This is a list of notable events in country music that took place in the year 1999.
March 6 — Legendary performer George Jones, in the midst of a comeback this year, is seriously injured when he crashed his Lexus into a bridge. It is later revealed that alcohol was a factor in the accident, and he pleaded guilty to drunk driving charges.
June — Comedian Jeff Foxworthy debuts his syndicated radio countdown show, "The Foxworthy Countdown." The radio show would end ten years later.
September 4 — Lonestar's hit, "Amazed," spends its eighth week at No. 1 on the Billboard magazine Hot Country Singles & Tracks chart, becoming the first song to do so since Jack Greene's 1966 hit, "There Goes My Everything." In several other trade magazines, including Radio & Records, "Amazed" reigns for nine weeks, which made it the longest-lasting Number One single since 1966's "Almost Persuaded" by David Houston. By year's end, "Amazed" is gaining popularity on CHR and adult contemporary stations (in re-mixed versions, which excised the steel guitar).
February 8 - Lulu Belle (born Myrtle Eleanor Cooper), 85, one-half of the 1930s-1940s husband-and-wife duo Lulu Belle and Scotty, later a state Representative in the North Carolina Legislature.
October 2 — Danny Mayo, 49, writer of hit singles by Alabama, Confederate Railroad, Pirates of the Mississippi, and Tracy Byrd, father of songwriter Aimee Mayo (heart attack)
December 17 — Rex Allen, 78, "The Arizona Cowboy" and traveling rodeo performer.
December 20 — Hank Snow, 85, "The Singing Ranger," best known for "I'm Movin' On."
Johnny Bond (1915-1978)
Dolly Parton (born 1946)
Conway Twitty (1933-1993)
Ronnie Prophet
Walt Grealis
Best Female Country Vocal Performance — "Man! I Feel Like a Woman!," Shania Twain
Best Male Country Vocal Performance — "Choices," George Jones
Best Country Performance by a Duo or Group with Vocal — "Ready to Run," Dixie Chicks
Best Country Collaboration with Vocals — "After the Gold Rush," Emmylou Harris, Dolly Parton and Linda Ronstadt
Best Country Instrumental Performance — "Bob's Breakdowns," Tommy Allsup, Asleep at the Wheel, Floyd Domino, Larry Franklin, Vince Gill and Steve Wariner
Best Country Song — "Come on Over," Shania Twain and Robert John "Mutt" Lange
Best Country Album — Fly, Dixie Chicks
Best Bluegrass Album — Ancient Tones, Ricky Skaggs & Kentucky Thunder
Best Country Male Artist — Paul Brandt
Best Country Female Artist — Shania Twain
Best Country Group or Duo — The Rankins
Entertainer of the Year — Shania Twain
Song of the Year — "Amazed," Marv Green, Aimee Mayo
Single of the Year — "Amazed," Lonestar
Album of the Year — Fly, Dixie Chicks
Top Male Vocalist — Tim McGraw
Top Female Vocalist — Faith Hill
Top Vocal Duo or Group — Dixie Chicks
Top New Male Vocalist — Brad Paisley
Top New Female Vocalist — Jessica Andrews
Top New Vocal Duo or Group — Montgomery Gentry
Video of the Year — "Breathe," Faith Hill (Director: Lili Fini Zanuck)
Vocal Event of the Year — "When I Said I Do," Clint Black with Lisa Hartman Black
CMT Maple Leaf Foods Fans' Choice Award — Shania Twain
Male Artist of the Year — Paul Brandt
Female Artist of the Year — Shania Twain
Group or Duo of the Year — The Wilkinsons
SOCAN Song of the Year — "26 Cents," Steve Wilkinson, William Wallace
Single of the Year — "26 Cents," The Wilkinsons
Album of the Year — Nothing but Love, The Wilkinsons
Top Selling Album — Wide Open Spaces, Dixie Chicks
Video of the Year — "That Don't Impress Me Much," Shania Twain
Wrangler Rising Star Award — The Wilkinsons
Vocal/Instrumental Collaboration of the Year — "From This Moment On," Shania Twain and Bryan White
Entertainer of the Year — Shania Twain
Song of the Year — "This Kiss," Robin Lerner, Annie Roboff and Beth Nielsen Chapman
Single of the Year — "Wide Open Spaces," Dixie Chicks
Album of the Year — A Place in the Sun, Tim McGraw
Male Vocalist of the Year — Tim McGraw
Female Vocalist of the Year — Martina McBride
Vocal Duo of the Year — Brooks & Dunn
Vocal Group of the Year — Dixie Chicks
Horizon Award — Jo Dee Messina
Music Video of the Year — "Wide Open Spaces," Dixie Chicks (Director: Thom Oliphant)
Vocal Event of the Year — "My Kind of Woman, My Kind of Man," Vince Gill and Patty Loveless
Musician of the Year — Randy Scruggs
Canadian Country Artist of the Year — Shania Twain
Best Country Album — Nothing but Love, The Wilkinsons
Best Country Single — "26 Cents", The Wilkinsons
Male Artist of the Year — Paul Brandt
Female Artist of the Year — Shania Twain
Group of the Year — The Wilkinsons
Outstanding New Male Artist — Gil Grand
Outstanding New Female Artist — Stephanie Beaumont
Outstanding New Group or Duo — The Johner Brothers
Canadian Country Video — "26 Cents", The Wilkinsons
Top Country Composer(s) — Bruce Guthro
Country Music Association
Inductees of the Country Music Hall of Fame
1999 in country music Wikipedia (Text) CC BY-SA