Winchester, IN Bike Trails and Maps

271 Reviews

Looking for the best Bike trails around Winchester?

Find the top rated bike trails in Winchester, 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
Surfaces
Type
32 Results
Activities
Length
Surfaces
Type

Anderson Airport Trail

1.5 mi
State: IN
Asphalt

Canal Feeder Trail

2.4 mi
State: OH
Asphalt

Cardinal Greenway

61 mi
State: IN
Asphalt

Great American Rail-Trail

3743.9 mi
State: DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY
Asphalt, Concrete, Crushed Stone

Great Miami River Trail

87.5 mi
State: OH
Asphalt

Hydraulic Canal Run

2.3 mi
State: OH
Asphalt

Pennsy Trail (IN)

14.5 mi
State: IN
Asphalt

South Adams Trail

2.3 mi
State: IN
Asphalt, Crushed Stone

Stillwater River Bikeway

7.1 mi
State: OH
Asphalt

Sweetser Switch Trail

4 mi
State: IN
Asphalt

Tecumseh Trail Multi-use Pathway

14.5 mi
State: OH
Asphalt

White River Greenway (Muncie)

5.6 mi
State: IN
Asphalt

Whitewater Canal Trail

11 mi
State: IN
Crushed Stone, Gravel

Whitewater Gorge Trail

2 mi
State: IN
Asphalt

Wilbur Wright Trail

3.1 mi
State: IN
Asphalt

Celina Coldwater Bikeway

4.61 mi
State: OH
Asphalt

Decatur Greenway

3.8 mi
State: IN
Asphalt

Honey Creek Trail

5.27 mi
State: IN
Asphalt

Miami & Erie Canal Towpath

36.6 mi
State: OH
Concrete, Crushed Stone, Dirt, Grass, Gravel

National Road Heritage Trail (Henry County)

8.2 mi
State: IN
Crushed Stone
Accordion

Union City Gateway Trail

0.72 mi
State: IN, OH
Asphalt

West Bank Trail

2.4 mi
State: OH
Concrete

White River Greenway

4.89 mi
State: IN
Asphalt, Boardwalk, Dirt

Wolf Creek Trail (OH)

16.2 mi
State: OH
Asphalt

Archway Trail

0.6 mi
State: IN
Asphalt

East Bank Path

1.4 mi
State: OH
Concrete

Franklin Township Greenway Trail

6.5 mi
State: OH
Asphalt

Shirley Heritage Trail

1.1 mi
State: IN
Asphalt

Warrior Trail

2.6 mi
State: OH
Asphalt, Gravel

Woolly Bear Parkway Trail

1.4 mi
State: IN
Grass, Gravel

Nickel Plate Trail (Connersville)

0.75 mi
State: IN
Asphalt
Trail Image Trail Name States Length Surface Rating
Planes, trains and automobiles: the Anderson Airport Trail in Madison County has it all. The asphalt trail begins at the perimeter of the Anderson Municipal Airport runway in Chesterfield and allows...
IN 1.5 mi Asphalt
The Canal Feeder Trail begins at Graceland Cemetery on the south end of Sidney and continues southwest on a former historical canal towpath dating back to the 1840s. The paved trail parallels the...
OH 2.4 mi Asphalt
Closure Notice: The Cardinal Greeenway is closed between Burlington Dr. and Brady St. in Muncie. Please check with local authorities for posted detours. The Cardinal Greenway, the longest...
IN 61 mi Asphalt
Note: This developing route is not yet fully contiguous – it is just over 50% complete. Please refer to the Trail Map for more information on the existing sections of trail, as well as the online...
DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY 3743.9 mi Asphalt, Concrete, Crushed Stone
The Great Miami River Trail is the backbone of one of the nation’s largest paved trail networks and spans 87.5 miles throughout Ohio’s Miami Valley. The route connects beautiful natural areas, small...
OH 87.5 mi Asphalt
Hydraulic Canal Run begins in picturesque French Park, where stands of mature trees provide the perfect shady spots to picnic. From here, you can also connect to Piqua City Linear Park, a rail-trail...
OH 2.3 mi Asphalt
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 14.5 mi Asphalt
Introduction The South Adams Trail, sometimes refered to as the Berne-Geneva Trail carries trail users for just over two miles. The trail one day aims to connect the towns of Berne and Geneva just...
IN 2.3 mi Asphalt, Crushed Stone
The Stillwater River Bikeway winds through Dayton's northern suburbs, following the tree-lined eastern shore of its namesake waterway for much of the way. Two disconnected segments of trail are...
OH 7.1 mi Asphalt
The Sweetser Switch Trail is a “sweet” paved rail-trail and an important regional connector in spite of its short 4-mile length. The trail joins the 2-mile Converse Junction Trail in the west and a...
IN 4 mi Asphalt
The Tecumseh Trail Multi-use Pathway offers a pleasant route, partially on the former Pennsylvania Railroad's Columbus-to-Saint Louis freight mainline. The rail route was also once used for Lincoln's...
OH 14.5 mi Asphalt
Muncie's White River Greenway follows the course of its namesake river through the city between W. White River Boulevard at W. River Road and N. Gavin Street at Bunch Boulevard. The trail corridor...
IN 5.6 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
Much of the trail is tree-lined and offers glimpses of the gorge’s rugged cliffs. It passes Veterans Memorial Park, which includes memorials for the Civil War, World War I and II, the Korean War, and...
IN 2 mi Asphalt
Wilbur Wright Trail will one day extend from New Castle (in Henry County) to Losantville (in Randolph County), where it will connect to the Cardinal Greenway, the longest rail-trail in Indiana. The...
IN 3.1 mi Asphalt
The Celina Coldwater Bikeway is an early rail-with-trail project from the 1980s. Long a popular trail, users follow the Penn Central Railroad between the village of Coldwater and the city of Celina,...
OH 4.61 mi Asphalt
The Decatur Greenway is an extensive collection of trails linking parks and other amenities on the eastern side of Decatur, Indiana. Begin your journey at the loop around Adams Memorial Hospital,...
IN 3.8 mi Asphalt
Running along a former rail corridor, the Honey Creek Trail connects three of Middletown’s parks, including Dietrich Park, and passes through the community of Honey Creek in the Fall Creek...
IN 5.27 mi Asphalt
The Miami & Erie Canal Trail spans nearly 40 miles from Delphos to Fort Loramie, passing through many quaint western Ohio towns and villages. About the Route Numerous locks, spillways and...
OH 36.6 mi Concrete, Crushed Stone, Dirt, Grass, Gravel
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
Accordion
The Ohio-to-Indiana Trail was constructed on an abandoned railroad bed from the city's easternmost point to its westernmost point. Midway, it connects to the Great Miami River Trail and is part of the...
OH 5.5 mi Asphalt
The short Union City Gateway Trail is significant in that it was the first trail to cross the Indiana–Ohio border. A highlight along the paved pathway is the beautifully landscaped park on both sides...
IN, OH 0.72 mi Asphalt
Celina's West Bank Trail follows the shoreline of the Grand Lake St. Marys, Ohio's largest inland lake, and offers beautiful views of the lake and Rotary Lighthouse, as well as providing access to...
OH 2.4 mi Concrete
The White River Greenway in Anderson, IN is approximately 4.89 miles paved (with a small section of boardwalk) along the White River and continues approximately 1.7 miles unpaved. It links multiple...
IN 4.89 mi Asphalt, Boardwalk, Dirt
Ohio’s Miami River Valley, with 340 miles of off-road trails, is home to one of the nation’s largest paved trail networks. Heading northwest from Dayton, the Wolf Creek Trail is one piece of this...
OH 16.2 mi Asphalt
Centerville’s Archway Trail runs adjacent to a new road on a former railroad corridor that connects downtown to a recently developed neighborhood. The wide, paved trail is one of several open...
IN 0.6 mi Asphalt
The East Bank Path sits, as its name suggests, on the east shoreline of Grand Lake St. Marys, a whopping 13,500 acre man-made reservoir that is Ohio's largest. The trail travels 1.4 miles south from...
OH 1.4 mi Concrete
The Franklin Township Greenway Trail runs on flat terrain through conservation, agriculture and residential areas just beyond the southern shoreline of Grand Lake, Ohio’s largest inland lake. Portions...
OH 6.5 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 Warrior Trail runs for almost three miles through the Ohio City and the surrounding fields. There is a covered picnic shelter on South Main Street in Ohio City that many residents use as a...
OH 2.6 mi Asphalt, Gravel
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
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

Recent Trail Reviews

Honey Creek Trail

This is a nice trail, well maintained & good signage in both directions on the short road section.

September, 2025 by seadoo4

This is a nice trail, well maintained & good signage in both directions on the short road section.

Great Miami River Trail

Fairfield to Timberhill Metro Park

August, 2025 by myersfamily0305

Loved this section of the trail. It's such a lovely ride with beautiful views of the canal, many bridges, winding paths through the trees and along the canal... Just a gorgeous and fun ride. We ebike and pedal mostly the first trip... Thet shows the trail stopping at Renschler Park, but you can ride to Timberhill Park. Stopped at Hamilton via the Marcus Park exit & had a Salmon Egg, roll appetizer & drink at Tanos Bistro. Definitely recommend. Delicious. They're was a festival going on, but we didn't feel like walking. Very nice part of Hamilton. If you want to make a day,, this Park is always busy & had a stage for live bands

Great Miami River Trail

I would not suggest parking at the Trenton Trailhead. There are Cracks all the way across the trail for the first 8 miles or so, which means constant bumps. Also, no shade at all for those first 8 miles out of Trenton.

August, 2025 by gullesu744

I would not suggest parking at the Trenton Trailhead. There are Cracks all the way across the trail for the first 8 miles or so, which means constant bumps. Also, no shade at all for those first 8 miles out of Trenton.

Accordion

Great Miami River Trail

Lower part of the trail.. great ride

August, 2025 by timfitz256

road the lower part of the trail.. I was disappointed that the whole trail isn't connected.. but you have a good 10 miles (20 round trip) of the trail.. nice paved out trail that runs along the river.. there's a park along the way which was nice.. the trail wasn't over crowed.. I enjoyed this trail very much.. there is a hill near the end of the trail but wasn't too bad.. I ride an e-bike so it handled it pretty good..

Cardinal Greenway

Another mile, Another lie

August, 2025 by malysaamy

Rode Gaston South to Muncie out and back. Expectations were high to ride this rural route in it's entirety-one of the longest in Indiana. It started out with promise but mile after mile the trail disappointed.
We ended our adventure at the Muncie Bradley Road closure with neighborhoods getting sketchier and sketchier and trail surface deteriorating. We decided not to take the detour and turned around.
Expectations definitely deflated.
Next day went over to the Nickel Plate Trail which was exactly what we were looking for in a rural Indiana ride.

Cardinal Greenway

Rode from Tingler Road

July, 2025 by john313

Yesterday we did start at the Tingler Road trail stop and rode up to Losantville and back, around 42 miles total. We LOVE this trail! My wife is excited to come back and ride the remainder sometime. A perfect trail to get lost in your thoughts, listen to the many beautiful bird songs and make train whistle sounds at the W signs signs

Cardinal Greenway

Notice! trail closure!

July, 2025 by john313

This trail is closed 2.5 miles north of the Richmond trailhead. There are no signs indicating this or a detour around to connect it. Construction on I-70 is ongoing and I’ve been informed that the trail is open north of this point.

Great Miami River Trail

Love this trail from outside of Piqua near the lake and dam, to Troy. Was a paved trail with a few bridges and hills. Little challenging if you are not use to grades on trails. Few Porta potties along the way. Benches too.

May, 2025 by debnrhojee

Love this trail from outside of Piqua near the lake and dam, to Troy. Was a paved trail with a few bridges and hills. Little challenging if you are not use to grades on trails. Few Porta potties along the way. Benches too.

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.

Great American Rail-Trail

Warden to Lind

April, 2025 by howmarplus3

Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.

Wolf Creek Trail (OH)

wolf creek Reeks

March, 2025 by thespaniard65

Trail is poorly marked and littered in trash and glass. It looks like they’re adding new segments near the creak but most of the trail is still on city sidewalks covered in glass. Zero pride in this community. Worst trail in this area.

Warrior Trail

Nice

March, 2025 by clonetrooper5373

A nice trail thought there isn’t anything to see expect endless cornfields.

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