Top 15 Most Challenging Errands to Run with Kids

We all know that errands can be a real headache, especially when you’ve got little ones in tow. Let’s face it: every errand feels like a monumental task, but I’ve compiled a list of the top 15 that are particularly brutal.

15. Clothing Shopping

Finding clothes that fit post-kids is tough enough, but throw kids into the mix and it’s a whole new level of chaos. Trying on anything—shirts, swimsuits, or even undergarments—can turn into a race against time. You might find yourself dodging fights, snack requests, and lost pacifiers all while trying to squeeze into that tiny dressing room.

14. Oil Change

Ah yes, the oil change. Because what kid wouldn’t be entertained by a magazine about tires and a water cooler that’s just their height? And don’t forget the stale candies—perfect for causing a sugar rush when you least need it.

13. Gift Store

Expensive toys and delicate trinkets? What could possibly go wrong? Until your baby decides to explore the Precious Moments display and your toddler insists on taking home a glittery kitty calendar. Brace yourself for disaster.

12. Pharmacy

You know that feeling when your prescription isn’t ready? Now you’ve got two kiddos who are starving and tired, and what was supposed to be a quick stop has turned into an epic quest through Target. You might find yourself sneaking Goldfish crackers from your purse just to keep the peace.

11. Dry Cleaners

So you pick up the freshly pressed clothes, but your toddler suddenly bolts for the door. Now you’ve got one arm full of clothes and the other hand trying to wrangle a runaway child. Just when you think you’ve survived, you realize you left your bank card at home.

10. Doctor’s Appointments

After an eternity in the waiting room, you finally get into the exam room—only to endure even more waiting while your kids turn it into a playground. Forget about looking at magazines; it’s about survival as they scale furniture and explore every drawer.

9. Vet Visits

Adding a pet into the mix of your human children is just a recipe for disaster. Trying to manage a rambunctious puppy, a toddler, and a baby is no small feat. Good luck keeping everyone calm in public!

8. Home Improvement Store

Wide aisles are great until you’re waiting in line for a paint match, and suddenly your toddler has turned into a mini Jackson Pollock with fluorescent paint. And don’t even get me started on the bolts that somehow end up on the baby’s toe.

7. The DMV

Do I really need to say anything about this? The DMV is a nightmare under any circumstances, but with kids? It’s basically a form of torture.

6. Toy Store

You might think you can navigate this one as a pro, but the moment your toddler spots the toy section, you’re done for. Your best-laid plans go out the window faster than you can say “no”.

5. Your Own Doctor’s Appointments

You arrived on time, but of course, the doctor is running late. Your snacks are gone and your kids are bouncing off the walls. The receptionist’s glare as you leave is the perfect cherry on top of a chaotic day.

4. Lunch Meetings

You think you can multitask by bringing the kids along for a quick lunch meeting, but as soon as the food arrives, chaos ensues. Suddenly you’re dealing with paper napkin dunking and food flying everywhere.

3. Grocery Store

Finding a cart for two kids is nearly impossible, and when you finally do, your toddler is begging for treats while the baby tries to escape. By the end of it, you’ve forgotten the one item you really needed: milk.

2. The Bank

Even with a double stroller, the moment one child sees the candy at the teller’s desk, it’s meltdown central. The hard candies are a choking hazard, which means you’re in for 20 minutes of epic tantrums.

1. Post Office

You finally decide to send your cousin’s gift, but once you’re in the post office, you realize the stroller would have made things easier. Your toddler is wreaking havoc while you scramble to remember your cousin’s address. Spoiler alert: you probably forgot it.

Running errands with kids can feel like a circus act—one misstep and it’s pure chaos. If you’re looking for more tips on navigating parenthood, check out this post on home insemination, which can be a helpful resource for growing your family.

In summary, these errands can turn into a test of patience and endurance when kids are involved. From chaotic trips to the grocery store to the never-ending wait at the DMV, it’s clear that having little ones with you can make even the simplest task feel monumental.