The best time to go to Oswego for pleasant weather and outdoor activities is during the late spring, summer, and early autumn months, specifically from May to October.May and June offer comfortable temperatures, usually ranging from 15°C to 25°C, making it ideal for exploring local parks and walking around downtown. The landscaping is lush, and events like the Oswego PrairieFest often take place, providing entertainment for families.July and August are the warmest months, with temperatures often between 25°C and 30°C. This is great for enjoying events at Hudson Crossing Park along the Fox River or visiting nearby attractions like Raging Waves Waterpark. Families with children will find plenty of opportunities for outdoor fun during these peak summer months.September and October bring cooler, crisp air and the beautiful colours of autumn, with temperatures typically between 10°C and 20°C. This period is excellent for those who enjoy scenic drives through the countryside, visiting local apple orchards, or attending harvest festivals.