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The first town, East Troy (pop. 3,564), is probably best-known for its proximity to Alpine Valley. But it's a full-fledged, all-American town in itself. It's also east of the Town of Troy, but you probably figured that out already.
Highway 20 slides through the northern area of East Troy, but it's worth a jog south to the town square, which features a number of buildings dating back to the 1850s and 1860s. Craft stores, saloons, and other small shops surround the town square. The town square also features the Cobblestone Bar (pictured, 2088 Church St., 262-642-3735), which houses a history that includes a stay by President Lincoln and the reported haunting by two former owners who disappeared and were never heard from again. The square itself epitomizes Americana, and the people I encountered were quite friendly. I sneezed twice, loudly, walking along and a lady way down the street turned around and yelled "Bless you!" Of course, I replied "Thank you!" at the top of my lungs before rattling off several more sneezes.
East Troy shows up on a lot of concert t-shirts because the Alpine Valley Music Theatre is located just south of town. Alpine Valley has hosted an incredible array of concerts with some huge names since its opening in 1977, when the huge names in question were Boz Scaggs, Neil Sedaka and Helen Reddy - they kicked off the first set of shows. Following since has been everyone from Frank Sinatra to Motley Crue, Aerosmith and Boston to the Grateful Dead. Jimmy Buffett and Dave Matthews perform here pretty much every summer, keeping the snack food industry humming. Plenty of videos have been shot here, including Motley Crue's "Same Ol' Situation", the Grateful Dead's "Touch of Grey", the Black Crowes' "Hard To Handle" and, more recently, Korn's "Politics". Coldplay had their largest American audience ever at Alpine Valley (they return July 25th of this year.)
A popular attraction in East Troy is the East Troy Railroad Museum, housed in a station that served one of the last Interurban lines that once graced southeastern Wisconsin.Left: Behind that huge tree is, indeed, the East Troy Railroad Museum.
The tracks and platform have been around a while, but the trains still run.
Through exhibits and pictures, the museum offers a glimpse of what train service was like when the line began in 1907 and was run by The Milwaukee Electric Railway & Light Company (TMER&L for short.) You can still ride a vestige of the railroad's former glory on the East Troy Electric Railroad, which runs the old-fashioned cars on a 10-mile journey between East Troy and the Elegant Farmer just southwest of Mukwonago (yes, the place that bakes apple pies in a brown bag). Service runs from May through October and gives you a nice flavor of what the Interurbans were like back when the Milwaukee area was served with hundreds of miles of train lines that reached to East Troy, Watertown and Sheboygan. The museum is on Church Street between downtown East Troy and Highway 20; it's off the beaten path, but well-marked for visitors to find.
East of East Troy, the junctions with County ES (the old Highway 15 from Beloit to Milwaukee) and I-43 provide access to stores and services, including a 24-hour McDonald's. So if you're driving through at 3am and need Chicken McNuggets, you're set.
The drive between East Troy and Waterford features more rolling hills and forested areas, and makes for a nice drive. Racine County begins as you enter a nice, shaded bend along a hillside that's more characteristic of western Wisconsin than the southeast.
The rapidly-growing city of Waterford (pop. 4,048) is about four miles east of the Racine-Walworth County line, where Highway 83 hooks up with 20 for the ride into town. Originally known by its Potawatomi name of Tichigan, a name that lives on in the form of a nearby lake, Waterford is now named partially due to its narrow crossing point over the Fox River at Main Street (where one could easily, as they used to say, "ford the water".) Downtown features stores and bars a'plenty and some nice parkland along the river. Waterford itself is celebrating its 100th anniversary. Highway 20 takes you through the heart of town and then to the southeast, where Highway 83 breaks off and veers south toward Illinois at the intersection with Highway 36; 20 continues east for the push into Racine.
Between Waterford and Racine the land flattens out a bit and farms get larger, until they get taken over by the development west of Racine in the towns of Yorkville, Ives Grove and Mount Pleasant. You cross Highway 75 and U.S. Highway 45 (which joins 20 for one mile). The rules out here in the countryside are different; school speed zones in the town of Yorkville are 45 mph. You can say all you want about the pace of country life being slower, but in the city, school zones are more like 15 or 20 mph. At Highway 75 and County S is Beaumont Park, named after the first batter in World Series history. Ginger Beaumont, born in Rochester, played for the Pittsburgh Pirates and batted against famed pitcher Cy Young in the 1903 World Series. He went 0-for-5 in that game, just in case you were wondering.
A defining point along Highway 20 is the junction with I-94/U.S. 41 (Exit 333) in Mount Pleasant. You're 34 miles east of the western terminus and about 10 miles from Lake Michigan, and from this point on east Highway 20 is a major, multi-lane thoroughfare all the way into Racine. Sturtevant (pop. 5,451) features a recently-built "gateway" that towers over tracks where the Amtrak Hiawatha makes its daily runs between Milwaukee and Chicago, the city being one of the few stops along the way.
Highway 20 is Washington Avenue going into Racine; large stores, car dealerships and chain restaurants dot the landscape (as does Racine Case High School) as you approach the city. At the junction with Green Bay Ave. (Highway 31), you reach the city itself.
Racine (pop. 81,855) calls itself the Belle City and is Wisconsin's fifth-largest. The French may have named the city (Racine is French for "root", after the Root River which flows into Lake Michigan here), but Danish immigrants left the tastiest mark on the city; Racine is known as the "Kringle Capital of the World". Famous locales like Lehmann's, O&H, and the Larsen Bakery (which is located right along Highway 20 (3311 Washington Avenue near the intersection with Hayes Street, in an area known as Kringleville or Little Denmark) crank out millions of the tasty iced and filled pastries every year and ship them worldwide. You, however, can stop in for a fresh one right there. They're best that way.
Racine's industrial and entrepreneurial history now spans three centuries. Home to major companies like J.I. Case and S.C. Johnson, it's where the garbage disposal was invented in 1927; In-Sink-Erator still calls Racine home. It's also where malted milk was invented in 1887 by William Horlick, who now has a high school named after him (they do not have a malted milk stand, however, according to my limited research.)
Many cities the size of Racine host minor-league baseball, but Racine hosts minor-league football. The Racine Raiders of the North American Football League are one of the most respected minor-league football organizations in the country and have been around for over 50 years. The Raiders have sent players to the NFL over the years, although unfortunately most of them went to the Vikings. They play at Horlick Field, on the north side of town, just a few miles off Highway 20's path. Their season begins in June, just about the time post-season Packers talk starts to die down... sort of.
Highway 20 continues east as Washington Avenue, winding around parkland and through the Uptown neighborhood, formerly known as The Junction back when two railroads crossed here and Washington Avenue was a plank road charging tolls. Follow the signs past a split where it becomes 7th Street, and you will find yourself on a downtown strip, lined with stores. Highway 20 ends one-way eastbound as 7th Street (westbound runs on 6th Street) at the intersection with Main, at which point you're also on Highway 32 and just blocks away from Lake Michigan.
Downtown Racine and the Harbor area offer a wealth of sights and things to do. The Racine Art Museum (441 S. Main St.) houses a series of contemporary craft exhibits and street-level displays while the Racine Heritage Museum (701 Main St.) houses a bird collection and other features from Racine's early days. Monument Square (500 S. Main Street, just off Highway 20's eastern end) offers a look back - and up - with its 61-foot high Civil War Soldiers Memorial, dedicated in 1884, when it was called Haymarket Square, while also giving a nod to the future with Wi-Fi Internet Access for anyone using their laptops in the square, perhaps imbibing in a beverage or meal from the surrounding stores. If you're in the mood for an old-fashioned diner experience and one of the best-rated burgers in the state, by the way, a visit to the Kewpee (520 Wisconsin Ave.) should satisfy you, as it has for Racine residents since the 1920's.
Racine's attention to the lakefront is among the most impressive in the state. Buildings lining downtown streets offer increasingly busy storefronts, but their upper floors also offer sweeping lake views, as do the condos springing up all over the place. The Reefpoint Marina, Festival Park and Pershing Park can be accessed right after Highway 20's terminus, along 4th and 5th Streets leading down to the water. Annual events include the Racine Boat Show and Salmon-A-Rama (which is fun to say, actually).
Other things to see in Racine include the Johnson Wax Golden Rondelle (1525 Howe Street), built in 1964 for the New York World's Fair; the Wind Point Lighthouse (4725 Lighthouse Drive, Wind Point), one of the oldest (1880) and tallest (108 feet) lighthouses on the Great Lakes; and the Racine Zoo (2131 N. Main Street, about 1.5 miles north of downtown), which offers an impressive array of animals - over 76 species - overlooks the lake, and offers its "Animal Crackers Jazz Series" on Wednesday and Selected Sunday evenings.
Downtown Racine along 6th Street, where Highways 20 & 32 go past a series of shops, restaurants, galleries and cafes.
From the relative bustle of Racine to the serene countryside, Highway 20 provides a good sampler of southeastern Wisconsin over a short distance. In my Ford Escape Hybrid SUV, I was able to get 33.8 miles per gallon, meaning I needed only about a gallon and a third of gas to cover the whole route. That means there's leftover money for extra kringle!