Westport, IN Walking Trails and Maps

123 Reviews

Looking for the best Walking trails around Westport?

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

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Activities
Length
Surfaces
Type
24 Results
Activities
Length
Surfaces
Type

Blue River Trail (Shelbyville)

5.2 mi
State: IN
Asphalt, Concrete

Dearborn County Trail

5.4 mi
State: IN
Asphalt

Franciscan Trail

2.2 mi
State: IN
Asphalt

Franklin Greenway Trail

3.4 mi
State: IN
Asphalt

Heritage Trail of Madison

2 mi
State: IN
Asphalt, Dirt, Grass, Gravel

Indianapolis Cultural Trail

10.5 mi
State: IN
Asphalt

Landersdale Trail

1.5 mi
State: IN
Asphalt

Monon South Trail

18.5 mi
State: IN
Asphalt, Concrete, Crushed Stone

Pennsy Trail (IN)

15.5 mi
State: IN
Asphalt

Shaker Trace Trail

7.8 mi
State: OH
Asphalt

Tracy Trail

1.5 mi
State: IN
Asphalt

Whitewater Canal Trail

11 mi
State: IN
Crushed Stone, Gravel

Columbus People Trail

15.7 mi
State: IN
Asphalt, Concrete

National Road Heritage Trail (Henry County)

8.2 mi
State: IN
Crushed Stone

Progress Parkway Trail

4 mi
State: IN
Asphalt

Pleasant Run Trail

6.9 mi
State: IN
Asphalt

Shirley Heritage Trail

1.1 mi
State: IN
Asphalt

Woolly Bear Parkway Trail

1.4 mi
State: IN
Grass, Gravel

Amos Road Trail

1 mi
State: IN
Asphalt
Accordion

Aero Parkway Bicycle Trail

2.3 mi
State: KY
Asphalt

Buck Creek Trail

2.5 mi
State: IN
Asphalt

Nickel Plate Trail (Connersville)

0.75 mi
State: IN
Asphalt

Polly Grimshaw Trail

0.65 mi
State: IN
Concrete
Trail Image Trail Name States Length Surface Rating
Crossing from one end of Shelbyville to the other, the Blue River Trail provides a safe way for residents to walk or bike to a number of parks whilst enjoying the proximity to the city's beloved...
IN 5.2 mi Asphalt, Concrete
The 5.4-mile Dearborn County Trail runs in three distinct sections throughout Dearborn County, Indiana. The three sections are also refered to as (from north-south): Greendale Trail,...
IN 5.4 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
The Heritage Trail of Madison connects the downtown of Madison, Indiana, with its steep hilltop section. Begin your journey at the intersection of Vaughn Drive and Vernon Street along the Ohio River....
IN 2 mi Asphalt, Dirt, Grass, Gravel
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 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 18.5-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 18.5 mi Asphalt, Concrete, Crushed Stone
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 a local...
IN 15.5 mi Asphalt
The Shaker Trace Trail forms a loop around Miami Whitewater Forest, the largest county-run park in Hamilton County. The fully-accessible, paved trail runs for nearly 8 miles through the park’s...
OH 7.8 mi Asphalt
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
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
Running along a former rail bed, the Whitewater Canal Trail parallels the Whitewater Canal as it takes hikers and cyclists through the heart of the Whitewater River Valley in Franklin County.  The...
IN 11 mi Crushed Stone, Gravel
The Columbus People Trail offers an easy and convenient way for residents in this small Indiana city to get around by bike or on foot. The network comprises more than 15 miles of sidewalks, on-road...
IN 15.7 mi Asphalt, Concrete
The Henry County segment of the National Road Heritage Trail runs for 8 miles over two segments. One runs from Big Blue River in Raysville east to SR 3 west of Dunreith (4 miles); the other between S...
IN 8.2 mi Crushed Stone
The Progress Parkway Trail is a flat, hardtop shared-use path running along the east edge of Shelbyville, Indiana. Despite its name, the trail actually starts along Lee Boulevard, on the east edge of...
IN 4 mi Asphalt
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 Shirley Heritage Trail provides easy access to recreational opportunities while celebrating the history of the Town of Shirley.  At about a mile long, the trail runs east along South Railroad...
IN 1.1 mi Asphalt
The Woolly Bear Parkway Trail is on the former Pennsylvania rail corridor that starts in Kennard and extends west for 1.4 miles. The rustic trail is mostly grass with a gravel base, and lined with...
IN 1.4 mi Grass, Gravel
The Amos Road Trail contributes a mile to Shelbyville's growing trail network. The trail is located in the southern reaches of the city. It is a flat shared-use path on the side of Amos Road, taking...
IN 1 mi Asphalt
Accordion
This shared use path may only be 2.3 miles long, but it is appreciated by residents in Florence as a place to exercise. It travels alongside Aero Parkway, which borders the Cincinnati/ Northern...
KY 2.3 mi Asphalt
The Buck Creek Trail is a 2.5-mile route in Cumberland, Indiana, located on the outskirts of Indianapolis. About the Route Generally considered an easy route, the trail is wide, flat, and paved....
IN 2.5 mi Asphalt
Connersville's Nickel Plate Trail is situated in rural eastern Indiana, not far from the state's border with Ohio. Its trailhead is located at the intersection of 32nd Street and Park Road and, from...
IN 0.75 mi Asphalt
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

Franciscan Trail

it’s an amazing edition to the park!

November, 2025 by stocktondestiny

I love this trail. It’s maintained very well, and I feel generally safe as a woman going through the wooded areas alone

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.

Shaker Trace Trail

Ohio has Much to Offer

August, 2025 by vc2019

The trail was well marked, scenic and well-maintained. We rode it twice, once in each direction.

Accordion

Shaker Trace Trail

shaker trace trail

July, 2025 by ksgrunke

Amazing trail. Very easy ride

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.

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.

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.

Whitewater Canal Trail

Very pleasant trail

March, 2025 by gsdavidson

The trail was in great shape, especially for early Spring . The only issue was some gravel wash out from the tracks near Metamora; wider tires are helpful. Lots to look at on the canal. Pleased to see restrooms which are always welcome. Lots of food available when open.

Indianapolis Cultural Trail

It’s been extended

January, 2025 by slcurts

The northwest corner of the trail shown on this map now extends along Indiana Avenue and along 10th Street, and also there’s a new stretch along South Street.

Indianapolis Cultural Trail

An energizing experience

August, 2024 by tarheeltim76

I hit the Indianapolis Cultural Trail around dusk, dog tired after a long drive from North Carolina. What a delight! The trail is broad, flat and easy to follow thanks to the colored pavers. The sections flanking the canal were stunning at nightfall and well lit after dark. Parks, restaurants, monuments, museums and the zoo are all easily accessible. It was an energizing experience to bike this trail. Highly recommended.

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