2025 Compare Cities Rankings:
Chesapeake, VA vs Carefree, AZ

#2 Best Places for Military Retirees

#4 Most Competitive Public Colleges

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

#8 America's Most Playful Cities

#10 Most Difficult Cities to Navigate

#10 Safest Cities for Families with Young Children

#17 2005 Best Places to Live

#19 Best Cities for Teleworking - Large Metro Areas

#21 Best Block Party Places

#24 Gloomiest Places in America

#24 Best and Worst Cities for Sleep

#28 Most Romantic Cities for Boomers

#29 America's Riskiest Online Cities

#29 The Most (and Least) Gender Imbalanced Cities

#29 America's Top Hygge Cities

#30 Most Popular Cities for the Holidays

#30 Drought-Riskiest Cities

#32 Sleepless Cities 2011

#32 Best Cities for Seniors 2005

#33 Best Baseball Cities

#36 Most Irritation Prone Cities

#39 Best Cities for Board Gamers

#39 Healthiest Cities

#40 Worst Cities for Respiratory Infections

#42 America's Best Cities for a Healthy Retirement

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

#45 Fiscally Fit Cities Report

#45 Most and Least Risky Places for Identity Theft

#47 Stressful Cities 2012

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

#47 2005 High Gas Prices

#48 Failure To Lunch

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

#49 Most Energetic Cities

#50 Most Comfortable Summer Cities

#75 The Most Single Cities

#87 America's Migraine Hot Spots

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

#96 Best Green Cities

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

#6 Failure To Lunch

#10 Most Irritation Prone Cities

#10 Most and Least Risky Places for Identity Theft

#10 Fiscally Fit Cities Report

#10 America's Most Playful Cities

#13 Best Cities for Board Gamers

#15 Best Cities for Teleworking - Extra Large Metro Areas

#18 Stressful Cities 2012

#19 Sperlings Skincare Wrinkle Ranking

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

#21 Healthiest Cities

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

#21 America’s Manliest Sports Cities

#22 America’s Manliest Cities

#23 Drought-Riskiest Cities

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

#24 America’s Least Manly Cities

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

#25 Best and Worst Cities for Sleep

#28 Most Popular Cities for the Holidays

#32 Best Airports to Make a Connection

#32 Americas Manliest Cites 2011

#33 Hypertension Hot Spots

#33 Best and Worst Airports to make a Connection List

#33 Best and Worst Airports to make a Connection List

#33 Most Energetic Cities

#34 America's Riskiest Online Cities

#35 Best Cities for Seniors 2005

#37 The Most Single Cities

#38 Most Romantic Cities for Boomers

#38 Sleepless Cities 2011

#40 America's Best Cities for a Healthy Retirement

#40 2005 High Gas Prices

#42 Cities on the Edge of Greatness

#44 Best Block Party Places

#44 Metro Areas with Fastest Rising Income 2020

#45 America's Top Hygge Cities

#45 Worst Cities for Respiratory Infections

#50 Gloomiest Places in America

#54 America's Migraine Hot Spots

#72 Most Comfortable Summer Cities

#80 The Most (and Least) Gender Imbalanced Cities

#115 Best Green Cities

#273 2005 Best Places to Live

I lived here in Virginia near the Cedar Rd. not so far from Tidewater Community college. If you want a great place to live to raise children, its Chesapeake  More

I live around this area currently, in the "Hampton Roads". Which consists of Virginia Beach, Suffolk, Norfolk, Portsmouth, Newport News, Hampton, and Chesapeake. We're  More

I was born in Hampton Roads and lived there for more than 65 years. We lived in the city of Chesapeake for three years from 2014-2017. Frankly, we were very glad to  More

Carefree is not the laid back community it once was. It’s inundated with bikers because of the town of Cave Creek, which is a haven for Bikers and “Forever Trump” cult  More

Delightful from Mid-Oct thru Mid-May. Very hot in summer but the dryness does allow for more activities than a humid climate does. I can testify to that, having lived in  More

Life in Carefree is definitely free and easy. Part Cowboy and part resort there is peace and quiet all around. If you love the old west than you are in the heart of it  More