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 4076 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

Great Miami River Trail

Ran this trail twice

May, 2024 by luv_mlb25

I have ran this trail from top to bottom twice. This included the portion that is known as Canal Feeder Trail in Sidney (not labeled on this map, but said to be part of the trail) and also includes the last little bit from Hamilton to Fairfield.

Last year when i ran it, it was labeled as being 99 miles, however, this year they have it marked as being 87 miles...not sure where the other 12 miles went from the year before...but I measured it out to be 95.72 miles. This includes any and all spurs or any branches off from the main trail. Canal feeder trail is 4.66 miles (this includes the whole trail, across Vandemark Rd where the trail extends and dead ends in the woods with no place to go but back to the Vandemark Rd parking lot). Then starting at Swift Run in Piqua and ending at Trenton (including Canal Feeder) measures 84.55 miles. The last little bit from Reigart Road in Hamilton to Groh Ln in Fairfield measures 11.17 miles.

I frequently run the portions running from Piqua to Vandalia. This portion is mostly wooded and protected. Once it gets in to Dayton it gets a little tricky with more flood bank runs and city views. The run from Marina Drive to Miami St is a little boring but not as boring as the path from Carmody to Trenton that measures 6.2 miles in distance.

I have this trail broke down in to miles pretty good with landmarks. If anyone ever wants to know distance measures, I'm your gal.

The last leg of the map runs Hamilton to Fairfield, and honestly may be the best part through heavy woods and beautiful landscapes.

Enjoy!

White River Wapahani Trail

pretty good

May, 2024 by fly777300

Started the trail at Washington street and proceeded south. Trail was clean and clear until Oliver avenue then multiple tents with homeless folks under the overpasses. The trail gets narrower toward Kentucky avenue overpass and it turns into dirt and wooded area. I came back toward the north and the trail is very nice and clean.

Pennsy Trail (IN)

Awesome trail

April, 2024 by leanneklamb

Way less traffic than the Monon trail, had a great time riding my ride here.

Accordion

Wilbur Wright Trail

New section at Mooreland, IN.

April, 2024 by jeffstov

There is a very new section on the Wilbur Wright Trail open between N County Road 625E and N county Road 800 E going through Mooreland . There is another section that is in the process of being cleared to the west of CR 600 E.. Looking forward to the day when I can ride from New castle all the way to Losantville where the Wilbur Wright will connect with the Cardinal Greenway.

Eagle Creek Trail

Trail to nowhere

April, 2024 by rma101560

Great trail along Raymond then a bad crossing at Harding. The trail is nice along Eagle Creek but it goes nowhere. There is also no parking available along the trail but it doesn't really make any difference. Will Indy Parks ever finish this trail?

Archway Trail

Road trip to Indy. Needed a quick run to stretch the legs. Just a few minutes off i70 and just a few minutes to run the 0.6 mile trail. Runs along a main road. Nice "trail". Wouldn't go out of my way for it... But it served it's purpose.

March, 2024 by luv_mlb25

Road trip to Indy. Needed a quick run to stretch the legs. Just a few minutes off i70 and just a few minutes to run the 0.6 mile trail. Runs along a main road. Nice "trail". Wouldn't go out of my way for it... But it served it's purpose.

Wilbur Wright Trail

This is a beautiful trail, if you start at the YMCA that first 1.5 mile is deceiving, you hit a bigger than expected incline. Next 1.5 mile has good ups and downs and curves. I think you should start at the end and finish at the YMCA.

March, 2024 by sunflowerfarm765

This is a beautiful trail, if you start at the YMCA that first 1.5 mile is deceiving, you hit a bigger than expected incline. Next 1.5 mile has good ups and downs and curves. I think you should start at the end and finish at the YMCA.

Pennsy Trail (IN)

quad or roller skating - perfect

March, 2024 by keepingthepiece

I thoroughly entire skating this trail. There are multiple sports to park and enter the trail. The trail has some uneven places, but is mostly an easy and relatively flat trail. I entered at mile marker 1, skated to the end, turned around and started to the other end, then back to my car. My total was 5.16 miles.

Shirley Heritage Trail

short and sweet

March, 2024 by luv_mlb25

I ran this trail back in September 2023. I planned a trip to Indianapolis but knew I needed to fit in a short run along the way. This was easily accessible off I70 and was just long enough to get a quick mile or two in for the day. Nice pit stop after sitting in a car. The trail was decent, flat, and wide open. No shade, but honestly it's not long enough to really worry about being in the shade for a lengthy period of time. The trail runs along a main road and then circles around the city park. There are benches and plenty of parking. I am not sure of the amenities around town, but there was a gas station. Small town trail but another one marked off the list.

Tracy Trail

skating trail for the win

February, 2024 by keepingthepiece

The trail isn’t smooth, and you have to cross multiple roads, but it’s nice having this trail in town along a little winding creek with a couple playgrounds along the way. It starts at Summerfield Park where there’s plenty of parking.

Indianapolis Cultural Trail

Beautiful but not great for quad skating

February, 2024 by keepingthepiece

I’ve skated this trail a few times. It’s so beautiful for the eyes, but the texture of the path is terrible for skates. Even with the softest wheels on the market, the constant rough bumps are not fun. There’s never a break. It goes from bad to worse, then back again. We still skate it for the view, but it sure would be nice if it was smooth. We enjoy the river views, the canal, the swan boats, and the steam lock outside the museum.

White River Greenway Trail (Martinsville)

lovely skating trail by the water

February, 2024 by keepingthepiece

This trail at Waverly Park is great fun on quad skates. There are lots of obstacles like sticks, rocks, seeds, acorns, lifted cracks, rough wooden bridge, bicyclists, and lots of walkers with dogs. Everyone on the trail outs really nice and considerate. There are tons of places to stop and see the gorgeous White River. There are picnic tables of you want to bring a picnic. My skate tracker app clocks the trail at a little over 4.25 miles if you go so the way foam and back to the parking lot.

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.