Heading North: Waldo Boulevard is marked by a round-a-bout on the shore of Lake Michigan, connecting to HWY 42 running northeast along the shoreline on Memorial Drive out of the city and into Two Rivers.
Crossing the West Twin River near its confluence with the East Twin River just south of downtown Two Rivers, WIS 42 becomes Washington Street. Two blocks north, it meets the eastern terminus of WIS 310 at 16th Street. Six blocks north, it meets the eastern terminus of WIS 147 at 22nd Street.
WIS 42 turns to the east on 22nd Street and crosses over the East Twin River, then turns north on Lincoln Avenue. WIS 42 and WIS 147 are the only two state highways that cross both branches of the Twin Rivers, though WIS 147 does not cross the West Twin River until about a mile east of its terminus with I-43 near Maribel.
Along the lakeshore: WIS 42 continues to the north, running roughly parallel to the Lake Michigan shoreline into Kewaunee County. Just south of the city of Kewaunee, WIS 42 turns east on Krok Road to Lakeshore Drive, where it turns north and heads into the city as Milwaukee Street.
In downtown Kewaunee, WIS 42 meets the eastern terminus of another state highway, WIS 29. WIS 42 becomes Main Street after crossing the Kewaunee River and continues north out of the city.
The last leg: In the unincorporated town of Alaska, WIS 42 again turns east towards Lake Michigan to follow the shoreline into Algoma as Lake Street. In downtown Algoma, WIS 42 turns north onto 4th Street and crosses the Ahnapee River. On the north bank of the river, WIS 42 turns northwest onto North Water Street and follows the river in a northerly direction towards Door County.