The McKittrick to Portland segment of the Katy Trail State Park is 15.10 miles long. After leaving McKittrick, the trail passes under Highway 19 and crosses the Loutre River, with Hermann visible across the river valley from around milepost 102; Deutschheim State Historic Site and an Amtrak station are located there, and a dedicated pedestrian and bicycle lane runs across the west side of the Highway 19 bridge. At Rhineland, the trail briefly leaves the former railroad right of way in an area that reminded German immigrants of the Rhine River valley of their homeland, and two churches near the trail, St. Marcus and the Church of the Risen Savior, can be seen there. Most of Rhineland was relocated to the hill above after the 1993 flood. After Bluffton, named for its position against high river bluffs, excellent views of the Missouri River resume, and Grand Bluffs Conservation Area, with a trail to a river overlook, sits on top of those bluffs. Near milepost 111.4, the Lewis and Clark Expedition passed this stretch of the river in May of 1804. Between mileposts 112 and 114.5, the bottomland forest, islands, and channels of the Tate Island Conservation Area, accessible only by boat, can be seen to the left of the trail, and around Bluffton the bluffs rise 200 feet or more, making them some of the highest on the trail.