2025 Compare Cities Rankings:
Winsted, CT vs Oswego, NY

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

#4 Most Secure Places to Live 2011 (Large Metros)

#13 Most Comfortable Summer Cities

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

#39 Most Competitive Private Colleges

#44 The Most (and Least) Gender Imbalanced Cities

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

#57 Best Green Cities

#59 The Most Single Cities

#61 Most Popular Cities for the Holidays

#73 America's Migraine Hot Spots

#73 Drought-Riskiest Cities

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

#246 2005 Best Places to Live

Winsted is a old mill city in the town of Winchester. The surrounding area is beautiful and has an abundance of boating and outdoor activity possibilities. As a  More

Its a nice small town. The home prices are good here which is what brought me to this town, the schools are great in my opinion- there are small classes which offers  More

Oswego is such a college town!!! Its kind of boring unless you like to drink alot. However, the sunsets on Lake Ontario are amazing, and they never get  More

In Oswego,NY, The historical sites are very interesting. Fort Ontario was built in 1700's before the revolution war. French, British and United States colonists were  More

A good place to raise a family. Much of the jobs in the area are from the power plants (they're safe!) and the aluminum facility. There is also a state college and the  More