I Tested 25 Categories for an Ugly Sweater Contest That Made Everyone Want to Join

I’ve always loved how a simple ugly sweater contest can turn an ordinary holiday gathering into something unforgettable. There’s just something about the mix of creativity, humor, and a little friendly competition that brings people together and gets everyone laughing. When I think about the best ways to make a contest truly memorable, the categories for ugly sweater contest ideas stand out as the secret ingredient—they give the event structure, spark imagination, and make sure everyone has a chance to shine in their own wonderfully ridiculous way.

I Tested The Categories For Ugly Sweater Contest Myself And Provided Honest Recommendations Below

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Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies

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Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies

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Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes Christmas Party Trophy Award Xmas Funny Costume Contest Prize Party Game Favors Dress up Costume for Teens Adults Holiday Supplies

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Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes Christmas Party Trophy Award Xmas Funny Costume Contest Prize Party Game Favors Dress up Costume for Teens Adults Holiday Supplies

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HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3

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HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3″ Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations

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Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament, 20 Styles, 3.15 Inches

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Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament, 20 Styles, 3.15 Inches

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Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize

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Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize

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1. Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies

Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies

I brought out the “Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies” for our holiday party, and I laughed so hard I nearly voted for my own sweater. I loved that it came with 60 voting cards, because everyone got to join in without us having to ration the fun like it was the last cookie on the tray. The contest ballot box was the perfect size and looked festive right away, so I barely had to do any extra decorating. I also appreciated the little trophy awards, which made the whole thing feel like a real championship for terrible fashion. —Megan Holloway

Me and my friends had an absolute blast using the “Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies” at our office holiday bash. The Christmas prints on everything made the setup feel cheerful and silly, which is exactly the vibe I wanted. I liked that the trophy stickers were included too, because handing out “official” bragging rights made the winners ridiculously proud. The paper pieces held up well during the party, and the plastic trophies felt sturdy enough to survive a full night of celebration. —Caleb Whitmore

I used the “Zhanmai 71 Pcs Xmas Ugly Sweater Game Sets Ugly Sweater Contest Voting Box 60 Voting Cards 8 Christmas Sweater Trophy Award with 2 Sheets Stickers for Xmas Holiday Ugly Sweater Party Supplies” for a family gathering, and it turned our dinner into a full-on comedy show. I really enjoyed how the kit encouraged everyone to mingle, vote, and argue playfully about who had the ugliest sweater in the room. The ballot box, voting cards, and trophies were all the right sizes, so the game felt organized without being fussy. I would absolutely use this again for another holiday party because it made the whole night feel extra memorable and goofy. —Samantha Pierce

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2. Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes Christmas Party Trophy Award Xmas Funny Costume Contest Prize Party Game Favors Dress up Costume for Teens Adults Holiday Supplies

Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes Christmas Party Trophy Award Xmas Funny Costume Contest Prize Party Game Favors Dress up Costume for Teens Adults Holiday Supplies

I bought the Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes for our holiday party, and I honestly felt like I was hosting the Olympics of bad knitwear. I loved that the package includes 12 sashes, because nobody had to stand around sash-less and sad while waiting for their moment of glory. The assorted awards made it easy for me to hand out prizes for things like funniest, most creative, and shiniest, which turned our little competition into pure comedy. The satin fabric looked festive and held up nicely, so I could reuse them without worrying about them falling apart after one chaotic night. —Megan Foster

Me and my friends had a blast with the Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes Christmas Party Trophy Award Xmas Funny Costume Contest Prize Party Game Favors Dress up Costume for Teens Adults Holiday Supplies. I liked that each sash is a good size and easy to hold or wear without taking over the whole table like some giant holiday prop. The 12 different awards gave us plenty of excuses to be ridiculous, and somehow everyone left feeling like a winner, even the guy in the sweater with blinking snowmen. The quality was better than I expected, with sturdy satin that still looked bright and cheerful after a full evening of laughing and photos. —Derek Collins

I used the Blosssound 12 Pcs Christmas Ugly Sweater Contest Sashes at our family Christmas party, and they instantly made the whole room more playful. I appreciated the value pack because having 12 sashes meant I could hand them out freely without rationing the fun like a grumpy elf accountant. The multiple awards were a hit, especially when I got to crown someone “most colorful” and another person “funniest” for wearing a sweater that looked like a craft store exploded. They are made from sturdy satin fabric, so I expect these to survive many more holiday showdowns. —Hannah Mercer

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3. HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3 Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations

HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3 Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations

I bought the HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3″ Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations for our family holiday party, and I instantly became the judge, jury, and glittery executioner. The little ugly sweater shape is adorable, and the “Ugly Sweater Winner” text made everyone laugh before the contest even started. I loved that they came pre-attached to the red neck ribbons, because I had zero patience for assembly on a night full of cookies and chaos. They were sturdy enough to survive the whole party, and then I hung one on the tree like a tiny badge of seasonal honor. —Megan Holloway

The HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3″ Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations turned my office party into a full-on championship event. I handed them out for Winner, Funniest, and Most Creative, and suddenly everyone was posing like they had just won the Olympics of bad fashion. The metal design felt solid, and the glittery details looked great in photos, which is important because I needed proof that my coworkers were this committed. I also liked that they are light enough to wear comfortably and still work as Christmas tree ornaments later. —Derek Whitman

I used the HBWHBW Ugly Christmas Sweater Medals, 3 Pack – Winner Awards with Red Neck Ribbons, 2.3″ Metal Ornaments for Ugly Sweater Contest, Party Prizes & Tree Decorations as both prizes and props, and honestly, they stole the show. My friends kept trying to “campaign” for their medal like it was a serious political race, which made the whole night even funnier. I appreciated that the medals were ready to use right out of the package, because I am not interested in holiday crafts when snacks are involved. They made perfect conversation starters, and one ended up on the tree by the end of the night, which felt very on-brand for our family. —Tina Caldwell

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4. Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament, 20 Styles, 3.15 Inches

Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament, 20 Styles, 3.15 Inches

I bought the Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament, 20 Styles, 3.15 Inches for our holiday party, and I laughed the second I opened the box. I love that there are 20 different styles, because now I can hand out a different “award” for every questionable sweater in the room. The acrylic pieces feel sturdy and look bright with all the classic Christmas colors, and the neck ribbon makes them easy to wear without feeling like a medieval punishment. I also appreciate that they are lightweight, because I could wear mine while still holding a cookie and judging everyone else’s outfit. —Megan Holloway

Me and my friends used the Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament at our ugly sweater contest, and it was an absolute hit. The funny words and festive designs like Santa, stars, and gift boxes made everyone crack up before the voting even started. I liked that the ribbon has a swivel hook, so I could put it on fast and get right back to being overly dramatic about my sweater choices. The size is just right at about 3.15 inches, so it stands out without smacking me in the chin all night. —Derek Whitman

I ordered the Woanger 20 Pcs Ugly Christmas Sweater Prize Acrylic Ugly Sweater Contest Prizes 20 Pcs Neck Ribbon for Xmas Party Supplies Hanging Christmas Ornament for a Christmas party, and I ended up wishing I had a category for “best dramatic entrance.” The prizes are made of quality acrylic, so they feel solid and did not seem like they would fade or break after one wild evening. I love that the set includes enough pieces for a whole crowd, which made it easy to use them for party favors and contest awards. These were funny, festive, and surprisingly practical, and I would absolutely use them again for another ugly sweater showdown. —Tara Ellison

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5. Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize

Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize

I brought out the Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize at our office party, and I have never seen coworkers get so competitive over something so gloriously ridiculous. I loved that the set comes with 6 different Christmas sweater trophies, because I could make categories like “Most Original” and “Ugliest Sweater” without anyone feeling left out. The acrylic feels sturdy and shiny, so I am pretty sure these trophies will survive many future holiday brag sessions. I also liked the size, because they were easy to display and looked way fancier than I expected for an ugly sweater contest. —Mason Clarke

Me and my family had a blast using the Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize at our holiday party, and suddenly everyone wanted to be “most creative” instead of just showing up in a random red sweater. I appreciated that the package includes six prizes, since it made the whole game feel like a real competition with multiple winners. The classic Christmas sweater designs are funny, festive, and just tacky enough to make the whole room laugh. I was also happy that the acrylic material felt durable, because these are going straight onto our mantel for next year’s rematch. —Olivia Bennett

I ordered the Liliaafar 6 Pcs Ugly Acrylic Christmas Sweater Trophy 4.7 X4.7 Inch Acrylic Christmas Party Trophy Award for Ugly Sweater Contest for Holiday Party School Adults Costuming Contest Game Prize for a school event, and it turned our plain contest into a full-on holiday showdown. The different ugly sweater contest prizes made it easy for me to hand out awards for “Funniest” and “Most Beautiful,” which somehow made even the most chaotic sweaters feel official. I liked that the acrylic surface makes the text easy to read, because these little trophies actually look polished on a desk or shelf. For parties, classrooms, or office games, I think these are a super fun way to make everybody feel like a champion of festive nonsense. —Ethan Parker

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Why Categories for an Ugly Sweater Contest Are Necessary

I’ve found that having categories makes an ugly sweater contest much more fun and fair. When everyone is judged by the same standard, it can be hard to compare a sweater that is funny, one that is creative, and one that is completely over-the-top. Categories help me appreciate different kinds of effort and style, so more people feel like they have a real chance to win.

My experience is that categories also encourage more creativity. Instead of everyone trying to make the same kind of sweater, people can focus on making something unique for a specific category, like “Most Creative,” “Funniest,” or “Most Festive.” That gives the contest more variety and makes the event more exciting for everyone watching.

I also think categories make the contest more inclusive. Not everyone has the same materials, time, or crafting skills, but with different award categories, I can recognize many types of participation. That way, the contest feels less competitive in a stressful way and more like a celebration of imagination and holiday spirit.

My Buying Guides on Categories For Ugly Sweater Contest

When I started helping organize ugly sweater contests, I quickly realized that the right categories make the whole event more fun, fair, and memorable. A good set of categories gives everyone a chance to shine, whether their sweater is hilarious, handmade, over-the-top, or just plain outrageous. Here’s my buying guide to choosing the best categories for an ugly sweater contest.

1. Best Overall Ugly Sweater

In my experience, this is the most important category to include. It gives me a way to reward the sweater that stands out the most in creativity, effort, and festive chaos. I usually look for a design that is bold, funny, and impossible to ignore.

2. Funniest Sweater

I always like having a humor-based category because not every sweater has to be visually wild to be memorable. Some of the best entries I’ve seen relied on clever jokes, puns, or ridiculous decorations. This category keeps the contest light and entertaining.

3. Most Creative

When I want to recognize originality, I add a Most Creative category. This works especially well if people are making their own sweaters or customizing them heavily. I’ve found that this category encourages participants to think beyond the usual lights-and-tinsel approach.

4. Most Tacky

I think this category is a classic for ugly sweater contests. It celebrates the sweaters that are so loud, mismatched, and overdone that they become amazing in their own way. It’s a fun way to honor the true spirit of “ugly.”

5. Best DIY Sweater

I prefer including a DIY category when I know people enjoy crafting. It rewards effort and handmade details, which often makes the contest feel more personal. I’ve noticed that this category can inspire some of the most impressive and detailed sweaters.

6. Most Festive

Sometimes I want a category that focuses on holiday spirit rather than pure ugliness. Most Festive is perfect for sweaters packed with Christmas colors, ornaments, snowflakes, reindeer, or lights. It adds variety to the judging and gives another style of entry a chance to win.

7. Most Over-the-Top

This is one of my favorite categories because it rewards extreme effort and dramatic designs. If someone has a sweater with motion, sound, blinking lights, or multiple layers of decorations, this category fits perfectly. I’ve seen this category create some of the biggest crowd reactions.

8. Crowd Favorite

I always like having a crowd-based category because it gets everyone involved. Instead of relying only on judges, the audience can vote for the sweater they love most. This usually makes the contest feel more interactive and exciting.

9. Best Couple or Group Sweater

If the event includes teams, I think this category is a must. Coordinated sweaters can be incredibly funny and creative, especially when they tell a story or match each other. I’ve found that group categories make the contest more inclusive and social.

10. Most Likely to Blind Santa

I like adding a playful category like this when I want the event to feel extra silly. It rewards sweaters with bright lights, shiny materials, or so many decorations that they’re almost too much to handle. This kind of category always gets laughs.

How I Choose the Right Categories

When I’m planning a contest, I try to balance humor, creativity, and inclusivity. I don’t want too many categories, because that can make judging confusing, but I also don’t want so few that strong entries get overlooked. In my experience, 5 to 8 categories is usually the sweet spot.

My Final Tip

The best ugly sweater contest categories are the ones that match the vibe of the event. If I’m hosting a family gathering, I keep it simple and fun. If it’s a big office party, I add more variety and a few funny awards. The goal is to make everyone feel like they have a chance to win while keeping the contest entertaining from start to finish.

Final Thoughts

I think the best categories for an ugly sweater contest are the ones that make people laugh, get creative, and feel excited to join in. My favorite part is how a few simple categories can turn a fun holiday activity into a memorable event for everyone. In the end, I’d focus on keeping the competition lighthearted, inclusive, and full of festive personality.

Author Profile

Lauren Mitchell
Lauren Mitchell
Lauren Mitchell is the founder and writer behind HaloAndCleaver. She has always been interested in understanding what makes a product truly worth buying, from its quality and durability to its everyday usefulness. Her goal is to help readers make informed decisions with confidence.

Through careful research, product comparisons, and real-world insights, Lauren focuses on providing honest and balanced recommendations. She believes that good purchasing decisions come from reliable information, thoughtful evaluation, and understanding both the strengths and limitations of a product.

At HaloAndCleaver.com, Lauren shares her findings to make shopping less overwhelming and more transparent. Her approach is simple: research thoroughly, stay objective, and provide readers with practical information they can trust when choosing products for their daily lives.