Diary of a Wimpy Kid Series Review: A Book-by-Book Guide for Parents and Young Readers

Diary of a Wimpy Kid Series Review: A Book-by-Book Guide for Parents and Young Readers

If you’ve ever wandered through the children’s section of a bookstore, you’ve definitely spotted Jeff Kinney’s bestselling Diary of a Wimpy Kid series. With its doodle-style illustrations, laugh-out-loud humor, and painfully relatable middle school struggles, this series has become a modern classic for kids aged 8–12 (and adults who secretly borrow them too).

But with 18 books (and counting!), where should you start? Which ones are the funniest? And are they really worth collecting? This book-by-book review of the Diary of a Wimpy Kid series will help you decide.


What Is Diary of a Wimpy Kid About?

At its core, the series follows Greg Heffley, a middle schooler with big dreams, questionable luck, and a sharp sense of humor. Told in a diary format with simple sketches, the books capture everything from friendship drama to family vacations gone wrong.

Why it works:

  • ✅ Relatable school and family chaos

  • ✅ Short chapters with illustrations (perfect for reluctant readers)

  • ✅ Universal themes of growing up, friendship, and embarrassment


Diary of a Wimpy Kid Book Reviews (1–18)

1. Diary of a Wimpy Kid (2007)

The classic that started it all! Greg introduces us to middle school’s horrors and the infamous “Cheese Touch.” Funny, simple, and addictive.

👉 Best for: First-time readers.


2. Rodrick Rules (2008)

Sibling rivalry takes center stage as Greg clashes with his older brother Rodrick and his garage band dreams.

👉 Best for: Kids with annoying older siblings.


3. The Last Straw (2009)

Greg’s dad threatens military school, but Greg is too busy avoiding sports and surviving middle school.

👉 Best for: Readers who love family drama.


4. Dog Days (2009)

A summer vacation gone wrong. Country clubs, embarrassing moments, and lots of video games.

👉 Best for: A fun summer read.


5. The Ugly Truth (2010)

Puberty hits Greg hard—awkward dances, changing friendships, and growing pains.

👉 Best for: Kids in their own “awkward phase.”


6. Cabin Fever (2011)

A snowstorm traps the Heffleys indoors. Chaos ensues.

👉 Best for: Winter holiday reading.


7. The Third Wheel (2012)

Greg fumbles through Valentine’s Day and crush drama.

👉 Best for: Readers who love cringe-worthy middle school stories.


8. Hard Luck (2013)

Rowley ditches Greg, leaving him to face school solo.

👉 Best for: Kids dealing with friendship ups and downs.


9. The Long Haul (2014)

A family road trip spirals into disaster—motels, animals, and plenty of fights.

👉 Best for: Long car rides.


10. Old School (2015)

The town goes “tech-free.” Greg? Not thrilled.

👉 Best for: Kids glued to screens (and their parents).


11. Double Down (2016)

Greg tries filmmaking. Predictably, it goes sideways.

👉 Best for: Creative kids with wild imaginations.


12. The Getaway (2017)

A luxury holiday turns into a nightmare. Think sunburns and bugs.

👉 Best for: Funny vacation reading.


13. The Meltdown (2018)

Neighborhood snowball fights escalate into all-out war.

👉 Best for: Winter break binge-reading.


14. Wrecking Ball (2019)

Home renovations go horribly wrong.

👉 Best for: Families surviving renovations.


15. The Deep End (2020)

The Heffleys try camping in an RV park. Disaster strikes.

👉 Best for: Kids who think camping is fun.


16. Big Shot (2021)

Greg reluctantly joins basketball. Spoiler: he’s not great.

👉 Best for: Reluctant athletes.


17. Diper Överlöde (2022)

Rodrick’s band takes the spotlight, dragging Greg along for the ride.

👉 Best for: Music-loving kids.


18. No Brainer (2023)

Greg’s school faces closure, and he’s caught up in the madness.

👉 Best for: Fans of school politics—with a funny twist.


Which Diary of a Wimpy Kid Book Is the Best?

Opinions vary, but fan favorites often include:

  • Dog Days (summer chaos)

  • Cabin Fever (snowy misadventures)

  • The Long Haul (road trip disasters)

These books balance humor with the most relatable childhood experiences.


Final Thoughts on the Series

Jeff Kinney’s Diary of a Wimpy Kid series is more than just funny drawings—it’s a sharp, witty, and heartfelt look at the awkwardness of growing up. While Greg Heffley may not be the perfect role model, he’s definitely one of the most entertaining ones.

Perfect for reluctant readers
Loved by kids aged 8–12
A great series to build confidence in reading

📚 Where to Buy: You can find the entire Diary of a Wimpy Kid collection at most bookstores, but if you’re in the UAE or nearby, I recommend BookBoss.ae for easy local ordering and regional support.

DiaryGreg heffleyJeff kinneyWimpy kid