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Finally, enjoy a hearty, farm-fresh meal at The Main Cup. It is named after storied Middletown figure C.F. Main, who more than a century ago began making and selling ice cream on the spot where the restaurant sits today, attracting U.S. Presidents, state officials and other prominent guests. At the current restaurant, everything is made with quality ingredients—from signature cocktails like the jalapeño margarita to such dinner favorites as the balsamic grilled salmon to the deliciously decadent Jr’s New York cheesecake. Guests can enjoy them in one of four indoor and outdoor dining areas, each of which boasts a classic-yet-trendy atmosphere featuring work from local artists. This Middletown favorite is great for date night, wine with the ladies or any other number of occasions.
2. Check out other quality creameries. You Don’t Stop Making Instruments When You Get Old Poster
While plenty of dessert options are available at the aforementioned eateries, no visit to Middletown is complete without picking up a scoop of freshly churned ice cream. This town is a true ice cream mecca, with two historic creameries operating downtown.
Established in 1933, Lee Delauter & Sons may appear on the outside to be a typical gas station and auto service shop, but inside it offers fresh, legendarily tasty scoops of ice cream. Plus, this shop has claim to a neat bit of confectionary trivia, as it holds the oldest Hershey’s ice cream license in the United States. A photo with your cone in the foreground and the in-store display boasting this factoid in the background? Now that’s an Instagram-worthy sweet treat.
In business since 2014, More Ice Cream occupies 13 West Main St., a renovated, two-story house from the 1850s that’s covered wall-to-wall with photos from Middletown High School, exuding a hometown nostalgia. The wraparound front porch is a particularly idyllic place to delight in a quality cone or milkshake during a warm spring or summer day.
3. Familiarize yourself with the local history.
The 170-mile historic National Road, America’s first federally funded highway, runs right through the heart of Middletown, but that’s just the tip of the iceberg when it comes to this small town’s place in American history.