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Back to School: Toddler Edition
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items Everything that got my toddler through the first weeks of school — labeled, spill-proof, and tough enough to survive a 3-year-old.
The leakproof ones are non-negotiable — my toddler's backpack survived a full semester without one soggy disaster.
Kids Water Bottles and Tumblers - Fun Leakproof Designs
Stamped every jacket, shirt, and bib in about 20 minutes — nothing came home unlabeled this year.
Name Stamp for Kids Clothing, Personalized
Perfect toddler size — he can actually carry it himself, and the chest strap keeps it from sliding off.
Kids Backpacks
These hold up to the playground AND the washing machine — I've bought the same set twice.
Toddler and Kid School Uniforms
The compartments keep everything separated the way my picky eater demands — and the lid never leaks.
Shop for Kids | Bentgo® Official Site
Washable is the only kind allowed in my house — these come off walls, hands, and the kitchen table.
Crayola Ultra Clean Washable Large Crayons Bulk
Nap time at school went so much smoother once he had his own cozy mat — the attached blanket is genius.
Wildkin Nap Mat
Keeps everything cold until lunch and wipes clean when applesauce inevitably explodes.
Skip Hop Lunch Bag
For the inevitable accident outfit — seals in the mess and the smell until I can wash it.
Bumkins Waterproof Wet Bag for Baby & Travel
The purple goes on so they can see where they're gluing, then dries clear — less mess, more craft.
Elmer's Disappearing Purple School Glue Sticks ...
Art time without the panic — washes out of clothes and off the table with just water.
Crayola Washable Watercolor Paint Set for Kids
Goldfish stay IN the cup instead of all over the car seat — I keep one in the diaper bag too.
Munchkin Snack Catcher Containers for Kids
Saved so many school outfits — this smock takes the paint so his clothes don't have to.
Art Smocks For Children
Easy for little hands to pull on himself — independence unlocked at the door every morning.
Toddler Shoes
The cutest first-day photo prop — I cried a little filling in his age, not gonna lie.
First & Last Day of School Signs with 6 Pens
Mud-puddle season is real — waterproof rain boots keep little feet dry on the playground and the walk to school.
Rain Boots Waterproof Weather Shoes
Pairs perfectly with rain boots — a cozy rain jacket keeps them dry from head to toe on soggy school days.
Toddler Rain Jackets
Keeps mac and cheese warm until lunchtime — a lifesaver for picky toddler eaters.
Thermos Food Jar | Stainless Steel Sizes from 7oz to 27oz
The cutest little umbrella for rainy-day drop-offs — easy-grip handle made for tiny hands.
Zoobrella Little Kid Umbrella - Skip Hop
Blunt-tip scissors made for little hands — safe for classroom craft time and building those fine motor skills.
Fiskars Kids' 5'' Blunt Tip Scissors - Red: Safety Child ...
Volume-limiting headphones are a must for tablet time! These protect little ears during learning apps and long car rides.
JLab JBuddies Studio On-Ear Kids Wired Headphones, Grey/Blue, Studio Volume Safe, Volume Limiter, Folding, Adjustable, Noise Isolation, with Mic
Washable markers = mom sanity saver! These come off hands, clothes, and walls (ask me how I know).
Crayola Ultra-Clean Washable Broad Line Markers, 10 Ct, Back to School Supplies, Classroom Essentials for Teachers, Gift, 3+
A classroom staple! Play-Doh builds fine motor skills and keeps little hands busy. Stock up — it dries out fast with toddlers.
Play-Doh 4-Pack Classic Colors Modeling Compound, 3 oz Cans, Classroom Arts & Crafts for Kids 2+
Ditch the plastic baggies! These reusable snack bags are leak-proof and perfect for goldfish crackers on the go.
Joie Rainbow Reusable Snack Bags, Assorted Pack of 6 Leak-Proof Snack Bags for and Meals on the Go
Clip-on hand sanitizer for backpacks! The underwater friends design makes toddlers actually want to use it.
Scent Theory Underwater Friends Hand Sanitizer Spray Gift Set, 3 Sprays + 3 Clip-On Holders, 1 fl oz
I tuck one of these in his lunchbox every morning — takes two seconds and his teacher told me he shows them to his friends. The tear-off pad means I actually keep up with it.
101 Tear-Off Lunchbox Notes, Inspirational Quotes and Encouragement for Kids, Space to Write Personal Message
These are sized perfectly for a toddler lunchbox and they're like a dollar. I keep two in the freezer so there's always one ready. Way better than the chunky ones that don't fit.
Mainstays Kids 3" x 5" Reusable Lunch Box Ice Pack, Blue
We slide his practice sheets in these and he does them over and over with dry erase markers. Saves so much paper and keeps him busy on long car rides too.
Learning Resources Write-and-wipe Pockets, Classroom Supplies, Ages 3+
We go through SO much of this. 120 sheets for a few bucks and it keeps the boys cutting, gluing, and crafting all afternoon. Stock up.
Crayola Construction Paper, 120 Pages, School Supplies for Kindergarten, 10 Colors, Arts & Crafts Supplies, Classroom Must Haves
The classic 97-cent pencil box! Fits his crayons, glue stick, and scissors perfectly. I labeled it with the name stamp and it's survived the whole year so far.
Sterilite Small Pencil Box, Plastic Case with Hinged Lid and Snap Latch, Portable Storage for Back to School Supplies, Clear
His teacher's supply list basically begged for these lol. I grabbed the 3-pack because with my boys' germs we go through wipes like crazy. The fresh scent isn't overpowering and they actually cut through the playground grime on lunchboxes and little ...
Clorox Disinfecting Wipes, Fresh Scent & Crisp Lemon, 75 Count, 3 Pack
Another one straight from the supply list! I send the 4-pack because his classroom goes through tissues SO fast during cold season. These are gentler on little noses that need wiping 47 times a day lol. His teacher thanked me twice.
Kleenex Trusted Care 2-Ply Flat Box Facial Tissues, 4 Pack (640 Total Tissues)
765 stickers for under $3?! I use these on his reward chart and for bribing good behavior during homework time lol. The school icons are perfect - my 4-year-old will do ANYTHING for a star sticker. His teacher uses them too!
Hello Hobby Multicolor Teacher Reward Sticker Pad, School Icons, 765 Count
We use this for morning routine and potty training! He gets a sticker for getting dressed, brushing teeth, etc. The 32-page pad lasts forever and the 2300+ stickers mean I'm not running out. Game changer for the 3-year-old attitude lol.
KEEPJOY Incentive Charts,Behavior Reward Chart System, 32 Chore Chart Pad with 2328 Incentive Stickers to Develop Responsibility & Good Habits
Potty training + preschool = you NEED backups. I keep 3 pairs in his cubby and 2 in the backpack. The 10-pack is cheap enough that when one gets truly destroyed (you know what I mean lol) I don't cry about it. The tagless waistband doesn't bother him...
Fruit of the Loom Toddler Boy EverSoft Cotton Brief Underwear, 10 Pack, Sizes 2T-5T
Pairs perfectly with the write-and-wipe pockets! We go through these like crazy — the low-odor ones are a must for little noses. I keep spares in his pencil box.
Dry Erase Markers
These are so much easier than the stamp for bottles and lunchboxes! They survive the dishwasher and my boys think the animal designs are so cool. I label EVERYTHING now.
Personalized Name Labels for Kids (70 Labels)
Snack time savior! The crumb catcher actually catches the mess and they rinse clean in seconds. I keep one in his lunchbox and one at home — no more stained shirts!
Silicone Bibs
Buy the multi-pack, trust me! Between school and the playground we lose socks constantly. The grippy bottoms are perfect for classroom floors.
Socks For Toddlers
His teacher sends home artwork in these every Friday and they'd be crumpled without them! The bright colors make it easy for him to spot his folder in the cubby.
Pocket Folders For Kids
keeps his lunch cold till noon even in a hot classroom — and it actually survives the washing machine
Insulated Lunch Box For Kids
We read this every night the week before school started! It made the first drop-off SO much easier — he still asks for the llama when he's missing me. Bring tissues, mama 🦙💛
Llama Llama Misses Mama: Dewdney, Anna
Every toddler needs their own scissors for all the cutting practice! These Fiskars are the gold standard — the perfect size for little hands and they actually cut (unlike those flimsy ones). A must for the school supply list!
Fiskars 5" Pointed-Tip Scissors for Kids 4+
The next step up from crayons! My toddler is finally ready for colored pencils and these Crayola ones are perfect — they don't break the second he presses hard lol. Great for all the coloring sheets that come home from school.
Crayola Colored Pencil Set, 12 Ct, Pre- ...
His Bentgo is useless if he can't actually EAT the food lol. These have the fat easy-grip handles perfect for little hands, and they survive the dishwasher. I labeled them with the name labels and tossed a set in his lunchbox. Way better than the fli...
Munchkin® Raise™ Toddler Fork & Spoon Set
the kid-proof case has survived more drops than i can count — and the parental controls actually work. perfect for learning apps and long car rides
Amazon Fire HD 8 Kids Tablet (Newest Model)
art time at school without the paint-puddle panic — these actually don't spill when he knocks them over, which is daily lol. lids keep them fresh all week
30PCS Spill-Proof Paint Cups with Brushes & Lids
The ONLY cup that survived my toddler! He can sip from any side like a real cup (his dentist loves that) and it does not leak in his backpack - I tested it upside down over the sink like a crazy person. We own four!
Munchkin Miracle 360 Cups for Toddlers sippy
The chunky pencils teachers actually ask for!! Little hands can grip these so much easier while he is learning to write his name - no more frustration at the kitchen table. I buy the big pack because they wander off constantly lol!
Dixon Ticonderoga Beginners Jumbo Pencil
320 pages of preschool practice! We do a couple pages at the kitchen table while dinner cooks — letters, numbers, and tracing he actually asks for. School readiness without the battle.
School Zone Big Preschool Workbook: 320 Pages