The revealing story of the multigenerational relationship between the British royals (the Windsors) and the closest thing the U.S. has to royalty (the Kennedys)—exploring the surprising ways the two families echoed, imitated, and inspired each other throughout the 20th century and how those choices continue to shape their legacies today.
For nearly a century, two families have captivated the world like no the British royal Windsor clan and the American Kennedys. Much ink has been spilled on these two institutions over the years, but no one has examined their powerful and intertwined legacies. Until now.
In The Kennedys and the Windsors, acclaimed journalist Caroline Hallemann unearths the story of two iconic families whose lives, ambitions, and respective reigns have juxtaposed each other in surprising ways. Through rich archival research and fresh interviews from insiders on both sides of the Atlantic, Hallemann reveals how an Irish Catholic immigrant family with little entrée into elite New England society came to host dinner parties for the King and Queen of England, carving their path to the White House. In the process, she draws out some startling parallels between the two the early deaths of Princess Diana and Carolyn Bessette-Kennedy, the frustrated “second sisters” Princess Margaret and Lee Radziwill, the scandal-plagued next generation of Bobby Kennedy and Prince Andrew, and the current generation’s shared struggle to figure out what a monarchy (actual or imagined) means in the 21st century.
From Queen Elizabeth’s coronation to President Kennedy’s historic London visit, from JFK Jr.’s tragic death to Prince Harry’s decisive break with his family, Hallemann traces the key moments of the lives of these two dynasties through a fresh and fascinating lens, showing how they have intersected over the generations in ways that not only shaped their images and legacies, but history itself.
This was good! But honestly, as a royal watcher and frequent Kennedy family deep-diver, I can’t say I gleaned any new information from this book. Caroline did a great job of outlining the many intersections and parallels of these two families, though. And as if I wasn’t already convinced of the Kennedy curse, she adeptly emphasized the abundant and diverse tragedies they’ve endured.
Quick Summary: A comparative rendering on two dynastic families of renown
My Review: The Kennedys and the Windsors: The Story of Two Dynasties, One Born, One Made by Caroline Hallemann is categorized as "Biographies & Memoirs | Politics & Current Affairs." Its scheduled release date is 6/2/26.
About the Book: "Two iconic dynasties—the Kennedys and the Windsors—whose glamour and ambition defined an era.
...acclaimed journalist Caroline Hallemann unearths the story of two iconic families whose lives, ambitions, and respective reigns have mirrored each other in surprising ways. Through rich archival research and fresh interviews from insiders on both sides of the Atlantic, Hallemann reveals how an upstart Irish Catholic family with little access into elite New England society came to host dinner parties for a King and Queen, and forge an eventual path to the White House. In the process, she draws out some startling parallels..."
In My Own Words: Destinies. Deaths. Duty. Determination. Defiance. Distress. Distinctions. A timeline of tells.
What I Loved/Liked:
- I loved how the cover photo spoke of what was and what was to be. (If a picture is worth a thousand words, then the cover photos revealed a rich destiny measured by the weight of families in flux.)
- I loved the title. (The words themselves captured the essence of what was viewed as treasured and revered.)
- I liked how the content was presented in the pages, from beginning to end; the breakdown and structure were contemporary enough to be interesting and relatable enough to be appreciated. (The familiar and unfamiliar offered a glimpse of sorts at the untouchable lives that were elevated onto a plane of existence that common folk, perhaps, could not see outright. People, moments and events.)
- I loved how the author presented the life paths of key figures (Mirrors and reflections, darkness and light, parallels and crossroads - they told the stories of those gone but not forgotten, as well as the stories of those who remain. A recognizable point that could be seen and that is still clearly understood dealt with the power of influence. Both families had that draw. From Elizabeth to Jackie to Diana to Carolyn to Meghan and so forth, those who were/are loved, liked, tolerated and/or misunderstood carried a burdensome beauty on their shoulders. Likewise, the men associated with the dynasties did also.)
- I really liked the notes section, particularly the embedded links. (This section overflowed with information. I cannot wait to take a deeper dive. I was a sponge, in terms of learning as I went along reading. What I am really looking forward to in the near future, however, is digging into the articles and links included. Learning that goes on after you finish a book is where the rub really is. Hallemann provided bonus content, and I am glad about it. I can go as far as I want to go. She did the footwork.)
What I Did Not Love/Like:
- I actually had one objective criticism. I was so hopeful that the author was going to catalog a pictorial history in the book. I suppose the hyperlinks in the notes section serves that purpose, however, I do think it would have added eye candy for the bold and the beautiful that was and is the royals of Windsor and the pseudo royals of Camelot and Camelot twice removed.
My Final Say: I confess that I will forever be intrigued with the reign, the rule, the reach, and the revelations concerning the Kennedys and to a lesser degree the Windsors. Both families have a varied and colorful history, as well as an ever-changing presence, as they venture forth in current times. When I became aware of Hallemann's book, I knew I had to read it. I am glad that it was available.
What The Kennedys and the Windsors: The Story of Two Dynasties, One Born, One Made does is present considerate connections, "showing how they [the families] have intersected over the generations in ways that not only shaped their images and legacies, but history itself." Still, there is more to it and readers, I think, will have great food for thought.
These families, the Kennedys and the Windsors, are a subject matter that will never be exhausted, in my opinion. The author did a great job of putting together information that is both thought-provoking and curious. With that in mind, I would highly recommend this book. I plan to recommend it to my book clubs.
* I am hopeful that this book will be available in the audiobook format at my local library. I will be suggesting it. *
Other: Hallemann's book will appeal to some but not to all. For royal watchers and lovers of all things Camelot, I think it will be a thoughtful addition to any library.
Special Note (My Own Personal Thoughts for Discussion That Stem From Reading & Pondering):
1 - King Edward VIII was beloved before abdication. Joe Kennedy was not beloved. He was not a great dude. His ties to dark presences were known. He was ruthless and domineering as a patriarch. The whole Kennedy curse and family drama is said to be traced back to him.
In terms of the royals, they have a love-hate smattering that follows their reign. Diamonds in the rough like Diana, Kate, and Meghan (even though people love to hate her for reasons that I think are steeped in racism) operate out of a place of brilliance, despite the false narratives that entities like "The Firm" try to spread. The up and down tragedies that follow both families were and still are heartbreaking.
2- The crushing weight of a dynastic mantle alters not only the personhood of the one who wears the crown, but it fundamentally impacts the lives of everyone forced to stand in its shadow.
3- The past, the present, and the future are inextricably tied together. Overlap is all but guaranteed. If lessons are not learned, history is doomed to repeat itself. (Take that as you will.)
4- Tragedies and fatalities, fractures and disconnections (Is there more to the story of family feuds and family ties than seems obvious?)
5- Marriage, divorce, excuses, and double standards (Hmm...okay. Everyone is not viewed the same. Why is that?)
6- Orchestrated moves, manipulated variables, and sticky hands (Say less. External factors that contribute to the positive and the negative have always been a part of the romanticized stories concerning both families.)
7 - Conclusion: The Future Generations (Let's talk about it all.)
(Of course, I could go on. This is why this is a book club-worthy read. I am certain others have their own opinions that they will want to share after reading this book. It is all food for thought.)
Appreciation is extended to the author, to the publisher (Putnam | G.P. Putnam's Sons), and to NetGalley. Thank you for providing access to a digital ARC of this title in exchange for an honest critique. I am grateful for the opportunity.
The subtitle of this book, “The story of two dynasties, one born one made” is absolutely perfect. I found much of this book to be so interesting as I learned so many things I didn’t know. There were quite a few intersections between the Windsors and the Kennedys over the years and many similarities. This book is well researched and a recommended read for people fascinated by these families.
The book as a whole is decent. The chapters that are of the 1960s are done tastefully in my own personal opinion, if you lived through the last nine years of the news cycle the present day chapters are very much a copy and paste of news articles. In my opinion, the author could’ve done much better.
“The Kennedys and the Windsors: The Story of Two Dynasties, One Born, One Made” is such an eye opening read on the similarities and connections between two of the world’s most followed dynasties.
While their origins differ, seeing side by side the families stories of success, tragedy, quarrels, and qualms shines a whole new light on their lives. There was hardly a page that went by where I wasn’t saying, “Wow!”, to myself at the connections being made and the intriguing tale of these two great dynasties.
With that being said, at times I felt the flow of the novel was a bit off. I also felt like Meghan Markle was focused on a bit too much for the premise of the book.
Thank you to Putnam who gave me the opportunity to read the ARC of this book. All opinions are mine.
This book is a very easy read, both informative and entertaining. As well as recounting interactions between the Kennedy family and the royal family, it points out parallels and similarities between the two families over the generations.
Joseph P Kennedy Sr was US Ambassador to the UK from 1938 to 1940, when he was recalled after complaints about his defeatist attitude. His eldest son returned to Britain in 1943 as a naval pilot and was killed in action the following year. His second daughter married into the British nobility, but her husband died three months later. She divided her time between Britain and the USA until her death in a plane crash in 1948; she is buried in the Devonshire family graveyard in Edensor, Derbyshire. When Ambassador Kennedy's second son became President of the United States, a second generation of Kennedys and Windsors found themselves interacting and becoming friends, not least because of the shared interest of Jackie Kennedy and Elizabeth II in horses. These interactions are described in some detail early in the book. Other interactions include the memorial to President Kennedy at Runnymede in Surrey (the location of the signing of the Magna Carta), with which the Queen was deeply involved, and the setting up of the Earthshot Prize by Prince William, which has strong similarities to President Kennedy's Moonshot challenge and which, in a tribute to the late President, had its second award ceremony in Boston.
Other chapters point out some of the similarities between the families. In both cases, a younger sibling took the place of an absent older sibling. President John F Kennedy, as a second son, was never meant to be president, but his father insisted that after the death of Joe Jr, John should step into his position in politics and run for the White House. Elizabeth II was the daughter of a second son and, as such, was not born to be Queen - the position inevitably became hers after the abdication of her uncle put her reluctant father on the throne. JFK's wife, Jackie Kennedy, was a glamorous figure married to an unfaithful husband and constantly in the spotlight of aggressive media, very much like Diana, Princess of Wales. Chapter 8 discusses the plight of younger sisters of high-profile siblings, comparing and constrasting the experience of Jackie's sister Lee Bouvier with that of Princess Margaret and Pippa Middleton. Chapter 13 compares the experience of the young JFK Jr at his father's funeral with that of Princes William and Harry at Diana's funeral, and the lifelong effects on them of losing a parent so young. The difficulties of marrying into royalty (because by this time the Kennedys were every bit as much of a dynasty as the Windsors) is discussed in terms of Carolyn Bessette's struggles to come to terms with life in a fishbowl after marrying JFK Jr and Diana's and Meghan Markle's similar problems with the British press and the feelings of constantly being an outsider (given Meghan's short tenure in the royal family before decamping to California with her family, she seems to be given a disproportionate amount of space in the book). Prince Harry's feud with his brother is discussed in terms of the Kennedy family's outspoken dismay at the political antics of Robert F Kennedy Jr.
The book ends with a chapter looking back at the history and myth surrounding the two families, especially Elizabeth II and President Kennedy. Both families are constantly the subject of TV shows and films, and the reality of their lives is constantly being rewritten in the popular culture (as anyone who's watched The Crown will be aware of). Not for nothing is the Kennedy era known as Camelot.
With thanks to NetGalley and the publisher for a prepublication ebook (which has no photos, although the published book will have a photo section).
Why the comparison of The Kennedys & The Windsors some readers may ask? The book explores that both Queen Elizabeth & President John F. Kennedy were not originally intended to serve.
Both assumed the slot because of the tragic & premature deaths that included her Father, King George VI, in 1952 of a blood clot & Joseph P. Kennedy, Jr. in 1944 while serving & piloting a plane in WW2.
Those incidents caused the Queen & her entire Family to have deep & lasting relationships with President Kennedy’s Family to this day. The book includes anecdotes with Princess Margaret, Andrew & Sarah Ferguson, King Charles & Queen Consort Camilla, Prince William & Princess Katharine & who could forget Harry & Meghan Markle!
Whether someone is a newbie to The Royals & The Kennedy Dynasty or a loyal follower of both like myself, there is new material covered here.
Of particular interest & a current discussion includes the memorial, Runnymede, that the Queen dedicated to President Kennedy’s legacy on one acre of land in England in 1965. It is located in England & not far from The Queen’s beloved Windsor Castle. To this day, it is maintained, free & a destination.
What was touching & sad was that on the 25th Anniversary of Runnymede, Ambassador Caroline Kennedy’s oldest Daughter, Tatiana Celia Kennedy Schlossberg, (who passed away on 12/30/25) was the guest speaker.
I agree The Royal Family has scaled down their working members in recent years, but they still ascend to that birth right & they are recognized. The Kennedys differ. While the patriarch, Joseph Kennedy, Sr., made provisions that his Children & Grandchildren would be provided for with trusts & financial security, the generations that have followed & we currently see are the ones who have to pursue a paying profession.
Finally, we are accustomed to the Queen & the heirs to the throne as they don tiaras & crowns on official occasions; it was Jacqueline Bouvier Kennedy Onassis who was the first to fashion a sizeable diamond sunburst brooch into her hair going back to the early 1960s. This supports my feeling that The Kennedys remain our “Royal Family” here in the US & that was her version of a tiara crown.
I thank NetGalley, Putnam Publishers & the author for the opportunity to read this book in exchange for a fair & honest review.
“The Kennedys and the Windsors: The Story of Two Dynasties, One Born, One Made by Caroline Hallemann is a richly researched and engaging historical study that examines the parallel trajectories and surprising intersections of two of the most recognizable families of the modern era: the American Kennedys and the British royal family.
Drawing on archival research and interviews, Hallemann explores how these two dynasties evolved, influenced one another, and became enduring symbols of power, glamour, tragedy, and public fascination. Rather than treating the families as separate institutions, the book highlights the ways their stories often mirrored one another across generations.
A major strength of the work is its comparative approach. Hallemann identifies striking parallels between prominent family members, examining how personal ambition, public expectation, and media attention shaped their lives. These comparisons illuminate recurring themes of privilege, responsibility, scandal, and loss that have defined both dynasties.
The narrative moves through key historical moments, from royal ceremonies and diplomatic encounters to personal tragedies and family conflicts. By placing these events side by side, the book offers a fresh perspective on how public image and private reality often collide within highly visible families.
Particularly compelling is the examination of how later generations have grappled with inherited legacies in a rapidly changing world. Questions of relevance, identity, duty, and public scrutiny emerge as central themes, demonstrating that both families continue to face challenges unique to their symbolic status.
Overall, The Kennedys and the Windsors is an insightful and accessible work of historical nonfiction that will appeal to readers interested in political history, royalty, biography, and cultural studies. Its combination of historical analysis and human drama creates a compelling portrait of two families whose influence continues to resonate across both sides of the Atlantic.”
Thanks to NetGalley G.P. Putnam for the digital copy of this book; I am leaving this review voluntarily.
Two of my favorite non-fiction subjects, all rolled into one?! It’s like this book was targeted for me personally. 😉Whenever I pick up a new book about the Kennedys or the Windsors, I wonder if I am actually going to find new information or insights. I mean, I’ve been reading about the families since I was a tween. In a word, yes, there was plenty to sink my teeth into.
The Kennedys and the Windsors show how often the two families interacted, as well as times when certain members had parallel experiences. The easiest one to think of is how Jacqueline Kennedy was a very deliberate style icon, and so was Princess Diana. At times, the women used their wardrobe to convey how they were feeling, or in some cases, as a nod to where they were visiting. Likewise, Carolyn Bessette Kennedy clearly had an influence on Megan Markle’s style book, as was mentioned on the Duchess’ since deleted blog, The Tig.
John and Jacqueline Kennedy had a famous visit with Queen Elizabeth and the Duke of Edinburgh; John Kennedy Jr. had a much more private meeting with Princess Diana when he was launching his magazine, George. He wanted her on the cover for the first issue, and while she was flattered, she wanted to wait and see if the magazine was a success, so she suggested the 50th issue. Sadly, that never happened.
I thought this was a very interesting book with all the comparisons and parallels of the lives of the Kennedys and the Windsors. After all, the Kennedys are considered American royalty, after all. This was worth the read!
Having read a handful of other books about both the Kennedy family and the British royal family, the premise of The Kennedys & the Windsors intrigued me. Granted, I presumed it would focus more on the first generation of relatives and hone in on their shared experiences and parallel lives. What Hallemann actually wrote was much more specific to certain individuals within the families.
Like previous reviewers, I was surprised by the amount of time spent discussing the First Lady, Jackie Kennedy, and Princess Diana, as well as JFK Jr. However, I was pleased by the number of anecdotes and explorations of moments of which I had not been privy while reading previous works about the families. Indeed, Hallemann ensured that most of the parallels she made were not just subsequent rehashings of the stories her fellow colleagues had written.
While the experience of reading The Kennedys and the Windsors definitely felt like research, Hallemann’s writing style still allowed the book to remain accessible to those not familiar with the details of each dynasty. That said, I don’t necessarily think this book is made for the kind of reader who wants a thorough overview and understanding of the two families.
Thank you to G.P. Putnam’s Sons, Putnam, and NetGalley for the opportunity to read this ARC!
What I Did Like: +When you set out to write about two families that have always had press, it’s difficult to tell something that hasn’t been told. By focusing on women and siblings, the author makes an effort to do that. +There are a lot of similarities between the families that I had never noticed before. There are also some connecting threads I hadn’t thought of. Basically, this book set out to prove how similar the two lineages are and did a decent job of that. +Well researched. The author has clearly reviewed many sources in order to compile the material in this book. There are nods to the books some information came from in the text.
Who Should Read This One: -Fans of the Kennedy and Windsor lines, obviously, will appreciate the sprinkling of new information presented.
My Rating: 3 Stars This is really for a niche group of readers interested in these particular lineages.
Thank you to NetGalley, Putnam and Caroline Hallemann for sharing this ARC with me, in exchange for my honest review.
The Kennedy's And The Winsor's is a very interesting book, with both families that I've always been obsessed about. The Kennedy's were as close to Royalty that America could get. Jackie Kennedy and Princess Diana, two of the most iconic women, even to this day. Queen Elizabeth and John F. Kennedy, neither one were supposed to run their countries, both in the end had to. One of the most interesting moments in the book, and in real life, is that Queen Elizabeth dedicated to John F Kennedy, an acre o land not far from Windsor Castle. To this day it's still well kept.
If y'all are interested in the Winsor's and the Kennedy's, then I truly recommend that y'all get y'alls hands on this book.
Setting aside the garish, off-putting yellow font on the cover of the book, the read was engrossing.
Author pull from both primary and secondary 'experts' in all things "Royal Family" and "Kennedy". Saw a few familiar authors mentioned but also missed mainstays like Lawrence Leamer, Peter Collier and David Horowitz, Edward Klein and Thomas Mair (for the Kennedy perspective) and Katherine Whitney (Windsor perspective).
Nonetheless, the Author chapters were set for in controlled yet engrossing way. How these two families 'venn diagramed' over time was fascinating. Would have picked the cover pic to be the iconic one of President JFK, Jr. and First Lady Jackie standing alongside Elizabeth and Philip in their finery at a British State dinner rather than the one chosen. The current one has an older feel.
Does the Author reiterate some tried and true facts? Yes, given the material and the sheer abundance as to the Kennedys. However, there's also a comparison to Meghan and Carolyn Bessette which was just as fascinating as Princess Diana to JFK, Jr.
Thank you Putnam | G.P. Putnam's Sons for providing this book yes for review consideration via NetGalley. All opinions are my own.
Fascinating read and full of 'I didn't know that!' moments. This book takes a fresh look at the Kennedys and Windsors, showing how their paths crossed in ways I never imagined (the Runnymede connection was a highlight!). It’s rare to find a history book that reads this easily. Highly recommend for anyone looking for a new perspective on these two iconic families or a history book that is deeply informative but incredibly digestible.
2.5 ⭐️ This audiobook was fun and fluffy but didn’t give me any new information. There was waaaaay too much about Meghan Markle which was a snooze. It didn’t seem critical enough as both families have maaaajor losers in it.
The royal family has so many more people in it but only a few people were featured and they discussed many of the random 4th generation Kennedys so I don’t get it.
The author clearly did a lot of work / research for this, I appreciate that.
Comparing and contrasting the Kennedys to the royal family of England, the Windsors, is something that seems to be a natural fit. Author Hallemann takes these comparisons point by point (fashion, relationships, secrets, relationships with the media, affairs, etc..) I really enjoyed this book. It was not soapy or scandalous but was interesting and I love reading about both families and I think that will be enriched after reading this one too.
Thank you to Netgalley for the advance copy for review. All books are read by me, and no AI was used it the writing of this review.
Really well researched and interesting read about the way the two families have intersected over the years and their similarities. I thought I knew a lot about both families but I learned a lot. It has a lot of historical information but also personal anecdotes. I really enjoyed it.
An entertaining listen, starting with a bit about Jack’s parents and Queen Elizabeth’s father, but the primary focus being Jack, Jackie, Caroline and John contrasted again Elizabeth, Phillip, Diana and then even Harry and Meghan.
Likes this! Even though there was nothing new in it, at the end they all go towards the same sources (especially for the kennedys)... I did find the comparison interesting!
A well-researched and entertaining read on the parallels between two of the world’s most prominent and culturally relevant families of the 20th century.
I do love the royals (American and British). This book had some interesting insights to the parallels between them but I didn't love the way the writing glowed but that is just personal preference.
The Kennedys and the Windsors is the perfect combination of a deeply researched topic that also flows so smoothly and seamlessly that you don't want to put the book down. It seems nearly impossible to find new information about these two families in 2026, yet that is exactly what the book delivers. The Kennedys and the Windsors is a must read!