![Businesses in downtown Port Washington, Wisconsin. By Freekee - Own work, Public Domain, Wikimedia Commons.](/upload/ff/10/a4/port-washington-franklin-north-jul09.jpg)
7 Charming Wisconsin Communities To Retire Around Milwaukee
Yes, it's true. Milwaukee is the heart of Wisconsin, and there's so much going on there all the time. And while its urban energy is charming, a gentler rhythm call out seniors just beyond its borders. In the rolling landscapes and lakeside vistas of Wisconsin, seven towns offer more than just scenic beauty and tranquility—they represent a return to a quieter, perhaps more thoughtful way of life.
Rediscover the joys of community and the leisurely pleasures of small-town living, tailored perfectly for the golden years. The historic streets of Cedarburg and the vibrant shores of Lake Geneva cultivate a special sense of belonging. So, whether you are winding down your professional life or seeking an exciting community to enjoy your new free time, these Wisconsin towns around Milwaukee might just be your perfect next chapter.
Cedarburg
![Beautiful street mural in Cedarburg, Wisconsin](/r/w768/upload/54/59/ef/5381626670-372177a954-4k.jpg)
Cedarburg, located about 20 miles north of Milwaukee in Ozaukee County, stands out with its well-preserved 19th-century architecture and vibrant arts scene. The town's historic district, listed on the National Register of Historic Places, features over 200 historic buildings that add a quaint yet significant character. One notable landmark is the Cedarburg Cultural Center, which offers various arts and crafts exhibitions, workshops, and events tailored to all ages, including seniors. Another key attraction is the Cedar Creek Winery, where visitors can enjoy wine tastings and tours.
For daily activities, seniors can visit the Java House on Washington Avenue for coffee, or dine at the Anvil Pub & Grille, a restored 19th-century blacksmith shop. Cedarburg also boasts several parks, like Cedar Creek Park, ideal for leisurely walks. Among its retirement living options is Lasata Senior Living Campus, which provides comprehensive care services. The median house price in Cedarburg is approximately $450,000, offering a viable option for many retirees looking for a balance between small-town charm and access to urban amenities.
Port Washington
![Port Washington, Wisconsin. Port Washington.](/r/w768/upload/9d/5b/3f/port-washington-wisconsin-4236.jpg)
Port Washington, perched on the shores of Lake Michigan just 25 miles north of Milwaukee, is renowned for its picturesque harbor and historic lighthouse, the oldest on the lake's western shore. This town combines its maritime heritage with modern amenities, making it an attractive location for retirees. The Port Exploreum is a popular museum that offers interactive displays focusing on the local maritime and settlement history, which is particularly engaging for history enthusiasts.
In terms of leisure and social activities, seniors can enjoy the Dockside Deli for lakefront dining or Smith Bros. Coffee House for a cozy coffee experience. The town's Rotary Park provides serene lake views and walking paths for a relaxing day outdoors. Port Washington also houses Harbor Campus, a senior living community that offers various levels of care. With a median house price around $370,000, Port Washington remains an accessible and inviting retirement option.
Pewaukee
![Lakefront in Pewaukee, Wisconsin](/r/w768/upload/22/88/b4/pewaukee-lakefront-1.jpg)
Pewaukee centers around Pewaukee Lake—the largest lake in Waukesha County—is situated just 18 miles west of Milwaukee. The Pewaukee Historical Society, located at the Clark House Museum, provides insightful exhibits on local history, appealing to those interested in the cultural backdrop of their community.
Seniors can take advantage of the lake for fishing and boating, or stroll along the Lakefront Park for picturesque views and picnic spots. Dining options like Asiana offers a variety of Asian cuisine overlooking the water, while Thunder Bay Grille presents a rustic dining experience with American favorites. Kirkland Crossings is a notable senior living community providing a range of services from independent to assisted living. The median house price in Pewaukee is approximately $460,000, reflecting its desirable lakeside setting.
Elkhorn
![Loraine Hotel building, downtown Elkhorn](/r/w768/upload/4f/c7/45/hotel-loraine-building-moy-s-restaurant-panoramio.jpg)
Elkhorn, located approximately 45 miles southwest of Milwaukee, is the administrative center of Walworth County. Known as "The Christmas Card Town," Elkhorn gained this nickname due to the winter scenes from the town that were used for a popular line of holiday cards in the 1950s. The town features the Walworth County Historical Society's Webster House Museum, which offers a deep dive into local history and hosts various events throughout the year.
For daily activities, seniors can visit the local favorite, Someplace Else Restaurant, known for its classic American dishes, or enjoy a coffee at Holi Cannoli’s charming cafe setting. Sunset Park provides a scenic spot for walks and outdoor gatherings. Ridge Stone Village are notable retirement communities offering comfortable living options and social activities for seniors. The median house price in Elkhorn is around $340,000, making it an affordable choice for retirees seeking a quaint and historic small-town atmosphere.
Hartford
![A trail through the Kettle Moraine State Forest near Hartford, Wisconsin.](/r/w768/upload/ef/fa/32/adobestock-386225051.jpeg)
Hartford is a town rich in manufacturing and cultural history, once known as a major hub for the Wisconsin Automotive Industry, and is positioned about 35 miles northwest of Milwaukee. The Hartford Auto Museum celebrates this heritage by showcasing vintage automobiles.
For dining and leisure, seniors can visit MJ Stevens Pub 'n Restaurant, known for its hearty meals and welcoming atmosphere, or the Perc Place, a cozy café with a wide range of breakfast and lunch options. The town also hosts the Pike Lake Unit of the Kettle Moraine State Forest, providing ample opportunities for hiking and nature observation. Well-regarded retirement communities such as Wellington Place offer a supportive living environment with various social and health-related services. The median house price in Hartford is approximately $390,000.
Lake Geneva
![Lakefront hotels in Lake Geneva, Wisconsin](/r/w768/upload/cd/8d/ac/shutterstock-1700520418.jpg)
Lake Geneva, located about an hour southwest of Milwaukee, is a premier resort town renowned for its scenic beauty and vibrant tourism industry. The town was historically a summer refuge for Chicago's wealthy elite, which is reflected in the grand estates lining the lake’s shore. The Geneva Lake Museum offers seniors a comprehensive view of this rich history through detailed exhibits and re-creations of early 1900s streetscapes.
Enjoy the Simple Café, an eatery known for its fresh, farm-to-table offerings, or the Sopra Bistro, which provides an upscale dining experience with a varied menu. The town also features the beautifully maintained Geneva Lake Shore Path, which offers accessible walking trails with exquisite lake views. Lake Geneva has several retirement communities such as Arbor Village, providing quality care and a robust calendar of community activities. The median house price here is around $550,000, reflecting its popularity and upscale amenities.
Delafield
![Downtown Delafield](/r/w768/upload/bf/28/b7/mazatlan-panoramio-1.jpg)
Delafield is located approximately 25 miles west of Milwaukee. The town's distinctive architecture, heavily influenced by the English Tudor style, gives it a unique character among communities in the area. The Hawks Inn Historical Society offers seniors a glimpse into the 19th-century frontier life with well-preserved artifacts and buildings.
Seniors in Delafield can enjoy the refined atmosphere at Andrew’s Bar & Restaurant, which serves upscale American cuisine, or relax at the more casual Delafield Brewhaus, which offers craft beers and pub food. For outdoor activities, Naga-Waukee Park provides extensive hiking trails and scenic views over Nagawicka Lake. The median house price in Delafield is around $600,000, making it a premium retirement destination.
In the varied landscape of Wisconsin, a short distance from the bustling metropolis of Milwaukee, seven towns stand out as optimal choices for retirement. These locales, from Cedarburg's historically rich streets to the tranquil shores of Lake Geneva, offer not merely residences but communities conducive to a fulfilling post-career life. Featuring accessible historical sites, senior living facilities tailored to diverse needs, and median home prices accommodating a range of economic capabilities, these towns blend aesthetic appeal with practical living solutions. This synthesis of cultural richness and serene environments supports a higher quality of life, making each town an attractive option for retirees seeking both tranquility and engagement. As such, these communities provide a foundation for a serene retirement, characterized by both peace and active participation in vibrant, supportive settings.