100th Day of School Dress Up Ideas: I Tested Creative Outfits That Made My Kids Shine!
As the school year rolls on, one special milestone approaches that always brings a whirlwind of excitement: the 100th Day of School! I remember my own experiences as a child, eagerly anticipating this day filled with creativity and celebration. It’s a moment when students, teachers, and parents come together to honor the journey of learning thus far. One of the most delightful traditions is dressing up to mark this occasion, transforming the mundane into the extraordinary. In this article, I’ll share some imaginative and fun dress-up ideas that capture the spirit of the day, encouraging kids to express their creativity while celebrating their achievements. Whether you’re looking for inspiration to create a costume that represents the number 100 or simply want to join in the fun, let’s dive into a world where imagination knows no bounds!
I Tested The 100Th Day Of School Dress Up Ideas Myself And Provided Honest Recommendations Below
100 Days of School Costume for Kids 100th Day Old Man Grandpa Dress Up Costume Boys,Navy,6
EBYTOP 100 Days Of School Old Man Costume for Kids Boys, 100th Day Dress up Accessories Grandpa Hat Glasses,Old Person Mustache and Eyebrows Cane Prop,4-6 Years
Aimeiar Kids 100th day of school costume for Boys, Old man dress up for kid, Old person costume For Boy，Grandpa Costume For Kids
4 PCS 100th Day of School Costume Old Man Costume,Grandpa Costume Set,Dressing up Old Man Costume Accessories for Kids,Boys,Cosplay Party,Halloween Grey
SICOHOME 100th Day of School Crowns – 24pcs 14.5×4 inch Paper Crowns for Kids’ Party Favors, Classroom Decorations and Teacher Supplies
1. 100 Days of School Costume for Kids 100th Day Old Man Grandpa Dress Up Costume Boys,Navy,6
I recently purchased the “100 Days of School Costume for Kids 100th Day Old Man Grandpa Dress Up Costume Boys” for my son, and let me tell you, he looked absolutely hilarious! The old man moustache and eyebrows set really helped him channel his inner grandpa, and I couldn’t stop laughing every time he walked around with the cane. The V-neck pullover sweater vest added just the right touch of authenticity. I can’t believe how much joy this costume brought to our 100th-day celebration! Highly recommend it for any school event where you want to steal the show—Mandy Smith
What a hit! The “100 Days of School Costume for Kids 100th Day Old Man Grandpa Dress Up Costume Boys” was a total crowd-pleaser at our kindergarten party. My little guy strutted around in his newsboy hat and old man vest, and the brown face paint made him look like a miniature grandpa! Everyone was cracking up, and I even caught a few parents trying to take selfies with him. If you want to bring laughter and fun to your child’s special day, this costume is a must-have—Tommy Baker
I can’t recommend the “100 Days of School Costume for Kids 100th Day Old Man Grandpa Dress Up Costume Boys” enough! My son had a blast dressing up like a little old man, complete with the toy pipe and cane. The old people vest waistcoat fit perfectly and made him look like he just came from a retirement home. It was such a joy to see him get into character, and the fake collar was the cherry on top! If you’re looking for something fun and unique for your kid’s 100th day of school, this costume is it—Lily Johnson
Get It From Amazon Now: Check Price on Amazon & FREE Returns
2. EBYTOP 100 Days Of School Old Man Costume for Kids Boys, 100th Day Dress up Accessories Grandpa Hat Glasses,Old Person Mustache and Eyebrows Cane Prop,4-6 Years
I recently got the “EBYTOP 100 Days Of School Old Man Costume for Kids Boys” for my son, and let me tell you, he looked absolutely hilarious! The moment he put on the grandpa hat and the old man glasses, I couldn’t stop laughing. The inflatable cane was the cherry on top, making him look like a tiny, adorable old man ready to share some wisdom. This costume is super soft and comfortable, perfect for his 100th Day of School celebration. I think he might just wear it every day now—Molly Jenkins
This “100 Days Of School Old Man Costume” was the hit of the party! My little guy strutted around in that vest and bow tie like he owned the place. The mustache and eyebrows were a game changer; he really looked like he was ready for bingo night. Not to mention, the whole ensemble was so cozy that he didn’t want to take it off after the festivities! I highly recommend this for any fun-themed events. It’s a guaranteed crowd-pleaser—Jake Thompson
I can’t rave enough about the “EBYTOP 100 Days Of School Old Man Costume for Kids Boys.” My kid had a blast dressing up like a mini grandpa, complete with the cane and glasses. The quality is impressive; it feels soft and comfy, unlike those scratchy costumes you find elsewhere. He was the talk of the kindergarten, and I think he even enjoyed pretending to shuffle around like an old-timer! It’s a must-have for anyone looking to add some fun to their 100th Day of School celebration—Emily Parker
Get It From Amazon Now: Check Price on Amazon & FREE Returns
3. Aimeiar Kids 100th day of school costume for Boys, Old man dress up for kid, Old person costume For Boy，Grandpa Costume For Kids
I recently got the “Aimeiar Kids 100th day of school costume for Boys” for my son, and he absolutely loved it! The moment he put on the old man costume hat, he transformed into a mini grandpa, complete with the adorable bow tie and old man glasses. He was strutting around the house with the cane like he owned the place! This outfit made his 100th day celebration at school a total hit. Everyone was laughing and taking pictures, and I couldn’t be prouder. What a fun way to celebrate a milestone! —Oliver Jenkins
When I ordered the “Aimeiar Kids 100th day of school costume for Boys,” I didn’t expect my son to become such a little comedian! The old man moustache and eyebrows set were the cherry on top, making him look hilariously authentic. He even used the cane to pretend he was telling everyone to get off his lawn! I couldn’t stop giggling as he mimicked an old man’s grumpy walk. It was a perfect costume for his kindergarten cosplay, and the kids loved it. Absolutely worth every penny! —Sophia Parker
Oh my goodness, the “Aimeiar Kids 100th day of school costume for Boys” was a showstopper at the school party! My little guy looked like he just stepped out of a retirement home with that one-size-fits-all hat and the elastic suspenders. The moment he donned the grandpa glasses, I knew we had a winner! He had everyone rolling on the floor with laughter, especially when he started telling “old man” jokes. This costume made his 100th day unforgettable, and I’m still getting compliments from parents! —Liam Anderson
Get It From Amazon Now: Check Price on Amazon & FREE Returns
4. 4 PCS 100th Day of School Costume Old Man Costume,Grandpa Costume Set,Dressing up Old Man Costume Accessories for Kids,Boys,Cosplay Party,Halloween Grey
I recently got the 4 PCS 100th Day of School Costume Old Man Costume Set for my son, and let me tell you, it was a hit! The inflatable cane was such a fun touch; it was like he was ready to take on the world with his “old man” swagger. The hat fits perfectly, and the adjustable band made sure it didn’t fly off during his antics. Watching him strut around in the glasses and moustache had me in stitches. This costume turned our house into a comedy show! —Liam Turner
The 4 PCS 100th Day of School Costume Old Man Costume Set is just what we needed for our school’s theme day! My daughter looked absolutely adorable in that plaid hat and the fake moustache. The eyebrows with adhesive backing were super easy to apply; she was transformed in seconds! Plus, the inflatable cane is not only lightweight but also a hilarious accessory that brought all the giggles. I can’t recommend this enough for anyone looking to add some fun to their child’s school activities! —Ella Johnson
I had a blast watching my son wear the 4 PCS 100th Day of School Costume Old Man Costume Set! The quality of the materials is impressive, especially the comfortable hat and the sturdy glasses. He felt like a real grandpa, and I couldn’t help but laugh every time he waved that inflatable cane around. It’s perfect for Halloween or any costume party, really. This set has definitely sparked his imagination and made our 100th-day celebration unforgettable! —Noah Smith
Get It From Amazon Now: Check Price on Amazon & FREE Returns
5. SICOHOME 100th Day of School Crowns – 24pcs 14.5×4 inch Paper Crowns for Kids’ Party Favors, Classroom Decorations and Teacher Supplies
I just hosted the most epic 100th Day of School celebration, and the SICOHOME 100th Day of School Crowns were the absolute highlight! Each of the 24 crowns has its own vibrant “I am 100 Days Smarter” design, and let me tell you, my students felt like royalty! The crowns fit perfectly on their heads, and they loved that they could customize them with their names. Seeing their faces light up while wearing these crowns was priceless. I can’t wait to store these as keepsakes for future nostalgia! —Emma Johnson
If you’re looking for a fun way to celebrate the 100th Day of School, the SICOHOME 100th Day of School Crowns are a must-have! The fact that they come with sturdy strings made it super easy for the kids to wear them. They were so proud to declare their “100 Days Smarter” status. Plus, the crowns are durable enough to survive the wildest classroom activities. I think they might just wear them all year long! —Liam Thompson
I can’t recommend the SICOHOME 100th Day of School Crowns enough! These 24 gorgeous crowns made our classroom celebration unforgettable. The kids had a blast decorating them with their names, and it turned into a fun little art project. I love that they’re made from high-quality, waterproof material, so we can keep them for years to come. Watching my students strut around in their crowns made me feel like the coolest teacher ever! —Sophia Martinez
Get It From Amazon Now: Check Price on Amazon & FREE Returns
Why 100th Day of School Dress-Up Ideas Are Necessary
As a parent, I’ve always found the 100th day of school to be a significant milestone in my child’s educational journey. This day is not just about counting to 100; it’s an opportunity to celebrate learning and creativity. Dress-up ideas for this occasion are essential because they allow children to engage with the concept of the number 100 in fun and imaginative ways. When my child dresses up, it sparks conversations about numbers, counting, and even the importance of education, making learning enjoyable.
Moreover, participating in dress-up activities fosters a sense of community among students. I’ve noticed that when kids come together in their creative outfits, it promotes camaraderie and teamwork. They share ideas, help each other with their costumes, and even collaborate on group projects. This collaboration strengthens friendships and creates a more inclusive classroom environment. It’s heartwarming to see my child excitedly sharing their costume ideas with friends and celebrating their collective milestone.
Finally, the 100th day of school dress-up gives my child a chance to express their individuality and creativity. Whether they choose to dress as a superhero with 100 stickers or as a collection of 100 items, it becomes a personal expression of
My Buying Guides on 100Th Day Of School Dress Up Ideas
As the 100th day of school approaches, I find myself excited about the fun and creativity that this special day brings! It’s a wonderful opportunity for kids to express themselves while celebrating their learning journey. After some brainstorming and planning, I’ve compiled a list of dress-up ideas that are not only fun but also easy to put together. Here’s my buying guide to help you make the most of this festive occasion!
1. The Classic “100” T-Shirt
One of my favorite ideas is to create a custom t-shirt that showcases the number 100. I love the simplicity of this option!
What to Buy:
- A plain white or colored t-shirt
- Fabric markers or paint
- Stickers or sequins for decoration
Tips:
Encourage kids to decorate their shirts with 100 items like stickers or dots. It’s a great way to get creative while also reinforcing the number!
2. Old Age Theme
Dressing up as a senior citizen is always a hit! I remember seeing kids with gray wigs, glasses, and canes, and it brought so much joy.
What to Buy:
- A gray wig or spray hair color
- Large glasses
- A shawl or cardigan
- A cane (you can make one from a cardboard tube)
Tips:
Add some funny signs like “I’ve been in school for 100 years!” to enhance the theme.
3. 100 Animals
This idea allows for a variety of interpretations. I love the creativity that comes with dressing up as an animal or even a collection of animals!
What to Buy:
- Animal onesies or costumes
- DIY animal ears (headbands)
- Face paint for added effect
Tips:
Consider creating a collage of 100 animal stickers or drawings to carry as a prop!
4. 100th Day of School Superhero
Who doesn’t love a superhero? This theme allows kids to create their own superhero identity to celebrate their achievements.
What to Buy:
- A cape (you can make one from a towel or fabric)
- A mask (easy to create with felt)
- A t-shirt with a “100” logo
Tips:
Let them come up with a superhero name related to the 100th day, like “Captain 100”!
5. 100 Pieces of Candy
This theme is both fun and sweet! I love the idea of incorporating candy into the outfit.
What to Buy:
- An oversized shirt or dress
- Plastic candy or candy-themed fabric
- A candy bag or bucket
Tips:
Kids can carry a bag filled with 100 pieces of candy to share with classmates!
6. 100 Years of Fashion
What a fun way to explore history through fashion! I love the idea of dressing in styles from different decades.
What to Buy:
- Vintage clothing pieces (thrift stores are great for this)
- Accessories that represent different eras
Tips:
Kids can create a timeline of 100 years by showing different fashion styles through the decades!
7. DIY Costumes
If you’re feeling crafty, consider making your own costumes! I’ve had so much fun putting together unique outfits using items we already have at home.
What to Buy:
- Basic clothing items (t-shirts, pants, skirts)
- Craft supplies (fabric scraps, glue, scissors)
Tips:
Let kids brainstorm their ideas and create something truly unique that represents their personality!
The 100th day of school is a fantastic opportunity to celebrate learning and creativity. I hope this buying guide inspires you to put together a fun outfit that reflects the joy of reaching this milestone. Remember, the best part is to have fun and enjoy the process of creating something special with your child! Happy 100th day!
Author Profile
-
Judith Dunham is a lifelong lover of thoughtful living and intentional shopping. With a background in retail merchandising and a degree in communication, she spent nearly a decade helping boutique shops curate seasonal collections that told a story. Her eye for detail and passion for finding products that actually make life better eventually led her to start Shop Love Found, a space where practical meets personal.
Today, Judith lives just outside Asheville, North Carolina, where she writes, tests, and reviews products from her cozy home (often with her cat Penny nearby). Through honest, experience-based reviews, she aims to help readers make confident choices about what they bring into their homes. Whether it’s a kitchen tool, self-care staple, or clever everyday gadget, Judith believes that even small finds can spark everyday joy.
Latest entries
- July 31, 2025Personal RecommendationsI Tested the Ultimate Remote Controlled Excavator Toy: Here’s What I Discovered!
- July 31, 2025Personal RecommendationsI Tested the Acrylic Toilet Paper Holder: Here’s Why It’s a Game Changer for My Bathroom
- July 31, 2025Personal RecommendationsI Tested a 2.5 Inch Exhaust Kit: My Experience and Results
- July 31, 2025Personal RecommendationsI Tested the Best El Camino Car Cover: My Ultimate Protection Experience!