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The Thoughtful Parent

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Back to School Prep: Tips and Products to Ease the Transition

August 6, 2025 by Amy Webb, Ph.D.

Sneak peek: Back-to-school preparation involves more than just buying school supplies. By tuning into your child’s emotional needs, you can help them start the year off right.

August is here, which means back to school is approaching quickly. Some schools, like ours, start back in the middle of the month! The transition back to school is legitimately challenging for both parents and children. While many parents (maybe even me) are a little excited to have some much-needed quiet/work time while the kids are in school, the transition can still be a lot.

Take a second to look at it from your child’s perspective: they go from having tons of freedom, going to camp or playing at home during the summer, to the rigid school routine. Of course, as in all things, every child is different. I know some children who really enjoy school and are eager to return. Mine, on the other hand, dread it like the plague. That being said, all children will likely do better with this transition if you support them in both emotional and tangible ways. Back-to-school preparation is about way more than school supplies—it requires us to slow down a bit and connect with our kids on an emotional level.

Emotional preparation for back to school

Back-to-school season kind of sums up the general parenting dilemma that we face almost every day—finding the balance between firm boundaries and empathetic care for our children. It’s not an easy line to walk, but it can be done. Empathetic but not permissive; firm but not cruel.

back to school preparation for kids

Tips for handling common back-to-school challenges

1. My child doesn’t want to go to school at all

Sometimes school resistance is rooted in anxieties and worries about the new school year. I’ll address those issues below, but if you feel your child’s refusal centers on simply disliking school, that’s a different issue.

Allow choices when possible. Given that going to school is mandatory, try to offer choices in other areas that allow your child some initiative in the process. Perhaps allow them to pick out their own backpack, lunchbox, first-day outfit, etc. Even small choices may help the process go more smoothly.

Empathize while still maintaining boundaries.
Understanding your child’s feelings is a must. We can hear their feelings, but remind them that school is a must. Sometimes, simply being open to hearing the difficult feelings is just the outlet they need. Remember that firm but kind balance.

back to school anxiety

Discuss any worries or concerns. Ask if they have particular worries or uncertainties about aspects of school. Young children in particular may not have the language to describe what they’re feeling, so you may have to probe a little.

2. My child is anxious about going back to school

Worries about going back to school are common, but it doesn’t make them any easier to overcome. Remember that this type of typical childhood stress usually isn’t harmful or a sign of a serious anxiety problem, especially if they have you to support them. Although it’s tricky now, helping your child through these anxious feelings will help them build healthy coping skills for future anxieties.

If the school anxiety or school refusal continues for weeks or months, it might be time to seek out help from a psychologist, school counselor, or pediatrician.

Related reading: The Myth of a Stress-Free Childhood

Discuss their feelings in particular. Part of back-to-school preparation might be discussing with them what specific parts of the school day they are concerned about. Brainstorm ways they can deal with those times more easily. For example, if they’re worried about not having a friend to sit with at lunch, come up with a plan for what they can do if none of their friends are available. Perhaps they bring a book to read or look for another child who does not have a lunch friend to sit with. 

Meet the teacher ahead of time. If possible, try to have your child meet their new teacher prior to school starting. Many schools have a night just for this, and it can be a huge help in easing anxiety.

Have a playdate with classmates. Especially if your child is new to the school, try to find out if there are any grade-level playdates before school starts. If not, suggest one yourself. Many schools have parent or class groups on Facebook where you can post about this or find existing playdates.

Related reading: To Parents on the First Day of Kindergarten: What Your Child Really Needs from You

Walk through the day mentally. Sometimes anxiety stems from a fear of the unknown. If you have an idea of the schedule for the school day, talk through it with your child mentally. Remind them what happens first, when lunch occurs, etc. Since young children don’t have a strong sense of time, use times in the schedule to remind them when pickup happens: “Remember, I’ll pick you up right after music class.”

Create a goodbye ritual. If your child struggles with separating from you at school drop-off, consider creating a special goodbye ritual that helps them know you’re still connected to them, even if they’re at school. Remember that sweet ritual in the book The Kissing Hand? A ritual like that may help. Or consider each of you drawing a heart on your wrist to remind your child that you’re thinking of them all day.

the kissing hand
felix goes to preschool

Back-to-school supplies and products

In addition to the emotional back-to-school preparation, children need actual supplies too. I’m always shocked at how much they can physically grow and change in just the 2.5 months of summer. A few weeks before the first day is the time to check on shoe sizes (especially if your kids have worn Crocs all summer like mine), clothing, backpacks, etc.

Here are a few of my favorite back-to-school items I’ve used over the years for my boys

Plae Shoes

I first thought of this brand as just for toddler shoes—and they do have excellent ones, but now I see they have shoes for all ages, even adults. Their trendy designs will have even your pickiest child intrigued. Better yet, these shoes are so well-designed that my inner research nerd is jumping for joy. They’re hand-crafted so they are built to last through the roughest play—hence the name Plae.

My child development background tells me that barefoot play is ideal for helping kids learn about balance and how their bodies move. But there are always times when kids need to wear shoes, so these are the next best thing. The shoes are engineered to support natural movement, helping children better sense their surroundings and stay aware of their body’s position in space (proprioception).

plae shoes for back to school
plae toddler shoes

Mabel’s Labels

I know it may seem like name labels are not a big deal, but if you’ve ever had to buy the 3rd or 4th water bottle, lunchbox of the school year, you know they are important. Mabel’s Labels are remarkably durable. I bought one pack for each of my boys and it lasted for years because they don’t rub off, wash off, etc.

labels for back to school
child labels for clothing
mabels labels

Ticonderoga Pencils

The most basic of all school supplies, but even with pencils, quality matters. All the teachers I know request this brand and for good reason. They last longer and are less likely to break. Stock up!

back to school pencils

PackIt Freezable Lunch Box

These lunch boxes are another must-have item. The whole thing freezes so you don’t have to worry about a cooler block insert to keep food cold. Brilliant! My son has used his for many baseball trips and it has held up well without any tears or rips.

back to school lunch box
back to school lunchbox

Takeya Water Bottle

I’ve just recently upgraded to this water bottle from my cheap plastic ones and it’s great. It keep water cold for hours and it comes in several sizes so you can find one to fit in your child’s backpack.

back to school water bottle

Insulated Food Thermos

My kids eat school lunch most of the time (it’s actually decent), but on the occasional days when they need to pack a lunch, these come in handy. We mostly use them for warm food like soups, chili, or even leftovers. They keep food warm until lunchtime and are easy to clean.

back to school prep food thermos

Athletic Socks

I don’t know if it’s just because they’re boys, but my kids go through socks like crazy. These have worked well for them.

back to school socks

If you’re looking for lower cut socks, especially for teen girls, these are great. I just recently got these for myself and they’re great for wearing with sneakers.

back to school girls socks

Academic Planner

If your kids are middle school age or older, an academic planner is key. I still encourage them to use a paper version so everything is laid out in front of them without digital distractions.

back to school planner

Reading Comprehension Cards

A little extra reading practice is always a good idea. I found these cards last year and used them with my youngest son. He didn’t mind doing them because they’re quick—he usually read a few as he ate breakfast or a snack. They just give a little boost to keep reading on track. They come in many different reading levels, as well as focus on different skills.

back to school reading comprehension
Category: EducationTag: back to school, child development, education, parenting, preschoolers, teens

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Amy Webb
As a mom of two young boys, I’ve seen first-hand how research-based child development information, combined with intuition, can guide you through your parenting journey. Although I have a Ph.D.in Human Development and Family Sciences, many of my real parenting discoveries have come through my experience. I believe parenting with confidence comes from knowledge; parenting with grace comes from insight. Join me on this parenting journey of learning and discovery

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