Farmer's market in Sheboygan. Image credit Fern M. Lomibao via Shutterstock

11 Best Small Towns to Retire in Wisconsin in 2024

One of the first steps in ensuring a high quality of life in retirement is finding the ideal place to settle. After years of a fast-paced career in the busy city, it's only natural that you'd want to leave the hustle and bustle of urban areas for the quiet and slower pace of life in rural locations. Fortunately, Wisconsin is home to several charming small towns that fit the bill perfectly. Presenting a mix of cozy weather, affordable cost of living, and friendly locals with a strong sense of community, they promise fresh retirees an easygoing after-work life.

Whether you are looking for serene villages on the shores of Lake Michigan or riparian localities encircled by nature, the Badger State has something for all preferences. Despite their countryside locations, these towns ensure access to vital medical and social resources that pensioners need to lead a comfortable life. If you envision spending your sunset years in America’s Dairyland, here are some notable small towns to consider for retirement in Wisconsin.

Mequon

Aerial view of Spur 16 commercial and residential in Mequon, Wisconsin
Aerial view of Spur 16 commercial and residential in Mequon, Wisconsin, via James Meyer / Shutterstock.com

If you are not deterred by chilly weather, Mequon in Ozaukee County could be your ideal retirement spot. Located on the scenic shores of Lake Michigan, it offers a laid-back atmosphere amidst beautiful natural surroundings, with plenty of water-based recreation options. Retirees can explore different nature areas, including hiking along the 6 miles of picturesque trails inside Mequon Nature Preserve. Virmond Park provides an excellent spot for picnickers and sightseers, with its beautiful bluffs overlooking Lake Michigan.

The tight-knit community enjoys a bustling farmer’s market and frequently gathers at Kapco Park to cheer on the local baseball team, providing newcomers an opportunity to establish fresh relationships in a friendly environment. There's also a strong Lions Club presence, organizing various community programs for pensioners seeking a sense of purpose. While Mequon's housing market may reflect a median home price indicating an upscale community, retirees valuing a high quality of life may find it well worth the investment.

Elm Grove

Main street in Elm Grove, Wisconsin
Main street in Elm Grove, Wisconsin, By Porterhse - Own work, CC BY-SA 3.0, Wikimedia Commons

This charming Milwaukee suburb strikes a perfect balance between urban convenience and small-town appeal. Home to approximately 6,500 residents, Elm Grove offers beautiful parks, restaurants, and coffee shops to keep retirees entertained. Elm Grove Village Park is a local favorite for its scenic walking paths, playground, tennis courts, and pool. The Sunset Playhouse is another gem, providing a venue for locals to enjoy theatrical performances and support community talent.

Although Elm Grove's median home price is above the state average, its proximity to Milwaukee affords retirees access to top-notch medical and social amenities. The town also boasts a modern senior living community at Heritage Elm Grove, where seniors can receive specialized care tailored to their needs.

Sheboygan

Aerial Sunset View of Sheboygan, Wisconsin on Lake Michigan
Aerial Sunset View of Sheboygan, Wisconsin on Lake Michigan

Sheboygan is a welcoming community that offers retirees a laid-back lifestyle on the shores of Lake Michigan. Senior citizens have access to various family-friendly attractions, perfect for when grandchildren visit, including the Above & Beyond Children’s Museum. The town boasts a vibrant arts and culture scene, with multiple venues where locals gather to enjoy live performances, notably the Stefanie H. Weill Center for the Performing Arts. For retirees who prefer staying active, Kohler-Andrae State Park provides plenty of outdoor activities, such as hiking, camping, and sunbathing on Lake Michigan’s sandy beaches.

Home to Aurora Health Center, Sheboygan ensures that retirees have access to quality medical care. Additionally, with a median home price of $244,900, owning a home in the town is more affordable than the national average.

Wausau

Granite Peak Ski Area in Wausau, Wisconsin.
Granite Peak Ski Area in Wausau, Wisconsin. Editorial credit: Aaron of L.A. Photography / Shutterstock.com

Situated along the scenic banks of the Wisconsin River, Wausau offers a peaceful setting for retirees. The town’s thriving arts scene is evident in its many visual and performance art venues, including the Leigh Yawkey Woodson Art Museum and The Grand Theater. Attractions abound to keep retirees engaged throughout the year. During the warmer months, green spaces like Isle of Ferns Park and Rib Mountain State Park offer outdoor recreation opportunities, including hiking, camping, picnicking, and exploring nature.

In the snow season, locals enjoy over 200 acres of skiable terrain at the Granite Peak Ski Area, which features 58 trails for skiing, snowboarding, and snow tubing. Wausau is also appealing for its affordable cost of living, with homes having an average selling price of $239,900.

Waunakee

Aerial View of the Madison Suburb of Waunakee, Wisconsin
Aerial View of the Madison Suburb of Waunakee, Wisconsin

Located in Dane County, Waunakee is part of the Madison Metropolitan Area. Its proximity to the capital city ensures retirees have access to diverse urban amenities, including quality healthcare facilities and a well-developed transportation network, with Dane County Regional Airport conveniently nearby. Waunakee is surrounded by lush green spaces, allowing residents to enjoy outdoor activities in places like Settler’s Park, Peaceful Valley Park, and Governor Nelson State Park, which offers swimming and relaxation along the shores of Lake Mendota. In downtown Waunakee, a lively bar scene provides various venues where seniors can socialize over a drink. The Gold Nugget Bar & Grill is noted for its cozy atmosphere and friendly clientele. While the median home price in Waunakee is somewhat high at $629,500, the investment may be considered worthwhile over time due to the town's quality of life and amenities.

Sturgeon Bay

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

Sturgeon Bay is located at the base of the Door Peninsula, offering direct access to the stunning Lake Michigan. The town is celebrated for its rich maritime heritage, prominently showcased at the Door County Maritime Museum. Retirees interested in local history will find the Door County Historical Museum fascinating, with its extensive collection of antique artifacts and historical documents. Outdoor enthusiasts will enjoy the variety of green spaces in Sturgeon Bay, each offering different recreational opportunities. Whitefish Dunes State Park is ideal for those seeking leisurely beach strolls, while Cave Point County Park offers breathtaking panoramic views of Lake Michigan.

The vibrant local arts scene features family-friendly venues where the community supports regional creativity. Third Avenue PlayWorks, known for staging professional theatrical performances, is a prime example of this. With a median housing cost of $382,500, Sturgeon Bay is an affordable option for retirees looking to settle down permanently.

Stoughton

Stoughton, Wisconsin.
Stoughton, Wisconsin. Roberto Galan / Shutterstock.com

Nestled on the banks of the Yahara River, Stoughton is a quaint community with a rich Norwegian heritage. Theater enthusiasts will be delighted by the Stoughton Opera House, an iconic venue that hosts a variety of live performances, from bands to concerts, within a historic Victorian-era setting. The Livsreise - Norwegian Heritage Center offers insights into the town’s Norwegian roots through its exhibits on pioneers and early settlers. For outdoor activities, Viking County Park provides serene fishing spots along the Yahara River.

Located about 20 miles from Madison, Stoughton offers retirees the advantage of being close to the capital’s superior amenities, including healthcare and social services. This proximity, however, reflects in the home prices, which are above the state average at approximately $584,900.

Thiensville

Main street in Thiensville, Wisconsin
Main street in Thiensville, Wisconsin, By Freekee/Kevin Hansen - Own work, CC BY-SA 3.0, Wikimedia Commons

Thiensville, a peaceful suburb of Milwaukee, presents retirees with an opportunity to enjoy a quieter lifestyle away from city bustle. The town is known for its strong sense of community among its approximately 3,300 residents. This sense of belonging is evident during the weekly Thiensville Village Market, where locals engage in trade and socialization, creating an ideal setting for making lifelong friends. Outdoor spaces such as Molyneux Park offer amenities including picnic tables, benches, serene trails, and a canoe launch on the Milwaukee River, catering to retirees’ desires for outdoor relaxation.

Despite being a small community, the median home listing price in Thiensville is somewhat high at $420,000, a reflection of its proximity to Milwaukee. However, this also means that residents can easily access the city’s top amenities within minutes.

Brookfield

Aerial shot of Brookfield, Wisconsin, on a clear day in Fall.
Aerial shot of Brookfield, Wisconsin, on a clear day in Fall.

Brookfield offers retirees a "best of both worlds" scenario, combining a rural atmosphere with a laid-back lifestyle and proximity to big-city amenities in Waukesha County. The town provides seniors with ample opportunities for outdoor fun, thanks to venues like Fox Brook Park and Wirth Park. The Brookfield Hills Golf Course is also popular among retirees who enjoy a leisurely game of golf. The arts scene in Brookfield is respectable, featuring family-friendly centers such as the Sharon Lynne Wilson Center for the Arts.

For times when the grandchildren visit, Adventure Rock and Goldfish Swim School offer quality family entertainment. With a median home listing price of $445,000, retirees can find suitable living options and receive quality medical care at Ascension SE Wisconsin Hospital.

Ladysmith

State Bank of Ladysmith, Wisconsin
State Bank of Ladysmith, Wisconsin

As one of the most affordable places to retire in Wisconsin, Ladysmith appeals to retirees looking for a small, rural community to call home. With an average home selling price of $204,500, retirees can comfortably purchase a home from their savings, leaving a substantial amount for enjoying their retirement. The town is surrounded by beautiful natural landscapes, including parklands such as Pioneer Park, which features lush lawns for picnics, picnic tables, and charcoal barbecues.

However, the reference to boating opportunities on Lake Huron is incorrect, as Ladysmith is not located near this lake. For indoor activities, the Rusk County Museum offers insights into the region's history, and the Miner Theater presents family-friendly movies.

Verona

Verona, Wisconsin post office
Verona, Wisconsin post office

Choosing Verona as a retirement destination ensures an active lifestyle, thanks to an impressive trail network and numerous outdoor recreation areas. The Ice Age National Scenic Trail, which passes through the town, offers seniors the chance to stay fit and healthy by hiking through scenic wooded areas. Fireman’s Park Beach provides a more relaxed setting for family picnics, featuring a water slide and splash pad. The Verona Downtown Farmers Market presents an ideal opportunity for new retirees to socialize and make friends in a festive atmosphere.

Located about ten miles from downtown Madison, Verona offers convenient access to better shopping and superior medical facilities. However, the median home price in Verona is quite high, at approximately $609,000.

The Takeaway

For those uncertain about where to settle after retirement, Wisconsin's small towns offer welcoming communities with a laid-back lifestyle, away from the hustle and bustle of metro areas. These towns provide retirees with access to diverse natural spaces and numerous outdoor activities, ensuring an active and healthy lifestyle. With the possibility of finding affordable housing, these towns have all the qualities for a high-quality life for retirees in Wisconsin.

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