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Rock Island - Pleasant Hill to Windsor

Discover the Rock Island Trail

The Rock Island Trail runs 47 miles from Pleasant Hill to Windsor. It is mostly tree lined with some open sections through farmland. The trail is great for getting away for a little break and some exercise as well.

Rock Island Stops

Pleasant Hill 264.0

Chilhowee Trailhead 235.7

Medford Trailhead 245.4

Pleasant Hill Trailhead at the Fairgrounds

Medford Trailhead 245.4

Chilhowee Trailhead 235.7

Medford Trailhead 245.4

Full Restrooms and Water available.

5 miles south of Holden

Chilhowee Trailhead 235.7

Chilhowee Trailhead 235.7

Home Town Convenience Store - Chilhowee

Parking, Camping, PortaPotty

Home Town Convenience Store - Chilhowee

Home Town Convenience Store - Chilhowee

Home Town Convenience Store - Chilhowee

Convenience store and dining.

100 E Walnut, Chilhowee

Leeton 227.0

Home Town Convenience Store - Chilhowee

Windsor 216.5

Full Restrooms,  Camping, Parking at Trail head.

Restaurants, Stores and Museum in town.


Visit Leeton

Windsor 216.5

Home Town Convenience Store - Chilhowee

Windsor 216.5

Full Restrooms,  Camping, Parking, Information Center

Restaurants, Stores, Lodging in town

Connection to KATY Trail


Visit Windsor

Casey's

Pleasant Hill - 310 MO-7 - 816-987-5317

Leeton -  404 N Lee St /  MO-2 -660-631-8996

Windsor - 500 W Benton St. / MO-2 - 660-647-9965

Rock Island Mileage Chart

Learn More

Hit the trail with a new E-bike or E-trike from MOKWHEEL. Use Code REFER0016 to save $50

Shop Mokwheel

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