2025 Compare Cities Rankings:
Winter Park, FL vs Cambridge, MA

#2 Failure To Lunch

#5 Fiscally Fit Cities Report

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

#6 2005 High Gas Prices

#6 Stressful Cities 2012

#7 Sleepless Cities 2011

#8 Best Cities for Teleworking - Large Metro Areas

#9 America’s Manliest Sports Cities

#10 Sperlings Skincare Wrinkle Ranking

#11 Most Irritation Prone Cities

#14 America’s Manliest Cities

#15 Drought-Riskiest Cities

#15 America’s Least Manly Cities

#15 Most Popular Cities for the Holidays

#15 Best Cities for Board Gamers

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

#18 Worst Cities for Respiratory Infections

#19 Most Romantic Cities for Boomers

#20 Most and Least Risky Places for Identity Theft

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

#22 Best and Worst Airports to make a Connection List

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

#27 Best Block Party Places

#29 Hypertension Hot Spots

#30 Americas Manliest Cites 2011

#30 Best Cities for Seniors 2005

#31 Most Energetic Cities

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

#34 America's Most Playful Cities

#34 Best Airports to Make a Connection

#35 America's Best Cities for a Healthy Retirement

#36 The Most Single Cities

#37 Best and Worst Cities for Sleep

#38 Cities on the Edge of Greatness

#38 America's Top Hygge Cities

#40 Gloomiest Places in America

#44 Best Baseball Cities

#46 Healthiest Cities

#49 Metro Areas with Fastest Rising Income 2020

#76 America's Migraine Hot Spots

#96 Most Comfortable Summer Cities

#97 The Most (and Least) Gender Imbalanced Cities

#134 2005 Best Places to Live

#143 Best Green Cities

#1 Safest Cities for Families with Young Children

#1 Most Difficult Cities to Navigate

#1 Most Competitive Private Colleges

#2 America's Riskiest Online Cities

#2 Best Cities for Teleworking - Extra Large Metro Areas

#2 Best US Cities for Seniors 2011

#2 Cities on the Edge of Greatness

#3 America’s Least Manly Cities

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

#4 The Most Single Cities

#5 Most Secure Large Cities in the U.S.

#5 Most Energetic Cities

#6 America's Most Playful Cities

#7 America’s Best Cities for Foodies

#7 Metro Areas with Fastest Rising Income 2020

#8 America's Top Hygge Cities

#8 Best States for LGBTQ Rights

#8 Best Airports to Make a Connection

#8 Sleep in the City Study

#9 Best Cities for Seniors 2005

#9 America's Top Hygge Cities

#10 Gloomiest Places in America

#11 Best Cities for Board Gamers

#11 Healthiest Cities

#12 Best and Worst Cities for Sleep

#12 Most Romantic Cities for Boomers

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

#13 America’s Manliest Sports Cities

#15 Best Baseball Cities

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

#19 Failure To Lunch

#19 2005 High Gas Prices

#20 Most Comfortable Summer Cities

#20 Sleepless Cities 2011

#22 Best Block Party Places

#24 Sperlings Skincare Wrinkle Ranking

#24 The Most (and Least) Gender Imbalanced Cities

#26 Most and Least Risky Places for Identity Theft

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

#33 Most Irritation Prone Cities

#35 Stressful Cities 2012

#38 America’s Manliest Cities

#40 Fiscally Fit Cities Report

#41 Worst Cities for Respiratory Infections

#42 Most Popular Cities for the Holidays

#43 Hypertension Hot Spots

#45 Americas Manliest Cites 2011

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

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

#64 Drought-Riskiest Cities

#67 Best Green Cities

#71 2005 Best Places to Live

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

#108 America's Migraine Hot Spots

#121 Best Green Cities

I think Winter Park is ideally suited for families and couples, and individuals. It is a beautiful part of Central Florida. There is almost no crime, and it is  More

I've lived in the city for 5 years and certainly, I ??it! Polite people, great schools, nice & very pacific oriented entertainment, family  More

near park  More

Cambridge is a great place to live. It is rather expensive, but has great access to Boston, schools and hospitals. There is a lot of construction underway that can be  More

Need info on test results on tap or drinking water quality, 02139 Green St area.  More

Home to both Harvard and MIT, Cambridge is the cornerstone of higher education. Residents are very intelligent and open to new ideas.   More