2026 Compare Cities Overview:
Westport, CT vs Winchester, CT

Are people in Winchester older or younger than people in Westport?
- The Median Age in Winchester is 4.6 years older than in Westport.

Are housing costs cheaper in Winchester or Westport?
- Winchester housing costs are 78.2% less expensive than Westport housing costs.

Which city has a longer commute, Winchester or Westport?
- The average commute for residents of Winchester is 12.7 minutes shorter than it is for residents of Westport.

Things to do in Westport?
Westport, CT is a town located along the Long Island Sound. It's known for its scenic shoreline, upscale shopping, and history of being home to some of the most influential figures in American media and arts. Westport also boasts some of the best public schools in the state making it an attractive residential option for many families.

Things to do in Winchester?
Winchester, CT is situated in Litchfield county with a population close to 11,800 people. This rural village features nearby parks like Winchester Center Recreational Area offering plenty of sports courts & playgrounds perfect for an afternoon outing or experience recreational activities such as boating at Highland Lake providing spectacular views during the summer months!