Cecily von Ziegesar Books in Order

Serena van der Woodsen’s mysterious return from boarding school blows up Blair Waldorf’s carefully controlled world. As old secrets surface and new crushes form, an unseen blogger called Gossip Girl chronicles every party, hookup, and betrayal on Manhattan’s Upper East Side.

With Serena back for good, Blair fights to keep her queen bee crown while college interviews raise the stakes. Nate, Dan, and Jenny are pulled deeper into the social crossfire as Gossip Girl’s posts turn private missteps into entertainment for the whole city.

Christmas break scatters the gang to Caribbean beaches and ski slopes, but distance only intensifies the drama. Blair and Serena turn their holidays into a competition in romance and luxury, while Gossip Girl counts down to a New Year’s Eve none of them will forget.

Senior year means photo shoots, internships, and more chances to crash and burn in public. Blair experiments with a new image, Serena drifts into the fashion world, and Dan and Vanessa test their limits as Gossip Girl turns every ambition into fresh, highly public gossip.

Spring break whisks Serena, Blair, Nate, and friends to an upscale mountain resort, but fresh snow does not cover old drama. New flings, jealous exes, and family surprises keep the vacation from ever feeling relaxing, especially with Gossip Girl narrating every misstep.

College admission letters hit the Upper East Side, turning everyday cattiness into full blown panic. Blair pins her dreams on Yale, Serena drifts through opportunities, and their friends juggle acceptances and rejections while still trying to look effortless in Gossip Girl’s relentless spotlight.

As senior year rolls on, Serena, Blair, Nate, and their friends chase last chances at love and adventure. Film sets, charity events, and high stakes parties blur together while Gossip Girl captures every over the top moment and quietly hints at the goodbyes ahead.

Graduation at Constance Billard and St. Jude should be a clean break, but nothing about this group is tidy. Failed exams, surprise hookups, and one unforgettable ceremony force Blair, Serena, Nate, and the rest to rethink who will walk into the future together.

After being expelled from Constance Billard, Jenny Humphrey arrives at Waverly Academy determined to become "New Jenny." Sharing a room with campus royalty Callie and Brett, she navigates rumors, hazing, and a dangerous crush on Callie’s boyfriend while chasing her own It Girl status.

Jenny thinks she is finally settling into life at Waverly when legendary rule breaker Tinsley Carmichael returns. Old grudges and new crushes collide as Tinsley, Callie, Brett, and Jenny battle over Easy, status, and control of every party and tradition on campus.

In the last summer before college, Blair heads to London with her aristocratic boyfriend, Serena chases a movie role, and Nate drifts to the Hamptons. Back in the city, Dan and Vanessa heat up again, proving that distance does not cool Upper East Side chemistry for long.

Reckless finds Jenny and her friends pushing Waverly’s unspoken rules to the breaking point. Secret relationships, risky schemes, and one very public scandal make it clear that being the It Girl can mean losing track of what – and who – actually matters.

Summer in the Hamptons brings new temptations for Gossip Girl’s graduates. Serena and Blair become muses for a famous designer, Nate gets even more confused about love, and Dan’s experimental literary life leads him to question who he wants and how honest he can be.

With high school over, everyone is poised to leave New York, but first they have decisions to make. Nate must finally choose between Blair and Serena, Dan experiments with a new identity, and last minute revelations threaten to derail carefully plotted college plans.

This prequel rewinds to the year before the first Gossip Girl book, when Serena still ruled Constance and Blair hadn’t yet taken her place. Affairs, betrayals, and a fateful decision send Serena away to boarding school, setting up the fractured friendships that open the main series.

A wild party at Miller Farm ends with the old barn in flames, and someone at Waverly is going to be expelled. As suspicion spreads, Jenny worries about her new crush Julian, Callie fears exposure, and Tinsley is only too happy to let Jenny take the fall.

Another term at Waverly Academy brings new parties, new rumors, and fresh chances to reinvent the past. Jenny, Callie, Brett, and Tinsley juggle secret hookups and power plays, discovering that being unforgettable on campus often means risking the friendships they most need.

Thanksgiving break takes Jenny, Tinsley, and Callie to New York City for what should be a low key holiday. Instead, a cozy dinner explodes into a three day party of mystery guests, risky flirtations, and fresh betrayals, proving there is no such thing as a quiet weekend for an It Girl.

In the fallout from the infamous barn fire, Jenny barely escaped expulsion and became Waverly’s most talked about girl. At the Halloween masquerade ball she plans to unmask her secret savior, while Callie stages a Cinderella style bid to win Easy back before midnight.

Triplets Avery, Baby, and Owen Carlyle swap a Nantucket farmhouse for the Waldorfs’ old Fifth Avenue apartment and the intensity of Constance Billard and St. Jude. As Avery chases popularity, Baby rebels, and Owen charms everyone, their arrival rewrites Upper East Side gossip.

After one whirlwind week, the Carlyles already have friends, crushes, and enemies on the Upper East Side. Owen and Rhys fall for the same girl, Baby tangles with Jack over a stolen boyfriend, and Avery’s social ambitions ignite a rivalry that could send the triplets packing.

Brett is running Waverly Academy’s holiday ball and gift exchange, but a "Secret Satan" prank game turns generosity into sabotage. As she falls for Sebastian, Tinsley digs into Julian’s past, and Jenny’s new brush with fame makes her a target in yet another Waverly power struggle.

A new semester brings a glamorous brother sister duo to Waverly Academy, instantly shaking up the social order. Jenny, Tinsley, Callie, and Brett find their crushes, friendships, and hard won status under threat as the newcomers prove they can scheme with the best of them.

Years after graduation, Blair, Serena, Nate, Dan, and Vanessa return to New York for the holidays. Old crushes spark, new lives collide with old habits, and one more round of makeups and breakups forces everyone to decide which relationships are worth fighting for.

A Thanksgiving escape to a tropical resort should unite the Carlyles and their friends, but palm trees do not soften Upper East Side drama. Flirtations, shifting alliances, and a surprise family decision leave Avery, Baby, and Owen rethinking what – and who – they really want.

The Carlyle triplets are finally settled into Upper East Side life, but that only means bigger enemies. Owen’s love life fuels a feud with his best friend, Baby walks away from her safe romance, and Avery’s rise in the social ranks turns Fifth Avenue into a quiet war zone.

At Waverly Academy’s Valentine’s matchmaking survey, everyone hopes the computer will confirm what their hearts already know. Jenny worries about her boyfriend Isaac, Brett and Tinsley plot revenge after a stolen crush, and Callie has to choose between Easy and Brandon for good.

Dexter College in quiet Maine promises a fresh start, but for Shipley, Eliza, Tom, Nick, and local farm boy Adam, freshman year is anything but simple. Parties, hookups, and bad decisions expose class tensions and secrets as they figure out who they are away from home.

This first manga volume retells the opening Gossip Girl drama in stylish panels. Serena returns to New York hoping to repair things with Blair, but jealousy, Nate’s lingering guilt, and an ever present camera phone culture turn apologies into fresh fuel for Gossip Girl’s feed.

Blair has lost her Upper East Side throne and is exiled to Brooklyn with Vanessa, where cramped quarters and culture shock bring out new sides of both girls. As Serena and Nate couple up, Blair’s attempts to reclaim her image only give Gossip Girl more chaos to post about.

In the final manga volume, Blair slips back into Manhattan determined to repair her reputation before graduation. A cruel stunt at a school auction backfires, Vanessa’s secret film exposes uncomfortable truths, and the group has to decide which relationships can survive life after high school.

This slasher remix of the first Gossip Girl novel turns Upper East Side drama into gleeful horror. Serena and Blair’s rivalry escalates into murder plots, turning classmates and exes into targets while Gossip Girl gleefully reports every stylish, blood soaked twist.

Seventeen year old Merritt is sent to an equine therapy ranch after a dangerous binge, where she bonds with Red, a volatile ex racehorse. Their intense partnership pulls her into the elite show circuit and forces her to face grief, addiction, and desire.

In Cobble Hill, four Brooklyn families drift through school runs, creative blocks, and neighborhood parties until one wild night knocks everything sideways. Affairs, parenting doubts, and midlife reinventions collide in a witty portrait of modern brownstone life.