2025 Compare Cities Overview:
Windsor, MA vs Pittsfield, MA

Are people in Pittsfield older or younger than people in Windsor?
- The Median Age in Pittsfield is 0.8 years older than in Windsor.

Are housing costs cheaper in Pittsfield or Windsor?
- Pittsfield housing costs are 14.5% less expensive than Windsor housing costs.

Which city has a longer commute, Pittsfield or Windsor?
- The average commute for residents of Pittsfield is 12.9 minutes shorter than it is for residents of Windsor.

Things to do in Windsor?
Windsor, MA is a small rural town nestled in the geographic heart of the Berkshire Hills. It boasts breathtaking scenery, a tight-knit community of residents, and plenty of outdoor activities to enjoy. Residents of Windsor can take advantage of nearby hiking trails, fishing spots, and even skiing resorts. The town also offers a variety of shops and restaurants to explore, as well as historic sites to visit. Living in Windsor is peaceful and calming – it's the perfect place for those looking for an escape from the hustle and bustle of city life.

Things to do in Pittsfield?
Pittsfield, Massachusetts lies within Berkshire County providing visitors great entertainment opportunities from the Colonial Theatre to Hancock Shaker Village along with food spots like Rubiner’s Cheese & Grocery Store.