Paoli, IN Bike Trails and Maps

141 Reviews

Looking for the best Bike trails around Paoli?

Find the top rated bike trails in Paoli, 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
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18 Results
Activities
Length
Surfaces
Type

B-Line Trail

3.1 mi
State: IN
Asphalt

Big Four Bridge

0.5 mi
State: IN, KY
Concrete

Clarksville Heritage Trail

1.6 mi
State: IN
Asphalt

Clear Creek Trail (IN)

2.4 mi
State: IN
Asphalt

Discovery Trail (IN)

1.9 mi
State: IN
Asphalt

Indian Creek Trail (IN)

3 mi
State: IN
Concrete, Gravel

Jasper Riverwalk

2.1 mi
State: IN
Asphalt

Karst Farm Greenway

7.27 mi
State: IN
Asphalt

Lewis and Clark Bridge Trail

2.5 mi
State: IN, KY
Asphalt

Limestone Greenway

1.7 mi
State: IN
Asphalt

Louisville Loop

50.4 mi
State: KY
Asphalt, Concrete

Monon South Trail

22.2 mi
State: IN
Asphalt, Concrete, Crushed Stone

Ohio River Greenway

5.6 mi
State: IN
Asphalt

Patoka Lake Bike Trails

5.4 mi
State: IN
Asphalt, Concrete

Tell City Riverwalk

1.1 mi
State: IN
Asphalt

Windy Creek Trail

0.7 mi
State: IN
Asphalt

Bloomington Rail Trail

2 mi
State: IN
Concrete, Crushed Stone

Polly Grimshaw Trail

0.65 mi
State: IN
Concrete
Trail Image Trail Name States Length Surface Rating
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 Four Bridge links Louisville, Kentucky, and Jeffersonville, Indiana, over the majestic Ohio River, once described by Thomas Jefferson as “the most beautiful river on Earth.” The bridge’s...
IN, KY 0.5 mi Concrete
The Clarksville Heritage Trail links the residential heart of Clarksville, Indiana, with its growing trail system and two local parks. The trail, which occupies an abandoned Dinky Line railroad...
IN 1.6 mi Asphalt
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
Clarksville's Discovery Trail is a welcome addition to southern Indiana's expanding network of trails. The trail sits on a disused CSX right-of-way stretching from Applegate Lane in the east to Silver...
IN 1.9 mi Asphalt
The Indian Creek Trail is actually a series of interconnected trails stretching between between the YMCA and the Hayswood Nature Reserve, near Corydon in Harrisburg County. From the YMCA of Harrison...
IN 3 mi Concrete, Gravel
Following the Patoka River, the Jasper Riverwalk is a pleasantly easy path that offers opportunities for recreation and connection. Mid-way along the route, the Dave Buehler Plaza (500 E 4th...
IN 2.1 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
This multipurpose trail provides a safe, non-motorized alternative to cross the Ohio River between Jeffersonville, Indiana and Louisville, Kentucky. The two-lane paved trail actually starts 1.4 miles...
IN, KY 2.5 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
In the 1890s, pre-eminent landscape architect Frederick Law Olmsted Sr. envisioned large community parks connected to the neighborhoods of Louisville via “ribbons of green.” His tree-lined parkways...
KY 50.4 mi Asphalt, Concrete
The 22.2-mile Monon South Trail runs in 5 distinct segments. The rail-trail is planned to one day span 62.3 miles from Mitchell to Borden, connecting eight communities in four counties. About the...
IN 22.2 mi Asphalt, Concrete, Crushed Stone
The Ohio River Greenway (formerly known as the Clarksville Levee Trail) winds through Clarksville, Indiana, on top of the levees designed to hold back the Ohio River in the event of rising water....
IN 5.6 mi Asphalt
Managed by the Indiana DNR, The Patoka Lake Bike Trails offers trail users access to a variety of attractions around this scenic lake. Starting off from the Pakota Lake Main Gate, the trail first...
IN 5.4 mi Asphalt, Concrete
While Tell City's historic floodwall, which dates back to the late 1930s, plays the essential role of protecting the city when the Ohio River's level rises, it could also be viewed as a visual and...
IN 1.1 mi Asphalt
The Windy Creek Trail is a 0.7-mile, eight-foot wide trail in Tell City, Perry County. The path is flat, asphalt and usable for a range of non-motorized uses including walking, jogging, cycling and...
IN 0.7 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
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

Recent Trail Reviews

Patoka Lake Bike Trails

Great trails!

June, 2026 by sarakreilein

We biked every one of these trails and some of the adjoining campgrounds too! We had an awesome time — the highlight was taking in the amazing views of Patoka Lake on the trail leading down to the beach area. The trails are well-paved and offer plenty of forest shade mixed with sunshine. Road crossings are well-marked and minimal. All of these trails are out-and-back (not loops) which helps you get even more mileage in. Of course with it being southern Indiana - it is HILLY, which helps the trails stay interesting! We biked these in the Summer but would love to come back in the Fall as it will be even more beautiful. 10/10 highly recommend! recommend!

Jasper Riverwalk

Peaceful and Varied

June, 2026 by sarakreilein

A beautiful and well maintained path winding through thick forest to the north and aside farmland to the south. Riding over the steel bridge at the Old City Mill and seeing the railroad/old industrial district to the north are highlights. There are restrooms at Dave Buehler Plaza and many benches and picnic tables along the path. Easy access to restaurants and downtown Jasper. Jasper Riverwalk connects with the greater Jasper trail system at its north end and can be taken all the way around to the Jasper Parklands, about 9 miles in total paved path (not including the Parklands paths).

Milwaukee Road Transportation Trailway

nice trail

May, 2026 by cwilhoit51

It was a pleasant ride but bring your bug spray. Lots of standing water. Very few people on the trail.

Accordion

Louisville Loop

Floyd’s Fork section

March, 2026 by westrichdave

My wife and I rode the Floyd’s Fork section today. The weather was beautiful and the trail was pretty and fun! Some parts are in the trees and bushes and you feel like you’ve gotten away from the world. The trail itself is well maintained. We came across many people who were walking, jogging and biking. If you are a biker and moving a little too fast, you will need to be careful on the bends so you don’t get in a “tight spot” with other people! we truly enjoyed riding on this section of the loop.

Monon South Trail

Love the Trail

November, 2025 by lphillipsblack

Hi I run and Bike. Water fountains open at Pekin trail head. Partial crushed rock and paved. Awesome trail.

Milwaukee Road Transportation Trailway

fun ride, but a few parts of the trail were. bit rough

October, 2025 by rmcfarland1535

We started at the dam and it was hard to find the start as there was no markings to say this was the start of the trail we found as we were about to leave over to the right. From there the trail was great for about 9 miles but then the gravel became so big we were having a bit of trouble riding. But all in all a fun little trail with some cool bluffs and neat bridges

Milwaukee Road Transportation Trailway

Nice Milwaukee ride

August, 2025 by mike1318

First time on this gravel trail. Nice easy parking in Bedford. After leaving town there were a few areas getting work on after a washout. Once past those couple areas it was very beautiful shaded ride. Being a heavy user of Indianapolis trails, it is such a nice change to have peaceful country side to go through. Saw a couple of deer and a couple of bikers on, so I wasn’t worried about any stray cougars. Just kidding. Super enjoyable ride.

Ohio River Greenway

Great ride!

July, 2025 by edjanetravel

Indiana has done a beautiful job with this trail. Could use real restrooms on New Albany end but the port a pots were fairly clean.

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.

Monon South Trail

Good start to the Monon South

May, 2025 by gwczpykkxp

As of May 2025 you can ride about 10 miles uninterrupted from Deam Lake to Pekin. The trail is paved through 5 towns (Borden, Pekin, Salem, Orleans, Mitchell). Restroom facilities are being built in a couple of those towns. It’s crushed lime except in the towns. Very enjoyable trail.

Louisville Loop

Riverwalk section is awful

April, 2025 by tod.hanson

We rode the Riverwalk section and the Big Four Bridge. The bridge was great, the Riverwalk was not. It is true they had major flooding about 3 weeks ago and, understandably, this was not yet fully remediated. But even in unaffected areas the majority of the trail goes through dilapidated inner city and industrial sections with only minimal and unmaintained landscaping, hardscaping, or other park amenities. If you want a much better southern Riverwalk trail experience, go to Chattanooga TN or Columbus GA.

Big Four Bridge

Salvaged the Louisville Loop experience

April, 2025 by tod.hanson

We crossed the Big Four Bridge while riding the River Walk portion of the Louisville Loop trail. The bridge was way better than the trail.

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