2025 Compare Cities Rankings:
Cheshire, CT vs Dunedin, FL

#2 Most Competitive Private Colleges

#6 Best Cities for Teleworking - Medium Metro Areas

#17 Fiscally Fit Cities Report

#17 2005 High Gas Prices

#20 Most Secure Places to Live in the U.S. (Large Metro Areas)

#20 The Most Single Cities

#22 The Most (and Least) Gender Imbalanced Cities

#27 America's Best and Worst Cities for Crime (Large Metro Areas)

#31 Most Comfortable Summer Cities

#38 High Gas Prices - Which Cities are Hit the Hardest?

#48 America's Best and Worst Cities for Crime (Mid-Size Metro Areas)

#62 Drought-Riskiest Cities

#88 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#109 America's Migraine Hot Spots

#149 2005 Best Places to Live

#207 Best Green Cities

#312 2005 Best Places to Live

#1 Stressful Cities 2012

#3 Fiscally Fit Cities Report

#4 Hurricane Hotspots

#5 Sleepless Cities 2011

#7 Most Irritation Prone Cities

#8 Best Baseball Cities

#9 Safest Cities for Families with Young Children

#9 Best Cities for Teleworking - Large Metro Areas

#10 Hypertension Hot Spots

#11 Worst Cities for Respiratory Infections

#13 Sperlings Skincare Wrinkle Ranking

#13 2005 High Gas Prices

#14 Most Popular Cities for the Holidays

#16 Drought-Riskiest Cities

#16 America’s Manliest Sports Cities

#18 The Most Single Cities

#18 America's Best Cities for a Healthy Retirement

#19 Most Congested Cities

#22 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#25 America’s Manliest Cities

#25 America's Most Playful Cities

#27 Best Cities for Board Gamers

#27 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#28 High Gas Prices - Which Cities are Hit the Hardest?

#30 Best and Worst Cities for Sleep

#30 Best Airports to Make a Connection

#32 Most and Least Risky Places for Identity Theft

#33 Best Cities for Seniors 2005

#37 Best Block Party Places

#38 Failure To Lunch

#39 Americas Manliest Cites 2011

#40 Healthiest Cities

#42 America's Top Hygge Cities

#42 America’s Least Manly Cities

#43 Gloomiest Places in America

#44 Second Annual “America’s Manliest Cities” Rankings

#44 Most Romantic Cities for Boomers

#47 Most Energetic Cities

#48 2005 Best Places to Live

#49 America’s Best (and Worst) Cities for Dating

#50 Cities on the Edge of Greatness

#52 America's Migraine Hot Spots

#72 The Most (and Least) Gender Imbalanced Cities

#90 Most Comfortable Summer Cities

#204 Best Green Cities

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

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

This city is beautiful, but the people here are just a little bit, rude and snobby and too judgmental for my taste!!! If you are a young, single person that catches  More

Don't get me wrong, this place is very beautiful. But people are a little too judge mental that live here. I would catch the Trolley at their bus stops in their  More

I lived here for many years, but tourism ruined the area. What used to be a quaint little postcard town is now a WAY overpopulated tourist trap. The town has gotten rid  More