Looking for the best trails around Three Oaks?

Explore the best rated trails in Three Oaks, MI, whether you're looking for an easy walking trail or a bike trail like the Elkhart River Greenway Trail and MapleHeart Trail . With more than 53 trails covering 4039 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

Monroe Street Trail

Okay, but not really worth it

November, 2025 by clonetrooper5373

It's an okay trail, but unless you're using it to get to the fairgrounds or Pumpkinvine, I might not bother.

Pumpkinvine Nature Trail

pumpkinvine nature trail

November, 2025 by cmrogers_tl

What a fabulous trail! Loved seeing all the rural Amish farms along the way. We were even able to eat lunch at an Amish Cafe along the trail!

Pumpkinvine Nature Trail

absolutely beautiful!

November, 2025 by rainingcrackers101

Beautiful!!! You even ride by the animals! One of the best so far!

Accordion

Pumpkinvine Nature Trail

Fabulous!!!

November, 2025 by sfoxwpb

I went on two walks while visiting my mom in Topeka, this trail is beautiful and exactly what I needed. The first walk started in Shipshewanna (spelling?), my second walk I start at the parking lot located off of CR43. I look forward to more walks on future visits.

Erie Trail

This is my home area trail. It's going to need some work soon but is great over all.

October, 2025 by hatchet.howard

This is my home area trail. It's going to need some work soon but is great over all.

Kal-Haven Trail State Park

Great Trail in SW Michigan

October, 2025 by kokmeyerjoe

I live close by so this is my go to trail when I don't want to compete with vehicles. Crushed stone the entire length with the western half was redone in 2024. Both trailheads on east and west ends are congested on the weekends but it's nice to see people out and enjoying the outdoors. In between is much less crowded with several places to jump on from parking area's and crossroads. It's well maintained for fallen trees, branches, gopher holes and wash outs but some areas with inclines could use some attention to bring it back to smooth surface. Average rider can complete it in 3-5 hours and maybe even return back in one day. Could use me maps along the trail indicating where you are on the trial.

Pumpkinvine Nature Trail

My husband and I have ridden this Trail several times and, in our opinion, it is top rated! We drive an hour to get there and it's well worth it. Also great places to eat, wonderful atmosphere, and very kind people.

October, 2025 by blessisrael456

My husband and I have ridden this Trail several times and, in our opinion, it is top rated! We drive an hour to get there and it's well worth it. Also great places to eat, wonderful atmosphere, and very kind people.

Gary Green Link Trail

I see the vision

September, 2025 by lesashea.feagin

I understand what this was meant to be. But it’s so overgrown that you end up walking in the street. That’s an issue for me because I wanted to have a trail the kids could walk.

Pumpkinvine Nature Trail

Top 5

September, 2025 by pedalpushinllka

We have cycled in all 50 states and definitely feel this trail is in the top 5 of all our rides. Between the well marked and maintained path, the tree lanes and open fields, the simple lifestyle and presence of the Amish, this trail is a joy to experience. A must do!

Granger Paths

Bring Headphones

August, 2025 by clonetrooper5373

It's a decent trail for locals but with unending noise for traffic and with nothing to see, I might consider skipping unless you're local.

Chicago Lakefront Trail

may people

August, 2025 by pixiericci

Trail is beautiful but sooooo many people. Pedestrians dont care about the bike lanes, they walk in front of you

Chicago Lakefront Trail

my favorite place in the world

June, 2025 by mrjocasio

I do this trail at least 3 times a week, it’s a beautiful trail. You can get lost if you don’t know it. Stick to the trail close to drive. I know it all too well so I don’t get lost. But the scenery coming around the corner of Fullerton is just spectacular, the view north from the museum campus is amazing. I love this trail and it’s my comfort zone.

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