Be victorious in five gold and/or first place medals in any Olympic or Dream Event in Single, Co-op, or Festival mode with the same character to unlock his or her bonus costume.
When you get letters that say a character in a certain Dream Event is cheering for you, look for that specific character in the referenced Dream Event. Push Minus when you see them to unlock the corresponding VIP suit. The characters that have suits include Big and Birdo.
| Turkey | Get three consecutive strikes in Dream Curling. |
| Metal Sonic | Get first place in all events with Metal Sonic. |
| Reversal | Pass from fourth to first place in the Speed Skating Short Track 1000m. |
| Knuckles | Get first place in all events with Knuckles. |
| Donkey Kong | Get first place in all events with Donkey Kong. |
| Trickster | Execute a special trick in the Moguls or Halfpipe. |
| High-Speed | Exceed 100kmph in the Bobsleigh. |
| Finish Medal | Get first place and gold medals in all events. |
| Dream Alpine | Acquire all blue coins in the Dream Alpine event. |
| Festival Master Emblem (Team) | Successfully complete Team Festival mode with at least 150 points. |
| Combination | Get at least a 'Great' rank on all exchanges in the Speed Skating Short Track Relay. |
| Dream Snowboard Cross | Acquire all blue coins in the Dream Snowboard Cross event. |
| Cannon Shooter | Take at least five special shots in Dream Ice Hockey. |
| Amy | Get first place in all events with Amy. |
| Ace Pilot | Down at least five people individually in Dream Gliding. |
| Sprinter | Get at least five 'Perfect' consecutive ranks in Speed Skating 500m. |
| Grind Master | Grind for at least 200m in Dream Snowboard Cross. |
| Invincible | Stop at least five shots with A and get a shutout (clean sheet) in Ice Hockey. |
| Festival Master Emblem (Individual) | Successfully complete Individual Festival mode with at least 200 points. |
| Tails | Get first place in all events with Tails. |
| Sonic | Get first place in all events with Sonic. |
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| All Flags | Pass through all the gates on the Alpine Skiing Giant Slalom. |
| Mario | Get first place in all events with Mario. |
| Bowser Jr. | Get first place in all events with Bowser Jr. |
| Peach | Get first place in all events with Peach. |
| Dream Bobsleigh | Acquire all blue coins in the Dream Bobsleigh event. |
| Vector | Get first place in all events with Vector. |
| Collaborator | Play with all characters excluding Miis. |
| Hot Dog Skier | Hit all turn points on the Moguls. |
| New Record | Break an Olympic record or default best record in any event. |
| Shadow | Get first place in all events with Shadow. |
| Cool Trick | Execute at least 15 tricks in the Snowboarding Halfpipe. |
| Dream Ski Jumping | Acquire all blue coins in the Dream Ski Jumping event. |
| Music Acquireor | Buy all songs in the Music Shop |
| Armstrong | Get at least 20 points individually in Dream Snowball Fight. |
| Big End | Realize at least three points in a single end in Curling. |
| Mii | Get first place in all events with Mii. |
| Blaze | Get first place in all events with Blaze. |
| Performer | Execute at least five tricks in Snowboard Cross. |
| Untouchable | Be victorious in Ski Cross in first place from begin to finish without bumping into anyone. |
| Waluigi | Get first place in all events with Waluigi. |
| Party | Play all games in Party mode. |
| Showtime | Get at least 10 'Perfect' ranks in Dream Figure Skating. |
| Bowser | Get first place in all events with Bowser. |
| Luigi | Get first place in all events with Luigi. |
| Dream Short Track | Acquire all blue coins in the Dream Short Track event. |
| Rocket | Get a begin dash in any event. |
| Safety | Finish Dream Short Track in first place without bumping into screws or crates. |
| Dream Ski Cross | Acquire all blue coins in the Dream Ski Cross event. |
| Rich | Pass the 10,000 Star Token mark. |
| Entertainer | Perform at least ten tricks in Dream Ski Cross. |
| Audience | Find each of the hidden special guests. |
| Knockdown | Overcome all rivals in Festival mode with a 'Great' rank. |
| Eggman | Get first place in all events with Eggman. |
| Trivia Acquireor | Read all trivia in the Library. |
| Downhill Racer | Perform at least five gate dashes in the Alpine Skiing Downhill. |
| Record Keep pusheder | Break the Olympic record and the pre-set best record in all events. |
| Big Air | Get a perfect balance score and a jump of 130m or more in the Large Hill (Individual or Team). |
| Wario | Get first place in all events with Wario. |
| Fever Time | Get at least two bonus (3 star for each bonus) chances in Dream Ski Jumping. |
| Thanks for Playing | Play 50 times with the same saved game file. |
| Party Star | Play all games in Party mode at least five times. |
| Full Boost | Acquire at least 100 colored balls and reach the goal in Dream Bobsleigh. |
| Special Action | Perform at least three special actions in a match with one character. |
| Route Master | Pass through at least ten gates and finishing in first place in Dream Alpine. |
| Daisy | Get first place in all events with Daisy. |
| Full Play | Play all events. |
| Ice Spirit | Get at least ten 'Perfect' ranks in Figure Skating. |
| Non-Stop | Reach the finish in Skeleton without crashing into the wall and having to get back on the sled. |
| Silver | Get first place in all events with Silver. |
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| Yoshi | Get first place in all events with Yoshi. |
While in Shopping mode, point the Wii-mote at a character in the shopping area and press A. They will either cheer or jeer.
Successfully complete the indicated task to unlock the corresponding Dream Event:
| Dream Short Track | Reach Day 12 of Individual Festival mode. Alternately, reach Day 15 of Team Festival mode. |
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| Dream Gliding | Reach Day 11 of Individual Festival mode. Alternately, reach Day 16 of Team Festival mode. |
| Dream Figure Skating | Reach Day 16 of Individual Festival mode. Alternately, reach Day 12 of Team Festival mode. |
| Dream Ski Cross | Reach Day 13 of Team Festival mode. |
| Dream Alpine | Get a medal in the Alpine Skiing and Freestyle Skiing events. Alternately, reach Day 3 of Individual Festival mode or Day 4 of Team Festival mode. |
| Dream Ski Jumping | Get a medal in Dream Alpine in Individual Festival mode. Alternately, reach Day 10 of Team Festival mode. |
| Dream Bobsleigh | Reach Day 3 of Team Festival mode. |
| Dream Ice Hockey | Reach Day 15 of Team Festival mode. |
| Dream Snowball Fight | Reach Day 9 of Individual Festival mode. Alternately, reach Day 8 of Team Festival mode. |
| Dream Curling | Reach Day 16 of Team Festival mode. |
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| Dream Snowboard Cross | Reach Day 16 of Individual Festival mode. Alternately, reach Day 12 of Team Festival mode. |
Successfully complete the indicated task to unlock the corresponding costume.
Accumulate a few hours of game play or successfully complete a Festival mode. Then, a note about a secret shop will be delivered. Go to the Shopping district, and stop the camera between the far left and middle buildings. Aim the pointer at the shop down the alleyway between both of them to access the secret shop.
