Explore the best rated trails in Westport, IN, whether you're looking for an easy walking trail or a bike trail like the Shirley Heritage Trail and Polly Grimshaw Trail . With more than 22 trails covering 107 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
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.
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.
I find it can be really hard to find a good trail for inline skating, but this one is one of my absolute favorites! If I want to push myself for a workout, I could usually finish the loop in an hour. Of course there are some tricky spots like when crossing the roads or the giant hills at the beginning and end, but this still remains as one of my top trails for roller blading. It’s a great workout, is nice and long, and has beautiful changing scenery throughout the entire trail.
Lovely trail, once I found it. Phone was a little confused. Could use better signage in the area to direct people to the parking area, which was well hidden. And very few locals seemed to have ever even heard of it. Perhaps TrailLink could provide more detailed directions/location?
After the monon and nickel plate trail this is the 3rd best in the region
Trail was all grass and tall at some points. Me and my 2 kids got bit up super bad though by mosquitoes. Spiders webs and mosquitoes are horrible.
Way less traffic than the Monon trail, had a great time riding my ride here.
I thoroughly entire skating this trail. There are multiple sports to park and enter the trail. The trail has some uneven places, but is mostly an easy and relatively flat trail. I entered at mile marker 1, skated to the end, turned around and started to the other end, then back to my car. My total was 5.16 miles.
I ran this trail back in September 2023. I planned a trip to Indianapolis but knew I needed to fit in a short run along the way. This was easily accessible off I70 and was just long enough to get a quick mile or two in for the day. Nice pit stop after sitting in a car. The trail was decent, flat, and wide open. No shade, but honestly it's not long enough to really worry about being in the shade for a lengthy period of time. The trail runs along a main road and then circles around the city park. There are benches and plenty of parking. I am not sure of the amenities around town, but there was a gas station. Small town trail but another one marked off the list.
The trail isn’t smooth, and you have to cross multiple roads, but it’s nice having this trail in town along a little winding creek with a couple playgrounds along the way. It starts at Summerfield Park where there’s plenty of parking.
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