<Ul> <Li> Blair Waldorf is described as having chestnut brown hair, cobalt blue eyes, a foxlike face, a small physique and being widely involved in extracurricular activities and having a tenacious attitude towards studies . She is considered quite intelligent and very pretty by her peers and elders . Blair uses her charm, cleverness, money and social status to get to where and what she wants . Blair attends Yale University after graduating from high school . Throughout the series, she has an on - off relationship with Nate Archibald, whom she always imagined marrying . At the end of the series, Nate admits he loves her, and always will . Gossip Girl herself says that the two are just meant to be together . Blair's style and attitude portrays her as being quite preppy . </Li> <Li> Serena van der Woodsen is described as being slim, ethereally beautiful, and "perfect". Serena dabbled in modeling before landing a starring role in Breakfast at Fred's, a remake of Breakfast at Tiffany's . Serena has kept a steady string of admirers, including Nate Archibald, Dan Humphrey, Aaron Rose, and an entire a cappella group at Yale University . Serena longs for true romance, and initially seeks this with Nate, despite his relationship with her friend Blair . In spite of this, she is easily bored by men in general and does not often pursue committed relationships, preferring to play the field . Serena is often criticized by her classmates, who find her an excellent source of gossip but resent her effortless good looks and her ability to get the attention of any male . Often, she seems sad with her beauty, as she has no "incentive" to do anything . At the end of the book series, Serena decides to stay in New York City, instead of attending one of the many Ivy League schools into which she was accepted, so that she can discover her life for herself . After a break from college, she attends Yale . Serena and Blair have a love - hate relationship with Serena being caring towards Blair every book . </Li> <Li> Nate Archibald is a wealthy, good - looking lacrosse player from St. Jude's School for Boys . He has dated a number of girls in the series, but his only serious relationships have been with his on - again / off - again girlfriend, Blair Waldorf and her close friend Serena . After stealing his lacrosse coach's Viagra, he relied on Blair and her alumnus father's connections to get accepted into Yale . Nate eventually left to sail around the world with his father's Navy mentor because he is unable to choose between Blair and Serena . In the sequel, he attends Deep Springs recommended by Chuck Bass, and then Brown University . Eventually, he professes his love for Blair over Serena, which leaves Serena heartbroken and Blair overjoyed . He and Serena got into every college that they entered for . </Li> <Li> Dan Humphrey is a sexy, skinny, sensitive, caffeine - addicted poet who often sees the darker side of things . A romantic whose imagination runs off wildly at the worst times, he is also over-analytical and easily frustrated . Dan was in love with Serena for years before they met and briefly dated . Dan also experimented with homosexuality, before he began dating Vanessa Abrams . He is a published writer of poetry and songs . At the end of the series, he is attending Evergreen State College in Washington . In the sequel he transfers to Columbia University . He has had a variety of girlfriends, Serena Van Der Woodsen and Mystery Craze before settling down with Vanessa Abrams . </Li> <Li> Jenny Humphrey is Dan's younger sister and an aspiring artist who wishes to be more like Serena, whom she eventually befriends . She often tries to fit in with the rich girls at her school, even though she does not hold a place in their social sphere . She is eventually kicked out of the Constance Billard School for Girls and sent to a boarding school where she reinvents herself as the "it girl", à la Serena . Her move to the boarding school and her life there became the topic of a spin - off of the series, The It Girl . She admires people such as Blair Waldorf and Serena Van Der Woodsen . </Li> <Li> Vanessa Abrams is a budding filmmaker and the total opposite of most of her classmates, sporting a shaved head and always wears black . She has a shaky relationship with Dan Humphrey, particularly after she ends up living with the Humphrey family for a short time . At the end of the series, she is attending New York University . In the prequel it is revealed she shaved her head in front of Blair . </Li> <Li> Chuck Bass is the series' handsome, lust - driven antagonist who tries to take advantage of several girls, though it is eventually revealed that he is quite possibly bisexual . He is largely despised by other characters, but due to his wealth and power, he is tolerated . Notes for a planned prequel to the series revealed that Chuck was originally called "Chip Wiskers", but the name was later scrapped in favor of the more substantial sounding variation of the "wood word + animal name" themed moniker applied in the final draft . Plans to depict "Chip" as a Rhythm Gymnast were also cut, due to the overtly feminine nature of the sport . At the end of the series, he is not accepted into any college that he applied to and claims he is going to military college . However, he never arrives at the school and his whereabouts remain unknown . He later returns to New York as a changed, respectable man, albeit somewhat dependent on his wealth . In the books, Chuck is a secondary character . However, he is elevated to a primary role in its television adaptation, in which he holds an intense relationship with Blair, and is best friends with Nate and Serena . </Li> </Ul> <Li> Blair Waldorf is described as having chestnut brown hair, cobalt blue eyes, a foxlike face, a small physique and being widely involved in extracurricular activities and having a tenacious attitude towards studies . She is considered quite intelligent and very pretty by her peers and elders . Blair uses her charm, cleverness, money and social status to get to where and what she wants . Blair attends Yale University after graduating from high school . Throughout the series, she has an on - off relationship with Nate Archibald, whom she always imagined marrying . At the end of the series, Nate admits he loves her, and always will . Gossip Girl herself says that the two are just meant to be together . Blair's style and attitude portrays her as being quite preppy . </Li> <Li> Serena van der Woodsen is described as being slim, ethereally beautiful, and "perfect". Serena dabbled in modeling before landing a starring role in Breakfast at Fred's, a remake of Breakfast at Tiffany's . Serena has kept a steady string of admirers, including Nate Archibald, Dan Humphrey, Aaron Rose, and an entire a cappella group at Yale University . Serena longs for true romance, and initially seeks this with Nate, despite his relationship with her friend Blair . In spite of this, she is easily bored by men in general and does not often pursue committed relationships, preferring to play the field . Serena is often criticized by her classmates, who find her an excellent source of gossip but resent her effortless good looks and her ability to get the attention of any male . Often, she seems sad with her beauty, as she has no "incentive" to do anything . At the end of the book series, Serena decides to stay in New York City, instead of attending one of the many Ivy League schools into which she was accepted, so that she can discover her life for herself . After a break from college, she attends Yale . Serena and Blair have a love - hate relationship with Serena being caring towards Blair every book . </Li> <Li> Nate Archibald is a wealthy, good - looking lacrosse player from St. Jude's School for Boys . He has dated a number of girls in the series, but his only serious relationships have been with his on - again / off - again girlfriend, Blair Waldorf and her close friend Serena . After stealing his lacrosse coach's Viagra, he relied on Blair and her alumnus father's connections to get accepted into Yale . Nate eventually left to sail around the world with his father's Navy mentor because he is unable to choose between Blair and Serena . In the sequel, he attends Deep Springs recommended by Chuck Bass, and then Brown University . Eventually, he professes his love for Blair over Serena, which leaves Serena heartbroken and Blair overjoyed . He and Serena got into every college that they entered for . </Li>

Who does blair waldorf end up with in the books