2025 Compare Cities Overview:
Cheshire, CT vs Winona, MN

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Highlights
Are people in Winona older or younger than people in Cheshire?
- The Median Age in Winona is 15.5 years younger than in Cheshire.

Are housing costs cheaper in Winona or Cheshire?
- Winona housing costs are 48.5% less expensive than Cheshire housing costs.

Which city has a longer commute, Winona or Cheshire?
- The average commute for residents of Winona is 12.0 minutes shorter than it is for residents of Cheshire.

Things to do in Cheshire?
Cheshire, CT is a town located in New Haven County in southern Connecticut. It was founded in 1780 and is known for its quiet suburbs and green spaces. There are several parks within Cheshire that offer outdoor activities like hiking and camping, as well as charming historic buildings such as Lock 12 Historic Park and Witch Meadow Lake Beach Park.

Things to do in Winona?
Winona, Minnesota is a quaint small town situated on the banks of the Mississippi River and surrounded by rolling hills and valleys. It boasts stunning natural scenery and an abundance of activities for visitors to enjoy, including fishing, hiking, camping, golfing and kayaking along the riverfront. Shopping enthusiasts can find plenty of local stores to browse through while cultural enthusiasts can explore attractions such as The Watkins Museum and Winona State University’s Fine Arts Center. With easy access to bustling cities like Rochester and La Crosse, Wisconsin, Winona makes an ideal destination for visitors seeking an unforgettable experience close to urban amenities.

 Cheshire, CTWinona, MNUnited States
 Population  Unlock26,199329,725,481
 Median Income$132,682  Unlock$69,021
 Median Age  Unlock29.938.4
 Avg. Home Price$408,000  Unlock$338,100
 Unemployment Rate  Unlock3.6%6.0%
 Avg. Commute Time26.02  Unlock26.38
Reviews for Cheshire    2 Reviews

Over 12 years ago

Overall excellent town for raising kids. When comparing towns look at the numbers, they take out any biases. You get the most for your family in  More

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Over 15 years ago

I love Cheshire because the people there are friendly,mind their own business and the town is so pretty! I live in Meriden and I go to Cheshire often just to relax.  More

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Reviews for Winona    4 Reviews

I was born in San Diego in 1951 and grew up there. I loved the weather and the scenic beauty. Got a great education. In 1984 I got the crazy idea to move my family to  More

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Over 7 years ago

Winona is a Beautiful town located in Southeastern Minnesota along the Mississippi River. It has a population just over 27,000 and very FRIENDLY AND WELCOMING people.  More

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ok lets get this straight. their is way more people living in winona. i go to high school in winona and i have been living their my whole life so far 4000 people is the  More

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