7 Midwest Small Towns Worth the Summer Road Trip

Beyond wind farms and cheese curds, these flyover states offer everything from welcoming Main Streets to rich historical landmarks

This article is brought to you by Ford, the iconic American multinational automobile manufacturer headquartered in Dearborn, Michigan, United States. It was founded by Henry Ford and incorporated on June 16, 1903. The company sells automobiles and commercial vehicles under the Ford brand, and luxury cars under its Lincoln brand.

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Despite what it lacks in breathtaking coastlines and towering mountain ridgetop views, the Midwest is full of charming small towns that offer a blend of rich history, welcoming communities, and beautiful landscapes. And let’s not forget endless county fairs and the world’s largest ball of twine. 

We polled some of Palomino County’s favorite Midwesterners to find a few off-the-beaten path spots — each known for its unique character, friendly atmosphere, and local attractions. So, grab your camper van, pack the Yeti cooler, and head out (Mid)west for your next road trip adventure.

Galena, Illinois

Why Visit: Known for its well-preserved 19th-century architecture, Galena is a charming town that attracts visitors with its historic vibe and scenic beauty. It’s a popular destination for those looking to explore the region's history, local boutiques, and outdoor activities.

Highlights: Historic Main Street, Ulysses S. Grant Home, hiking at Chestnut Mountain Resort, and wine tasting. In June, don’t miss the “Great Galena Balloon Race.” For a full list of events for the year, check out the Visit Galena Calendar.

Traverse City, Michigan

Why Visit: Located on the picturesque shores of Lake Michigan, Traverse City is famous for its vineyards, beautiful beaches, and vibrant arts scene. This makes it a no brainer for wine enthusiasts, outdoor lovers, and foodies. Both family friendly and great for a couples getaway, it offers something from pretty much anyone who is into beachfront vacations without exorbitant resort fees.

Highlights: Wineries on the Old Mission Peninsula, Sleeping Bear Dunes National Lakeshore, Traverse City Film Festival, and local cherry products—not to mention gorgeous cherry blossom trees. For the outdoor lover in you, check out their Ecotourism Experiences.

Decorah, Iowa

Why Visit: Denmark, Iceland, and Sweden sojourns not in your budget this year? Fear not, we’ve got you covered. Nestled in the picturesque Upper Iowa River Valley, Decorah is known for its Nordic heritage, stunning natural beauty, and outdoor activities. The town also boasts a lively arts scene and historic landmarks.

Highlights: Vesterheim Norwegian-American Museum, Decorah Bald Eagle Watching, hiking at Dunning’s Spring Park, and local craft breweries. With some of the most pristine rivers and streams in the U.S., water recreation abounds.

New Glarus, Wisconsin

Why Visit: Known as "America’s Little Switzerland," New Glarus has a strong Swiss heritage, and the town is filled with Swiss-style architecture, breweries, and festivals. The surrounding rolling hills and farmland add to its picturesque charm. So grab those lederhosen and get ready to channel your inner Swiss Miss.

Highlights: New Glarus Brewing Company, Swiss Heritage Village, and the Sugar River Trail. Other attractions include the Bailey’s Run Vineyard and Winery, and of course, the New Glarus cow parade. Bonus: For the DINKWADs out there, the town boasts many dog-friendly spots and activites.

Eureka Springs, Arkansas

Why Visit: While technically part of the Ozarks and near the border of the South-Midwest, Eureka Springs is known for its Victorian architecture, natural springs, and lively nightlife scene. The town’s unique blend of history and culture makes it a fascinating stop whether you’re on the way to Texas or heading back to Tennessee.

Highlights: Historic architecture, Thorncrown Chapel, the Great Passion Play, and local art galleries. With zero malls and big box stores, shopping in Eureka Springs means you’re supporting local business owners and artisans.

Lanesboro, Minnesota

Why Visit: Often referred to as the "Bed & Breakfast Capital of Minnesota," Lanesboro is a quaint southeast town along the Root River that is famous for its biking trails, charming downtown, and arts scene. Located in the heart of Bluff County, it’s the perfect destination for those seeking a peaceful retreat and cozy night’s stay.

Highlights: Root River State Trail, Lanesboro Arts, Commonweal Theatre, and local bed and breakfasts. Keep your eyes peeled for a “History Alive” pop-up play – reenactments of Lanesboro history. Summer is the best time to visit, so check out their visitor’s guide here.

St. Joseph, Missouri

Why Visit: A town rich in Western history, St. Joseph was the starting point for the Pony Express. The city is home to 14 area museums, 12 annual festivals, and amazing architecture listed on the National Register of Historic Places. It’s the perfect spot for history buffs and those looking to explore old Western towns.

Highlights: Pony Express National Museum, Jesse James Home Museum, and the Missouri Riverwalk. If you’re a football fan, Saint Jo is also home to the Kansas City Chiefs summer training camp.