Charles Hardin Holley
September 7, 1936
Lubbock, Texas, U.S.
|Died||February 3, 1959 (aged 22)|
Clear Lake, Iowa, U.S.
|Cause of death||Blunt trauma as a result of a plane crash|
|Resting place||City of Lubbock Cemetery in Lubbock County, Texas|
( m. 1958)
Charles Hardin Holley (September 7, 1936 – February 3, 1959), known as Buddy Holly, was an American singer and songwriter who was a central and pioneering figure of mid-1950s rock and roll. He was born to a musical family in Lubbock, Texas during the Great Depression, and learned to play guitar and sing alongside his siblings. His style was influenced by gospel music, country music, and rhythm and blues acts, which he performed in Lubbock with his friends from high school.
He made his first appearance on local television in 1952, and the following year he formed the group "Buddy and Bob" with his friend Bob Montgomery. In 1955, after opening for Elvis Presley, he decided to pursue a career in music. He opened for Presley three times that year; his band's style shifted from country and western to entirely rock and roll. In October that year, when he opened for Bill Haley & His Comets, he was spotted by Nashville scout Eddie Crandall, who helped him get a contract with Decca Records.
Holly's recording sessions at Decca were produced by Owen Bradley, who had become famous for producing orchestrated country hits for stars like Patsy Cline. Unhappy with Bradley's musical style and control in the studio, Holly went to producer Norman Petty in Clovis, New Mexico, and recorded a demo of " That'll Be the Day", among other songs. Petty became the band's manager and sent the demo to Brunswick Records, which released it as a single credited to " The Crickets", which became the name of Holly's band. In September 1957, as the band toured, "That'll Be the Day" topped the US and UK singles charts. Its success was followed in October by another major hit, " Peggy Sue".
The album The "Chirping" Crickets, released in November 1957, reached number five on the UK Albums Chart. Holly made his second appearance on The Ed Sullivan Show in January 1958 and soon after toured Australia and then the UK. In early 1959, he assembled a new band, consisting of future country music star Waylon Jennings (bass), famed session musician Tommy Allsup (guitar), and Carl Bunch (drums), and embarked on a tour of the midwestern US. After a show in Clear Lake, Iowa, he chartered an airplane to travel to his next show in Moorhead, Minnesota. Soon after takeoff, the plane crashed, killing Holly, Ritchie Valens, The Big Bopper, and pilot Roger Peterson in a tragedy later referred to by Don McLean as " The Day the Music Died" in his song " American Pie".
During his short career, Holly wrote and recorded many songs. He is often regarded as the artist who defined the traditional rock-and-roll lineup of two guitars, bass, and drums. He was a major influence on later popular music artists, including Bob Dylan, The Beatles, The Rolling Stones, Eric Clapton, The Hollies, Elvis Costello, Dave Edmunds, Marshall Crenshaw, and Elton John. He was among the first artists inducted into the Rock and Roll Hall of Fame, in 1986. Rolling Stone magazine ranked him number 13 in its list of "100 Greatest Artists" in 2010.
Holly was born Charles Hardin Holley (spelled "-ey") on September 7, 1936, in Lubbock, Texas, the fourth child of Lawrence Odell "L.O." Holley (1901–1985) and Ella Pauline Drake (1902–1990). His elder siblings were Larry (1925–2022),  Travis (1927–2016),  and Patricia Lou (1929–2008).  Holly was of mostly English and Welsh descent, and had small amounts of Native American ancestry as well.  From early childhood, he was nicknamed "Buddy".  During the Great Depression, the Holleys frequently moved residence within Lubbock; L.O. changed jobs several times. Buddy Holly was baptized a Baptist, and the family were members of the Tabernacle Baptist Church. 
The Holleys had an interest in music; all the family members except L.O. were able to play an instrument or sing. The elder Holley brothers performed in local talent shows; on one occasion, Buddy joined them on violin. Since he could not play it, his brother Larry greased the bow so it would not make any sound. The brothers won the contest.  During World War II, Larry and Travis were called to military service. Upon his return, Larry brought with him a guitar he had bought from a shipmate while serving in the Pacific. At age 11, Buddy took piano lessons but abandoned them after nine months. He switched to the guitar after he saw a classmate playing and singing on the school bus. Buddy's parents initially bought him a steel guitar, but he insisted that he wanted a guitar like his brother's. His parents bought the guitar from a pawnshop, and Travis taught him to play it. 
During his early childhood, Holly was influenced by the music of Hank Williams, Jimmie Rodgers, Moon Mullican, Bill Monroe, Hank Snow, Bob Wills, and the Carter Family. At Roscoe Wilson Elementary, he became friends with Bob Montgomery, and the two played together, practicing with songs by the Louvin Brothers and Johnnie & Jack.  They both listened to the radio programs Grand Ole Opry on WSM, Louisiana Hayride on KWKH, and Big D Jamboree. At the same time, Holly played with other musicians he met in high school, including Sonny Curtis and Jerry Allison.  In 1952 Holly and Jack Neal participated as a duo billed as "Buddy and Jack" in a talent contest on a local television show. After Neal left, he was replaced by Bob Montgomery and they were billed as "Buddy and Bob". The two soon started performing on the Sunday Party show on KDAV in 1953 and performed live gigs in Lubbock.  At that time, Holley was influenced by late-night radio stations that played blues and rhythm and blues (R&B). Holly would sit in his car with Curtis and tune to distant radio stations that could only be received at night, when local transmissions ceased.  Holly then modified his music by blending his earlier country and western (C&W) influence with R & B. 
By 1955, after graduating from Lubbock High School, Holly decided to pursue a full-time career in music. He was further encouraged after seeing Elvis Presley perform live in Lubbock, whose act was booked by Pappy Dave Stone of KDAV. In February, he opened for Presley at the Fair Park Coliseum, in April at the Cotton Club, and again in June at the Coliseum. By that time, he had incorporated into his band Larry Welborn on the stand-up bass and Allison on drums, as his style shifted from country and western to rock and roll due to seeing Presley's performances and hearing his music.  In October, Stone booked Bill Haley & His Comets and placed Holley as the opening act to be seen by Nashville scout Eddie Crandall. Impressed, Crandall persuaded Grand Ole Opry manager Jim Denny to seek a recording contract for Holley. Stone sent a demo tape, which Denny forwarded to Paul Cohen, who signed the band to Decca Records in February 1956.  In the contract, Decca misspelled Holly's surname as "Holly", and from then on he was known as "Buddy Holly", instead of his real name "Holley".[ citation needed]
On January 26, 1956, Holly attended his first formal recording session, which was produced by Owen Bradley.  He attended two more sessions in Nashville, but with the producer selecting the session musicians and arrangements, Holly became increasingly frustrated by his lack of creative control.  In April 1956, Decca released " Blue Days, Black Nights" as a single, with "Love Me" on the B-side. Denny included Holly on a tour as the opening act for Faron Young. During the tour, they were promoted as "Buddy Holly and the Two Tones", while later Decca called them "Buddy Holly and the Three Tunes".  The label later released Holly's second single "Modern Don Juan", backed with "You Are My One Desire". Neither single made an impression. On January 22, 1957, Decca informed Holly his contract would not be renewed, but insisted he could not record the same songs for anyone else for five years. 
Holly was unhappy with the results of his time with Decca; he was inspired by the success of Buddy Knox's " Party Doll" and Jimmy Bowen's " I'm Stickin' with You", and visited Norman Petty, who had produced and promoted both records. Together with Allison, bassist Joe B. Mauldin, and rhythm guitarist Niki Sullivan, he went to Petty's studio in Clovis, New Mexico. The group recorded a demo of " That'll Be the Day", a song they had previously recorded in Nashville. Now playing lead guitar, Holly achieved the sound he desired. Petty became his manager and sent the record to Brunswick Records in New York City. Holly, still under contract with Decca, could not release the record under his name, so a band name was used; Allison proposed the name "Crickets". Brunswick gave Holly a basic agreement to release "That'll Be the Day", leaving him with both artistic control and financial responsibility for future recordings. 
Impressed with the demo, the label's executives released it without recording a new version. "I'm Looking for Someone to Love" was the B-side; the single was credited to The Crickets. Petty and Holly later learned that Brunswick was a subsidiary of Decca, which legally cleared future recordings under the name Buddy Holly. Recordings credited to the Crickets would be released on Brunswick, while the recordings under Holly's name were released on another subsidiary label, Coral Records. Holly concurrently held a recording contract with both labels. 
"That'll Be the Day" was released on May 27, 1957. Petty booked Holly and the Crickets for a tour with Irvin Feld, who had noticed the band after "That'll Be the Day" appeared on the R&B chart. He booked them for appearances in Washington, D.C., Baltimore, and New York City.  The band was booked to play at New York's Apollo Theater on August 16–22. During the opening performances, the group did not impress the audience, but they were accepted after they included " Bo Diddley". By the end of their run at the Apollo, "That'll Be the Day" was climbing the charts. Encouraged by the single's success, Petty started to prepare two album releases; a solo album for Holly and another for the Crickets.  Holly appeared on American Bandstand, hosted by Dick Clark on ABC, on August 26. Before leaving New York, the band befriended the Everly Brothers. 
"That'll Be the Day" topped the US "Best Sellers in Stores" chart on September 23 and was number one on the UK Singles Chart for three weeks in November.  On September 20, Coral released " Peggy Sue", backed with " Everyday", with Holly credited as the performer. By October, "Peggy Sue" had reached number three on Billboard's pop chart and number two on the R&B chart; it peaked at number six on the UK Singles chart. As the success of the song grew, it brought more attention to Holly, with the band at the time being billed as "Buddy Holly and the Crickets"  (although never on records during Holly's lifetime; the record labels identified the band as "Buddy Holly and the Crickets" beginning in 1962).
In the last week of September, the band members flew to Lubbock to visit their families.  Holly's high school girlfriend, Echo McGuire, had left him for a fellow student.  Aside from McGuire, Holly had a relationship with Lubbock fan June Clark.  After Clark ended their relationship, Holly realized the importance of his relationship with McGuire and considered his relationship with Clark a temporary one.  Meanwhile, for their return to recording, Petty arranged a session in Oklahoma City, where he was performing with his own band. While the band drove to the location, the producer set up a makeshift studio. The rest of the songs needed for an album and singles were recorded; Petty later dubbed the material in Clovis.  The resulting album, The "Chirping" Crickets, was released on November 27, 1957. It reached number five on the UK Albums Chart. In October, Brunswick released the second single by the Crickets, " Oh, Boy!", with " Not Fade Away" on the B-side. The single reached number 10 on the pop chart and 13 on the R&B chart.  Holly and the Crickets performed "That'll Be the Day" and "Peggy Sue" on The Ed Sullivan Show on December 1, 1957. Following the appearance, Niki Sullivan left the group because he was tired of the intensive touring, and he wanted to resume his education. On December 29 Holly and the Crickets performed "Peggy Sue" on The Arthur Murray Party. 
On January 8, 1958, Holly and the Crickets joined America's Greatest Teenage Recording Stars tour.  On January 25, Holly recorded " Rave On"; the next day, he made his second appearance on The Ed Sullivan Show, singing "Oh, Boy!"  He departed to perform in Honolulu, Hawaii, on January 27, and then started a week-long tour of Australia billed as the Big Show with Paul Anka, Jerry Lee Lewis and Jodie Sands .   In March, the band toured the United Kingdom, playing 50 shows in 25 days.  The same month, his debut solo album, Buddy Holly, was released. Upon their return to the United States, Holly and the Crickets joined Alan Freed's Big Beat Show tour for 41 dates. In April, Decca released That'll Be the Day, featuring the songs recorded with Bradley during his early Nashville sessions. 
A new recording session in Clovis was arranged in May; Holly hired Tommy Allsup to play lead guitar. The session produced the recordings of " It's So Easy" and " Heartbeat". Holly was impressed by Allsup and invited him to join the Crickets. In June, Holly traveled alone to New York for a solo recording session. Without the Crickets, he chose to be backed by a jazz and R&B band, recording "Now We're One" and Bobby Darin's " Early in the Morning". 
During a visit to the offices of Peer-Southern, Holly met María Elena Santiago. He asked her out on their first meeting and proposed marriage to her on their first date. The wedding took place on August 15. Holly's manager Norman Petty disapproved of the marriage and advised Holly to keep it secret to avoid upsetting Holly's female fans. Petty's suggestion created friction with Holly, who had also started to question Petty's bookkeeping. The Crickets were also frustrated with Petty, who controlled all of the proceeds earned by the band. 
Holly and Santiago frequented many of New York's music venues, including the Village Gate, Blue Note, Village Vanguard, and Johnny Johnson's. Santiago later said that Holly was keen to learn fingerstyle flamenco guitar and that he would often visit her aunt's home to play the piano there. Holly planned collaborations between soul singers and rock and roll. He wanted to make an album with Ray Charles and Mahalia Jackson. He also had ambitions to work in film and registered for acting classes with Lee Strasberg's Actors Studio. 
Santiago accompanied Holly on tours. To hide her marriage to Holly, she was presented as the Crickets' secretary. She took care of the laundry and equipment set-up and collected the concert revenues. Santiago kept the money for the band instead of their habitual transfer to Petty in New Mexico.  She and her aunt Provi Garcia, an executive in the Latin American music department at Peer-Southern, convinced Holly that Petty was paying the band's royalties from Coral-Brunswick into his own company's account. Holly planned to retrieve his royalties from Petty and to later fire him as manager and producer. At the recommendation of the Everly Brothers, Holly hired lawyer Harold Orenstein to negotiate his royalties.  The problems with Petty were triggered after he was unable to pay Holly. At the time, New York promoter Manny Greenfield reclaimed a large part of Holly's earnings; Greenfield had booked Holly for shows during previous tours. The two had a verbal agreement; Greenfield would obtain 5% of the booking earnings. Greenfield later felt he was also acting as Holly's manager and deserved a higher payment, which Holly refused. Greenfield then sued Holly. Under New York law, because Holly's royalties originated in New York and were directed out of the state, the payments were frozen until the dispute was settled. Petty then could not complete the transfers to Holly, who considered him responsible for the missing profit. 
In September, Holly returned to Clovis for a new recording session, which yielded "Reminiscing" and "Come Back Baby". During the session, he ventured into producing by recording Lubbock DJ Waylon Jennings. Holly produced the single "Jole Blon" and "When Sin Stops (Love Begins)" for Jennings.  Holly became increasingly interested in the New York music, recording, and publishing scene. Holly and Santiago settled in Apartment 4H of the Brevoort Apartments, at 11 Fifth Avenue in Greenwich Village, where he recorded a series of acoustic songs, including " Crying, Waiting, Hoping" and "What to Do".  The inspiration to record the songs is sometimes attributed to the ending of his relationship with McGuire. 
On October 21, 1958, Holly's final studio session was recorded at the Pythian Temple on West 70th Street (now a luxury condominium). Known by Holly fans as "the string sessions", Holly recorded four songs for Coral in an innovative collaboration with the Dick Jacobs Orchestra, an 18-piece ensemble composed of former members of the NBC Symphony Orchestra including saxophonist Boomie Richman.
The four songs recorded during the 3+1⁄2-hour session were:
These four songs were the only ones Coral ever mixed in stereo, but only "Raining in My Heart" was released that way (in 1959, on an obscure promotional LP titled Hitsville). All four records otherwise received releases in mono. The original stereo mixes were consulted many years later for compilation albums.
Holly ended his association with Petty in December 1958. His band members kept Petty as their manager and split from Holly. The split was amicable and based on logistics: Holly had decided to settle permanently in New York, where the business and publishing offices were, and the Crickets preferred not to leave their home state. Petty was still holding the money from the royalties, forcing Holly to form a new band and return to touring. 
Holly vacationed with his wife in Lubbock and visited Jennings's radio station in December 1958.  For the start of the Winter Dance Party tour, he assembled a band consisting of Waylon Jennings (electric bass), Tommy Allsup (guitar), and Carl Bunch (drums).  Holly and Jennings left for New York City, arriving on January 15, 1959. Jennings stayed at Holly's apartment by Washington Square Park on the days prior to a meeting scheduled at the headquarters of the General Artists Corporation, which organized the tour.  They then traveled by train to Chicago to join the rest of the band. 
The Winter Dance Party tour began in Milwaukee, Wisconsin, on January 23, 1959. The amount of travel involved created logistical problems, as the distance between venues had not been considered when scheduling performances. Adding to the problem, the unheated tour buses twice broke down in freezing weather, with dire consequences. Holly's drummer Carl Bunch was hospitalized for frostbite to his toes (sustained while aboard the bus), so Holly decided to seek other transportation.  On February 2, before their appearance in Clear Lake, Iowa, Holly chartered a four-seat Beechcraft Bonanza airplane for Jennings, Allsup, and himself, from Dwyer Flying Service in Mason City, Iowa. Holly's idea was to depart following the show at the Surf Ballroom in Clear Lake and fly to their next venue, in Moorhead, Minnesota, via Fargo, North Dakota, allowing them time to rest and launder their clothes and avoid a rigorous bus journey. Immediately after the Clear Lake show (which ended just before midnight), Allsup agreed to flip a coin for the seat with Valens. Valens called heads; when he won, he reportedly said, "That's the first time I've ever won anything in my life." Allsup later opened a restaurant/bar in Fort Worth, Texas, called Heads Up Saloon.  Waylon Jennings voluntarily gave up his seat to J. P. Richardson (the Big Bopper), who had influenza and complained that the tour bus was too cold and uncomfortable for a man of his size. 
The pilot, Roger Peterson, took off in inclement weather, even though he was not certified to fly by instruments only. Buddy's brother Larry Holley said, "I got the full report from the Civil Aeronautics – it took me a year to get it, but I got it – and they had installed a new Sperry gyroscope in the airplane. The Sperry works different than any other gyro. One of them, the background moves and the plane stays like this [stationary], and in the other one the background stays steady and the plane moves, it works just backwards. He [the pilot] could have been reading this backwards... they were going down, they thought they were still climbing."
Shortly after 12:55 am on February 3, 1959, Holly, Valens, Richardson, and Peterson were killed when the aircraft crashed into a cornfield five miles northwest of Mason City shortly after takeoff. The three musicians, who were ejected from the fuselage upon impact, sustained severe head and chest injuries.  Holly was 22 years old.
The report did not mention a gun belonging to Holly that was found by a farmer two months after the crash. Newspaper accounts of the gun discovery fueled rumors among fans that the pilot was somehow shot, causing the crash. Another curious finding at the crash was that Richardson's body was discovered nearly 40 feet (12 meters) away from the crash while the others were found in or near the wreckage. However, an autopsy done at the request of Richardson's son in 2007 found no evidence to support the rumors. Dr. Bill Bass, a forensic anthropologist at the University of Tennessee, stated that "There was no indication of foul play," and that Richardson "died immediately." 
Holly's funeral was held on February 7, 1959, at the Tabernacle Baptist Church in Lubbock. The service was officiated by Ben D. Johnson, who had presided at the Hollys' wedding just months earlier. The pallbearers were Jerry Allison, Joe B. Mauldin, Niki Sullivan, Bob Montgomery, and Sonny Curtis. Some sources say that Phil Everly, one half of The Everly Brothers, was also pallbearer, but Everly said that he attended the funeral but was not a pallbearer.  Waylon Jennings was unable to attend because of his commitment to the still-touring Winter Dance Party. Holly's body was interred in the City of Lubbock Cemetery, in the eastern part of the city. His headstone carries the correct spelling of his surname (Holley) and a carving of his Fender Stratocaster guitar. 
Santiago watched the first reports of Holly's death on television. The following day, she suffered a miscarriage. Holly's mother, who heard the news on the radio in Lubbock, Texas, screamed and collapsed. Because of Elena's miscarriage, in the months following the accident, the authorities[ who?] implemented a policy against announcing victims' names until after families are informed.  Santiago did not attend the funeral and has never visited the grave site. She later told the Avalanche-Journal, "In a way, I blame myself. I was not feeling well when he left. I was two weeks pregnant, and I wanted Buddy to stay with me, but he had scheduled that tour. It was the only time I wasn't with him. And I blame myself because I know that, if only I had gone along, Buddy never would have gotten into that airplane." 
Holly's singing style was characterized by his vocal hiccups and his alternation between his regular voice and falsetto.  His "stuttering vocals" were complemented by his percussive guitar playing, solos, stops, bent notes, and rhythm and blues chord progressions.  He often strummed downstrokes that were accompanied by Allison's "driving" percussion. 
Holly bought his first Fender Stratocaster, which became his signature guitar, at Harrod Music in Lubbock for $249.50. Fender Stratocasters were popular with country musicians; Holly chose it for its loud sound.  His "innovative" playing style was characterized by its blending of "chunky rhythm" and "high string lead work". He played his first Stratocaster, a 1954 model, until it was stolen during a tour stop in Michigan in 1957. To replace it, he purchased a 1957 model before a show in Detroit. Holly owned four or five Stratocasters during his career. 
At the beginning of their music careers, Holly and his group wore business suits. When they met the Everly Brothers, Don Everly took the band to Phil's men's shop in New York City and introduced them to Ivy League clothes. The brothers advised Holly to replace his old-fashioned glasses with horn-rimmed glasses, which had been popularized by Steve Allen.  Holly bought a pair of glasses made in Mexico from Lubbock optometrist Dr. J. Davis Armistead. Teenagers in the United States started to request this style of glasses, which were later popularly known as "Buddy Holly glasses". 
When the plane crashed, the wreckage was strewn across many yards of snow-covered ground. While his other belongings were recovered immediately, there was no record of his signature glasses being found. They were presumed lost until, in March 1980, they were discovered in a Cerro Gordo County courthouse storage area by Sheriff Gerald Allen. They had been found in the spring of 1959, after the snow had melted, and had been given to the sheriff's office. They were placed in an envelope dated April 7, 1959, along with the Big Bopper's watch, a lighter, two pairs of dice and part of another watch, and misplaced when the county moved courthouses. The glasses, missing their lenses, were returned to Santiago a year later, after a legal contest over them with his parents. They are now on display at the Buddy Holly Center in Lubbock, Texas.  
Buddy Holly left behind dozens of unfinished recordings — solo transcriptions of his new compositions, informal jam sessions with bandmates, or tapes demonstrating songs intended for other artists. The last known recordings, made in Holly's apartment in late 1958, were his last six original songs. In June 1959, Coral Records overdubbed two of them with backing vocals by the Ray Charles Singers and studio musicians in an attempt to simulate the established Crickets sound. The finished tracks became the first posthumous Holly single, " Peggy Sue Got Married"/" Crying, Waiting, Hoping". The new release was successful enough to warrant an album drawing upon the other Holly demos, using the same studio personnel, in January 1960.  All six songs were included in The Buddy Holly Story, Vol. 2 (1960).
The demand for Holly records was so great, and Holly had recorded so prolifically, that his record label was able to release new Holly albums and singles for the next 10 years. Norman Petty produced most of these new editions, drawing upon unreleased studio masters, alternate takes, audition tapes, and even amateur recordings (some dating back to 1954 with low-fidelity vocals). The final "new" Buddy Holly album, Giant, was released in 1969; the single chosen from the album was " Love Is Strange". 
Encyclopædia Britannica stated that Holly "produced some of the most distinctive and influential work in rock music".  AllMusic defined him as "the single most influential creative force in early rock and roll".  Rolling Stone ranked him number 13 on its list of "100 Greatest Artists".  The Telegraph called him a "pioneer and a revolutionary [...] a multidimensional talent [...] (who) co-wrote and performed (songs that) remain as fresh and potent today".  In 2023, Rolling Stone ranked Holly at number 174 on its list of the 200 Greatest Singers of All Time. 
The Rock and Roll Hall of Fame included Holly among its first class in 1986. On its entry, the Hall of Fame remarked upon the large quantity of material he produced during his short musical career, and said it "made a major and lasting impact on popular music". It called him an "innovator" for writing his own material, his experimentation with double tracking and the use of orchestration; he is also said to have "pioneered and popularized the now-standard" use of two guitars, bass, and drums by rock bands.  The Songwriters Hall of Fame also inducted Holly in 1986, and said his contributions "changed the face of Rock 'n' Roll".  Holly developed in collaboration with Petty techniques of overdubbing and reverb, while he used innovative instrumentation later implemented by other artists.  Holly became "one of the most influential pioneers of rock and roll" who had a "lasting influence" on genre performers of the 1960s. 
In 1980, Grant Speed sculpted a statue of Holly playing his Fender guitar. This statue is the centerpiece of Lubbock's Walk of Fame, which honors notable people who contributed to Lubbock's musical history. Other memorials to Buddy Holly include a street named in his honor and the Buddy Holly Center, which contains a museum of Holly memorabilia and fine arts gallery. The center is located on Crickets Avenue, one street east of Buddy Holly Avenue, in a building that previously housed the Fort Worth and Denver South Plains Railway Depot.  In 2010, the statue was taken down for refurbishment, and construction of a new Walk of Fame began.
In 1997, the National Academy of Recording Arts and Sciences gave Holly the Lifetime Achievement Award.  Holly was inducted into the Iowa Rock 'n' Roll Hall of Fame in 2000. On May 9, 2011, the City of Lubbock held a ribbon-cutting ceremony for the Buddy and Maria Elena Holly Plaza, the new home of the statue and the Walk of Fame.  The same year, a star bearing Holly's name was placed on the Hollywood Walk of Fame, commemorating his 75th birthday. 
Groundbreaking was held on April 20, 2017, for the construction of a new performing arts center in Lubbock, the Buddy Holly Hall of Performing Arts and Sciences, a downtown $153 million project expected to be completed in 2020.  Thus far, the private group, the Lubbock Entertainment and Performing Arts Association, has raised or received pledges in the amount of $93 million to underwrite the project. 
According to a June 2019 article in The New York Times Magazine, "virtually all" of Holly's masters were lost in the 2008 Universal fire.  This is disputed by Chad Kassem of Analogue Productions, who claims to have used the master tapes of Holly's first two albums in Analogue Productions reissues of these albums on LP and SACD in 2017. 
John Lennon and Paul McCartney saw Holly for the first time when he appeared on Sunday Night at the London Palladium.  The two had recently met and begun their musical association. They studied Holly's records, learned his performance style and lyricism, and based their act around his persona. Inspired by Holly's insect-themed Crickets, they chose to name their band " The Beatles". Lennon and McCartney later cited Holly as one of their main influences. 
Lennon's band the Quarrymen covered "That'll Be the Day" in their first recording session, in 1958.  During breaks in the Beatles' first appearance on The Ed Sullivan Show, on February 9, 1964, Lennon asked CBS coordinator Vince Calandra about Holly's performances; Calandra said Lennon and McCartney repeatedly expressed their appreciation of Holly.  The Beatles recorded a close cover of Holly's version of " Words of Love", which was released on their 1964 album Beatles for Sale (in the US, in June 1965 on Beatles VI). During the January 1969 recording sessions for their album Let It Be, the Beatles played a slow, impromptu version of "Mailman, Bring Me No More Blues" – which Holly popularized but did not write – with Lennon mimicking Holly's vocal style.  Lennon recorded a cover version of "Peggy Sue" on his 1975 album Rock 'n' Roll.  McCartney owns the publishing rights to Holly's song catalog. 
On January 31, 1959, two nights before Holly's death, 17-year-old Bob Dylan attended Holly's performance in Duluth. Dylan referred to this in his acceptance speech when he received the Grammy Award for Album of the Year for Time Out of Mind in 1998: "... when I was sixteen or seventeen years old, I went to see Buddy Holly play at Duluth National Guard Armory and I was three feet away from him ... and he looked at me. And I just have some sort of feeling that he was ... with us all the time we were making this record in some kind of way". 
Mick Jagger saw Holly performing live in Woolwich, London, during a tour of England; Jagger particularly remembered Holly's performance of " Not Fade Away" – a song that also inspired Keith Richards, who modeled his early guitar playing on the track. The Rolling Stones had a hit version of the song in 1964.  Richards later said, "[Holly] passed it on via the Beatles and via [the Rolling Stones] ... He's in everybody". 
Don McLean's popular 1971 ballad " American Pie" was inspired by Holly's death and the day of the plane crash. The song's lyric, which calls the incident "The Day the Music Died", became popularly associated with the crash. McLean's album American Pie is dedicated to Holly.  In 2015, McLean wrote, "Buddy Holly would have the same stature musically whether he would have lived or died, because of his accomplishments ... By the time he was 22 years old, he had recorded some 50 tracks, most of which he had written himself ... in my view and the view of many others, a hit ... Buddy Holly and the Crickets were the template for all the rock bands that followed". 
Elton John was musically influenced by Holly. At age 13, although he did not require them, John started wearing horn-rimmed glasses to imitate Holly.  The Clash were also influenced by Holly, and referenced him in their song "If Music Could Talk" from the Sandinista! album.  The Chirping Crickets was the first album Eric Clapton ever bought; he later saw Holly on Sunday Night at the London Palladium. In his autobiography, Clapton recounted the first time he saw Holly and his Fender, saying, "I thought I'd died and gone to heaven ... it was like seeing an instrument from outer space and I said to myself: 'That's the future – that's what I want'". 
The launch of Bobby Vee's successful musical career resulted from Holly's death; Vee was selected to replace Holly on the tour that continued after the plane crash. Holly's profound influence on Vee's singing style can be heard in the songs " Rubber Ball" – the B-side of which was a cover of Holly's "Everyday" – and "Run to Him".  The name of the British rock band the Hollies is often claimed as a tribute to Holly; according to the band, they admired Holly, but their name was mainly inspired by sprigs of holly in evidence around Christmas 1962.  In an August 24, 1978, interview with Rolling Stone, Bruce Springsteen told Dave Marsh, "I play Buddy Holly every night before I go on; that keeps me honest".  The Grateful Dead performed the song "Not Fade Away" in concerts. 
In 2016, Richard Barone released his album Sorrows & Promises: Greenwich Village in the 1960s, paying tribute to the new wave of singer-songwriters in the Village during that pivotal, post-Holly era. The album opens with Barone's version of "Learning the Game", one of the final songs written and recorded by Holly at his home in Greenwich Village, a week before his death. 
Holly's life story inspired a Hollywood biographical film, The Buddy Holly Story (1978); its lead actor Gary Busey received a nomination for the Academy Award for Best Actor for his portrayal of Holly. The film was widely criticized by the rock press, and by Holly's friends and family, for its inaccuracies.  This led Paul McCartney (whose MPL Communications by then controlled the publishing rights to Buddy Holly's song catalog) to produce and host his own documentary about Holly in 1985, titled The Real Buddy Holly Story. This video includes interviews with Keith Richards, Phil and Don Everly, Sonny Curtis, Jerry Allison, Holly's family, and McCartney, among others. 
In 1987, musician Marshall Crenshaw portrayed Buddy Holly in the movie La Bamba, which depicts him performing at the Surf Ballroom and boarding the fatal airplane with Ritchie Valens and the Big Bopper. Crenshaw's version of "Crying, Waiting, Hoping" is featured on the La Bamba original motion picture soundtrack. 
Buddy – The Buddy Holly Story, a jukebox musical depicting Holly's life, opened in 1989.
Holly was depicted in a 1989 episode of the science-fiction television program Quantum Leap titled "How the Tess Was Won"; Holly's identity is only revealed at the end of the episode. Dr. Sam Beckett ( Scott Bakula) influences Buddy Holly to change his lyrics from "piggy, suey" to "Peggy Sue", setting up Holly's future hit song.  Holly's follow up to that hit song is featured in the 1986 Francis Ford Coppola film Peggy Sue Got Married, in which a 43-year-old mother and housewife facing divorce played by Kathleen Turner is thrust back in time and given the chance to change the course of her life.
Steve Buscemi appeared as Holly in a brief cameo as a 1950s-themed restaurant employee in Quentin Tarantino's 1994 film Pulp Fiction, in which he takes Mia Wallace and Vincent Vega's orders (portrayed respectively by Uma Thurman and John Travolta).
In 1961, Mike Berry recorded " Tribute to Buddy Holly".
In 1985, the German punk band Die Ärzte composed a song centering on Buddy Holly's glasses, titled "Buddy Holly's Brille". 
In 1998, the post-apocalyptic film Six String Samurai depicted Holly as a guitar-playing samurai traveling to Las Vegas to become the new king of Nevada after the death of Elvis Presley.
Weezer's first top 40 single in the US was titled " Buddy Holly".
In 2006, country band the Dixie Chicks mention Buddy Holly in their song " Lubbock or Leave It". Lead singer Natalie Maines and Holly share a hometown of Lubbock, Texas.
The TV documentary Buddy Holly – Rave On: The Story of Buddy Holly aired on BBC Four in 2017.  An upcoming documentary The Day the Music Died/American Pie explores the story behind the Don Mclean song.