2025 Compare Cities Overview:
Windsor, VA vs Chesapeake, VA

Are people in Chesapeake older or younger than people in Windsor?
- The Median Age in Chesapeake is 5.7 years younger than in Windsor.

Are housing costs cheaper in Chesapeake or Windsor?
- Chesapeake housing costs are 19.0% more expensive than Windsor housing costs.

Which city has a longer commute, Chesapeake or Windsor?
- The average commute for residents of Chesapeake is 4.3 minutes shorter than it is for residents of Windsor.

Things to do in Windsor?
Windsor, VA is a charming small town located in the Hampton Roads region of Virginia. The town is known for its friendly and welcoming atmosphere, as well as its historic buildings and sites. It is home to many historic homes, churches, parks, and museums that make it an ideal destination for visitors or those interested in learning about the area’s history. Despite being a smaller community, there are plenty of activities to do such as fishing on the Blackwater River, visiting the local farmers markets, or taking part in one of the many festivals that take place throughout the year. The people of Windsor are proud of their hometown and always make sure to extend a warm greeting to both locals and visitors alike. All in all, living in Windsor is an enjoyable experience that will leave you with lasting memories for years to come!

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!