After leaving in 2002 when his contract expired, Winters played one match for Luton Town, appearing in the first half of the first match of the season, before moving to Norway with Brann. After several seasons with hints about leaving Bergen due to family issues, Winters stated on 31 October that he no longer had the motivation needed to play for SK Brann, and that he wished to leave the club in January. He was seeking a club, preferably in Scotland, but he also stated that an English Championship club would be interesting. With no contract offer, Winters returned to SK Brann to make peace with manager Mons Ivar Mjelde and fulfil his contract until December 2007. Winters' Scottish teammate Charlie Miller did leave and subsequently joined Belgian side Lierse.