Find the top rated walking trails in Winchester, 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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Great paved surface and well kept. I like that it is a loop and shows you some really cool sights of the airport.
I rode the trail in late October. In the northern section, much dead brush, grass and limbs were on the windy path that went through the wooded area. Some tree roots were pushing up the asphalt and much of fence that separated the trail from the businesses was broken. After I crossed the street, I saw more trash on the southern part. The trail ended at the bottom of the stairs that led to the street. It was Autumn so I expected leaves and such, but the trash needs to get removed. Hopefully a work day to clean up the brush and trash is being planned, since it sure needed it.
Not bad of a trail for a short ride or a stroll, if it could be kept up better. Probably like most trails, time, workers, volunteers, and money are in short supply.
The southern section is fine along Mill Creek and Salway Park. It then seemed to dead end at a fence by a business but where the red line on TrailLink said the trail was located and should continue. The red line needs to move to the sidewalk along William P Dooley Bypass/Spring Grove Ave. I crossed that road about 2:45, just biking fast when I saw a break in traffic. It would be better to have a cross walk signal of some sort. At rush hour it would be terrible in my opinion. There was only about 3/10's (guessing) on the other side of the road until the trail ended. This 2-mile or so trail was kept up better than the northern section. Any trail is better than none, so it is good for the area.
Drove from Columbus on beautiful Sunday of Labor Day weekend. Rode from Borum rd parking to Melville - it’s only 7.1 miles one way and the last 3/4 miles is grass (not paved). Path is in great condition. Only facility is at Roger park and it’s scary, dark and torn up, unfortunately.
We spent the weekend riding the trail from The Lunken Airport segment to the village of Morrow. This is a fantastic trail. It is well maintained and well marked. It has lots of things to see and do. There are many places along the trail to stop and get lunch.
We got on the trail at Milford. It was a Saturday morning and parking was full. A sign indicated more parking across the bridge and we parked in a city lot between Main and Water streets. I recommend scouting out parking before going to Milford. We first rode towards the Ohio River. There are many parks and things to do along the way. It looked like Fifty West Brewing (a restaurant/tavern along the trail) was hosting a bike event that day, we saw several hundred bikers there registering for something. Later 2 people wearing pinned on race numbers said the 2025 Tour de CROWN event was going on. That explained the many people with numbers on the trail throughout the morning. Just down the trail at Bass park, we saw some people Lawn Bowling and stopped to watch. A couple heard us arguing if it was Lawn Bowling or Bocci-ball, and came over and explained what we were looking at. Interesting. We watched for a while and headed on. We circled Lunken airport and headed back. We stopped for lunch back in Milford, eating at the Little Miami Brewing Company, sitting outside right along the river. The place was packed. Lots of Kayakers were eating there; they parked their Kayaks along the river and came up. There are also other nice places to eat in Milford.
After lunch, we rode the trail from Milford towards Miamiville. This segment of the trail is more shaded. Even though the trail is in an urban area, it seemed like we were in a more secluded setting. The trees and vegetation block out the city buildings. Not as much going on, but a very pleasant ride. We turned around in Miamiville and headed back to Milford.
On Sunday we got on the trail at Loveland. Parking was filling up but not full. Like Milford, research parking before going to Loveland. We followed the trail to the north through Kings Mill and South Lebanon, turning around in Morrow. The trail was more rural in this section, but still there are lots of parks along the trail. We ate lunch in Loveland at The Wicked Pickle. They had live music and we ate outside, very relaxing. There are plenty of other places to choose. I also had ice cream at Graeter's. Loveland was very busy. There were a lot of people on and off the trail. We walked around the town for a while, then headed home.
All in all, I strongly recommend this section of the trail. Although it is a 3 hour drive, we will definitely be back.
This was an awesome ride.. I did a total of 63 miles of this trail.. trail could use some better markings along the way.. I started at Washington court.. rode though a nice park, but then had to go through an industrial park to get to the trial.. TrailLink did not show another trailhead on it's map that would have saved me about 2 miles going though that industrial park..
It was a very hot day that day.. but mostly the trail was covered in trees, there are a lot of areas or stretch's of trail that are out in open country and hardly any trees to take advantage of shade.. on that hot day, it was kind of rough to get through that area... lots of country side to see.. some of the trial got rough due to braking up of the pavement.. but still wasn't too bad.. road all the way down to Chillicothe, ate at a restaurant called "Sumburger".. cooled off there for a couple of hours (It was really hot out there) people in there was very nice.. they do have charging plugs in there to recharge you phone or battery if you have an e-bike.. thought that was cool...
All in all it was a great ride.. planning to head back there this fall when the fall colors are in..
We rode from the Xenia station to Yellow Springs very nice ride and sunny and shady both very nice ride paved trail well marked Love Yellow Springs with its bike friendly and a lot of eateries I will be going back
We loved this trail even road some of the little Miami trail with it. Yes there are hills but they were lots of fun. Hubs and I love to ride and find great trails to ride.
We started in Xenia went to Octa and back to Xenia. Amazing trail to ride, there are roads to cross so make sure you stop and look. We had a great time on this trail. It is well kept up and mostly shaded, which was perfect for a July ride. Great job on this trial Ohio.
From Xenia Station to Octa and back, it is a smooth trail and relatively flat. The consistent tree canopy provides shade from the sun just when you need it (although the tree debris creates some hazards). The majority of the trail is in Greene County and well-maintained. The portion in Fayette County has some overgrowth along the sides. Overall, it was a beautiful day to ride!
This trail really isn't much of a trail as at least half of it is on roads used by cars and in most of those places the shoulder is a foot or two at the most so you truly are on the road. The one saving grace is that the roads are very lightly traveled. The west parts where it is trail is nice and scenic, the east part is noticeably older although in decent shape. The trail does have moderate hills and is very shady. The trail would be much higher rated if it wasn't on roads for over half of it.
This trail is fantastic and an easy day ride. I would not venture any farther north than the Hartman Rock Garden, which I would recommend seeing. That’s because the trail is dangerous in Springfield. It’s scary, goes through a rough part of town, with loose dogs, shady characters and “call 911” painted along the trail for good reason. Heading south from the rock garden is a joy with many sights along the way. This is one of my favorite rides in Ohio so far.
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