2025 Compare Cities Overview:
Chesapeake, VA vs Annapolis, MD

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Highlights
Are people in Annapolis older or younger than people in Chesapeake?
- The Median Age in Annapolis is 0.4 years older than in Chesapeake.

Are housing costs cheaper in Annapolis or Chesapeake?
- Annapolis housing costs are 54.0% more expensive than Chesapeake housing costs.

Which city has a longer commute, Annapolis or Chesapeake?
- The average commute for residents of Annapolis is 0.6 minutes longer than it is for residents of Chesapeake.

Things to do in Chesapeake?
Chesapeake, Virginia is a vibrant city known for its beautiful scenery and bustling downtown. Enjoy the temperate climate while exploring its attractions such as outdoor trails, lakeside beaches, shopping centers, delicious restaurants and various entertainment venues. With its excellent shopping centers, lively nightlife and cultural events happening throughout the year, Chesapeake is sure to provide something to keep everyone entertained!

Things to do in Annapolis?
Annapolis, Maryland is situated in Anne Arundel County giving visitors leisure areas such as Quiet Waters Park while also having restaurants like The Boatyard Bar & Grill plus entertainment opportunities at Annapolis Towne Centre.

 Chesapeake, VAAnnapolis, MDUnited States
 Population  Unlock40,581329,725,481
 Median Income$85,563  Unlock$69,021
 Median Age  Unlock37.538.4
 Avg. Home Price$359,000  Unlock$338,100
 Unemployment Rate  Unlock5.4%6.0%
 Avg. Commute Time25.87  Unlock26.38
Reviews for Chesapeake    33 Reviews

I lived here in Virginia near the Cedar Rd. not so far from Tidewater Community college. If you want a great place to live to raise children, its Chesapeake  More

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I live around this area currently, in the "Hampton Roads". Which consists of Virginia Beach, Suffolk, Norfolk, Portsmouth, Newport News, Hampton, and Chesapeake. We're  More

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I was born in Hampton Roads and lived there for more than 65 years. We lived in the city of Chesapeake for three years from 2014-2017. Frankly, we were very glad to  More

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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

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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

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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

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