2025 Compare Cities Overview:
Winchester, CT vs Portland, CT

Are people in Portland older or younger than people in Winchester?
- The Median Age in Portland is 9.4 years younger than in Winchester.

Are housing costs cheaper in Portland or Winchester?
- Portland housing costs are 1.6% less expensive than Winchester housing costs.

Which city has a longer commute, Portland or Winchester?
- The average commute for residents of Portland is 4.8 minutes shorter than it is for residents of Winchester.

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!

Things to do in Portland?
Living in Portland, CT can be a great experience. Located just off of the Connecticut River, it is an ideal place to live for those who enjoy outdoor activities such as kayaking, fishing, and hiking. The town itself offers a variety of restaurants, markets, and shops to explore. Although Portland is a small town with a population of only 8,500 people, there are plenty of things to do in the area all year round. Whether you're looking for some leisure time or trying to find something more competitive like a local sporting event or music festival, Portland has something to offer everyone. With its close proximity to bigger cities such as Hartford and New Haven, it's easy to get away for the day and come back with plenty of exciting stories from your travels.