The Day The Music Died

Holly began a solo tour with other notable performers, including Dion and the Belmonts, Ritchie Valens, and J.P. "The Big Bopper" Richardson. After a performance in Green Bay, Wisconsin at the Riverside Ballroom, on 1 February the tour moved on to the Surf Ballroom in Clear Lake, Iowa on 2 February 1959. Afterwards, Buddy Holly chartered a Beechcraft Bonanza to take him and his new back-up band (Tommy Allsup and Waylon Jennings) to Fargo, North Dakota, enroute to play the next leg of the Winter Dance Party tour at the Armory in Moorhead, Minnesota. Carl Bunch missed the flight as he had been hospitalized with frostbite three days earlier.[9] The Big Bopper asked Jennings for his spot on the four-seat plane, as he was recovering from the flu. Ritchie Valens was still signing autographs at the concert site when Allsup walked in and told him it was time to go. Valens begged for a seat on the plane. Allsup pulled a 50 cent coin out of his pocket and the two men flipped for the seat. Allsup lost.

The plane took off in light snow and gusty winds at around 12:05 A.M., but crashed a few minutes later. The wreckage was discovered several hours later by the plane's owner, Jerry Dwyer, some 8 miles (13 km) from the airport on the property of Albert Juhl. The crash killed Holly, Valens, Richardson, and the 21-year-old pilot, Roger Peterson. Holly's body, along with those of Valens and Richardson, was thrown from the wreckage. Holly and Valens lay 17 feet (5.2 m) south of the wreckage and Richardson was thrown around 40 feet (12 m) to the north of the wreckage. The pilot's body remained in the wreckage. All had suffered severe and multiple injuries. Without any doubt, all had died on impact, with the plane hitting the ground at 170 mph (270 km/h). While theories abound as to the exact cause of the crash, an official determination of pilot error was rendered by the Civil Aeronautics Board. Although the crash received a good deal of local coverage, it was displaced in the national news by an accident that occurred the same day in New York City, when American Airlines Flight 320 crashed during an instrument landing approach at LaGuardia Airport, killing 65. Don McLean referred to it as "The Day the Music Died".

Holly's pregnant wife became a widow after barely six months of marriage and miscarried soon after.

Holly's funeral was held on 7 February 1959 at the Tabernacle Baptist Church in Lubbock under the direction of Sanders Funeral Home.[10] His body was interred in the City of Lubbock Cemetery in the eastern part of the city. Holly's headstone carries the correct spelling of his surname (Holley) and a carving of his Fender Stratocaster guitar.

Maria Holly did not attend the funeral and has never visited the gravesite. She 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."

Buddy Holly recorded so prolifically that his record label was able to release brand-new Buddy Holly albums and singles for 10 years after his death, although the technical quality of the recordings issued was very mixed, some being studio quality and others home recordings. Holly's simple demonstration recordings were overdubbed by studio musicians, to bring them up to then-commercial standards. The best of these overdubbed records is often considered to be the first posthumous single, the 1959 coupling of "Peggy Sue Got Married" and "Crying, Waiting, Hoping", produced by Jack Hansen, with added backing vocals by the Ray Charles Singers in simulation of an authentic Crickets record.[citation needed] "Crying, Waiting, Hoping" was actually supposed to be the "A" side of the 45, with the backup group effectively echoing Buddy's call-and-response vocal. The Hansen session, in which Holly's last six original compositions were overdubbed, was issued on the 1960 Coral LP The Buddy Holly Story, Vol. 2' '. But the best "posthumous" records were the studio recordings, which included "Wishing" and "Reminiscing".

Buddy Holly continued to be promoted and sold as an “active” artist, and his records had a loyal following, especially in Europe. The demand for unissued Holly material was so great that Norman Petty resorted to overdubbing whatever he could find: alternate takes of studio recordings, originally rejected masters, “Crying, Waiting, Hoping” and the other five 1959 tracks (adding new surf-guitar arrangements), and even Holly's amateur demos from 1954 (where the low-fidelity vocals are often muffled behind the new orchestrations). The last new Buddy Holly album was Giant (featuring the single, “Love Is Strange”), issued in 1969. Between the 1959–60 Jack Hansen overdubs, the 1960s Norman Petty overdubs, various alternate takes, and Holly's undubbed originals, collectors can often choose from multiple versions of the same song.