Table of Contents
About The Book
The club members weather big changes with help from each other and Jean Webster in this third book in the acclaimed Mother-Daughter Book Club middle grade series—now with a fresh, cozy new look!
Could the book club break up? When Jess is offered an anonymous scholarship to a prestigious boarding school, she’s not sure that leaving home—and her friends—is what she wants to do. Meanwhile Megan’s grandmother comes for a long visit and turns everything in the Wong household upside down, Emma crusades against her middle school’s new uniforms, and Cassidy finds out there’s a big change ahead for her family.
Inspired by Jess’s unexpected opportunity, the book club decides to read Jean Webster’s classic Daddy-Long-Legs, and there’s an added twist this year when they become pen pals with the girls in a book club in Wyoming. There’s plenty to write to their new friends about, from a prank-filled slumber party to a not-so-secret puppy—and even a surprise first kiss.
In this third book in the beloved Mother-Daughter Book Club series, the girls learn that as long as they have one another—and a good book—they’re ready for whatever eighth grade has in store!
Could the book club break up? When Jess is offered an anonymous scholarship to a prestigious boarding school, she’s not sure that leaving home—and her friends—is what she wants to do. Meanwhile Megan’s grandmother comes for a long visit and turns everything in the Wong household upside down, Emma crusades against her middle school’s new uniforms, and Cassidy finds out there’s a big change ahead for her family.
Inspired by Jess’s unexpected opportunity, the book club decides to read Jean Webster’s classic Daddy-Long-Legs, and there’s an added twist this year when they become pen pals with the girls in a book club in Wyoming. There’s plenty to write to their new friends about, from a prank-filled slumber party to a not-so-secret puppy—and even a surprise first kiss.
In this third book in the beloved Mother-Daughter Book Club series, the girls learn that as long as they have one another—and a good book—they’re ready for whatever eighth grade has in store!
Reading Group Guide
A Reading Group Guide to
Dear Pen Pal
Book 3 in The Mother-Daughter Book Club series
by Heather Vogel Frederick
Discussion Questions
1. Which character has changed the most since the first Mother-Daughter Book Club and its successor Much Ado About Anne? Why?
2. Who is your favorite character in Dear Pen Pal? Has your favorite character been the same in all three books? Why or why not?
3. Have you ever read Daddy-Long-Legs, Dear Enemy, or Just Patty by Jean Webster? If you have, did you like them? If not, are you now interested in reading them?
4. Do you know anyone who goes to boarding school? Do you think you would like it, or would you hate to be away from your friends and family like Jess does?
5. In this book, similar to Daddy-Long-Legs, all of the girls get pen pals. Have you ever had a pen pal? What did you write to them about? Did you write snail mail letters, or send e-mails? Have you had the chance to meet your pen pal in person?
6. Emma is terrified of speaking in public. What fears would you like to conquer?
7. Savannah volunteers at the local animal shelter. Do you, or does anyone you know, volunteer? What organizations would you be interested in helping?
8. Megan feels like she is stuck in the middle with her mother and grandmother. Have you ever felt like you were trying to please two people at once?
9. Jess has a roommate at her new school. Have you ever had to share a room?
10. Emma, Cassidy, Megan, and Becca go on their class trip to Washington DC, where they see several famous landmarks and museums. Have you ever been to Washington, DC? What would you like to see there?
11. Emma decides to write an editorial to protest the school uniforms. Is there anything you would like to change about your school? Do you think Emma’s editorial was the best way to ask for change?
12. Have you ever had to babysit before? What do you like, and what don’t you like about babysitting?
13. Do you like trying new kinds of food? What is the most exotic food you’ve sampled? What did it taste like?
14. The girls travel to Wyoming to meet their pen pals. What is the farthest you have traveled? What did you do there?
15. Do you think Cassidy and Savannah were right not to listen to the adults when sending Savannah out into the storm to look for the lost riders? What were the reasons the parents didn’t want Savannah to go? If you were in a similar situation, what do you think you would have done?
16. Have you performed in a talent show? If so, what did you do? If you haven’t, what do you think your talent would be?
17. Like Megan with Summer’s quilt, have you ever gotten a present you didn’t know how to repay? Do you think that it’s important to always have a present to give in exchange for a present that you get?
18. Eventually Jess and Savannah become friends after not getting along initially. Is there someone that you have given a second chance to who turned out to be a good friend?
This guide has been provided by Simon & Schuster for classroom, library, and reading group use. It may be reproduced in its entirety or excerpted for these purposes.
Dear Pen Pal
Book 3 in The Mother-Daughter Book Club series
by Heather Vogel Frederick
Discussion Questions
1. Which character has changed the most since the first Mother-Daughter Book Club and its successor Much Ado About Anne? Why?
2. Who is your favorite character in Dear Pen Pal? Has your favorite character been the same in all three books? Why or why not?
3. Have you ever read Daddy-Long-Legs, Dear Enemy, or Just Patty by Jean Webster? If you have, did you like them? If not, are you now interested in reading them?
4. Do you know anyone who goes to boarding school? Do you think you would like it, or would you hate to be away from your friends and family like Jess does?
5. In this book, similar to Daddy-Long-Legs, all of the girls get pen pals. Have you ever had a pen pal? What did you write to them about? Did you write snail mail letters, or send e-mails? Have you had the chance to meet your pen pal in person?
6. Emma is terrified of speaking in public. What fears would you like to conquer?
7. Savannah volunteers at the local animal shelter. Do you, or does anyone you know, volunteer? What organizations would you be interested in helping?
8. Megan feels like she is stuck in the middle with her mother and grandmother. Have you ever felt like you were trying to please two people at once?
9. Jess has a roommate at her new school. Have you ever had to share a room?
10. Emma, Cassidy, Megan, and Becca go on their class trip to Washington DC, where they see several famous landmarks and museums. Have you ever been to Washington, DC? What would you like to see there?
11. Emma decides to write an editorial to protest the school uniforms. Is there anything you would like to change about your school? Do you think Emma’s editorial was the best way to ask for change?
12. Have you ever had to babysit before? What do you like, and what don’t you like about babysitting?
13. Do you like trying new kinds of food? What is the most exotic food you’ve sampled? What did it taste like?
14. The girls travel to Wyoming to meet their pen pals. What is the farthest you have traveled? What did you do there?
15. Do you think Cassidy and Savannah were right not to listen to the adults when sending Savannah out into the storm to look for the lost riders? What were the reasons the parents didn’t want Savannah to go? If you were in a similar situation, what do you think you would have done?
16. Have you performed in a talent show? If so, what did you do? If you haven’t, what do you think your talent would be?
17. Like Megan with Summer’s quilt, have you ever gotten a present you didn’t know how to repay? Do you think that it’s important to always have a present to give in exchange for a present that you get?
18. Eventually Jess and Savannah become friends after not getting along initially. Is there someone that you have given a second chance to who turned out to be a good friend?
This guide has been provided by Simon & Schuster for classroom, library, and reading group use. It may be reproduced in its entirety or excerpted for these purposes.
About The Author
Steve Fredericks
Heather Vogel Frederick
Heather Vogel Frederick is the award-winning author of the Mother-Daughter Book Club series, the Pumpkin Falls Mystery series, the Patience Goodspeed books, the Spy Mice series, and Once Upon a Toad. An avid fan of small towns like Pumpkin Falls, Heather and her husband live in New England, close to where Heather grew up. You can learn more about the author and her books at HeatherVogelFrederick.com.
Product Details
- Publisher: Simon & Schuster Books for Young Readers (May 5, 2026)
- Length: 416 pages
- ISBN13: 9781665988162
- Ages: 10 - 99
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