Sleepy Sheepy and the Sheepover

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Author(s)

Lucy Ruth Cummins

Co-Authors / Illustrators

Pete Oswald

Publisher

Flamingo Books

Genre(s)

Age Range

Release Date

February 27, 2024

ISBN

‎ 978-0593465943

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It's time for Sleepy Sheepy's very first sheepover! But when it's time for bed, Sleepy Sheepy CANNOT SLEEPY! You see, his blankets scratch, and his pj's don't match! Sleepy Sheepy...misses his home! Will Grammy and Grampy ever get their favorite little sheep to sleep?

From acclaimed author Lucy Ruth Cummins and brought to life by New York Times bestselling illustrator Pete Oswald (The Bad Seed, The Good Egg, The Smart Cookie, The Sour Grape), Sleepy Sheepy and the Sheepover is a fun and funny bedtime read-aloud that will appeal to any child who has felt a bit unsure at their first sleepover.

Editor review

1 review

Sleepover at the GrandBAAs

March 12, 2024 (Updated: July 15, 2026)

Overall rating

4.0

Plot

4.0

Characters

4.0

Writing Style

4.0

Illustrations/Photos (if applicable)

4.0

Sleepy Sheepy is so excited to spend the night with his grandparents for the first time while his parents go out. He packs his bags, and is glad to see some of his favorite people! He tries on the purple rabbit outfit that grandma is knitting and admires his grandfather's international potato collection, but feels homesick. His grandparents know just what to do, and bake cookies and dance to some records to distract the sad Sheepy. It works, and before long, Sheepy feels comfortable with all of the bedtime rituals, even if they are a little different and involve scratchy blankets and mismatched pajamas.

Good Points

Sleepy Sheepy is a bit contrary in his outlook (in the first book, he can't fall asleep), but he is open to change. This is a good message to children who are experiencing new things for the first time and having difficulty with changing gears. Books are a great way to set the groundwork for these firsts; I'd love to see Sheepy go to the dentist!

Oswald's illustrations are very clever; the blow dried sheep is fantastic! The picture of Sheepy in his grandmother pink, handknitted bunny suit is hysterical. There are lots of fun things in the picture details as well, like Goodnight Moooo'n and Grandpa's potato collection with little flags from other countried. I was a little distracted by the sheep's faces, but if Marc Brown's Arthur can have an aardvark without the long snout, I think Sheepy is fine.

Grandparents often host a child's first sleepover, so this is a great companion to Dewdney's Llama Llama Gram and Grandpa, or Averiss' Sorrel and the Sleepover. There are a growing number of books about children and grandparents spending the day together, like Toht's fantastic Together with You, so this is a great choice for several different content areas.

Karen Yingling, Staff Reviewer #1 Reviewer 2477 reviews

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User reviews

1 review

Overall rating

5.0

Plot

5.0(1)

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5.0(1)

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5.0(1)

Illustrations/Photos (if applicable)

5.0(1)

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Sleepy Sheepy and the Sheepover - Great for naptimes!

March 18, 2026 (Updated: July 15, 2026)

Overall rating

5.0

Plot

5.0

Characters

5.0

Writing Style

5.0

Illustrations/Photos (if applicable)

5.0

Sleepy Sheepy and the Sheepover is a relatable bedtime story that young children will adore. The book follows Sleepy Sheepy as he goes to his very first sheepover at his grandparents' house. At first, he is excited and packs happily, but once his parents leave, he begins to feel homesick. His blankets scratch, his pajamas don’t match, and suddenly, nothing feels quite right to him. Through playful rhymes and funny situations, the story shows how Sleepy Sheepy copes with missing home while learning to adjust to a new environment. This book is perfect for children who are taking naps during the day but may feel uneasy being away from their parents, helping them feel comforted and understood.

The illustrations by Pete Oswald in this book are very colorful, making it easy for children to follow Sleepy Sheepy’s emotions in every scene. Kids love watching him go from excited to nervous to finally relaxing, and the playful details in the drawings keep them engaged throughout the story. My favorite part is when Sleepy Sheepy finally starts to enjoy the sheepover despite his worries, which makes it heartwarming and reassuring for children experiencing similar feelings. Fans of the Sleepy Sheepy series will especially enjoy how consistent the humor and lovable characters are across the books, keeping children excited for each new adventure.

Good Points

Relatable story for kids nervous about first sleepovers or daytime naps

Bright, colorful illustrations that capture emotions clearly

Gentle humor and rhymes that make reading aloud fun and comforting