2025 Compare Cities Rankings:
Chestertown, MD vs Cary, NC

#8 Most Competitive Public Colleges

#16 Best Green Cities

#18 Most Competitive Private Colleges

#68 Most Comfortable Summer Cities

I have lived in Queen Anne's county most of my life, which is on the other side of the river from Chestertown. When I was younger, I remember ice cream shoppes, music  More

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

Cary is up-and-coming “cool.” The downtown is revitalized and growing. The town takes urban planning very seriously. The home prices have definitely spiked in the last  More

I've lived in NY, CT, MA, and in Miami FL. Now here in Cary NC for the past 10 years. For what I want and need at this phase of my life, I really like it here! All the  More

As a Real Estate Agent, I consider Cary the most central location in the Triangle, it basically takes you twenty minutes to get to Chapel Hill, Carrboro, Hillsborough,   More