Leavenworth, IN Running Trails and Maps

124 Reviews

Looking for the best Running trails around Leavenworth?

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

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Activities
Length
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Type
14 Results
Activities
Length
Surfaces
Type

Big Four Bridge

0.5 mi
State: IN, KY
Concrete

Clarksville Heritage Trail

1.6 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

3.4 mi
State: IN
Asphalt

Lewis and Clark Bridge Trail

2.5 mi
State: IN, KY
Asphalt

Louisville Loop

50.4 mi
State: KY
Asphalt, Concrete

Milwaukee Road Transportation Trailway

10.3 mi
State: IN
Cinder, Crushed Stone, Gravel

Monon South Trail

18.5 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

Adkisson Greenbelt

14.8 mi
State: KY
Asphalt
Trail Image Trail Name States Length Surface Rating
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
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 3.4 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
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 Milwaukee Road Transportation Trailway (also known as the Milwaukee Trail) will one day stretch 20 miles through southwestern Indiana from Bedford to Indian Springs. The region’s rural beauty will...
IN 10.3 mi Cinder, Crushed Stone, Gravel
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 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
Adkinsson Greenbelt Park offers an extensive paved trail running throughout the city of Owensboro in Daviess County, Kentucky. It makes its way through many of the city's parks and to a few...
KY 14.8 mi Asphalt

Recent Trail Reviews

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.

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.

Accordion

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.

Louisville Loop

Louisville Loop Trail (Parklands of Floyd Fork portion)

October, 2024 by curry.kevin27

Beautiful trail, may be the best my wife and I have ridden and we’ve ridden many in several Midwestern states. Well maintained, plenty of clean restrooms along the way. Many interesting points of interest and the scenery was stunning on a cloudless October morning.

Ohio River Greenway

Ohio River Greenway Okay

October, 2024 by neschultz3

Stopped and checked out passing through town for the first time. Exited off I-64 and parked near YMCA. I will go 10th and Floyd if I am inclined to ride it again. Kinda short for me, but beefed it out a little by crossing the Big Four Bridge. Nothing very remarkable but it was a nice day.

Tell City Riverwalk

Excellent!

September, 2024 by starbubbli

My first month moving here, we went camping at saddle lake and Sunset park every day went to this park daily walk 2-4 times for the month, and it's has clean bathrooms, fresh water, picnic tableware, children's play ground, bbq, beautiful views, great trail. Super friendly people biking, walking dogs, etc. Very beautiful murial. People will stop and chat and long time residents have excellent history facts about Tell City.. Try IT, but you will get hooked... We moved here!!!

Ohio River Greenway

amazing tail

September, 2024 by judy.vernon

Since the completion of this trail. You can ride from the Big Four Bridge to the Amphitheater in New Albany with only a couple of street crossings. 7 miles one way. You can take the 6th Street ramp up into New Albany to find many restaurants and the Saturday Farmers Market. Very enjoyable ride.

Louisville Loop

Ride along the River

September, 2024 by rsgogliotti

We had rode the trail from the River Park Marina to Swanee . The trail was in need of some repairs but the views of the river and downtown was very appealing. However, after the McAlpine lock and dam, the trail became questionable. We encountered numerous camps, piles of trash, motor bikes / ATVs on the trail and very questionable surroundings, we turned around. I would suggest on to avoid this path pf the trail close to Swanee park

Adkisson Greenbelt

Almost completely handcycle-friendly

August, 2024 by pottsman71574

I have a different perspective than most trail users. I am paralyzed from the waist down. My "daily driver" is a manual wheelchair. However, I also have a handcycle: basically a three-wheel bicycle that I pedal with my hands. The rear two wheels are just along for the ride. The front wheel does all of the steering, braking, and propelling. As my weight is all on the back wheels, it spins out on too steep of a hill. There is one hill on the west end of this trail (right next to Parrish Avenue) that I had to ride down the street to bypass. There's another hill about 1/4 mile from this one that I could just BARELY handle. Otherwise, this trail is fairly flat with a few small hills. A completely flat trail is kind of boring, but I just can't do a really steep one. The Greenbelt is, for me, the perfect blend of flat and steep.

Handcycle considerations aside, Owensboro has done a commendable job with this trail. It is very nicely constructed and maintained. There are several good places to park, with ample parking spaces. I have ridden it several times now. I suggest doing what I did - try parking at different lots and seeing which one you like best. My personal favorite is the one off of Higdon Road. It is somewhere in the middle of the trail and lets you go either direction. A 15 mile trail (so 30 miles if you do both directions) gives you a lot of options, especially if you're looking for a 5 or 10 mile ride.

As other reviewers have noted, they could have done a better job with signs. In town sections of the trail, it's sometimes a bit difficult to know if you're still on the trail. I'm from here, so I have been watching the trail being constructed for years, so it makes sense to me. If you're new to it, download and study a map of it and you should be good. A map will also show you the numerous parking lots.

There are a large number of road intersections. Owensboro drivers aren't known for paying attention, so be careful! There are good markings and flashing lights at all the intersections. Plus, it's fun to take little side quests down many of these roads that are wide enough for cars plus a wheelchair-width handcycle.

The trail provides a good mix of city streets, farm fields, and woods. There are a lot of spots without shade, so bring some sunscreen if the sun bothers you. The parks departments do a great job maintaining the trail, but there are quite a few tree root bumps in some of the sections. Watch your front wheel, slow down a bit, and you'll be fine. There are about half a dozen portable toilets along the trail, and tons of benches for a rest stop.

Like I said, I live within easy driving distance of the Greenbelt. The only thing more handy for me is to just leave my driveway and hit my local roads on my handcycle, which I do often. However, when I don't want to fight cars or when I have my daughter on her bike with me, the Greenbelt is my first choice. It is an asset to our community. Come check it out. I hope to see you out there!

Louisville Loop

East side north to south

August, 2024 by 256x2cdphk

I live about 30 minutes away from the trail and just discovered this fantastic opportunity. I rode the east side portion that goes from HWY 60 at the community garden trail head and goes south to end at Bardstown road hwy 150. It’s about 18 miles one way. The mile markers on the route must be part of the proposed final solution as they start at something like 74 and when you reach the end is around 56, at Bardstown road area. Best trail I have encountered so far. Much shade to enjoy but also open areas with scenic views. Super nice bridges to cross as you ride along the water. Rolling terrain, so yes there are moderate hills for the novice rider. Concrete or blacktop all the way. Very clean and well maintained. It certainly gets a 5 star rating in my view.

Milwaukee Road Transportation Trailway

JUNE 27 2024 MILE MARKER 4.5 FROM BEDFORD TREE BLOCKING TRAIL

June, 2024 by john.ubelhor

JUNE 27 2024 MILE MARKER 4.5 FROM BEDFORD TREE BLOCKING TRAIL

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