2025 Compare Cities Overview:
Jackson, WY vs Winchester, MA

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Highlights
Are people in Winchester older or younger than people in Jackson?
- The Median Age in Winchester is 9.0 years older than in Jackson.

Are housing costs cheaper in Winchester or Jackson?
- Winchester housing costs are 15.8% less expensive than Jackson housing costs.

Which city has a longer commute, Winchester or Jackson?
- The average commute for residents of Winchester is 18.7 minutes longer than it is for residents of Jackson.

Things to do in Jackson?
Jackson, WY is located in Teton County boasting a population close to 11,000 people. Here you can find attractions like Grand Teton National Park which features various monuments perfect for history buffs while also taking part in various festivals like the Annual Jackson Hole Rendezvous showcasing some of the area's best talent throughout the year!

Things to do in Winchester?
Winchester is a lovely suburban town located just 8 miles north of Boston in Middlesex County Massachusetts. Serving as home to some of New England’s oldest homes Winchester Center is a great place to explore history while also benefiting from access to Boston’s cultural assets. This well ranked school district also offers families plenty of educational opportunities as well.

 Jackson, WYWinchester, MAUnited States
 Population  Unlock22,875329,725,481
 Median Income$83,289  Unlock$69,021
 Median Age  Unlock42.438.4
 Avg. Home Price$1,470,800  Unlock$338,100
 Unemployment Rate  Unlock5.2%6.0%
 Avg. Commute Time14.28  Unlock26.38
Reviews for Jackson    13 Reviews

I live in Jackson and I can tell you for sure it sucks. I'm currently a student in college so I don't bring in any income but my husband makes about 200,000 a year.....  More

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Over 4 years ago

What a rip-off!!! I had wanted to see Jackson, Wy for many years and found it to be very snooty. The motels were outrageously expensive. The entire city is  More

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Jackson, like so many other wealthy towns, is composed of the wealthy who made their money elsewhere and those who serve them. Those who serve are actually pretty nice  More

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