2025 Compare Cities Overview:
Winston, OR vs Portland, OR

Are people in Portland older or younger than people in Winston?
- The Median Age in Portland is 2.6 years older than in Winston.

Are housing costs cheaper in Portland or Winston?
- Portland housing costs are 82.8% more expensive than Winston housing costs.

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

Things to do in Winston?
Living in Winston, OR is a unique and delightful experience. Located in the heart of Douglas County, it’s a town filled with natural beauty, friendly neighbors, and plenty of opportunities to explore the outdoors. There are plenty of places to shop, dine, and enjoy the fresh air. The town has some excellent hiking trails, as well as several parks that provide a great spot for picnics or simply taking in some fresh air. There's also several nearby lakes where you can go fishing or just relax under the stars and enjoy the peacefulness of nature. Winstons small-town charm makes it easy to make friends quickly and settle into your new home away from home.

Things to do in Portland?
Portland, Oregon is a vibrant city full of culture and fun activities. Spend the day exploring downtown or visit some of the city's many parks, trails and gardens such as Washington Park and Tom McCall Waterfront Park. Enjoy top restaurants, breweries, shopping and nightlife activities around Alberta Street or take in the majestic views from Mount Tabor. For those looking for more adventure and exploration, head out to the Columbia River Gorge or the Cascade Mountains. From its unique attractions to its natural beauty, Portland is sure to keep you busy!