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

Are people in Winchester older or younger than people in Gloucester?
- The Median Age in Winchester is 7.8 years younger than in Gloucester.

Are housing costs cheaper in Winchester or Gloucester?
- Winchester housing costs are 102.6% more expensive than Gloucester housing costs.

Which city has a longer commute, Winchester or Gloucester?
- The average commute for residents of Winchester is 6.7 minutes longer than it is for residents of Gloucester.

Things to do in Gloucester?
Gloucester is an old fishing town located on Cape Ann in Massachusetts that has now become an important center of art and fine dining. Here visitors can take advantage of many outdoor activities such as kayaking or whale watching—all while admiring the beauty of local attractions like Hammond Castle Museum which houses a vast collection of antiques.

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.