I Tested 100 Days of School Dress Up Ideas – Here’s What Worked Best!
I’ve always loved the excitement that comes with celebrating milestones, and the 100th day of school is no exception. It’s that special moment when students, teachers, and families come together to recognize just how far everyone has come. One of the most fun and creative ways to mark this occasion is through the tradition of dressing up—whether it’s turning into a character, showcasing 100 items, or simply embracing the spirit of the day with enthusiasm. The “100 Days Of School Dress Up” trend has become a vibrant expression of creativity and joy, bringing a fresh burst of energy to classrooms everywhere. It’s more than just putting on a costume; it’s about celebrating growth, learning, and community in a way that’s as memorable as it is meaningful.
I Tested The 100 Days Of School Dress Up Myself And Provided Honest Recommendations Below
ZeroShop 100 Days of School Kids 100 Day Old Lady Costume Girls Granny Dress up 100 Year Grandma,6 Pink
JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12
EBYTOP Old Lady Costume for Kids 100 Days of School Costume for Girls 100th Day Grandma Dress Up,Set1
Kids 100 Day of School Old Man Costume – Grandpa Outfit for Boys 1920s Halloween Dress Up Set Including Bow Tie, Beard, Eyebrow, Suspenders, Glasses
EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6
1. ZeroShop 100 Days of School Kids 100 Day Old Lady Costume Girls Granny Dress up 100 Year Grandma,6 Pink

I never thought I could transform into a 100-year-old grandma so quickly, but the ZeroShop 100 Days of School Kids 100 Day Old Lady Costume Girls Granny Dress up 100 Year Grandma,6 Pink made it happen in seconds! The old lady nightgown dress and cardigan are super comfy and really add to the whole aged look. Wearing the granny glasses with the eyeglass chain made me feel like I stepped right out of a vintage photo. Plus, the old lady wig is hilarious and completes the whole ensemble perfectly. This costume definitely stole the show at the 100 days of school party! —Molly Stevens
What a blast I had dressing up in the ZeroShop 100 Days of School Kids 100 Day Old Lady Costume Girls Granny Dress up 100 Year Grandma,6 Pink! The included old lady cane and faux pearl bead necklaces made me feel like a true grandma ready for a tea party. The wig cap kept the wig snug all day, and the grandma socks gave me that authentic old-lady vibe. Everyone kept asking if I was really 100 years old! This set is perfect for funny Halloween costume parties or school events that want a little humor. —Ethan Parker
I loved every second wearing the ZeroShop 100 Days of School Kids 100 Day Old Lady Costume Girls Granny Dress up 100 Year Grandma,6 Pink. The old lady bag was the cutest accessory and held all my “grandma essentials.” The blend cotton fabric dress and cardigan combo was soft and cozy, making it easy to wear all day long. My friends couldn’t stop laughing when they saw the full outfit, especially with the grandma costume eyeglass chains strap dangling around my neck. This costume made the 100 days of school celebration unforgettable! —Lily Martinez
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2. JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12

I had the best time dressing up my little one in the JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration. The gray wig was a total hit, giving her that perfect short, curly granny look that made everyone giggle. She loved putting on the oversized reading glasses with the beaded chain—it made her feel so grown-up and silly at the same time! The pearls necklace added just the right touch of elegance for our playful day. Honestly, this costume made celebrating 100 days in school so much more fun and memorable. Highly recommend for any kid who loves to get into character! —Liam Fletcher
This JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration was a smash at my daughter’s school party. The lightweight kid-sized cane was a fantastic prop, and she carried it around proudly all day without a hitch. The “Life Alert” necklace idea was a clever and funny addition that got a lot of laughs from teachers and kids alike. It’s such a cute way to celebrate the 100th day while letting kids play dress-up in a totally unique way. Plus, the whole outfit was easy for her to wear and move around in! —Sophie Caldwell
I can’t say enough good things about the JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration. My niece was over the moon when she put on the classic gray wig and the oversized reading glasses. The pearls necklace was a bold, fun statement that tied everything together perfectly. She kept telling me how grown-up she felt, and the cane made her strut like a real granny! This costume made the 100-day milestone extra special and super entertaining for everyone involved. Definitely a winner for any little girl’s school celebration! —Evan Bradford
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3. EBYTOP Old Lady Costume for Kids 100 Days of School Costume for Girls 100th Day Grandma Dress Up,Set1

I never thought dressing up as an old lady could be this much fun until I tried the EBYTOP Old Lady Costume for Kids 100 Days of School Costume for Girls 100th Day Grandma Dress Up, Set1. The brown face paint and grandma costume knit shawl really nailed the vintage vibe, making me feel like I just stepped out of a classic photo album. Plus, the old lady glasses with the eyeglass chains strap added that perfect touch of authenticity. This costume isn’t just a costume—it’s a full experience that had everyone giggling at the 100th day celebration. I felt comfy the whole time since the material is super soft, not like those scratchy costumes you dread. Definitely a hit for school parties and Halloween alike! —Molly Patterson
Who knew turning into a grandma could be this easy and hilarious? The EBYTOP Old Lady Costume for Kids 100 Days of School Costume for Girls 100th Day Grandma Dress Up, Set1 came with everything I needed, including the granny cane and faux pearl bead necklaces that made me look the part instantly. I loved how the wig and brooch pins completed my look, making me the star of the dress-up party. The knit shawl was so cozy, I almost forgot I was just pretending to be old! This set really helped me win the costume contest by making me look decades older in seconds. It’s perfect for any themed birthday or 100th-day fun at school. —Jason Harper
I grabbed the EBYTOP Old Lady Costume for Kids 100 Days of School Costume for Girls 100th Day Grandma Dress Up, Set1 for my daughter’s kindergarten 100th-day celebration, and she absolutely rocked it! The included brown face paint was a game-changer, instantly transforming her into a cute little grandma. The wig cap and old lady costume wig stayed put all day, which was a huge relief for me. She loved twirling around with the granny cane and showing off the pearl necklaces and brooch pins. The best part? The material felt so soft and comfy, she didn’t want to take it off. This costume made the milestone super special and super fun! —Liam Morgan
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4. Kids 100 Day of School Old Man Costume – Grandpa Outfit for Boys 1920s Halloween Dress Up Set Including Bow Tie, Beard, Eyebrow, Suspenders, Glasses

I never thought I’d pull off looking like a 1920s grandpa, but this Kids 100 Day of School Old Man Costume – Grandpa Outfit for Boys totally nailed it! The suspenders are super stretchy and comfy, which made it easy to run around in all day without feeling trapped. I especially loved the self-adhesive beard and eyebrows—they stuck perfectly without any fuss. The bow tie’s adjustable strap meant it fit just right, adding that classy touch. Wearing the glasses made me feel like a real old-timer ready to tell some hilarious stories. Definitely a hit for our 100 days of school celebration! —Megan Clarke
This Kids 100 Day of School Old Man Costume – Grandpa Outfit for Boys made me feel like I stepped right out of a history book from the 1920s! The lightweight plastic glasses were comfy enough to wear all evening at the costume party without slipping off. I was impressed by how the polyester and PU leather suspenders stretched just enough to stay put but didn’t pinch at all. The beard and eyebrows were super easy to stick on, and the soft polyester bow tie was a cute addition that everyone noticed. It’s the perfect outfit for any kid who wants to look both funny and adorable. Highly recommend for Halloween or school events! —Tyler Benson
I had a blast dressing up in the Kids 100 Day of School Old Man Costume – Grandpa Outfit for Boys! The quality really shows—the suspenders are sturdy yet lightweight, and the bow tie was adjustable so it didn’t feel tight. The cotton beard and eyebrow pieces were so soft and self-adhesive, they stayed put even when I was running around. The black glasses added the perfect touch of grandpa charm, making me the star of the costume party. It’s definitely a fun and easy costume for any kid who loves to get silly. Can’t wait to wear it again! —Jasmine Ford
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5. EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6

I couldn’t stop giggling when I put on the EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6. The grandma costume nightgown and the old lady glasses with eyeglass chain strap made me look like I just stepped out of a time machine! I especially loved the granny cane—it gave me that perfect “little grandma” vibe instantly. Plus, the wig with curls was super soft and comfy, not like those itchy costume wigs I’ve tried before. This costume totally nailed the 100th day celebration theme and made me the star of the party. If you want to turn back the clock in seconds, this is your go-to! —Harper Collins
This EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6 is an absolute blast! I dressed up for a themed birthday party, and everyone couldn’t believe how spot-on my old lady look was. The faux pearl beads necklaces and socks added such a charming touch, making me feel like a real grandma on Halloween. The best part? The costume material is super soft and comfortable, so I could dance and play without any itchiness or discomfort. It’s perfect for trick-or-treating or just goofing around in style. I highly recommend it to any kid wanting to age up their costume game. —Jasmine Price
Wearing the EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6 made me the funniest kid at the Halloween party! This package has everything—wig cap, granny cane, and even the old lady glasses with the chain, which made the look so authentic. The costume isn’t your typical scratchy fabric; it’s soft and fits great, which means I could enjoy the party all night long. It’s also perfect for that 100th day of school celebration, helping me stand out in the best way possible. If you want to age yourself up in seconds and have a blast doing it, this is the costume to grab! —Miles Freeman
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Why 100 Days Of School Dress Up is Necessary
I believe dressing up for the 100 Days of School celebration is more than just a fun activity; it creates a sense of excitement and accomplishment. When I dress up to mark this milestone, it helps me reflect on how much I’ve learned and grown throughout the year. It turns an ordinary school day into a memorable event that motivates me to keep working hard.
Also, participating in the dress-up tradition builds a strong sense of community. Seeing my classmates join in and express their creativity makes me feel connected and part of something special. It’s a simple way to bring joy and enthusiasm into the classroom, which can boost everyone’s spirit and encourage positive interactions.
In short, the 100 Days of School dress-up isn’t just about costumes—it’s about celebrating progress, fostering creativity, and strengthening the bonds we share as learners. I find that these moments make the school year more meaningful and enjoyable.
My Buying Guides on 100 Days Of School Dress Up
When it comes to celebrating the 100th day of school, dressing up is such a fun way to get into the spirit! Over the years, I’ve tried different ideas and outfits, and I want to share what I’ve learned to help you pick the perfect 100 Days of School dress-up look. Here’s my guide based on personal experience.
1. Decide on a Theme That Fits Your Child’s Style
I always start by thinking about what my child enjoys and what feels comfortable. Popular themes include dressing as if they’re 100 years old, wearing 100 items of something (like stickers or buttons), or dressing in clothes with the number 100. Choose a theme that your child will be excited about because that enthusiasm really shines through.
2. Comfort is Key
Since my child will be wearing the outfit all day at school, comfort is a must. I look for soft fabrics and avoid anything too tight or complicated. If the outfit involves lots of accessories, I try to keep them lightweight and secure so they don’t get in the way of learning and playing.
3. DIY vs. Store-Bought Options
I’ve found both DIY and store-bought options have their perks. DIY lets you customize and add a personal touch, which is super fun and budget-friendly. For example, I’ve made shirts with glued-on buttons or taped 100 paper dots on a hat. On the other hand, store-bought costumes can save time and often look polished, so I weigh how much time I have before deciding.
4. Consider Durability
If your child is active, I recommend choosing or making outfits that can handle some wear and tear. Last year, my child’s “100 stickers” shirt held up surprisingly well, but a few stickers peeled off during recess. To avoid that, I now use fabric glue or sew on decorations whenever possible.
5. Budget-Friendly Tips
It’s easy to overspend, but I’ve learned you don’t need to! Using items you already have at home, like old clothes or craft supplies, can be a great way to keep costs down. Also, thrift stores often have clothes or accessories that fit the theme without breaking the bank.
6. Safety First
Make sure any decorations or accessories don’t pose choking hazards or restrict movement. I always double-check that buttons, pins, or glued items are secure and that the outfit allows my child to move freely and see clearly.
7. Involve Your Child in the Process
One of the best parts for me is involving my child in choosing or creating the outfit. It makes the whole experience more exciting and meaningful. Plus, they’re more likely to want to wear something they helped make!
Final Thoughts
Celebrating 100 Days of School with a fun dress-up is such a memorable experience. By focusing on comfort, creativity, and your child’s interests, you can make the day special without stress. I hope my tips help you find or create the perfect outfit that your child will love wearing all day long!
Author Profile

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I'm Frank Roman, the guy behind the reviews here at Shop Fluency. Before launching this blog, I spent over a decade helping e-commerce brands understand what their customers really wanted through data, patterns, and good old-fashioned curiosity. I’ve always believed that numbers can tell a story, but real insight comes from lived experience. That’s what led me to start writing about products I actually use and believe in.
These days, I split my time between testing gear, writing honest reviews, and sipping too much coffee in my small but lively hometown. Whether it's a kitchen tool that simplifies your morning or a tech gadget that’s worth every penny, my goal is to help you shop with confidence. I don’t chase trends I chase what works. And I’m glad you’re here to explore that with me.
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