15 Must Read Books for Baby Boomers

Reading is a great way to experience new ideas and keep your mind sharp.
Reading is a great way to experience new ideas and keep your mind sharp.

All that extra time in retirement means more opportunity for leisure activities––like finally tackling your reading list. From classic literature to memoir to self-help, we’ve compiled fifteen books that Baby Boomers will especially enjoy.

1. Can’t We Talk About Something More Pleasant? Roz Chast

Melding cartoons, stories, and family photos, Chast injects humor into the oft-serious topic of caring for elderly parents. This candid memoir tackles the hardship that comes with shirking the traditional parent-child dynamic and how that affects older adults with ailing parents. A New York Times Bestseller, this book earns popularity for both its levity and its relatable themes.

2. The Number  Lee Eisenberg

More often than not, the most stressful aspect of retirement is financial planning. In The Number, Eisenberg breaks down how to determine your “number,” or the amount you’d need to retire with an enjoyable lifestyle. The book takes financial jargon and puts it in easy to understand terms, alleviating nerves and making retirement as stress-free as it should be.

3. The Retiring Mind: How to Make the Psychological Transition to Retirement  Robert P. Delamontagne

Everyone’s always talking about how to be financially ready to retire, but what about emotionally? Transitioning from the daily grind to a more carefree lifestyle can be jarring for many, which is why Delamontagne gives readers personal insight into how to cope with this major life change.

4. To Kill A Mockingbird  Harper Lee

You probably read this classic in high school, but now is a great time to brush up on the story of the Finch family. This summer, Harper Collins is releasing the book’s prequel, Go Set a Watchman. Take a trip down memory lane and remind yourself why Mockingbird is one of the most popular American novels in history.

5. Flyover Country: Baby Boomers and Their Stories  Christopher Harper

In Flyover Country, journalist Christopher Harper follows the class of ’69 from Sioux Falls, South Dakota to their adventures across the globe. Combining elements of the 1960s and today, the book is a true patchwork of stories incorporating everything from experiences in Vietnam to life raising children at home.

6. Second-Act Careers: 50+ Ways to Profit from Your Passions During Semi-Retirement Nancy Collamer

For many, the idea of not working in retirement is an unwelcome one. While it may be time to slow down, you don’t have to stop. Collamer’s book offers over fifty suggestions on out-of-the-box jobs and small businesses you can start in retirement. With everything from blogging to consulting work, you’ll never have to be bored.

7. The Things They Carried  Tim O’Brien

Written by Baby Boomer Tim O’Brien, The Things They Carried is part novel, part short story collection following a group of soldiers struggling through the Vietnam War. Lauded as one of the most important pieces of Vietnam War literature, this classic book provides opportunities for self-reflection about some of the events that largely shaped the Baby Boomer generation.

8. How to Retire Happy, Wild, and Free Ernie J. Zeilinski

Zeilinski’s book focuses on not just having enough money to retire, but on having a full life once you do. From a good support system to hobbies and creative outlets, this book lays out everything you need to know about happiness and positivity entering the next phase of your life.

9. Boom! Ted Polhemus

Through his work as an anthropologist, Ted Polhemus is able to break down the Baby Boomer generation artfully in Boom! Part memoir, part analysis, the book shows how the culture of Boomers was formed and what it all means with the help of musical and stylistic references to the time.

10. 65 Things To Do When You Retire  Mark Evan Chimsky

You could call this the ultimate guide to life in retirement­­. With essays from Gloria Steinem, Jimmy Carter, and more, this collection is a wealth of wisdom on spending your years after 65. Both entertaining and practical, this book is a must-read for anyone who’s unsure about their post-retirement plans.

11. I Feel Bad About My Neck  Nora Ephron

One of many short story collections for Ephron, I Feel Bad About My Neck uses her signature wit to chronicle the hardships of aging—from empty nesting to the great lengths she goes to in her beauty routines. Blunt and laugh-out-loud funny, the stories carry universal truths for anyone grappling with age.

12. The Art of Happiness: A Handbook for Living  Dalai Lama

There’s arguably no one better to advise on happiness than the Dalai Lama himself, making this book a great resource for rediscovering how to live a happy life in retirement. With advice on everything from love to loss, The Art of Happiness shares insight from one of the world’s wisest men.

13. Dress Your Family in Corduroy and Denim  David Sedaris

Written by Baby Boomer and famous storyteller David Sedaris, Dress Your Family in Corduroy and Denim is a witty look at the ins and outs of ordinary life. Musing on everything from family vacations to popularity in school, Sedaris’s stories have both heart and humor, and offer snapshots into a life growing up part of the Boomer generation.

14. The Mature Mind: The Positive Power of the Aging Brain  Gene D. Cohen

Popular belief will tell you that your mind decreases in ability with age. To that end, Cohen has good news–– according to over three decades of research, many aspects of the brain actually improve after fifty. If you’re interested in learning more about your health, this book is an interesting scientific read.

15. Still Foolin’ ‘Em  Billy Crystal

Fellow Boomer and comedian Billy Crystal offers up funny yet earnest tales from his own life in this best-selling memoir. Crystal tackles everything from the gripes of growing older to his life in show business, all while providing plenty of solid advice for fellow Boomers in the same position.

Can you spot the $207,744 difference between these identical homes?

Financing is the difference!

Get the details in The 62+ Loan Homebuyers Guide.

55places Mortgage is a joint venture between Mutual of Omaha Mortgage and 55places.com.
Details here.

Share this post:

We're here to help! (800) 928-2055

Call us to speak with a customer service representative.

Subscribe to Our Newsletter

Get Weekly Updates

I agree that 55places and its affiliates, partner providers or agents may call, text, or email me about my inquiry, which may be made with automated means. I understand that my consent is not a prerequisite for buying a property. I may revoke my consent at any time by contacting [email protected] Message/data rates may apply. I also agree to 55places.com’s Privacy Policy and Terms of Use.

The Best Places to Snowbird in 2021

We’ve gathered 25 of the best places for snowbirds, including cities in Florida, Arizona, California, Texas, South Carolina, and Nevada. For each entry, we’ve also provided a list of recommended 55+ communities in the area. If you’re ready to find your own winter retreat this season, here are some of the best places to consider.

55+ Communities Near Lakes in the Charlotte Area

Dreaming of spending your retirement on the water, boating, fishing, swimming, or just relaxing, soaking up the sun every day? Then, Charlotte, North Carolina should be on your radar.

A happy group of elderly people living in a 55+ community meet the age requirements.

What Are the Age Requirements for a 55+ Community?

For many, the answer to “What are the age requirements for a 55+ community?” may seem obvious. You have to be 55 or older, right? No, that’s not always the case. In fact, there are many scenarios where there’s only one resident who is 55 or older. Also, there are rare cases when no residents is 55 or older. 

55+ Communities Near the Philadelphia International Airport

Active adult homebuyers who seek homes for sale near an airport have options in several Pennsylvania and New Jersey suburbs, but real estate here is in high demand, so availability can be limited. The best advice? If you find something you like, grab it before someone else does!

55+ Communities With Condos for Sale Near Orlando

Condos are a great option for active adults who want to live in or near Orlando, Florida. Some condos are in communities on the water and others include golf courses, private restaurants, and recreation centers. Let’s look at some of the most popular 55+ communities with condos for sale near Orlando.

Is Greenville, South Carolina a Good Place to Retire?

If you’re considering retiring in the Southeast, Greenville in South Carolina should definitely be on your list of places to consider. This mid-sized city has quickly become one of the fastest-growing cities in the South. Here’s everything you need to know if you’re considering retiring in Greenville.

New Jersey 55+ Communities With Easy Commutes to Philadelphia

People travel into Philadelphia for different reasons. Many people work there while others have family who call it home. And there are those who have theater memberships or frequently patronize the restaurants, shops, and cultural attractions on that side of the bridge. For them, living within easy commuting distance to Philadelphia is very beneficial.

About 55places

We’re changing the way people 55 and older are searching for their perfect next place. With a national network of hand-selected real estate experts, plus comprehensive information, unbiased content, and on-the-go insight about thousands of communities across the country, we’re a trusted resource paving the way from here to home. Whether you’re interested in a low-maintenance single-level residence, an active lifestyle or age-qualified community, an intimate enclave, or anything in between, we can help you make your next move the best one yet.

Scroll to Top