2025 Compare Cities Rankings:
Annapolis, MD vs New Haven, CT

#1 Failure To Lunch

#2 Best Cities for Teleworking - Large Metro Areas

#3 Most Energetic Cities

#4 Most Difficult Cities to Navigate

#4 Most Irritation Prone Cities

#5 Sperlings Skincare Wrinkle Ranking

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

#7 America's Best Cities for a Healthy Retirement

#8 The Most (and Least) Gender Imbalanced Cities

#12 America's Most Playful Cities

#12 Best Block Party Places

#12 2005 High Gas Prices

#15 Best US Cities for Seniors 2011

#15 Sleepless Cities 2011

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

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

#17 America’s Least Manly Cities

#19 Healthiest Cities

#19 Gloomiest Places in America

#20 Best Airports to Make a Connection

#22 Hypertension Hot Spots

#22 Cities on the Edge of Greatness

#25 Best Baseball Cities

#25 Most and Least Risky Places for Identity Theft

#26 The Most Single Cities

#27 America’s Manliest Sports Cities

#27 America's Top Hygge Cities

#28 Americas Manliest Cites 2011

#29 Most Competitive Private Colleges

#30 Fiscally Fit Cities Report

#32 Worst Cities for Respiratory Infections

#34 Stressful Cities 2012

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

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

#36 America's Riskiest Online Cities

#37 America’s Manliest Cities

#37 Drought-Riskiest Cities

#38 Best Cities for Board Gamers

#39 Best Cities for Seniors 2005

#40 Most Romantic Cities for Boomers

#42 Best and Worst Cities for Sleep

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

#48 Most Comfortable Summer Cities

#65 Most Popular Cities for the Holidays

#126 Best Green Cities

#179 2005 Best Places to Live

#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

Annapolis has extremely charming areas (mostly old Annapolis neighborhood's)-- Those very old area near the water have Amazing charm. You can start with downtown West  More

Well, I really would give living in Annapolis 3.5 stars. I moved here by myself several years ago. One of the highs of this place is that there are a lot of terrific  More

When we were trying to decide where in the USA to relocate to, Annapolis had enough interest that it made our list. Ultimately, we found a different city that offered  More

In the greater New Haven area there are many options for a college  More

I am thinking of relocating to New Haven, Ct. but am concerned about the high crime rating. Any thoughts?  More

Due to New Haven, CT great location between New York and Boston, educational opportunities, cultural and recreational activities on Long Island Sound and relatively mild  More