Looking for the best trails around Bridgeport?

Explore the best rated trails in Bridgeport, IL, whether you're looking for an easy walking trail or a bike trail like the Jasper Riverwalk and City of Princeton Trails . With more than 3 trails covering 12 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.

Recent Trail Reviews

Pigeon Creek Greenway Passage

Awesome trail, but some more-than-moderate hills

June, 2025 by pottsman71574

It would be helpful if these reviews included information about the reviewer. A 22 year old, semi-competitive bicyclist is going to barely notice hills that give me fits.

I have a different perspective than most trail users. I am paralyzed from the waist down. My "daily driver" is a manual wheelchair. And for what it's worth, I'm 50 years old; in decent shape for my age, but still not in my 20s! I use a handcycle: basically a three-wheel bicycle that I pedal with my arms. 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 Sunset Park end of this trail (coming up from the parking lot) that I could just BARELY do, but I made it work. If the trail was wet, I would have not had enough traction to get out of the parking lot.

The reviews that claim the hills on this trail are "minor" or "moderate" were obviously written by someone much younger than me who was pedaling with their legs, not arms. There are numerous other hills scattered throughout the trail that were quite a challenge for me, even using my handcycle's climbing gears. Please don't misunderstand - it was a great workout that I enjoyed immensely. I don't often get to shift down and use those low (2 to 4 mph) gears, and I learned a lot about climbing efficiently. Plus, of course, the downhill sides were a fun break. I'll likely come back again (I live about 30 minutes away). I just want to state all of this right up front for others who might be looking for something more flat.

Setting aside these handcycle considerations, Evansville has done a commendable job with this trail. It is very nicely constructed and maintained. Even on a wheelchair-width (about 30 inches wide) bike, there was plenty of room to pass and meet other trail users. There are several good places to park, with ample parking spaces. To me, this trail is the perfect blend of natural scenery along Pigeon Creek and the Ohio River and of city riding. It takes you through several of Evansville's excellent parks, right by the casino and where the LST-325 (a landing ship that was used in World War II and has been restored to working condition) is docked. There are historic markers all along the trail. Some other folks complained that it takes you right by a huge scrapyard. They've done a pretty good job blocking that off, but I personally think it's cool seeing a process of that magnitude in operation. Same thing with the waterworks discharge at the Sunset Park end - something neat that most people don't get to see every day. The trail goes through some neighborhoods. You can either ride hard or take your time to see the sights on this trail. I did a combination of both of those. The scenery and the history more than made up for the hills I had to climb.

I would suggest studying the trail map before you leave. The trail is one long continuous path, with the exception of a little half-mile side quest that takes you onto a really cool bridge along the Ohio River (don't miss that). Even so, there are a few places where you might wonder which of numerous options is the trail. Evansville could do a little work on the signage and make a big improvement. There is very little shade, so bring some sunscreen. Also, bring plenty of water/whatever else to drink. Unlike most other public trails I've used, I didn't see any drinking fountains on this one. That would be another great improvement. I'll definitely fill both of my water bottles next time, instead of just one like I did today.

I can't wait to come back to the Pigeon Creek Greenway Passage with my wife and daughter on their bikes. It is an asset to the Evansville area. Come check it out. I hope to see you out there!

Pigeon Creek Greenway Passage

Great ride

May, 2025 by askrens

Rode the entire trail, out and back, from Sunset Park. Scenery was always changing, so the ride went quickly. Lots of history and interesting sights (yes, including fabricators and metal recyclers!).

Jasper Riverwalk

impressive use of floodplain

October, 2022 by bruceimholte

We enjoyed biking this paved bike path in Jasper. It is not a fast ride, but a chance to take a break while traveling through Indiana. The City of Jasper has set aside a valuable recreation area in acreage that could just be wasted area. The trail is multiple use when many access points for residents. Midway, we biked 3 blocks to the Schnitzelbank restaurant and joined the lunch crowd for authentic German food with leftovers. The board walks are a bit tight to navigated, but maybe walking bikes across and enjoying nature is a better use of the bridge. maybewalkibikes across and

Accordion

Jasper Riverwalk

Good trail for Jasper area

October, 2022 by jawinner

There aren’t a lot of paved bike trail options in the Dubois county area, so this one is nice to have available. The older section is scenic, and the newer section adds some mileage for a good out and back ride. One short steep hill but very easy otherwise. Watch out for traffic crossings.

Pigeon Creek Greenway Passage

Deb and Norm Rode Pigeon Creek Greenway Trail June 2022

June, 2022 by peasenh

We rode the trail from Northernmost trail head to the Southernmost trail's end just East of Downtown on the Ohio River Levi on a street bike and a 3-wheeled recumbent. The trail surface is fantastic and for the most part is atop a flood-control levi over the Pigeon Creek. We encountered only a few walkers and bikers, everyone was polite and followed rail-trail etiquette. Full sun exposure, so plan accordingly. Fun ride, stopped at an Evansville Brewery for beverage and appetizer before heading back to the car. This was our second time riding this trail.

Pigeon Creek Greenway Passage

really good

April, 2021 by jjpeeplesr

The trail was much better than I expected it to be pretty well maintain nice bike path

Pigeon Creek Greenway Passage

Much better than I expected

March, 2021 by bikin-mike

I usually don’t expect much from city trails. Too many streets. This one was a pleasant surprise. Parked at Gavin Park and headed south. Some of the trail on the levee, some on creek side, some on city side. Some nice easy curves and hills over levee and under underpasses. Trail does go around some scrapyards. Some minor trash around the skatepark. Had about 3 miles without streets. Last couple miles downtown along river are next to street, but nice wide promenade separated by planters. Just have to watch out for all the walkers and the scooters. Lots of nice signs about the history of Evansville. I really enjoyed this ride. Probably the best city ride I’ve ever done. Thanks Evansville.....bikin-mike Mar 2021

Pigeon Creek Greenway Passage

Much better than I expected

March, 2021 by bikin-mike

I usually don’t expect much from city trails. Too many streets. This one was a pleasant surprise. Parked at Gavin Park and headed south. Some of the trail on the levee, some on creek side, some on city side. Some nice easy curves and hills over levee and under underpasses. Trail does go around some scrapyards. Some minor trash around the skatepark. Had about 3 miles without streets. Last couple miles downtown along river are next to street, but nice wide promenade separated by planters. Just have to watch out for all the walkers and the scooters. Lots of nice signs about the history of Evansville. I really enjoyed this ride. Probably the best city ride I’ve ever done. Thanks Evansville.....bikin-mike Mar 2021

Pigeon Creek Greenway Passage

Rode this starting at Sunset Park, very scenic at the beginning. Nice the rest of the way. Garvin Park is very pretty, not many places for bathroom stops.

September, 2020 by abn2nds

Rode this starting at Sunset Park, very scenic at the beginning. Nice the rest of the way. Garvin Park is very pretty, not many places for bathroom stops.

Pigeon Creek Greenway Passage

Started at Sunset Park, very nice trail and perfect weather today.

September, 2020 by abn2nds

Started at Sunset Park, very nice trail and perfect weather today.

Pigeon Creek Greenway Passage

uhhhh NOT FINISHED

April, 2019 by amberwright1222

Would have been great to know online or their website that the trail doesn’t connect!! Ended up biking down first Ave which sucked and tried the entire time to pick up on this trail which ended up imaginary. Just saying it was a LONG day and then made it to the very short portion near the river front. If the sign is there which it is but it’s SO faded it tells me that this project might have been forgotten about. EVANSVILLE finish this could be amazing trail!

Pigeon Creek Greenway Passage

We Want More!

Well I have walked and biked what is laid out several times. Am really looking forward to trail extending, especially toward Angel Mounds and Newburgh. Only negative so far is when the water is up and can't go under the overpasses.
One nice plus is kicking off at Franklin Street and hitting PG cafe and Tinman or other restaurants the other way on street. The library is a good potty break if you are not stopping to eat. More places for pit-stops would definitely be a plus.

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Accordion

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