Top 15 Charming Small Towns to Explore in Wisconsin

A Midwestern state situated on the Great Lakes of Michigan and Superior, Wisconsin is adorned with forests and agricultural landscapes waiting to be discovered. Allocate a few days to escape the bustling urban life by embarking on a scenic road trip. There is an abundance of activities available, both outdoors and within the towns. Whether indulging in Wisconsin’s renowned cheese or savoring artisanal beers and wines, one will find satisfaction amidst the serene lakefront vistas and natural surroundings that characterize these charming towns.

Explore our curated list of the most appealing small towns to visit in Wisconsin:

1. Cedarburg, Wisconsin

Situated approximately 20 miles north of Milwaukee, Cedarburg was originally established in 1842 by Ludwig Groth alongside Cedar Creek. The town’s name translates to “Castle of Cedars.” Following the arrival of settlers, a lumber mill, Columbia Mill, was constructed, facilitating commercial expansion and growth within the community. More recently, the historic wool mill was repurposed in the 1960s into a restaurant, winery, and shops, enhancing tourist interest in Cedarburg with a variety of engaging activities.

Visitors can meander through the charming streets of Cedarburg, observing buildings that date back to the 1800s. Numerous galleries and studios await exploration, alongside the Covered Bridge, which is the oldest operational covered bridge in Wisconsin. Summer visitors can enjoy concerts, while Christmastime becomes a picturesque season to appreciate the town’s historical architecture. Whether engaging in wine tastings or shopping, there is always something to occupy your time!

2. Lake Geneva, Wisconsin

Located in Walworth County, Lake Geneva serves as a luxurious resort destination on Geneva Lake and is particularly popular with tourists from Chicago and Milwaukee. Initially, the town was known by the less appealing name, Muck Suck, attributed to a Potawatomi Native American chief. This name was later replaced with the more melodious Lake Geneva, aligning with the waterfront of Geneva Lake (it is important not to confuse the two).

If you are seeking a lavish retreat, Lake Geneva is ideal. You can enjoy a leisurely boat tour or rent one to navigate the lake at your leisure. Spend a relaxing afternoon at Riviera Beach or browse the offerings at Galerie Matisse & Matisse Too. For indulgence, consider a rejuvenating weekend at Grand Geneva Resort & Spa, followed by a delightful meal at Ristorante Brissago. Notably, Hugh Hefner originally established his first Playboy Resort here in the 1980s, which has since been transformed into the Grand Geneva Resort.

3. New Glarus, Wisconsin

This hidden treasure, located in Southwest Wisconsin, transports visitors back to the 13th century upon arrival in New Glarus, a quaint village that celebrates the Swiss culture established by its early settlers who named it after the canton of Glarus in Switzerland. Proud of their heritage, New Glarus showcases German and English plays to celebrate their history, supporting the preservation of their German language legacy and various Swiss German traditions like yodeling and flag tossing.

Experience the United States’ most renowned Swiss settlement and feel as though you have traveled abroad! Famous for its local breweries, a visit to New Glarus Brewing Company is recommended for a pint. Join in the festivities of popular events such as Winterfest, Swiss Volksfest, or Oktoberfest, and sample the diverse and delicious cuisine, including roschti, a potato and meat dish, or kalberwurst, a delightful Swiss sausage. Revel in this unique corner of Swiss culture hidden within Wisconsin.

4. Mazomanie, Wisconsin

A village within Dane County, Mazomanie was developed on the former hunting grounds of the Winnebago Indian Nation. Settler Edward Brodhead named the town after a Native American chief whom he was acquainted with. Although economic growth stagnated following the railroad era, this circumstance allowed Mazomanie to maintain its 19th-century charm. The town boasts several structures listed on the National Register of Historic Places, along with numerous galleries and bed & breakfasts.

Nearby, the Mazomanie Bottoms State Natural Area offers beautiful lakefront spaces where one can hunt, fish, or hike through this natural environment. Families can enjoy a beach designed for recreational boating, while those seeking a clothing-optional experience may opt for the nudist beach along the Lower Wisconsin River. Leave behind the stresses of life and take time for tranquility.

5. Port Washington, Wisconsin

Situated just north of Milwaukee, Port Washington pays tribute to George Washington and serves as the county seat of Ozaukee County. Initially populated by the Sauk Tribe, the town saw French explorers arrive in the late 1600s. Port Washington features a natural harbor at the mouth of Sauk Creek and emerged as a port community on Lake Michigan. Its economic development historically relied on exports, and it has evolved into a significant historical tourist destination, housing the largest number of pre-Civil War buildings in Wisconsin, including the courthouse that once functioned as a jail.

For sailing enthusiasts, Port Washington offers an ideal getaway. Participate in the Maritime Heritage Festival or rent a boat to cruise the lake. Don your walking shoes and traverse the Interurban trail, which is perfect for photography and birdwatching. Shoppers will find ample boutiques and specialty shops to explore. Consider lodging at the Country Inn & Suites to enjoy a few days of serenity.

6. Ephraim, Wisconsin

Nestled in Door County, Ephraim is positioned across from Eagle Harbor, offering breathtaking views of both the harbor and Green Bay’s bluffs. Founded in the 1850s by a Moravian reverend, the Ephraim Moravian Church and the Lutheran Church now stand as the village’s prominent landmarks visible from across Eagle Harbor. Ephraim has endeavored to preserve its historical structures, including the Pioneer schoolhouse, maintaining its status as a dry community until 2016 when the sale of beer and wine was legalized.

Consider taking a walking tour of the village with the Ephraim Historical Foundation before visiting the Francis Hardy Gallery for an art experience. Enjoy a restorative spa day at the Spa at Sacred Grounds or immerse yourself in a theater performance at the Northern Sky Theatre. Spend time on the water with a boat rental or take a leisurely stroll to South Shore Pier. Accommodations at Village Green Lodge can enhance your small-town retreat.

7. Stockholm, Wisconsin

Stockholm is a small town situated in Pepin County. As indicated by its name, it was established by Swedish immigrants in the 1850s. Located within the Town of Stockholm, the area’s Scandinavian influences are evident in the variety of Scandinavian culinary offerings, notably at the Stockholm Pie Company. Although it may not serve as the original capital of Sweden, the town provides insight into Scandinavian American culture.

Drive along the Great River Road for magnificent views and remember to bring your camera. Refresh yourself at the Maiden Rock Winery and Cidery, or step back in time at the Black Cat Farmstead, sampling local specialties along the way. Conclude your day with a serene night at Great River Bed & Breakfast before returning to urban life.

8. Bayfield, Wisconsin

Located in Bayfield County, Bayfield bears the name of Henry Bayfield, a British Royal Topographic Engineer who first explored the area in 1822. Once a fishing and lumber community, the town has become a sought-after tourist destination at the northernmost tip of Wisconsin, along the shores of Lake Superior. For those desiring an enchanting waterfront experience, Bayfield is an ideal choice.

Engage in various sports and activities during your stay: venture out on the lake with a boat, go kayaking, or navigate the charming downtown area. If you visit in the autumn, participate in Apple Fest or the Annual Race Week Regatta in July. The Apostle Islands National Lakeshore offers exploration of small, untouched islands, perfect for camping and hiking, or enjoy scuba diving to uncover hidden sea caves.

9. Elkhart Lake, Wisconsin

In Sheboygan County, Elkhart Lake was originally home to Potawatomi Native Americans, who named it “Great Elkhart Lake” based on the shape they perceived as resembling an elk’s heart. Today, it is recognized for its esteemed race track, Road America, situated just outside the village.

Embrace a rural retreat in this secluded village and catch races at the track before unwinding at Fireman’s Park. Treat yourself to an indulgent experience at Aspira Spa. Consider staying at the Eastlake Victorian Bed and Breakfast and enjoy a delectable meal at Lola’s on the Lake. Discover for yourself whether this locality lives up to its reputation.

10. Columbus, Wisconsin

Columbus is positioned in south-central Wisconsin, northeast of Madison, bordered by the Crawfish River. The town is characterized by its historic buildings and picturesque walking paths through downtown. Take a leisurely stroll to admire the City Hall or the historic Post office, relishing the Midwestern charm offered by Columbus.

Once you finish exploring the historic district, make sure to visit the Columbus Antique Mall if you have a passion for antiquing. Additionally, those with an appreciation for history can explore the Christopher Columbus Museum. Consider resting at the Columbus Carriage House Bed & Breakfast before unwinding with a cocktail at Club 60.

11. Fish Creek, Wisconsin

Fish Creek is an unincorporated community in Door County located along Green Bay. Once a logging and fishing hub, Fish Creek had its dock established in 1855. Currently, it is a favored summer vacation destination thanks to its prime lakefront setting and vibrant art community.

Venture into Peninsula State Park, which features its main entrance in Fish Creek. Walk towards the historic Eagle Bluff Lighthouse, constructed in 1866. The land surrounding Fish Creek is protected from development, ensuring the stunning views at Fish Creek Harbor remain unchanged. This artistic community harmoniously coexists with nature, housing some of Wisconsin’s last clockmakers and numerous galleries showcasing local art. Take the opportunity to discover unique pieces for your home or enjoy a casual browsing experience.

12. Mineral Point, Wisconsin

Mineral Point is a town in Iowa County, recognized as Wisconsin’s third oldest community. The inaugural territorial governor was inaugurated here! Originally, it served as a lead and zinc mining center upon its establishment in 1827 and has since developed into a popular tourist locale.

Explore Mineral Point by strolling along the Cheese County Trail or rent an ATV for an adventurous experience. The local cuisine is notable for its Cornish dishes, inviting guests to taste their pastries and figgyhobbin! Walk down High Street and enjoy a coffee at Red Rooster Cafe while soaking in the fresh air for a refreshing retreat.

13. Egg Harbor, Wisconsin

Egg Harbor, situated in Door County, is located along the lakeshore. This destination offers a perfect escape from urban life, welcoming visitors to the scenic northeastern corner of Wisconsin for relaxation and rejuvenation. With breathtaking vistas, including the limestone outcroppings of the Niagara Escarpment especially visible at Bayshore Blufflands, Egg Harbor is a visual treat.

For food enthusiasts, Egg Harbor presents an array of fun activities—visit Wisconsin Cheese Masters or Fat Louie’s Olive Oil Co., or indulge in wine tasting at Harbor Ridge Winery or Stone’s Throw Winery. Savor a delightful meal at Parador or sample freshly made bread at Macready Artisan Bread Company before retreating to the comfort of Newport Resort.

14. Algoma, Wisconsin

Algoma, located in Kewaunee County, was settled by Irish and English pioneers who initially referred to the area as “Wolf River.” Local Native Americans shared legends about the magnificent gray wolf, which notably became the mascot for the local high school. The name Algoma is believed to originate from a Potawatomi word meaning “park of flowers.”

Avid fishermen will find Algoma a remarkable destination, as it is recognized for sport fishing opportunities. Additionally, the Shanty Days Parade in August showcases ethnic foods, music, and a vibrant parade atmosphere. Throughout July and August, Algoma hosts summer concerts in Heritage Park, creating a lively community environment. While here, do not miss the wine tasting at Von Stiehl’s or beer tasting at Ahnapee Brewery!

15. Ashland, Wisconsin

Ashland is a port town located on Lake Superior, in the northern region of Wisconsin. The town is rich in history: eight Native American nations have inhabited Chequamegon Bay, and four different flags representing Spanish, French, English, and American history have flown in this area. French fur traders first arrived in 1659, establishing what is recognized as the first European settlement in Wisconsin. Subsequently, Ashland transitioned into a logging community, and still today, it thrives on small businesses that sustain the local economy.

Embark on a visit to historic Ashland for picturesque views of the bay and fishing opportunities. Alternatively, take a boat out on the water for exploration! Relax at Maslowski Beach if land activities are preferable, or stroll through Prentice Park. For relaxation, enjoy treatments at Inland Sea Therapeutics Massage and Bodywork, and conclude the day with a cozy atmosphere at Black Cat Cafe.