Winter Challenge

Winter Challenge features two modes. In Tournament mode, the player can create a competitor and participate with up to ten players, with selectable names, countries and user pictures. Once the players are selected, the game shows an opening ceremony for the tournament and then takes the player to a tournament screen where they can see their icons for the events, as well as four buttons that shows their current standings, starts a new tournament, allows the entering of a password to return to an existing tournament, or return to the main menu. In this mode, computer-generated opponents have a skill level, from 'Amateur' to 'Professional' and 'World Class', affecting their speed and stamina in events.

In Training mode, the player can participate in a single event as one player. Several events are simplified for the training mode to allow error, such as being able to miss flags in the giant slalom. Once completed, the player can play again, return to the main menu, or watch an instant replay of their performance.

Winter Challenge received positive reviews from gaming publications, with many critics praising the variety and appeal of the game's different activities. Describing the title as a "multi-venued game" that imitated a "full-scale Olympic competition", Computer Gaming World praised the game as "more exciting" than its predecessors and highlighted the balance of "fast-paced" and "leisurely" game modes. However, some critics noted that the game was inconsistent in its execution. Computer Game Review observed that "the cross country events are too long and rather dull", and "competing against other than amateur competition is extremely tough." Similarly, whilst Mean Machines found the game "varied and engrossing", the game had an "inconsistent quality, finding some events "easy to finish", and remarking that "the multi-player mode is where the game is best appreciated."

Several reviewers praised the game's graphics and use of perspective to convey the action in the game. Sega Pro noted the rear view perspective "works successfully and gives a real impression of movement and perspective." Similarly, ACE praised the perspective for providing a "good view of the action as well as an excellent first-person impression of speed." Game Zone highlighted the "realistic" reflections and shadows, and noted the graphics were animated "well".