2025 Compare Cities People:
Chestertown, MD vs Annapolis, MD

Change Cities
Highlights
- Annapolis is 0% more densely populated than Chestertown.
- People are 93.7% more likely to be married in Annapolis.
- The Median Age is 1.6 years younger in Annapolis.
 Chestertown, MDAnnapolis, MDUnited States
 Population  Unlock40,581329,725,481
 Female Population53.8%  Unlock50.5%
 Male Population46.2%  Unlock49.5%
 Median Age  Unlock37.538.4
 space3
 Population - 20105,281  Unlock309,327,143
 Population - 2000  Unlock35,838285,036,114
 Population - 19904,005  Unlock251,960,433
 Pop. 2000 to Now  Unlock10.3%15.6%
 Pop. 1990 to Now24.9%  Unlock30.8%
 space4
 Population Density  Unlock5,630.093.4
 Land Area2.8  Unlock3,531,905.4
 Water Area  Unlock0.9264,836.8
 space
 Est. Total Population By Age
 Chestertown, MDAnnapolis, MDUnited States
 Age 0 to 43.1%  Unlock5.9%
 Age 5 to 9  Unlock5.8%6.1%
 Age 10 to 141.5%  Unlock6.6%
 Age 15 to 17  Unlock3.6%3.9%
 Age 18 to 2018.3%  Unlock4.0%
 Age 21 to 24  Unlock5.0%5.2%
 Age 25 to 347.2%  Unlock13.8%
 Age 35 to 44  Unlock12.2%12.9%
 Age 45 to 549.2%  Unlock12.6%
 Age 55 to 59  Unlock7.1%6.7%
 Age 60 to 646.6%  Unlock6.3%
 Age 65 to 74  Unlock10.7%9.6%
 Age 75 to 848.0%  Unlock4.5%
 Age 85 and over  Unlock2.0%1.9%
 space1
 Race
 Chestertown, MDAnnapolis, MDUnited States
 White70.9%  Unlock59.4%
 Black  Unlock21.9%12.2%
 Asian2.6%  Unlock5.6%
 Native American  Unlock0.1%0.6%
 Hawaiian, Pacific Islander0.0%  Unlock0.2%
 Other  Unlock0.4%0.4%
 Two or More Races2.1%  Unlock3.2%
 Hispanic  Unlock17.9%18.4%
 space2
 Marriage & Family
 Chestertown, MDAnnapolis, MDUnited States
 Married Population24.7%  Unlock49.8%
     Currently Married  Unlock45.8%48.0%
 Married but Separated3.6%  Unlock1.8%
 Single Population  Unlock52.2%50.2%
 Never Married50.9%  Unlock33.8%
 Divorced  Unlock13.3%10.8%
 Widowed14.5%  Unlock5.6%
 space5
 Household Size  Unlock2.382.60
 Households2,365  Unlock124,010,992
 Family Households  Unlock9,46180,755,759
     Married couple, w/children10.6%  Unlock30.5%
     Married couple, no children  Unlock45.2%42.9%
 Non Family Households1,253  Unlock43,255,233
     Single householder, w/children  Unlock17.1%15.8%
     Single householder, no children18.2%  Unlock10.8%
Reviews for Chestertown    3 Reviews

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

   |    Reply

Over 18 years ago

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

   |    Reply

Over 18 years ago

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

   |    Reply

Start Your Review of Chestertown

Reviews for Annapolis    31 Reviews

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

   |    Reply

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

   |    Reply

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

   |    Reply

Start Your Review of Annapolis


Premium Subscription
Includes Cost of Living compares for child care, utilities, transportation, health, taxes, housing for home owners vs renters, weather, insurance premiums and so much more.


The premier source for comprehensive city data for over 30 years.

© Best Places. All rights reserved.