Gravois Greenway: Grant's Trail
Orlandos to Holmes & Leffingwell
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!Read More
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.
- Future Greenway
- Existing Greenway
- Greenway Coming Soon
- Other Trails
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
There are a few restaurants directly connected to the trail, such as Applebee’s in Crestwood and The Barn at Sappington House, which is open for breakfast and lunch Tuesday through Sunday.
You can swim in Whitecliff Park in Crestwood. Checkout the City of Crestwood website for more details.
You can grill out on the grills located in Whitecliff Park in Crestwood and in Blake C. Snyder Memorial Park (formerly Clydesdale Park).
You can visit Grant’s Farm, open from May until October (daily during the summer). Admission is free if you ride your bike or walk via Grant’s Trail! You can play at Backstoppers Park near the Holmes Street trailhead and in Whitecliff Park in Crestwood. You can also play on the playground at Blake C. Snyder Memorial Park (formerly Clydesdale Park).
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.
a popular trail for families, friends, and all people
Spot a Clydesdale
Blake C. Snyder Park Connector.
The Mysun Charitable Foundation Trailhead near Orlando's.