The Portland-McKittrick segment is 15.1 miles long. Bottomland forest, islands, and channels of Tate Island Conservation Area, accessible only by boat, can be seen to the right of the Katy Trail between mileposts 114.5 and 112. A Lewis and Clark historical marker is located at Little Tavern Creek at milepost 113.6. Excellent views of the Missouri River continue at milepost 111.9, and half a mile beyond is another Lewis and Clark historical marker. After another half mile, the trail reaches Bluffton. The bluffs around Bluffton, rising 200 feet or more, are some of the highest on the trail, and Grand Bluffs Conservation Area is located atop them. At Rhineland, Katy Trail State Park briefly leaves the former railroad right of way. This area reminded German immigrants of their home country's Rhine River valley. Two picturesque churches are located near the trail there: Church of the Risen Savior and St. Marcus. Most of Rhineland was relocated to the hill above after the 1993 flood. Approaching McKittrick around milepost 102, the river valley opens toward Hermann, where Deutschheim State Historic Site and an Amtrak station are located. A dedicated pedestrian and bicycle lane crosses the west side of the Highway 19 bridge, and just before McKittrick, the trail crosses the Loutre River. Away from the river bottom, rolling pasture and woods shape the local landscape. St. Marcus was built in 1891 by German immigrants, and Rhineland was founded five years later after the arrival of the Katy railroad. Hermann, across the Missouri River, is just visible from the Katy Trail.