Gravois Greenway: Grant's Trail

Orlandos to Holmes & Leffingwell

Greenway Alert: Approximately 150 feet of Gravois Greenway: Grant’s Trail is temporarily closed from Hoffmeister towards Orlando’s. Work is underway to improve drainage in this area. Will let you know when it is open-not exactly sure of timeline. Lots happening along this route as we work to connect to River des Peres Greenway! (posted 09/06/2019)

The Gravois Greenway (Grant’s Trail) meanders through six municipalities and connects several parks, schools, neighborhoods, libraries, historic sites and athletic facilities. It currently extends from a trailhead at Holmes and Leffingwell avenues in Kirkwood to the Mysun Charitable Foundation trailhead at Orlando’s. Runners, walkers and cyclists of all ages can be found year-round enjoying this ribbon of green space in the middle of south St. Louis County.

Keep in mind that this greenway welcomes a lot of people –especially on a warm and sunny day. Be sure to think of other visitors when running, riding a bike or walking your dog. Keep to the right and announce your presence when passing others. Slow down, be courteous and share the greenway so everyone can enjoy the fresh air!

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drinking water


bike racks

Getting Here

The trailhead at Holmes and Leffingwell is near the intersection of Big Bend Boulevard and Highway 44. The Mysun Charitable Foundation trailhead at Orlando’s is near Highway 55 and Union Road. If you live nearby, there are several ways to walk to this greenway.

Each greenway is managed in cooperation with different municipalities and parks departments, who set the rules for greenway use, parking and hours of operation. Greenways often span multiple municipalities, so please be aware that these rules can change as you travel along the trail. Please be sure to follow all posted rules and regulations while you are living life outside!

Click one of the buttons below to plan your route with Google Maps.

This trail is easily accessible via Bike St. Louis in Kirkwood on Holmes Avenue.

You can access this greenway on bus #58x  on Big Bend Boulevard. You can also ride the #21 bus to Watson Road, #110 to Gravois Rd., or #17 to Union and Green Park.

This trail is accessible from the Shrewsbury MetroLink Station via the MO 21 Watson MetroBus. Exit at Crestwood Applebee’s.

There are several designated parking lots for this trail. Be sure to park only in these designated parking lots. See directions above.

Things To Do

explore history

Trail Info

10.54 Miles

This greenway includes an 10.54-mile paved trail that is mostly flat and sunny. There are also some shady spots near Orlando Gardens as well as through Blake C. Snyder Memorial Park (formerly Clydesdale Park).

If you walk or ride your bike to Grant’s Farm, you’ll avoid the traffic and won’t have to pay to park! There are bike racks on the south side of Grant’s Farm parking lot, directly off the trail.


Events & Programs

Bike through History-Gravois Greenway: Grant’s Trail

September 21st 10:00 am - 12:00 pm