Yes! Portland, Oregon, receives a lot of rain, about 37 inches annually. However, much like the rest of the Pacific Northwest and its surrounding cities (Seattle, Washington and San Francisco), it also experiences an abundant amount of rainfall in fall/winter time and summertime.The rainy season lasts from October through March, where you can expect to see many cloudy days. The rest of the year is often filled with sunny weather, making it perfect for picnics and outdoor activities.The drier months are April through June, where Portland, Oregon, is a great place for hiking and biking.