Greencastle, IN Bike Trails and Maps

346 Reviews

Looking for the best Bike trails around Greencastle?

Find the top rated bike trails in Greencastle, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
56 Results
Activities
Length
Surfaces
Type

106th Street Path

5.7 mi
State: IN
Asphalt

B&O Trail

11.7 mi
State: IN
Asphalt

B-Line Trail

3.1 mi
State: IN
Asphalt

Big 4 Trail (Lebanon to Colfax)

16.6 mi
State: IN
Asphalt, Crushed Stone

Big 4 Trail (Whitestown)

2.8 mi
State: IN
Asphalt

Big-4 Rail Trail (Zionsville)

5.4 mi
State: IN
Asphalt

Bridgewater Club Trail

2.6 mi
State: IN
Asphalt

Carey Road Trail

1.4 mi
State: IN
Asphalt

Central Canal Towpath

6.4 mi
State: IN
Crushed Stone

Clear Creek Trail (IN)

2.4 mi
State: IN
Asphalt

Covington Circle Trail

5.2 mi
State: IN
Asphalt

Fall Creek Trail (IN)

13.9 mi
State: IN
Asphalt

Franciscan Trail

2.2 mi
State: IN
Asphalt

Franklin Greenway Trail

3.4 mi
State: IN
Asphalt

Hagan-Burke Trail

1.42 mi
State: IN
Asphalt

Indianapolis Cultural Trail

10.5 mi
State: IN
Asphalt

Karst Farm Greenway

7.27 mi
State: IN
Asphalt

Landersdale Trail

1.5 mi
State: IN
Asphalt

Limestone Greenway

1.7 mi
State: IN
Asphalt

Midland Trace Trail

7.5 mi
State: IN
Asphalt
Accordion

Monon Trail

27.1 mi
State: IN
Asphalt

Parke Community Rail Trail

0.6 mi
State: IN
Asphalt

Pennsy Trail (IN)

14.5 mi
State: IN
Asphalt

Putnam Nature Trail

3.5 mi
State: IN
Crushed Stone

Sugar Creek Trail (IN)

5.1 mi
State: IN
Asphalt, Crushed Stone

Tracy Trail

1.5 mi
State: IN
Asphalt

Vandalia Trail

19 mi
State: IN
Asphalt, Crushed Stone, Dirt, Grass, Gravel

Wabashiki Trail

7 mi
State: IN
Asphalt, Crushed Stone, Dirt

White Lick Creek Trail

3.5 mi
State: IN
Asphalt

White Lick Creek Trail (Avon)

2.3 mi
State: IN
Asphalt, Concrete

Bicentennial Trail

2 mi
State: IN
Asphalt

Bloomington Rail Trail

2 mi
State: IN
Concrete, Crushed Stone

Greyhound Trail

0.4 mi
State: IN
Asphalt

P&E Trail

2 mi
State: IN
Gravel

Ronald Reagan Parkway Trail

3.2 mi
State: IN
Asphalt, Concrete

White River Greenway (Carmel)

2.3 mi
State: IN
Asphalt

White River Wapahani Trail

6.85 mi
State: IN
Asphalt

Eagle Creek Trail

7.1 mi
State: IN
Asphalt, Boardwalk

Pleasant Run Trail

6.9 mi
State: IN
Asphalt

146th Street Trail

2.3 mi
State: IN
Asphalt, Concrete

Big 4 Trail (Veedersburg)

1.05 mi
State: IN
Asphalt

Brown Boulevard Trail

2.2 mi
State: IN
Asphalt

Centennial Trail (IN)

2 mi
State: IN
Asphalt

Collett Park Pathway

1.4 mi
State: IN
Concrete

Dobbs Trail

0.8 mi
State: IN
Asphalt

Fairbanks Park Trail

0.6 mi
State: IN
Concrete

Hulman Street Trail

3.7 mi
State: IN
Concrete

Indiana Veterans Memorial Mile

1 mi
State: IN
Asphalt

Lenape Trace Trail

1 mi
State: IN
Asphalt

Montezuma B&O Walking Bridge

0.2 mi
State: IN
Concrete

Natalie Wheeler Trail

1.6 mi
State: IN
Asphalt, Concrete

Polly Grimshaw Trail

0.65 mi
State: IN
Concrete

Riley Spur Trail

1.61 mi
State: IN
Asphalt
Trail Image Trail Name States Length Surface Rating
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...
IN 5.7 mi Asphalt
Overview The B&O Trail follows a former Baltimore and Ohio Railroad corridor for 11.7 miles in Indiana, in two distinct segments.  About the Route On the western outskirts of the capital, the...
IN 11.7 mi Asphalt
The B-Line Trail in Bloomington runs for 3 miles between Adams Street (near the railroad tracks) and West Country Club Drive. The trail passes through downtown Bloomington and by a railroad...
IN 3.1 mi Asphalt
The Big 4 Trail is a developing rail-trail route across Boone County that will one day span 50 miles. Currently, three disconnected segments of the rail-trail are open. The name is a reference to the...
IN 16.6 mi Asphalt, Crushed Stone
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...
IN 2.8 mi Asphalt
The Big-4 Rail 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,...
IN 5.4 mi Asphalt
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....
IN 2.6 mi Asphalt
The Carey Road Trail offers a straight north-south route through southeastern Westfield. It parallels the eastern side of the roadway through rural areas and residential communities, including the...
IN 1.4 mi Asphalt
Overview The 6.4-mile 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. Following...
IN 6.4 mi Crushed Stone
Bloomington's Clear Creek Trail runs between Tapp Road in the north and the Blooming Rail Trail in the south, linking with the latter just north of Church Lane. Although the Clear Creek Trail is...
IN 2.4 mi Asphalt
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...
IN 5.2 mi Asphalt
Providing a slice of scenic beauty in an urban setting, the Fall Creek Trail follows the titular creek along a quiet, forested corridor in northern Indianapolis. Offering a variety of recreation...
IN 13.9 mi Asphalt
The Franciscan Trail provides over 2 miles of walking and biking routes through Beech Grove, part of the Indianapolis metro area. The 12-foot wide, two-lane asphalt path allows residents to connect...
IN 2.2 mi Asphalt
The Franklin Greenway Trail (also known as the Franklin Historic Trail) is 3.4 miles of paths threading through Franklin’s parks while connecting community amenities such as schools, community centers...
IN 3.4 mi Asphalt
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...
IN 1.42 mi Asphalt
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...
IN 10.5 mi Asphalt
The Karst Farm Greenway is a paved, multiuse trail that runs for 7.27 miles from Karst Farm Park in the City of Bloomington to Campbells Park in the Town of Ellettsville. The parks along the...
IN 7.27 mi Asphalt
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...
IN 1.5 mi Asphalt
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...
IN 1.7 mi Asphalt
Overview The Midland Trace Trail follows the abandoned Central Indiana Railway corridor (a.k.a. the "Midland") for 7.5 miles in three sections.  About the Route The longest section of the...
IN 7.5 mi Asphalt
Accordion
Overview The 27.1-mile Monon Trail stretches across central Indiana between Indianapolis and Sheridan, to the north. About the Route The trail's northern endpoint is located in Sheridan, near...
IN 27.1 mi Asphalt
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...
IN 7 mi Asphalt
Built on the former Norfolk Southern railbed, the Nickel Plate Trail will someday stretch 18 miles from Indianapolis through Fisher to Noblesville. Currently, the  12- to 14-foot-wide paved...
IN 8 mi Asphalt, Concrete
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...
IN 0.6 mi Asphalt
Overview The Pennsy Trail is currently open in two main segments. About the Route The western segment leaves off from the eastern side of Indianapolis, linking the Irvington neighborhood with...
IN 14.5 mi Asphalt
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...
IN 3.5 mi Crushed Stone
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...
IN 5.1 mi Asphalt, Crushed Stone
The Tracy Trail is a short suburban greenway in the town of Greenwood. The trail runs north–south between Summerfield Park and just north of Woodman Park near Southwest Elementary School. The open...
IN 1.5 mi Asphalt
Overview The Vandalia Trail currently consists of two disconnected segments west of Indianapolis that total 19 miles. The first segment runs nearly 12 miles between Greencastle and Amo. The second...
IN 19 mi Asphalt, Crushed Stone, Dirt, Grass, Gravel
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...
IN 7 mi Asphalt, Crushed Stone, Dirt
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...
IN 3.5 mi Asphalt
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...
IN 2.3 mi Asphalt, Concrete
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...
IN 2 mi Asphalt
This linear recreational trail allows residents of Avon to connect to the B&O Trail in neighboring Brownsburg without having to drive to it. The trail starts on Country Road 100 and takes a straight...
IN 2 mi Asphalt
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...
IN 2 mi Concrete, Crushed Stone
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...
IN 0.4 mi Asphalt
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...
IN 2 mi Gravel
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....
IN 3.2 mi Asphalt, Concrete
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...
IN 2.3 mi Asphalt
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...
IN 6.85 mi Asphalt
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...
IN 7.1 mi Asphalt, Boardwalk
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...
IN 6.9 mi Asphalt
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...
IN 2.3 mi Asphalt, Concrete
The Big 4 trail in Veedersburg runs through the town of Veedersburg, just northwest of Indianapolis along an old railbed. Starting from the western endpoint, trail users should be warned that first...
IN 1.05 mi Asphalt
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...
IN 2.2 mi Asphalt
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...
IN 2 mi Asphalt
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...
IN 1.4 mi Concrete
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...
IN 0.8 mi Asphalt
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...
IN 0.6 mi Concrete
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...
IN 3.7 mi Concrete
The unique Indiana Veterans Memorial Mile circles Indiana State University's football stadium in the shape of the state. Along the way, fitness stations add to your walking or biking routine. At...
IN 1 mi Asphalt
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...
IN 1 mi Asphalt
The Montezuma B&O Walking Bridge crosses the Wabash River, connecting Vermillion county and Parke county. Previously an abandoned B&O railroad bridge, the structure underwent a revitalization that...
IN 0.2 mi Concrete
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...
IN 1.6 mi Asphalt, Concrete
Bloomington’s Polly Grimshaw Trail is a short rail-with-trail that provides a crucial link from the city’s east side to State Route 45, close to Indiana University. The trail runs between apartments...
IN 0.65 mi Concrete
Overview The Riley Spur Trail is a paved 1.61-mile rail-trail in Vigo County.  About the Route From its northwest end on Lama Street, the trail heads southeast through a wooded corridor to...
IN 1.61 mi Asphalt

Recent Trail Reviews

Karst Farm Greenway

Great Trail

June, 2025 by cameronscott343

Beautiful scenery and if you’re lucky you’ll see cows roaming the pastures! Nice trail with a good uphill climb in the middle. Ample parking at all trailheads along the route.

Pleasant Run Trail

homeless

June, 2025 by traillink user

Lots of homeless people living right off the trail. The trail is not well maintained and smells really bad out there.

Big 4 Trail (Lebanon to Colfax)

Good Trail but where the upkeep?

June, 2025 by stonebraker1985

Road this today from trailhead in Colfax to Lebanon and most of the trail is enjoyable, but there’s parts where they really need to trim some of the branches and MOW along the sides of the trail!

Accordion

B&O Trail

trail report.

May, 2025 by hadley6609

We rode the whole length of the B&O today and we were glad to see that the two sections of the B&O are nearly connected. The trail is totally impassable at Country Club Road, and a couple of blocks in either direction of that intersection still need to be blacktopped, but otherwise the trail is pretty much done. For those unfamiliar with the B&O, it is a rail trail that varies from the very urban at the eastern terminus to very rural by the time you reach the western end. The trail runs right through the town of Speedway where you can find a couple of good breweries, a few other restaurants, ...and one enormous racetrack. The trail is in great shape, and connects to the rest of Indy's trail network.

Covington Circle Trail

home trail

May, 2025 by stonebraker1985

Really love this trail, hometown trail and ride it 3-4 times a week. Only thing I wish is they would improve some of the paved trail that needs fixing (cracks/etc)

Pennsy Trail (IN)

Excellent Ride

May, 2025 by tac400

This trail was a very enjoyable ride. It was flat, pretty much straight and had many little spurs to get off to different parts of the area. I connects to the 3 mile long Buck Creek Trail and a very close connection to the Pleasant Run Trail (8 miles approx) so you can get a good amount of miles in with these trail connectors. They have a solar System Kiosk system with information about the Sun and the 8 closest planets (Mercury to Neptune). The trail itself looks new, especially in certain parts of it. It is well maintained and has good signage, although these have some gang signs on them. Some parts have absolutely no wind protection and other parts have solid trees on both sides of the trail. There is a little music area that you can play musical instruments and benches are plentiful.

Pleasant Run Trail

Depressing Trail

May, 2025 by tac400

Wow! This could be the worst trail I have ridden in years or ever. The trail rides from Ellenberger Park to Garfield Park. It was filthy with dirt on the trails, signage, while mostly helpful, was faded and/or had gang signs on them. I was ducking overhanging branches and pot holes/bumps for much of it along with riding through homeless tent city. There were a couple of intersections where it would've helped to have signage but as a first time rider, I was able to stick to the trail the whole time. This trail, in all honesty, has a lot of potential but it feels very neglected to say the least. Come on Indy, lets do better with this. It was so poor that I instead used roads instead of the trail to get back to my car.

Franciscan Trail

Excellent Short Trail

May, 2025 by tac400

This trail was top notch. It is a connection from Hornet Park to Bolton Park. Winding around a creek for much of the way, very new looking, clean with good signage. Parking on both ends of the trail. Probably best for running or walking due to the short distance but I must experience for trail lovers. It does not connect or have any near connections to any other trails.

Big 4 Trail (Lebanon to Colfax)

Great Trail-Maintenance needed

May, 2025 by aringtonjw64

This is one of the best trails in the central Indiana region but is in need of significant maintenance where pavement is buckling. For at least 2 miles from the trailhead in Lebanon toward Thorntown, the bumps are severe. Also, either side of Thorntown for about a mile each direction is just as bad. At the very least, the areas should be highlighted with paint. It has been this way for a couple of years now...does Boone County not care about the upkeep of this trail?

P&E Trail

we love this trail!

April, 2025 by gerrip_tl

This trail runs right by our house, we use it daily for walking our dog, and getting to/from Main Street.

White Lick Creek Trail (Avon)

Very pretty underated trail

April, 2025 by indypcplus

This trail goes along the beautiful White Lick creek and goes under the haunted train bridge. A must if you are biking!

B&O Trail

We rode 17 miles total, and stopped for a picnic at the nature park. Trail is in great condition and is very scenic. We witnessed the expansion going eastwards as the crew was laying asphalt. What a wonderful asset to the community.

April, 2025 by ldewyse1

We rode 17 miles total, and stopped for a picnic at the nature park. Trail is in great condition and is very scenic. We witnessed the expansion going eastwards as the crew was laying asphalt. What a wonderful asset to the community.

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