2025 Compare Cities Overview:
Winchester, MA vs Portland, ME

Are people in Portland older or younger than people in Winchester?
- The Median Age in Portland is 5.5 years younger than in Winchester.

Are housing costs cheaper in Portland or Winchester?
- Portland housing costs are 63.6% less expensive than Winchester housing costs.

Which city has a longer commute, Portland or Winchester?
- The average commute for residents of Portland is 13.9 minutes shorter than it is for residents of Winchester.

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.

Things to do in Portland?
Portland, Maine is a picturesque coastal city located on the shores of Casco Bay. This historic town features an array of attractions for visitors to explore such as the fascinating Victoria Mansion or the charming Portland Lighthouse. Residents here also enjoy plenty of outdoor activities at Back Cove or Willard Beach. With its top-rated schools, thriving businesses, and wide selection of recreational opportunities, it's no wonder why so many people choose to make Portland their home.