Looking for the best trails around Greensburg?

Explore the best rated trails in Greensburg, IN, whether you're looking for an easy walking trail or a bike trail like the Shirley Heritage Trail and Pleasant Run Trail . With more than 36 trails covering 4083 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.

Recent Trail Reviews

Heritage Trail of Madison

Thanksgiving Day 2023

November, 2023 by stephanie.barrett

Earlier this year, my parents stumbled upon part of this trail and were eager to introduce it to me when I was in town for the holiday. As a new professional in the railroading industry, I was excited to enjoy one of the Rails-to-Trails in person after hearing high praise from my colleagues. The area is very well maintained with clear signage, greenery, and historical markers. Since my parents (who are in their 70s) did not feel comfortable traversing the steep incline that leads to the Hospital, we instead opted for the Crooked Creek West Trail and Deer Path. These were much more accessible due to being mostly flatter terrain and led us to the abandoned Crooked Creek Phantom Bridge of Madison, Indiana. I would love to see more historical information on display to enrich the experience. It was very cool to see parts of the rail stamped with the original mill marks of Carnegie Steel from the 1905 installation!

Pro Tip: Start at the waterfront downtown for easy parking and a better, more scenic starting point that follows the waterway.

Cardinal Greenway

Wide paths, beautiful tree scenery. Worth the drive from Louisville!

October, 2023 by jlhayden17

Wide paths, beautiful tree scenery. Worth the drive from Louisville!

B&O Trail

Great to see the added length in Hendricks county.

October, 2023 by kjr46112

Great to see the added length in Hendricks county.

Accordion

Franciscan Trail

Great Roller- Skating Trail

October, 2023 by keepingthepiece

I skated this trail on quads and absolutely loved it. There’s a variety of slopes and flats, nice scenery, and smooth terrain. Bridges are a little annoying because my skates won’t roll them - way too uneven and bumpy, but the railings are stout and I pulled myself across easily enough. Kids enjoyed it on bikes and scooters.

Cardinal Greenway

Jonesboro thru Marion segment

September, 2023 by msherer1622

I note that the reviews tend to focus on the Richmond end of the trail. My wife and I decided to check out the northwest segment of the Cardinal Greenway beyond the gap north of Muncie—Jonesboro through Marion. The CG ends just west of Marion but flows seemlessly into the Sweetser Switch Trail and then into the Converse Junction for a total of almost of 18 miles each way.

We decided to stay the night in Marion as a home base and found a B&B called Beatrice The Villa run by a charming Italian couple who also have a superb Italian restaraunt on premises. Marion itself has a rustbelt vibe, but we felt safe and were just 4-5 blocks from the trail with entrances on 9th or 10th street. The trail itself is beautiful and wooded in Marion thru Jonesboro—that was our evening trip—south to the Jonesboro Trailhead and back. There was really only one bad crossing at US 35. The rest either have trestles over roads or are lightly traveled. I dinged the trail one start because at 24 years of age, there are quite a few cracks and bumps that need work in Marion. On Day 2 we did Marion to Converse and back, about a 24 mile round trip. That's more varied with both woods and fields (corn & beans) with lots of wildflowers and birds and a couple of covered bridges. It's worth noting that the Converse Junction now extends into Converse to the main district where you can get ice cream, burgers, beer, BBQ, Pizza from various establishments (fewer options on Sunday).

As you may be aware, The Great American Rail Trail uses the Cardinal Greenway for a major chunk of its route through eastern Indiana. According to a local rider, the trail supporters lost a Supreme Court case with farmers over trail, so they are looking at going through Gas City and Upland to get to the southern segment of the CG. From Converse, a tiny but cute Indiana town with a nice BBQ restaurant, plans are to connect up with the Nickleplate Trail over near US 31 about 16 miles west.

Overall we had a really nice time and would consider doing it again. The B&B was a highlight and perfect for easy access to the trail. Trail condition in Marion needs some work and there's a surprising lack of toilet facilities west of Marion and the Sweetser public toilet was locked. Otherwise it's a 5 star ride.



Blue River Trail (Shelbyville)

Pretty nice

September, 2023 by gary.turner2

It a good trail. Few spots to get into a good speed but relaxing with plenty to do around.

Pennsy Trail

home Trail

September, 2023 by gary.turner2

Wonderful well kept trail for all. This is a must ride for any level of rider. Just do it!

B&O Trail

Rode the B&O for the first time recently; happy to share that a new extension has just opened, west of Tilden. Great ride!

September, 2023 by mccurdy.john

Rode the B&O for the first time recently; happy to share that a new extension has just opened, west of Tilden. Great ride!

Fall Creek Trail (IN)

Relaxing ride along the creek

September, 2023 by dinwiddieb

We jumped on the Fall Creek trail from the Monon and headed east to Fort Benjamin Harrison, road around a little bit and then returned. It's a nice relaxing ride with plenty of shaded and winds along the creek for some beautiful scenery. A pretty smooth trail that is not overly populated.

Monon Trail

fun Monon trail

September, 2023 by lorikneisler

Love this trail when we visit Carmel

B&O Trail

Great Ride

August, 2023 by genapps

This trail when totally completed will not disappoint the riders. Had a great time riding the trail and seeing the progress.

Cardinal Greenway

Cardinal Greenway is among the very best

August, 2023 by jwmca

Went 38 miles round trip from Tingler Road trail head near Chester to Losantville. Road on a beautiful mid-August weekday, mostly in the shade of the trees lining the route. Asphalt surface was in great condition with no tree root issues. The trail was lightly used that day. During the ride we encountered 24 cyclists (4 on e-bikes), 4 walkers, and 2 squirrels. The lack of wildlife was a little surprising but the trail runs in a narrow strip of trees with cornfields and highways bordering it

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.