The Roblox Dress to Impress Winter Update swaps out lore for snow, sparkle, and a full three-part holiday questline. If you’re aiming to unlock every festive cosmetic this season, you’ll need to make your way through each chapter in Winter Town, complete a few mini-games, and take down a couple of unexpected foes.
Here’s how to start each chapter, finish every quest, and what you’ll earn when it’s all wrapped up.
How to Start the Christmas Quests
To begin, head toward the outside area of the main lobby between games. There, you’ll find a large, snowy portal that takes you straight to Winter Town, the event hub for all three chapters. Once inside, use the train station to select your chapter and start the quests.
Chapter 1 – Santa’s Workshop & Candy Forest Obby
After entering Chapter 1 via the train, your first stop is Santa’s Workshop. You can play solo or with up to seven others, but solo runs make things faster.
Step 1: Pack Gifts
Inside the workshop, elves will ask you to help sort gifts. You’ll need to package seven toys correctly within two minutes. Choose the correct toy from the center table and match it to the boxes passing by on the conveyor belt. The toys include:
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Train
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Doll
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T-Rex
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Bicycle
After correctly packaging seven gifts, the door opens and you’re sent outside to the obby.
Step 2: Complete the Candy Forest Obby
The obby is filled with peppermint platforms, bouncing gumdrops, rotating candy canes, and a chocolate bridge. Fall off at any point and you’ll be reset to the beginning. The trickiest section is the spinning candy cane, which needs to be jumped over as it swings past.
The final climb involves a peppermint wall. Reach the top, and Chapter 1 is complete.
Chapter 2 – Rudy’s Ride & Sleigh Selection
Chapter 2 begins after finishing the first. Rudy the Reindeer is waiting and will guide you through the snowy forest.
Step 1: Ride With Rudy
This mini-game is simple: avoid snowmen and present boxes while aiming for wreaths, which boost your speed. Stay focused, and you might spot a Winter Token along the route that unlocks an in-game achievement.
Step 2: Pick the Right Sleigh
Inside the Ice Cave, you’ll see three sleighs. Choose the one on the far right to progress. After the ride, you’ll arrive at the Sealed Door, marking the start of Chapter 3.
Chapter 3 – The Boss Fight
The final chapter begins just outside the Sealed Door. You’ll need to open it and face what’s inside.
Step 1: Unlock the Door
Click within the green zone on a moving bar to heat up the thermometer. Keep landing accurate clicks until the door opens fully. Once inside, the boss battle begins.
Step 2: Defeat Santa Claus
Yes, really. Santa’s gone rogue. Dodge his area attacks—rings of cold that expand outward when he lands. You get three hearts, and each hit costs half a heart, so there’s little room for error.
Look for presents on the floor, throw them at Santa to deal damage, and keep moving.
Step 3: Puppet of Darkness
Once Santa’s down, the Puppet of Darkness takes his place. It hits harder and moves faster, but the fight is similar. Use presents to damage it while dodging its attacks.
Defeat the Puppet, and the full questline is complete.
Christmas Quest Rewards
After completing all three chapters, you’ll unlock the full Ice Queen Set:
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Ice Queen Dress
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Ice Queen Cape
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Ice Queen Shoes
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Frigid Awakening Badge