2025 Compare Cities Overview:
Jackson, KY vs Winchester, KY

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Highlights
Are people in Winchester older or younger than people in Jackson?
- The Median Age in Winchester is 7.0 years younger than in Jackson.

Are housing costs cheaper in Winchester or Jackson?
- Winchester housing costs are 100.6% more expensive than Jackson housing costs.

Which city has a longer commute, Winchester or Jackson?
- The average commute for residents of Winchester is 5.8 minutes shorter than it is for residents of Jackson.

Things to do in Jackson?
Living in Jackson, KY is an experience like no other. It's a small town with a big heart and plenty of charm. The people are friendly and always willing to help out their neighbors. The scenery is beautiful, surrounded by rolling hills and forests full of wildlife. There are plenty of outdoor activities to enjoy including fishing, hunting, camping, canoeing, and hiking. In addition, there are many local attractions like theater clubs, art galleries, antique stores, parks, and more for visitors to explore. Residents also have access to excellent schools and community services such as libraries and health centers. All in all, living in Jackson is a delightful experience that anyone can enjoy!

Things to do in Winchester?
Winchester, KY is a pleasant city east of Lexington featuring several spectacular spots such as Bluegrass Scenic Railroad perfect for exploring or Fort Boonesborough ideal for picnicking; locals gather yearly at the remarkable Kentucky Crafted Market celebrating local culture with music and art.

 Jackson, KYWinchester, KYUnited States
 Population  Unlock18,993329,725,481
 Median Income$29,654  Unlock$69,021
 Median Age  Unlock36.938.4
 Avg. Home Price$104,800  Unlock$338,100
 Unemployment Rate  Unlock4.7%6.0%
 Avg. Commute Time27.68  Unlock26.38
Reviews for Jackson    0 Reviews

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Reviews for Winchester    6 Reviews

Really bad drug and crime problem.High unemployment,High rent.Water company/city decided to shaft the citizens by quadrupling water bill for new water plant instead of  More

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Winchester has several different modes of public transportation. There is a local taxi service that is affordable and convenient. I have used it several times during  More

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Over 16 years ago

Winchester is hurting with unemployment/businesses closing/moving,crumbling roads/sidewalks,plenty of crime,illegals,LOTS of alcohol/drug use,loose dogs,kids running  More

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