Olaf Winter (born 18 July 1973 in Neustrelitz, Bezirk Neubrandenburg) is a German sprint canoeist who competed in the late 1990s and early 2000s (decade). Competing in two Summer Olympics, he won a gold medal in the K-4 1000 m event at Atlanta in 1996.
Winter also won a bronze medal in the K-2 1000 m event at the 1999 ICF Canoe Sprint World Championships in Milan.
He represented the sports clubs WSV Einheit Neustrelitz, SC Neubrandenburg and KG Essen. He lives in Hattingen.