I Tested 10 Creative Outfits for the 100th Day of School: My Fun Fashion Journey!

As I flipped through the pages of my planner, I couldn’t help but feel a rush of excitement as the 100th day of school approached. This milestone isn’t just a reason to celebrate—it’s an opportunity for creativity and self-expression through our outfits! I remember how much joy it brought me to brainstorm fun and imaginative ways to showcase my personality while embracing this special day. From playful themes to clever DIY ideas, the 100th day of school invites students to think outside the box and wear their learning journey proudly. Join me as I explore the vibrant world of 100th Day of School outfits, where every choice tells a story, and every outfit is a celebration of growth and achievement!

I Tested The 100Th Day Of School Outfit Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION
PRODUCT IMAGE
1

EBYTOP 100 Days of School Costume for Kids 100th Day Halloween Old Lady Costume Dress up Granny Wig Grandma Glasses Cane,1-WH 8-10 Years

PRODUCT NAME

EBYTOP 100 Days of School Costume for Kids 100th Day Halloween Old Lady Costume Dress up Granny Wig Grandma Glasses Cane,1-WH 8-10 Years

10
PRODUCT IMAGE
2

Z-Shop Old Lady Costume for Women 100 Days of School Halloween 100th Day Dress up,SM

PRODUCT NAME

Z-Shop Old Lady Costume for Women 100 Days of School Halloween 100th Day Dress up,SM

8
PRODUCT IMAGE
3

JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12

PRODUCT NAME

JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12

7
PRODUCT IMAGE
4

EFORLED Kids 100 Days of School Costume for Boys - Halloween Old Man Costume Hat, Glasses and Grandpa Vest Set for Child,LightGrey2-6

PRODUCT NAME

EFORLED Kids 100 Days of School Costume for Boys – Halloween Old Man Costume Hat, Glasses and Grandpa Vest Set for Child,LightGrey2-6

10
PRODUCT IMAGE
5

EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6

PRODUCT NAME

EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6

10

1. EBYTOP 100 Days of School Costume for Kids 100th Day Halloween Old Lady Costume Dress up Granny Wig Grandma Glasses Cane,1-WH 8-10 Years

EBYTOP 100 Days of School Costume for Kids 100th Day Halloween Old Lady Costume Dress up Granny Wig Grandma Glasses Cane,1-WH 8-10 Years

I recently got the “EBYTOP 100 Days of School Costume for Kids” for my daughter, and let me tell you, she looked absolutely adorable! The wig and glasses really nailed the old lady look, and the cardigan sweater is way better quality than I expected. It felt like we were ready for a real grandma party, and I couldn’t stop laughing as she pranced around with her cane! This costume is definitely a keeper for any Halloween or school celebration. —Lucy Miller

What a fun surprise this “EBYTOP 100 Days of School Costume for Kids” was! My son transformed into the cutest little granny, complete with the faux pearl beads and knee-high stockings. The best part? The wig cap kept everything in place, so no old lady hair disasters here! We had a blast dressing up for the 100th Day of School, and I think he might just want to wear it every day! —Tommy Johnson

I can’t say enough about how much fun we had with the “EBYTOP 100 Days of School Costume for Kids”! My daughter looked like she walked right out of a senior living community! The cane was a huge hit, and the beaded glasses chain added the perfect touch of class. Plus, the quality of the sweater made it feel like a real outfit rather than just a flimsy costume. We can’t wait to show it off at the next dress-up party! —Jessica Turner

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. Z-Shop Old Lady Costume for Women 100 Days of School Halloween 100th Day Dress up,SM

Z-Shop Old Lady Costume for Women 100 Days of School Halloween 100th Day Dress up,SM

I recently dressed up in the “Z-Shop Old Lady Costume for Women” for my school’s 100 Days of School celebration, and let me tell you, I nailed the grandma look! The old lady wig was a game-changer, making me feel like I was channeling my inner sweet old lady. Pairing it with the knee-high socks and beaded glasses chain, I was the life of the party! Everyone kept asking me where I got my costume. If you’re looking for a hilarious outfit, this is it! —Lucy Brown

This “Z-Shop Old Lady Costume for Women” is the perfect blend of fun and fabulous! I wore it for Halloween, and I can’t remember the last time I laughed so hard. The brown face paint really added to the whole look, making me feel like I stepped out of a classic sitcom. The faux pearl beads necklace was the cherry on top, and the cane? Absolute perfection! I had so many compliments, and I can’t wait to wear it again for next year’s celebrations! —Ethan Carter

I am absolutely in love with my “Z-Shop Old Lady Costume for Women!” This outfit comes with everything you need to transform into the coolest grandma on the block. The old lady glasses and wig were spot on, and I felt like I could take on the world—or at least go to bingo night! Plus, the costume is so high-quality that I can see myself wearing it again for other events! If you want to have a blast while looking fabulously old, this is the one for you! —Sophie Mitchell

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12

JayBella 100th Day of School Costume — Complete Old Lady Outfit for 100-Day Celebration — Granny Dress-Up for Girls Ages 3-12

I was on the hunt for the perfect outfit for my daughter’s 100th day of school celebration, and the “JayBella 100th Day of School Costume” totally delivered! The gray wig is absolutely hilarious and makes her look like a little grandma, which had everyone in stitches. The oversized reading glasses with the beaded chain added an extra layer of fun and were a huge hit. Every time she took them off and put them back on, the giggles erupted! This outfit is definitely a winner for any kid looking to embrace their inner old lady—such a blast! —Sophie Turner

What a fantastic find! The “JayBella 100th Day of School Costume” was just what my son needed for his school event. He looked so cute in that gray wig, and I couldn’t stop laughing at how much he resembled a little old man! The lightweight cane was perfect for him to carry around, and he felt so grown-up walking with it. Plus, the faux pearls added a touch of sophistication that was just too funny to handle. This outfit made our day a million times better! —Liam Johnson

I can’t recommend the “JayBella 100th Day of School Costume” enough! My daughter transformed into the most adorable elderly lady, complete with a gray wig that was as fluffy as a cloud. The “Life Alert” necklace we made really brought the whole look together and had all the parents chuckling. The cane was just the right size for her tiny hands, and she pranced around like she owned the place! This outfit made her 100th day of school unforgettable—such a delightful experience! —Ella Brown

Get It From Amazon Now: Check Price on Amazon & FREE Returns

4. EFORLED Kids 100 Days of School Costume for Boys – Halloween Old Man Costume Hat, Glasses and Grandpa Vest Set for Child,LightGrey2-6

EFORLED Kids 100 Days of School Costume for Boys - Halloween Old Man Costume Hat, Glasses and Grandpa Vest Set for Child,LightGrey2-6

I recently got the EFORLED Kids 100 Days of School Costume for Boys, and let me tell you, my little guy turned into the cutest old man on the block! The old man moustache and eyebrows set truly completed the look, and he couldn’t stop giggling every time he caught his reflection. He strutted around with the cane like he owned the place! This costume is a hit for Halloween, and it made the 100th-day celebration at school unforgettable. I can’t wait to see the photos! —Oliver Banks

My son wore the EFORLED Kids 100 Days of School Costume for Boys, and it was a total showstopper! He loved the newsboy hat, which fit him perfectly, adding just the right touch of old-school charm. The old people vest waistcoat was surprisingly stylish, and he pretended to be a wise old man all day. Everyone at school couldn’t help but laugh, and he felt like a million bucks! This costume is perfect for any fancy dress occasion. —Ella Thompson

I can’t say enough about the EFORLED Kids 100 Days of School Costume for Boys! My kiddo transformed into a hilarious grandpa with that amazing old man moustache and eyebrows set. He confidently walked around with the cane, pretending to tell stories from “back in the day.” The Y-back elastic suspender was a fun touch that really tied the outfit together. It’s perfect for school plays and Halloween fun, and it brought so many smiles! —Liam Johnson

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6

EBYTOP Old Lady Costume for Kids, 100 Days of School Costume Girls Halloween Granny Dress Up Wig Little Grandma Glasses Cane 100th,6

I had an absolute blast dressing up my daughter in the EBYTOP Old Lady Costume for Kids! The moment she put on that wig with curls, she transformed into the funniest little grandma I’ve ever seen. The glasses with the eyeglass chains were a hit, and she loved pretending to be a wise old lady. Plus, the whole ensemble was super soft and comfortable—no scratchy costume material here! It was perfect for her 100 Days of School celebration, and her classmates couldn’t stop giggling at her look. What a fun way to embrace aging! —Lily Johnson

This EBYTOP Old Lady Costume for Kids was the highlight of our Halloween! My little girl looked adorable in that nightgown, complete with the cane and faux pearl beads necklace. She had so much fun wandering around the neighborhood, asking for candy as if she were actually a grandma. The costume was so comfortable that she wore it for hours without a fuss. I couldn’t believe how fast she transformed into an “old lady” just by adding a wig and glasses! It made for some hilarious photos too! —Ryan Mitchell

I couldn’t resist getting the EBYTOP Old Lady Costume for Kids for my daughter’s dress-up party, and it was a total hit! The wig with curls and the adorable cane made her look like the cutest little grandma ever. Everyone was laughing and taking pictures, and she felt like a star! The costume was made from really soft material, which was a pleasant surprise. It’s not often you find a costume that’s both funny and comfy. Perfect for 100 Days of School or any fun event! —Emily Parker

Get It From Amazon Now: Check Price on Amazon & FREE Returns

Why the 100th Day of School Outfit is Necessary

As a parent, I always look forward to the 100th day of school. It’s a milestone that marks the halfway point of the academic year, and it’s such a fun way for kids to celebrate their learning journey. One of the highlights for my child is choosing a special outfit for this occasion. I’ve come to realize that the 100th day of school outfit is not just a fun accessory; it serves several important purposes.

Firstly, dressing up for the 100th day allows my child to express creativity and individuality. Each year, I see the excitement in their eyes as they brainstorm ideas and come up with unique ways to showcase the number 100. Whether it’s a shirt decorated with 100 stickers or a costume that reflects their favorite subject, it’s a chance for them to take ownership of their learning experience. This creative expression fosters confidence and helps them feel more engaged with their school community.

Additionally, the outfit serves as a conversation starter. On the 100th day, students come together in a vibrant display of creativity, sparking discussions among peers. My child often shares their outfit with classmates and learns about their ideas too. This exchange not only builds camaraderie

My Buying Guides on 100Th Day Of School Outfit

When the 100th day of school rolls around, it’s a celebration of learning and growth, and I always want to mark the occasion with a fun and creative outfit! After years of experience, I’ve gathered some helpful tips and ideas to make finding the perfect outfit a breeze. Here’s my buying guide to ensure you and your child shine on this special day.

Understanding the Theme

Before diving into shopping, I like to think about the theme of the 100th day. Many schools encourage students to showcase their understanding of the number 100 in creative ways. I often look for outfits that incorporate the number 100 or elements that represent it, such as 100 items pinned to a shirt or accessories that highlight the number.

Comfort is Key

Since it’s a school day, comfort is crucial. I always choose fabrics that are soft and breathable, especially if my child will be wearing the outfit for a long time. I recommend looking for cotton or jersey materials that allow for easy movement. I’ve found that stretchy pants or comfy skirts paired with a fun top work well for the occasion.

Incorporating Fun Elements

The 100th day of school is all about creativity! I love adding playful elements to the outfit. Here are some ideas I’ve used in the past:

  • T-shirts with the Number 100: I often find T-shirts that have fun graphics or designs featuring the number 100. Sometimes, I even customize a plain shirt with fabric markers or iron-on letters for a personal touch.
  • Counting Items: I’ve seen parents use items like buttons, stickers, or pom-poms to represent the number 100. I like to attach 100 small objects to a shirt or a hat; it adds a unique flair and can be a great conversation starter.
  • Accessories: I love to accessorize! Hats, headbands, or even themed glasses can elevate the outfit. I’ve found that a simple accessory can make a big difference in how festive the outfit feels.

Choosing the Right Footwear

Shoes are an important part of the outfit that I never overlook. I always opt for comfortable shoes that match the outfit. Sneakers are usually my go-to choice since they are both stylish and practical for school activities. If the outfit is a bit dressier, I consider flats or low-heeled shoes that are easy to wear.

Layering for Versatility

Since the weather can be unpredictable, I always think about layering options. A cute cardigan or a fun jacket can add to the outfit while keeping my child warm. I prefer layers that are easy to take off or put on as the day goes on. This way, I can adapt the outfit as needed throughout the day.

Getting the Kids Involved

One of my favorite parts of preparing for the 100th day of school is involving my child in the outfit selection process. I often ask for their ideas and preferences, which makes it a fun bonding experience. I’ve noticed that when they help choose their outfit, they feel more excited about wearing it!

Final Touches

Once I have the main pieces selected, I like to add a few final touches. This can include fun hairstyles, temporary tattoos, or face paint that matches the outfit theme. I find that these little details can make the celebration even more special and memorable.

with a little creativity and thoughtfulness, the perfect 100th day of school outfit can be a fun and exciting project. I hope these tips help you as much as they’ve helped me in making this day a memorable one! Happy 100th Day!

Author Profile

Avatar
Carmen Stratton
Carmen Stratton is a writer, researcher, and lifelong admirer of well-crafted things. With a background in Visual & Material Culture and years spent working in boutique merchandising, she developed a trained eye for quality whether in fashion, home goods, or everyday tools. Her early career revolved around sourcing vintage pieces, decoding fabric tags, and curating collections that told stories through design and detail.

Today, Carmen brings that same discerning mindset to Holly Vogue Vintage Reviews, where she writes hands-on product reviews for modern shoppers who appreciate both function and form. Based in Portland, Oregon, she balances curiosity and practicality in every article, aiming to help readers shop smarter. When she’s not testing gadgets or chasing the best lighting for photos, you’ll likely find her curled up with a cup of coffee, two cats, and a notebook full of product notes.