The 25 Best Small Towns to Retire in Wisconsin

Ranked on The Town Files lifestyle rankings among 269 towns of 500–10,000 people in Wisconsin. #1 is Okauchee Lake, WI.

1. 25Delafield, Wisconsin

   Better for retirees than 93% of Wisconsin towns

   Delafield is a town of 8,095 people in Waukesha County, Wisconsin. It also ranks more upscale than 99% of Wisconsin towns and more of a college town than 94% of Wisconsin towns.

   8,095 people · Waukesha County · median home $613,300 · income $158,353 · Jan low 12°F · 37 in snow

   Full Delafield, Wisconsin profile: weather, storms, schools, jobs →

2. 24Lodi, Wisconsin

   Better for retirees than 94% of Wisconsin towns

   Lodi is a city of 3,189 people in Columbia County, Wisconsin. It also ranks more upscale than 95% of Wisconsin towns and better for young professionals than 89% of Wisconsin towns.

   3,189 people · Columbia County · median home $328,200 · income $117,584 · Jan low 10°F · 44 in snow

   Full Lodi, Wisconsin profile: weather, storms, schools, jobs →

3. 23Farmington, Wisconsin

   Better for retirees than 94% of Wisconsin towns

   Farmington is a town of 3,712 people in Waupaca County, Wisconsin. It also ranks better for a vacation home than 78% of Wisconsin towns and easier by car than 76% of Wisconsin towns.

   3,712 people · Waupaca County · median home $251,500 · income $83,244 · Jan low 8°F · 49 in snow

   Full Farmington, Wisconsin profile: weather, storms, schools, jobs →

4. 22Rib Mountain, Wisconsin

   Better for retirees than 94% of Wisconsin towns

   Rib Mountain is a village of 6,061 people in Marathon County, Wisconsin. It also ranks more upscale than 92% of Wisconsin towns and more vibrant than 91% of Wisconsin towns.

   6,061 people · Marathon County · median home $255,900 · income $94,294 · Jan low 7°F · 64 in snow

   Full Rib Mountain, Wisconsin profile: weather, storms, schools, jobs →

5. 21Brookfield, Wisconsin

   Better for retirees than 94% of Wisconsin towns

   Brookfield is a town of 6,477 people in Waukesha County, Wisconsin. It also ranks more vibrant than 97% of Wisconsin towns and better for young professionals than 96% of Wisconsin towns.

   6,477 people · Waukesha County · median home $374,500 · income $89,323 · Jan low 12°F · 37 in snow

   Full Brookfield, Wisconsin profile: weather, storms, schools, jobs →

6. 20Mineral Point, Wisconsin

   Better for retirees than 95% of Wisconsin towns

   Mineral Point is a city of 2,581 people in Iowa County, Wisconsin. It also ranks hipper than 98% of Wisconsin towns and better for first-time buyers than 97% of Wisconsin towns.

   2,581 people · Iowa County · median home $212,200 · income $81,000 · Jan low 9°F · 41 in snow

   Full Mineral Point, Wisconsin profile: weather, storms, schools, jobs →

7. 19Lake Wissota, Wisconsin

   Better for retirees than 95% of Wisconsin towns

   Lake Wissota is a community of 2,830 people in Chippewa County, Wisconsin. It also ranks better for young professionals than 90% of Wisconsin towns and more upscale than 88% of Wisconsin towns.

   2,830 people · Chippewa County · median home $334,600 · income $105,150 · Jan low 6°F · 52 in snow

   Full Lake Wissota, Wisconsin profile: weather, storms, schools, jobs →

8. 18Springfield, Wisconsin

   Better for retirees than 95% of Wisconsin towns

   Springfield is a town of 2,929 people in Dane County, Wisconsin. It also ranks more upscale than 99% of Wisconsin towns and better for young professionals than 94% of Wisconsin towns.

   2,929 people · Dane County · median home $554,700 · income $135,216 · Jan low 10°F · 39 in snow

   Full Springfield, Wisconsin profile: weather, storms, schools, jobs →

9. 17Oakland, Wisconsin

   Better for retirees than 95% of Wisconsin towns

   Oakland is a town of 3,231 people in Jefferson County, Wisconsin. It also ranks better for a vacation home than 98% of Wisconsin towns and better for cycling than 96% of Wisconsin towns.

   3,231 people · Jefferson County · median home $353,900 · income $94,603 · Jan low 11°F · 42 in snow

   Full Oakland, Wisconsin profile: weather, storms, schools, jobs →

10. 16Erin, Wisconsin

    Better for retirees than 95% of Wisconsin towns

    Erin is a town of 3,825 people in Washington County, Wisconsin. It also ranks better for families than 97% of Wisconsin towns and quieter than 94% of Wisconsin towns.

    3,825 people · Washington County · median home $442,800 · income $111,375 · Jan low 9°F · 36 in snow

    Full Erin, Wisconsin profile: weather, storms, schools, jobs →

11. 15Middleton, Wisconsin

    Better for retirees than 95% of Wisconsin towns

    Middleton is a town of 6,792 people in Dane County, Wisconsin. It also ranks more upscale than 100% of Wisconsin towns and better for young professionals than 98% of Wisconsin towns.

    6,792 people · Dane County · median home $689,400 · income $203,646 · Jan low 10°F · 39 in snow

    Full Middleton, Wisconsin profile: weather, storms, schools, jobs →

12. 14Pleasant Springs, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Pleasant Springs is a town of 3,078 people in Dane County, Wisconsin. It also ranks more upscale than 95% of Wisconsin towns and quieter than 93% of Wisconsin towns.

    3,078 people · Dane County · median home $444,100 · income $119,273 · Jan low 10°F · 36 in snow

    Full Pleasant Springs, Wisconsin profile: weather, storms, schools, jobs →

13. 13Westport, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Westport is a town of 4,191 people in Dane County, Wisconsin. It also ranks more upscale than 99% of Wisconsin towns and better for young professionals than 98% of Wisconsin towns.

    4,191 people · Dane County · median home $418,700 · income $83,750 · Jan low 12°F · 52 in snow

    Full Westport, Wisconsin profile: weather, storms, schools, jobs →

14. 12Taycheedah, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Taycheedah is a town of 4,554 people in Fond du Lac County, Wisconsin. It also ranks easier by car than 94% of Wisconsin towns and more upscale than 86% of Wisconsin towns.

    4,554 people · Fond du Lac County · median home $354,000 · income $105,690 · Jan low 9°F · 38 in snow

    Full Taycheedah, Wisconsin profile: weather, storms, schools, jobs →

15. 11Dunn, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Dunn is a town of 4,880 people in Dane County, Wisconsin. It also ranks more upscale than 98% of Wisconsin towns and better for young professionals than 85% of Wisconsin towns.

    4,880 people · Dane County · median home $447,300 · income $127,734 · Jan low 10°F · 36 in snow

    Full Dunn, Wisconsin profile: weather, storms, schools, jobs →

16. 10Cedarburg, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Cedarburg is a town of 6,162 people in Ozaukee County, Wisconsin. It also ranks more upscale than 98% of Wisconsin towns and better for families than 97% of Wisconsin towns.

    6,162 people · Ozaukee County · median home $473,800 · income $124,121 · Jan low 17°F · 54 in snow

    Full Cedarburg, Wisconsin profile: weather, storms, schools, jobs →

17. 9Oconomowoc, Wisconsin

    Better for retirees than 96% of Wisconsin towns

    Oconomowoc is a town of 8,836 people in Waukesha County, Wisconsin. It also ranks more upscale than 96% of Wisconsin towns and more of a college town than 95% of Wisconsin towns.

    8,836 people · Waukesha County · median home $466,300 · income $114,782 · Jan low 11°F · 40 in snow

    Full Oconomowoc, Wisconsin profile: weather, storms, schools, jobs →

18. 8Fontana-on-Geneva Lake, Wisconsin

    Better for retirees than 97% of Wisconsin towns

    Fontana-on-Geneva Lake is a village of 3,120 people in Walworth County, Wisconsin. It also ranks better transit than 99% of Wisconsin towns and more upscale than 96% of Wisconsin towns.

    3,120 people · Walworth County · median home $572,600 · income $106,750 · Jan low 13°F · 40 in snow

    Full Fontana-on-Geneva Lake, Wisconsin profile: weather, storms, schools, jobs →

19. 7Bayside, Wisconsin

    Better for retirees than 97% of Wisconsin towns

    Bayside is a village of 4,482 people in Milwaukee County, Wisconsin. It also ranks more upscale than 100% of Wisconsin towns and better for young professionals than 96% of Wisconsin towns.

    4,482 people · Milwaukee County · median home $431,900 · income $160,096 · Jan low 17°F · 47 in snow

    Full Bayside, Wisconsin profile: weather, storms, schools, jobs →

20. 6Empire, Wisconsin

    Better for retirees than 98% of Wisconsin towns

    Empire is a town of 2,774 people in Fond du Lac County, Wisconsin. It also ranks more upscale than 96% of Wisconsin towns and easier by car than 86% of Wisconsin towns.

    2,774 people · Fond du Lac County · median home $378,600 · income $125,185 · Jan low 9°F · 38 in snow

    Full Empire, Wisconsin profile: weather, storms, schools, jobs →

21. 5Sevastopol, Wisconsin

    Better for retirees than 98% of Wisconsin towns

    Sevastopol is a town of 2,826 people in Door County, Wisconsin. It also ranks better for a vacation home than 100% of Wisconsin towns and more of a college town than 97% of Wisconsin towns.

    2,826 people · Door County · median home $430,200 · income $88,750 · Jan low 10°F · 57 in snow

    Full Sevastopol, Wisconsin profile: weather, storms, schools, jobs →

22. 4Ladysmith, Wisconsin

    Better for retirees than 98% of Wisconsin towns

    Ladysmith is a city of 3,216 people in Rusk County, Wisconsin. It also ranks better for first-time buyers than 99% of Wisconsin towns and hipper than 93% of Wisconsin towns.

    3,216 people · Rusk County · median home $124,200 · income $41,719 · Jan low 2°F · 52 in snow

    Full Ladysmith, Wisconsin profile: weather, storms, schools, jobs →

23. 3Minocqua, Wisconsin

    Better for retirees than 98% of Wisconsin towns

    Minocqua is a town of 5,062 people in Oneida County, Wisconsin. It also ranks better for a vacation home than 86% of Wisconsin towns and more upscale than 82% of Wisconsin towns.

    5,062 people · Oneida County · median home $311,100 · income $69,112 · Jan low 2°F · 55 in snow

    Full Minocqua, Wisconsin profile: weather, storms, schools, jobs →

24. 2Williams Bay, Wisconsin

    Better for retirees than 99% of Wisconsin towns

    

    Williams Bay is a village of 2,953 people in Walworth County, Wisconsin. It also ranks better transit than 100% of Wisconsin towns and hipper than 99% of Wisconsin towns.

    2,953 people · Walworth County · median home $444,700 · income $84,113 · Jan low 15°F · 40 in snow

    Full Williams Bay, Wisconsin profile: weather, storms, schools, jobs →

25. 1Okauchee Lake, Wisconsin

    Better for retirees than 99% of Wisconsin towns

    Okauchee Lake is a community of 5,094 people in Waukesha County, Wisconsin. It also ranks more upscale than 98% of Wisconsin towns and more of a college town than 97% of Wisconsin towns.

    5,094 people · Waukesha County · median home $497,500 · income $131,170 · Jan low 11°F · 40 in snow

    Full Okauchee Lake, Wisconsin profile: weather, storms, schools, jobs →

Price vs ranking

More Wisconsin rankings

• The 25 Quietest Small Towns in Wisconsin
• The 25 Most Affordable Small Towns in Wisconsin
• The 25 Best Small Towns for Families in Wisconsin
• 25 Small Towns in Wisconsin With the Cheapest Homes
• 25 Small Towns in Wisconsin With the Mildest Winters
• The 25 Most Walkable Small Towns in Wisconsin
• 25 Small Towns in Wisconsin With the Fewest Tornadoes Since 1950
• The 25 Best Small Towns for First-Time Home Buyers in Wisconsin
• The 19 Best Affordable Small Towns to Retire in Wisconsin With Mild Winters
• The 25 Best Affordable Small Towns for Remote Workers in Wisconsin

Same ranking, other places

• The 50 Best Small Towns to Retire in America
• The 25 Best Small Towns to Retire in Pennsylvania
• The 25 Best Small Towns to Retire in New York
• The 25 Best Small Towns to Retire in Michigan
• The 25 Best Small Towns to Retire in Texas
• The 25 Best Small Towns to Retire in California
• The 25 Best Small Towns to Retire in New Jersey
• The 25 Best Small Towns to Retire in Florida
• The 25 Best Small Towns to Retire in Ohio
• The 25 Best Small Towns to Retire in Illinois