Lake Geneva, Wisconsin The downtown area of the famous Wisconsin vacation destination at the height of the summer tourist season in lake geneva

9 Picturesque Small Towns in Wisconsin to Visit in 2024

From the Algonquin term “Meskonsing” as in “this stream meanders through something red” which references the Wisconsin River’s route through the Wisconsin Dell, the eponymous state of Wisconsin contains many of the most picturesque small towns for you to savor. Let the lakeside splendors of Port Washington and Sturgeon Bay entreat you with their surprises and attractions. Enjoy the marvelous Apostle Islands from Bayfield or the Green Bay from Sister Bay. Better yet, stroll through European-style streets in lively villages like New Glarus and Lake Geneva. Where fabled escape artist Harry Houdini was born and where the most milk in the US is produced, Wisconsin is sure to win your hearts and minds with the most picturesque small towns in the Badger State.

Sturgeon Bay

Canal in the town of Sturgeon Bay, Wisconsin.
Canal in the town of Sturgeon Bay, Wisconsin.

Hailed as one of the Top 10 Happiest Seaside Towns in the United States, Sturgeon Bay welcomes travelers from land and sea with all sorts of amenities. At the Millers Art Museum and Margaret Lockwood Gallery, admire the aesthetic culture proliferating throughout Wisconsin. In the Popelka Trenchard Glass, be awed by the alluring glassware from some of Wisconsin’s greatest glassblowers.

Only 44 minutes from the city of Green Bay, you can immerse yourself in Sturgeon Bay’s history—as well as the history of the Door County and the Door Peninsula—at the Door County Maritime Museum. Even the historic lighthouse at the Sturgeon Bay Canal—which has shepherded many ships from Lake Michigan to safe harbor—has many memorabilia for you to cherish. If you are the kind of adventurer who enjoys more exploration, the Peninsula State Park has many picturesque scenes of Green Bay from atop Eagle Tower. Do not miss out on the annual Sturgeon Bay Fine Arts Fair on May 25 to 26. And do consider the White Birch Inn or The Foxglove Inn as viable options for lodgings.

Elkhart Lake

Overview of the Gather on the Green vintage car show on the grounds of The Osthoff Resort in Elkhart Lake, Wisconsin
Overview of the Gather on the Green vintage car show on the grounds of The Osthoff Resort in Elkhart Lake, Wisconsin, via ajkelly / Shutterstock.com

Elkhart Lake, a splendid neighbor to the 26-mile-away Lake Winnebago, is a small corner of paradise along the Sheboygan River. Nature lovers and outdoors goers will experience immense enjoyment in the Cedar Creek State Wildlife Area and Kettle Moraine State Forest—pristine destinations for those wanting to camp out in the cool evenings. At the Sheboygan Marsh State Wildlife Area, accompanied by Sheboygan Lake and Sheboygan River, you can take photographs of some of Wisconsin’s most unique and diverse wildlife. Learn more about the indigenous cultures that have made Elkhart Lake a home at the Henschel’s Indian Museum and the Hidden Springs Trout Farm. You might be lucky to catch a glimpse of racers speeding along the Road America racetrack, a route that has allowed many cars to accelerate to their maximum potential since 1962. Approximately 30 miles from Lake Geneva, allow the resplendent rooms of The Osthoff Resort lull you to dreamy sleep.

Lake Geneva

Lake Geneva, Wisconsin
Lake Geneva, Wisconsin

Reminiscent of Geneva Lake in the alpine mountains of Switzerland, the town of Lake Geneva in Wisconsin is a great getaway from Wisconsin’s cityscape. You can take a ride along a zipline that will let you fly above Lake Geneva. In the local safaris, take pictures of the many animals that hail from Africa. The Big Foot Beach State Park is also a great place to see more of Wisconsin’s exotic animals.

The Tristan Crist Magic Theatre, meanwhile, is a rambunctious venue to see a mystical display of showmanship. Immerse yourself in the regal Black Point Estate and Gardens, the 1888 summer estate of a Chicago beer baron named Conrad Seipp. You might also fancy touring Baker House, a fitting location for Lake Geneva’s many events and performances. Last but not least, gaze up at the mysteries of the stars at the Yerkes Observatory, where many astronomers who have garnered Nobel Prizes contributed much to the sciences since 1897. If you need a place to stay, the Seven Oaks Bed & Breakfast or Lake Geneva Lodge have the appropriate accommodations for you.

Sister Bay

Scenic buildings and foliage lined along a street in Sister Bay, Wisconsin.
Scenic buildings and foliage lined along a street in Sister Bay, Wisconsin. Editorial credit: Nejdet Duzen / Shutterstock.com

Feel a familial charm when exploring the town of Sister Bay. Around 44 minutes away from its seaside neighbor, Sturgeon Bay, Sister Bay also provides visitors access to the sweeping and breathtaking Peninsula Park, with its Eagle Tower and distant views of Michigan’s shores across Green Bay. You might also be invested in adventuring through the Three Springs Nature Preserve. Maybe the Wagon Trail Campground—an idyllic spot for starry night sceneries—is more to your liking. But you should definitely take photos of the marshes and creeks of the Mink River Reserve, where its waters are fed and feed Lake Michigan. Do not miss out on the annual Al Johnson's Goat Festival and Goat Parade on June. Most of all, do purchase a room at either the Open Hearth Lodge, The Coachlite Inn, or County House Resort.

Stockholm

Downtown street in Stockholm, Wisconsin in the summer.
Downtown street in Stockholm, Wisconsin in the summer. Image credit Angelika Lindner via Wikimedia Commons

Immerse yourself in a small pocket of Sweden in America at the attractive town of Stockholm. Situated on Lake Pepin and the Mississippi River, Stockholm was named after the capital city of Sweden when Swedish immigrants first arrived from the Old World to the New World. One can appreciate more about these mass immigrations from Europe at the Stockholm Museum, or you can savor the delicious pies and delicacies of the Stockholm Pie Company. More activities and attractions can be found at the Maiden Rock Bluff State Natural Area and at the Heritage Woods, the latter being an excellent place for one to learn more about beekeeping. If you ever need to lie down comfortably in the evenings, the Rivertown Landing and Art Orchard & Guesthouse will not disappoint.

Hayward

Aerial view of Hayward, Wisconsin.
Aerial view of Hayward, Wisconsin.

For those of you who are in love with lakes and enjoy taking memorable photographs of them, then head on over to Hayward. There are several picturesque lakes for you to cherish, such as Lake Hayward, Lake Round, Lake Grindstone, and Lake Bass. Aside from these lush bodies of water, Hayward is also a convenient gateway to the Bean Brook State Wildlife Management Area and Kissick Swamp State Wildlife Management Area—a pair of picture-perfect destinations if you want to see more of the geographic heart of America. If you are more interested in fishing, you can either go fishing in one of the many lakes in Hayward or admire the exhibits of legendary rods and reels at the Freshwater Fishing Hall of Fame. Perhaps the annual Lumberjack World Championship that occurs every August is more to your fancy. Either way, you ought to shack up at the Flat Creek Lodge if you intend to stay a while in Hayward.

Bayfield

People enjoying the Annual Applefest in Bayfield, Wisconsin.
People enjoying the Annual Applefest in Bayfield, Wisconsin. Editorial credit: Jacob Boomsma / Shutterstock.com.

Bayfield is an exquisite town on the shores of Lake Superior. One can savor delicious Native American-made booze and beer at the Copper Crow Distillery, the first Native American distillery in the US. At the Eckels Pottery and Fine Craft Gallery, you can enjoy the luxurious artistry of Bayfield, while the Bayfield Apple Festival on October 4 - 6 allows everyone to pick their juiciest fruits.

But most of all, Bayfield is renowned for being the gateway to the Jewels of Lake Superior, the Apostle Islands. Over 22 islands can be explored from Bayfield’s bays, the largest of them being Madeline Island, home to the Apostle Islands National Lakeshore. You can be awed and humbled by Lake Superior’s depths and breadths atop several historic lighthouses in the Apostle Islands such as the Devils Island Lighthouse. Should the night call you back to sleep, you can retreat back to Bayfield and into one of the many fine establishments in town such as the Old Rittenhouse Inn, Lake Superior Lodge, or Pine Cottage.

Port Washington

Rustic waterfront buildings along the shores in Port Washington, Wisconsin.
Rustic waterfront buildings along the shores in Port Washington, Wisconsin.

Port Washington is a special town that is about 27 miles north of the city of Milwaukee. Long ago, immigrants from the European country of Luxembourg traveled to America and built a flourishing community that became Port Washington. One can know more about these immigrants’ experiences—as well as history of the Grand Duchy of Luxembourg—at the Luxembourg American Cultural Center’s Roots and Leaves Museum. These days, Port Washington is praised for its well-preserved Victorian structures and landmarks, such as the Judge Eghart House. Furthermore, you can tour the living museum of the Port Washington Breakwater Lighthouse that has guided ships from Lake Michigan towards its lofty ports. For those of you eager to see more of what Port Washington has to offer, you ought to book a room at The Harborview for your pleasant evenings.

New Glarus

Buildings in New Glarus, Wisconsin.
Buildings in New Glarus, Wisconsin. Editorial credit: Erwin Widmer / Shutterstock.com

Similar to Lake Geneva, the humble town of New Glarus is the “Little Switzerland of America.” You can feel like you’re at the top of the Alps (minus the freezing cold and snow) while traipsing through the Swiss Historical Village & Museum. The townsfolk celebrate their Swiss heritage exorbitantly with annual festivities such as the Wilhelm Tell Festival every September. It is a special dedication for a medieval archer named Wilhelm Tell, who might even rival Robin Hood on some occasions. There is also the Swiss Volksfest (Swiss Independence Day) on August 4, when the townsfolk cheer and wallop for the independence of Switzerland and the Swiss people. You will certainly be feeling jubilant while sampling the fine liquors of the New Glarus Brewing Company and the Whiskey Run Distillery. And if you ever start feeling woozy and worn from all the excitement of the Little Switzerland of American, then rest up in some of New Glarus’ lodgings such as the Chalet Landhaus Inn, The Blanc Chalet, and the Wolf’s Den.

Conclusion

Wisconsin has had many grand achievements. It was where the first inaugural ice cream sundae was first served, and where, in 1962, the USSR satellite called Sputnik IV crash-landed. For your idyllic vacation in Wisconsin, explore the most idyllic small towns in the Badger State. However, the best attractions one can take memorable and lovable photographs of are the most picturesque small towns in Wisconsin. In New Glarus and Lake Geneva, you can capture moments and landmarks reminiscent of Switzerland’s alpine landscape. At Bayfield, you can immortalize the serene and beautiful Apostle Islands on Lake Superior. And in many more picturesque small towns in Wisconsin, perfect your ability to wield your cameras and cellphones to ensure a photographic setup for your pictures.

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