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Best Books for Kids 2020: Self-Esteem and Confidence

December 1, 2020

I've thought long and hard about the best books for kids 2020. It's been an odd year; so odd, in fact, that my child said I might as well go ahead and give her all her Christmas gifts early. (Nice try.)

Not that things were necessarily easy when we were little--the playground could be a pretty rough place for everyone, and definitely so for a highly sensitive soul like mine. 

Fortunately, some of the best things from our childhoods are still around: great books. They were an incredible source of comfort and connection for me when I was a child, and they are for my child now, too.

That's part of the reason I've chosen some classics to represent the best books for kids 2020 -- keeping the eternal goodness of books alive and well!

I'm keenly aware of how books can help build a child's self-esteem and confidence in this ever-changing world.

Best books for kids 2020 -- benefits of reading to children

Did you know that reading books has particular benefits when you read them aloud together with your child? As Rasumussen College describes in this report, there are many benefits of reading aloud--not only to little kids, but from prenatal days all the way to adolescence! Wow!

That said, when I read to my kiddo and as I've admitted before, I'm something of a book snob. (Forgive me.) I really like good books that we can enjoy together and that engage us both. If I'm going to read a book 10,000 times (as I undoubtedly will), I want to like it, too.

Here are some of our top picks for best books for 2020, for ages 3-8 -- give or take a bit

Like I was, my daughter is a gentle and sensitive soul. She approves these as being among the best books for kids 2020, just like I do. Here's what we enjoy about each of them, along with how they build self-esteem and confidence! (afflinks)

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Click on each title to see it on Amazon. 

1. I'm Gonna Like Me

Best Books for Kids 2020

Although I typically promote lesser-known authors, this great book for children just happens to be written by a celebrity. What we like most is that it's just an all around feel-good book.

Bonus points that it's witty and downright entertaining. My child and I come away smiling after we read it, even for the millionth time. No matter what mistakes the boy and girl (the main characters) make, they like themselves, anyway. When other kids are unkind, no problem.

Their self-esteem and confidence are independent of others kids' opinions of them (hello, playground wisdom)! (Special note to parents of sensitive kiddos: the so-called unkindness is extremely mild and the positive message is more than strong enough to compensate for it.)

Sometimes life hands us lemons, and these two choose to rise above it every time. We've read this book at least once per week for the past three years or so. It stands the test of time in our house!

2. The Girl Who Never Made Mistakes

Best Books for Kids 2020

I'll begin by saying that I watched a 20-something year-old man tear up (slightly) as he read this one. If your child has ever lamented that his or her creation didn't come out "perfectly," this will resonate. It did very much for my child, just as it did for me.

The character, despite being "perfect" for most of the book, is somehow completely relatable at the same time. If ever there were a book that tells a child that it's okay to relax and enjoy who he or she is, this is it, in our opinion.

It so beautifully captures the joy of letting go of small or big anxieties about who we are. It gives us permission to like ourselves despite our imperfections. What a wonderful gift!

As one final bonus reason I put this among the best books for kids 2020, is that it's SO relatable. We've watched the world turn upside-down this year, and frankly, many of us have made mistakes in front of our kids. This is a great book to help us all feel a bit more normal and connected through our imperfections.

3. Ish

Best Books for Kids 2020

Similar to the book above, the main character in this story wants his drawings to be perfect and is devastated when someone criticizes his work. When he learns that it's okay to be "good enough," he thrives and rediscovers the joy he had lost.

This is on our list of best books for children 2020 because it emphasizes "process over product"---the philosophy that learning happens through the joy of the creation itself, rather than how it looks in the end.

No one can live up to perfection, and this book makes it perfectly okay to just do the best you can.

4. It's Okay to Be Different

Best Books for Kids 2020

Well, the title pretty much sums it up! The pictures are silly and simple. The author chooses lots of ways people can be different, and the core of the message is simply that "You're alright just as you are." What an empowering message for kids of all ages. When it comes right down to it, have you ever met anyone who's not different from everyone else in some wonderful way? Anything that boosts kids' self-esteem and confidence, and helps them accept themselves just the way they are, will make it onto our best books for kids list.

5. Zoey & Sassafras

Best Books for Kids 2020

We think this is among the very best kids' book series. 

These differ from the others on our list in that they're chapter books, but they're appropriate even for young boys and girls. We started reading them when my child was about four years old. By five, she didn't want us to put them down. Still at 7 and with no end in sight, these make our best books for kids 2020 list because they're sincerely engaging. (Even my husband and I look forward to reading them. My guess is that they have no expiration date age-wise, ever.)

Even I wondered how the protagonist of the stories would help each of the magical animals she encountered. The writing is fantastic. The creativity is solid.

And when it comes to building kids' self-esteem and confidence, there's nothing like watching a child who persists despite adversity and solves tricky problems, to show the value of never giving up. She believes in herself and models how to do that. For what it's worth, I've even caught my husband turning pages when our child is nowhere around. They're that good.

6. Made by Raffi

Best Books for Kids 2020

The main character, Raffi, is so extremely relatable, feeling different from other kids and wondering if all kids feel that way. He wonders if he’s “normal,” just like many children have. And by “many” children, I mean every human who’s ever been a child. (Yep, that’s all of us.) This book addresses stereotypes of all kinds and how the protagonist finds self-confidence and acceptance, even when everyone else isn't quite like him. It’s a book every parent should read to his or her child, and then read to his or her own inner child, too. It’s exactly the right combination of feel-good message along with important life lesson.

7. Scaredy Squirrel Makes a Friend

Best Books for Kids 2020

Many of us are comfortable only within our "safe zones," and Scaredy is no exception. He's about as endearing as they come, with all sorts of irrational fears about coming out of his proverbial shell (or in this case, his tree).

Hilariously, we get to join him on his journey to build confidence and trust that the world isn't quite as dangerous as he fears. Like many of these books, it's stood the test of time in our house.

It always makes me smirk, no matter how many times we read it together. It's an excellent (albeit intentionally silly) model to help kids' build self-esteem and confidence.

8. Rosie Revere, Engineer

Best Books for Kids 2020

Rosie has a passion, but she hides it away for fear of mockery. As this story unfolds, however, she transforms into a bold and confident inventor.

What we like about this book is how it demonstrates that even people with good intentions can inadvertently turn kids away from their dreams; but Rosie overcomes that. We all face adversity in life, but this book helps kids build self-esteem and confidence even after emotional roadblocks.

We love how she recovers from the letdowns and bravely pursues her passion!

9. Little Iffy Learns to Fly

Best Books for Kids 2020

A great book for younger kids, this is a sweet and wonderful book for children. It speaks beautifully to trusting kids' natural development and readiness for milestones, and how pressure to make them do things before they're ready seldom works.

Despite adversity, Iffy finds himself in a situation that he didn't really want, but proves to himself that he's braver and stronger than he thought. We cheer for this little creature when his confidence shines through, feeling a sense of recognition in ourselves along his journey.

10. Nadia: The Girl Who Couldn't Sit Still

Best Books for Kids 2020

Based on the true story of Nadia Comaneci, Olympic gold medalist, this is another wonderful example of a child overcoming adversity through incredible persistence.

Although my impression of Nadia is that she was confident from the beginning, it would've been easy for her to lose hope along her journey. She didn't start out as one of the best gymnasts in the world. She experienced failure.

But she kept trying, believing in herself and in her abilities. Knowing that the real Nadia went through all of this before success came, it's a lovely example for children to help them build self-esteem and confidence.

11. Beautiful Oops

Best Books for Kids 2020

My child received this as a gift when she was three. Still now, she loves to read it. With few words, it's a great introduction for showing kids that mistakes can turn out alright, with the right perspective. There's always a bright side, even when something goes wrong!

We believe that if kids can internalize that they can choose their responses to situations that don't turn out how they want, they'll be better off in the long run.

12. Mae Among the Stars

Best Books for Kids 2020

So many of us have had others' agendas imposed upon us, and we've been left to wonder what life would've been like had we pursued our dreams. This is a beautiful story that addresses just that.

Mae, the protagonist of this story, decides she won't settle for what others want. She rises above others' doubts and finds her joy. As I read this book, I wanted to be Mae. She's strong; brave; real. She perseveres.

This is undoubtedly on our list of best books for kids 2020 to help them believe in themselves.

13. The Little Engine That Could

Best Books for Kids 2020

If this isn't the classic children's book to build self-esteem and confidence, I don't know what is. (Heads up to parents of sensitive kiddos: two of the trains bothered my child just a little until she was about 5, so we skipped them until she was ready.)

The little blue engine, as we all know, isn't the biggest or the strongest, but she believes in herself. She has enough heart to pull a load much greater than her own, up a much higher obstacle than she's encountered before. When it all comes down to it, that's exactly what I want my child to know she's capable of.

14. Elephant and Piggie Series

Best Books for Kids 2020

What's not to love about Piggie and Gerald? These books are funny and clever. As in, they make my husband and me laugh, not to mention our child.

Moreover, they almost always gently teach a lesson; share a moral, at child-level, that's one the child can take with them throughout their life. Best friend trouble? Difficulty sharing? Navigating someone new who wants to play? These and so many more topics are covered beautifully--and always with a happy ending.

P.S. Make sure to check for the sneaky pigeon at the end. He's always up to something.


Of course, the best way to help your child internalize these wonderful messages is to not only read the books together, but to discuss them, too. What a wonderful way to connect! 

Disclaimer:  All advice and guidance offered on this site is not medical guidance and should not be interpreted as such, and the owner of this site is not responsible for individual outcomes.

I am not a physician, psychologist, or counselor, nor am I licensed to offer therapy or medical advice of any kind. I am a certified conscious parenting coach and my courses, blog posts, and all other guidance are based on my training and experience. If you are having an emergency or are in crisis please call 911, or the National Suicide Prevention Line (800-273-8255), or text the Crisis Text Line at 741741.

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