2025 Compare Cities Overview:
Weston, MA vs Winchester, MA

Are people in Winchester older or younger than people in Weston?
- The Median Age in Winchester is 3.2 years younger than in Weston.

Are housing costs cheaper in Winchester or Weston?
- Winchester housing costs are 34.3% less expensive than Weston housing costs.

Which city has a longer commute, Winchester or Weston?
- The average commute for residents of Winchester is 3.0 minutes longer than it is for residents of Weston.

Things to do in Weston?
Weston, Massachusetts is a historic New England town located in Middlesex County. With roots dating back to colonial times, Weston offers visitors a glimpse into the past while also providing plenty of modern amenities. From its picturesque downtown area full of shopping and dining options to its preserved architecture and outdoor recreation opportunities, Weston has something for everyone. Whether you’re looking for a day trip or an escape from the hustle and bustle of city life, Weston is well worth a visit!

Things to do in Winchester?
Winchester is a lovely suburban town located just 8 miles north of Boston in Middlesex County Massachusetts. Serving as home to some of New England’s oldest homes Winchester Center is a great place to explore history while also benefiting from access to Boston’s cultural assets. This well ranked school district also offers families plenty of educational opportunities as well.