Looking for the best trails around Overland?

Explore the best rated trails in Overland, MO. Whether you're looking for an easy walking trail or a bike trail like the Benld-Gillespie Bike Trail and MCT Schoolhouse Trail. With more than 55 trails covering 597 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

Meramec Greenway Trail

Flooded just below Simpson Park

March, 2023 by robovac200

Flooded just below Simpson Park on segment two. March 7th we are expecting rain the next 2 days so plan your route accordingly

Deer Creek Greenway

nice walk beside a stream

February, 2023 by theharriseight

The trail could be wider at times it narrows to a sidewalk. Walking next to the water is a nice feel of nature in the city.

Boschert Greenway

Nice Greenway trail in St. Charles

November, 2022 by mlane14_99

While the Boschert Greenway is a nice connection between the area parks, the asphalt is cracked and bumpy in several areas. I would rate it as a strong 3 stars, but not quite 4 stars. I’m hoping after the area’s construction projects are completed, the Greenway will be smoothed out. The newer paved section that runs parallel to the interstate has an incline and the is a long winding hill going into Fox Hill Park. The remaining parts of the trail are mostly flat. There are also a few benches along the trail.

Accordion

MCT Goshen Trail

A Fall Morning

October, 2022 by daniel.gimm1

My first time on this trail. The leaves are changing and the view is spectacular!

Katy Trail State Park

Did it all!

October, 2022 by w7tk5jhvg5

We took the week and rode the whole thing. So much fun and very rewarding. There are a few places with ruts from rain and wear on the trail but plenty of crews out doing improvements and they are fairly well marked. Can’t wait to do it again.

Meramec Greenway Trail

poorly marked and executed

October, 2022 by dan.allen.50552

We started south of Fenton. It took us 2 tried. We got to the northern terminus and dangerous stop sign. We rode back 11 miles. Trail all broken up and poorly marked both directions. Trail was paved and it pretty good shape

Katy Trail State Park

Great Trail

October, 2022 by jfletc3233_tl

I rode from Frontier park in St Charles to Defiance and back and thoroughly enjoyed the Katy trail. The trail was well maintained overall with a few spots of looser gravel around construction near St Charles. The rest of the trail was hard packed and a great surface for riding. Had lunch at the Defiance Ridge Winery not far off the trail. There is a sign on the trail pointing you in the right direction. They had great food with lots of variety. Enjoyed the peacefulness of the trail and the glimpses of the Missouri River. There were quite a few people out on the trail on a Friday morning and early afternoon.

Grant's Trail

mileage worng

September, 2022 by m203232

Totally agree with last review. The trail from River De Pes to Kirkwood tail head is only 10 miles.

Katy Trail State Park

Out and Back from Rocheport

September, 2022 by bsnicholson63

Rode 15 miles east from Rocheport and then back for a total of 30 miles in Sept 2022. Weekday ride with a few other riders around. Trail is in great shape and very much worth the trip. Surprisingly my wife saw 5 snakes and I saw 1 along our out and back. All were small and hopefully harmless (we didn't stick around to find out).

Lunch at the Meriwether Cafe was nice for us too. All in all that section of the Katy Trail was worth the visit. We are east coasters and targeted this trail for our vacation.

Katy Trail State Park

long trail done right

September, 2022 by dan.allen.50552

We live 10 miles from the Clinton trailhead as such we ride it often. We have risen rails to trails in many states. Shot of being concrete one of the best. Crushed limestone is the next best and they do a fr job of maintenance. Come to Missouri and enjoy a great trail

Katy Trail State Park

nice trail

September, 2022 by dorshimer5

As a trucker I decided to get back into cycling and I’ve read and watched videos about this trail. Ran across it unintentionally and rode about 3 miles of it. Just a nice Amazing trail. To bad I don’t have time to ride more of it.

McKinley Bridge Bikeway

nice

September, 2022 by msmallori

Great views! Cool link on the riverfront trail!

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