving travelers with the dual experience of nature and suburbia on either side. Great for wildlife...
The Central Canal Towpath, also known as the IWC Canal Greenway, features two 19th-century iron bridges that cross the waterway, designated an American Water Landmark. As you follow the tree-lined,...
The White River Wapahani Trail is nearly 7 miles long, stretching from 38th Street at Riverside Regional Park south to W. Raymond Street. Near downtown Indianapolis, the trail provides access to White...
Railroads helped Indianapolis grow into a transportation hub and manufacturing center beginning in the 1850s. One of those early railways that shaped the city’s future is remembered today along the...
The Pleasant Run Trail travels along both the creek and road of the same name as it courses through eastern Indianapolis, although the trail is located on sidewalks in certain areas. In the north, the...
The Brown Boulevard Trail offers students from Terre Haute North Vigo High School a safe route to the Indiana State University Stadium to catch a game. The 2-mile trail also connects to the National...
The 106th Street path is a smooth asphalt connector linking the communities of Zionsville and Carmel. The trail begins on Pennsylvania St. in Carmel, crosses US 31 and then continues alongside the...
Covington Circle Trail provides a partial loop around Covington in northwestern Indiana, offering views of farmland, wetlands, and small wooded creeks. Future plans call for completing the circle...
One of a handful of trails following the White River in Indiana, Carmel’s White River Greenway parallels the scenic waterway for much of its journey through the eastern part of the city. Along the...
The Terre Haute segment of the National Road Heritage Trail runs for nearly 7 miles between the west end of Indiana State University campus downtown and Chamberlain Road behind Mewhinney Cemetery just...
The Bloomington Rail Trail is a 2-mile segment of crushed stone that runs through a suburban wooded corridor. The trail extends between W. Country Club Drive in the north and Church Lane in the...
The straight, paved Pennsy Trail—not to be confused with the Pennsy Greenway located farther north in the Chicago suburbs—occupies a portion of the old right-of-way of the Pennsylvania Railroad...
The Vandalia Trail is the longest open component of the National Road Heritage Trail (NRHT), a proposed border-to-border trail stretching between Terre Haute and Richmond, a span of more than 150...
The Pleasant Run Trail travels along both the creek and road of the same name as it courses through eastern Indianapolis, although the trail is located on sidewalks in certain areas. In the north, the...
The Lenape Trace Trail is a short connector path that links a newer residential development in Carmel, Indiana, with both the Sunrise Golf Course and the popular Monon Trail. Residents of the...
The White River Wapahani Trail is nearly 7 miles long, stretching from 38th Street at Riverside Regional Park south to W. Raymond Street. Near downtown Indianapolis, the trail provides access to White...
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The Big 4 Trail will eventually connect all of Boone County, from the Marion County line to the south, to the Clinton County line to the north. A large portion of the rail-trail is already complete....
Although less than 2 miles long, the Hagan-Burke Trail provides valuable connections to three other trails in the city of Carmel: the Monon Trail (an 18-mile RTC Hall-of-Famer that stretches to...
The Landersdale Trail is a 10-foot-wide, paved asphalt path that runs adjacent to and parallel to Landersdale Road in northern Morgan County. The western end of the path connects the fringe of the...
Although less than 1 mile long, there are plenty of reasons to hit the Fairbanks Park Trail in western Indiana's Terre Haute. The tree-lined pathway winds along the banks of the Wabash River through...
The Sugar Creek Trail meanders on the southwestern outskirts of Crawfordsville through suburban back yards, wooded parks and cultivated fields. It follows part of an old Cleveland, Cincinnati, Chicago...
The Natalie Wheeler Trail provides a straight north-south route along Union Street/Westfield Boulevard in the Indianapolis metro area. Although it parallels the roadway, the trail's western side is...
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White Lick Creek Greenway is a paved hike-and-bike trail in the Town of Avon, Hendricks County. The trail makes an asset of the creek and its riparian woodlands, offering users a tranquil journey...
The Greyhound Trail is sandwiched between a residential community and the Carmel High School Stadium. A portion of the trail follows the former North Indianapolis Electric Interurban Railroad, and a...
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The Big 4 Trail will one day stretch 50-plus miles across Boone County, from the northern suburbs of Indianapolis to Lafayette. The Big 4 in the trail name refers to the old Cleveland, Cincinnati,...
A new favorite! We rode from the Carmel trailhead north to Sheridan and back. The trail was beautifully, freshly blacktopped in the Carmel area - but also very heavily trafficked (granted, it was a beautiful day and Labor Day weekend). Once we got a bit further north, the trail was still smoothly paved, but we had it largely to ourselves. The trail is well-shaded for much but not all of the stretch north to Sheridan.
So to be clear, we loved the trail. From here on, I'll focus on providing info you might find useful.
Be advised, the Monon in this stretch is not always very well marked. It's especially sketchily marked in the Westfield area, where we ended up making an accidental detour west on 186th Street. The problem is compounded by the fact that there are sidewalks and paved trails all around you in that area that to all appearances could be the Monon.
FWIW, going north from 186th you should be starting at the intersection of 186th and Wheeler Rd, which changes names to Tomlinson Rd north of the intersection. From 186th north, it's basically a straight shot and there's really no question about whether you're on the Monon.
The trail becomes gradually less suburban and more rural the farther north you go from 186th, and you end by riding past barns and cornfields in the Sheridan area.
At Sheridan the trail ends at an American Legion hall at 236th St. There are two or three gas stations a short ways east on 236th where you can get drinks/food and use the restroom, but you'll have to ride on-road to get to them unless you backtrack a bit on the trail and cut through the adjacent Biddle Memorial Park.
We'd like to go back and run the stretch from Carmel to downtown Indy, but we'll probably wait for a weekday when we hopefully can avoid some of the traffic on the trail.
We started at the Jones Trailhead on Chamberlain Street, road about 3.8 miles toward the University then turned around. This section of the trail was mostly smooth and quite nice.
The two posts to stop motorized vehicles and to slow down u before streets are too close together. They should be staggered like at other Hendricks county parks. I ride a trike and had to pull in mirrors and slow to a crawl. Overall a very nice trail.
Park at Mayor's Garden. When you get to 38th Street turn right to stay on the trail. Mile markers are confusing because the Eagle Creek Trail and Eagle Creek Greenway are combined.
Very nice wooded trail. There is a gap between the first .8 miles and the second leg which is 2.6 miles long. It appears that some have bridged the gap by walking along the railroad tracks.
Beautiful scenery! Peaceful & Quiet. The newer paved sections are awesome! It definately needs some attention to areas that are older. Even the gravely portions aren’t as bumpy as the older paved sections. Great afternoon ride. The parking area in Lebanon is well marked and even has tools if necessary.
The trail is well maintained and offers a relaxing ride through the wetlands outside of West Terre Haute. Plenty of wildlife encountered on the trail from rabbits to turkeys to deer. Even better is that the pedestrian walkway adjacent to US 40 is now open. This creates a loop completely safe from traffic. The only road riding is though a sleepy little neighborhood. The “no trespassing” signs seen on the trail are on private property. Most likely to keep people from cutting through yards to get to the streets. Mosquitos, when stopped, are the main downside this time of year.
I live in Indy and I traverse 6.2 miles of the Monon as my daily commute (on days I ride to work). So this trail is an old acquaintance of mine. This review is intended to give a bigger-picture idea of what the Monon has to offer. The trail is about 27 miles, from the Northern exurb of Sheridan all the way down to 10th street on the near East side of Indianapolis. It is, for the most part, your typical rail trail: straight as an arrow, point A to point B . The trail exists in two counties; Marion county is the urban center of Indianapolis, and Hamilton county, which is the most affluent county in the metro area. The conditions of the trail reflect this reality. The Marion county section was scheduled to begin resurfacing and widening in 2020, but then 2020 happened. The only improvement to be accomplished in the Marion county section over the course of 2020 was the completion of a bicycle/pedestrian bridge over busy 38th street, which was VERY needed. Near the southern terminus, there is currently (July 2021) massive highway construction that has impacted the Monon. One hopes the resurfacing will be done following all of that.
What I want to point out here, though, is that the Monon trail is actually just the most travelled of a network of fine bicycle trails that fan out over the city. The Monon bisects the Fall Creek trail, which travels from the near west side all the way east out to Fort Harrison state part, along fall creek. This is a great trail with long uninterrupted portions of riding. The southern terminus of the Monon is just a short jog over from one of the ends of the downtown Cultural Trail. You can ride the Cultural trail southwest across the downtown to link up with the Wapahani trail, which goes southward out of town along the White River. Another terminus of the cultural trail in Fountain Square is a short ride from the Pleasant Run trail, another creek-following trail that runs east out to the cool old neighborhood of Irvington. The Fall Creek trail now intersects, at its current western terminus, with the Canal Towpath trail, which is my personal favorite trail, though it is maybe the shortest of these. Up in Hamilton county, there are more trails spurring off of the Monon than you can shake a stick at, as they lead into the many suburban neighborhoods up there.
So, if you are looking at the Monon as a possible destination trail, please take time to consider it in its full context. We have a fun little city here. You can ride your bike along a combination of these trails to get to just about any of the fun parts of town. Our little group of bike riding friends regularly put in 30-50 mile rides all over the place, with very little street riding.
We parked at Community Park and went north along Hurricane Creek. It was shaded and very lovely. We went on several connected bike paths not shown such as E. King Street, Eastview Drive and Hurricane road. Wish we had time to go along Young's Creek!
Some hills & bumps in the trail. Be prepared to turn around & go back or ride up a short steep hill on 3rd St. Turn right on Union, then left on 5th which will take you back to the park.
Walked part of the trail today and was impressed! Clean, paved & well marked. I was surprised to see mile markers. Both families and individuals were walking, running and bike riding enjoying the day.
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