Awards

COUNTRY MUSIC HALL OF FAME
Country Music Hall of Fame Member-Elect, Class of 2018
GRAMMY AWARDS (15 Total)
Best Country Instrumental Performance - 1983, 1984, 1986
Best Country Vocal Collaboration (with Vince Gill & Steve Wariner) - 1991
Best Country Vocal Collaboration for "Same Old Train" - 1998
Best Bluegrass Album (for Bluegrass Rules!) - 1998
Best Bluegrass Album (for Ancient Tones) - 1999
Best Southern, Country, or Bluegrass Gospel Album of the Year (for Soldier of the Cross) - 2000
Best Country Performance by a Group or Duo with Vocals (for song, 'A Simple Life') - 2003
Best Bluegrass Album (for Brand New Strings) - 2004
Best Musical Album for Children - Various Artists (for Songs From the Neighborhood: The Music of Mister Rogers) - 2005
Best Bluegrass Album (for Ricky Skaggs and Kentucky Thunder Instrumentals) - 2006
Best Southern, Country, or Bluegrass Gospel Album of the Year (with The Whites for Salt of the Earth) - 2007
Best Bluegrass Album (for Honoring the Fathers of Bluegrass) - 2008
Best Contemporary Christian Music Album (as producer for Love Remains by Hillary Scott & The Scott Family ) - 2016
 
INTERNATIONAL BLUEGRASS MUSIC ASSOCIATION (IBMA) AWARDS
Album of the Year (for Bluegrass Rules!) - 1998
Instrumental Group of the Year (with Kentucky Thunder) - 1998, 1999, 2000, 2002, 2003, 2004, 2005, 2006
Recorded Event of the Year (for Bluegrass Mandolin Extravaganza) - 2000
Instrumental Album of the Year (for Bluegrass Mandolin Extravaganza) - 2000
Gospel Recorded Performance of the Year for song "Singing As We Rise" - The Gibson Brothers with Ricky Skaggs - 2012
Gospel Recorded Performance of the Year for song "Sacred Memories" - Joe Mullins & the Radio Ramblers with Ricky Skaggs and Sharon White Skaggs - 2017 (tie)
 
COUNTRY MUSIC ASSOCIATION (CMA) AWARDS
Male Vocalist of the Year - 1982
Horizon Award - 1982
Instrumental Group of the Year - 1983, 1984, 1985
Entertainer of the Year - 1985
Vocal Duo of the Year (with Sharon White Skaggs) - 1987
Vocal Event of the Year (with Mark O'Connor & New Nashville Cats) - 1991
 
ACADEMY OF COUNTRY MUSIC (ACM) AWARDS
New Male Vocalist - 1981
Touring Band of the Year - 1982, 1983, 1984, 1985, 1986
Best Specialty Instrument (Mandolin) - 1984, 1987
Cliffie Stone Pioneer Award - 2012
 
MUSICIANS HALL OF FAME
Musicians Hall of Fame 2016 inductee
 
TNN/MUSIC CITY NEWS AWARDS
Bluegrass Act of the Year - 1982, 1983, 1984
Star of Tomorrow - 1983
Instrumentalist of the Year - 1988, 1989, 1990
Vocal Collaboration of the Year (with Vince Gill & Patty Loveless) - 1996
GOSPEL MUSIC ASSOCIATION (GMA) HALL OF FAME
GMA Gospel Music Hall of Fame 2012 inductee
GOSPEL MUSIC ASSOCIATION (GMA) DOVE AWARDS
Bluegrass Recorded Song of the Year for "Are You Afraid to Die?" - 2001
Bluegrass Recorded Album of the Year for Salt of the Earth, with The Whites - 2008
AMERICANA MUSIC ASSOCIATION (AMA) AWARDS
Lifetime Achievement Award, Instrumentalist - 2015
 
INSPIRATIONAL COUNTRY MUSIC (ICM) AWARDS
Musician of the Year, Christian Country Music Association - 1994, 1995
Musician of the Year - 2008, 2011
Mainstream Country Artist (with The Whites) - 2008
Inspirational Bluegrass Artist (with The Whites) - 2008 
Mainstream Country Artist - 2009
Inspirational Bluegrass Artist - 2010
Entertainer of the Year - 2011
 
FRET'S MAGAZINE READER'S POLL
Best Instrumentalist - 1980
Overall Best Instrumentalist - 1981
Best Multi-Instrumentalist - 1980, 1982, 1987, 1988
 
MISCELLANEOUS AWARDS
Radio & Records Best New Artist - 1982
Billboard Magazine's Artist of the Year - 1983
White Dove Award, Ralph Stanley's Bluegrass Festival - 1982
Country A #1 Best - March 12, 1983
Super Country Band - March 12, 1983
Cashbox Magazine Male Vocalist of the Year - 1984 
Country's Best of the Best - August 26, 1984
Best Selling Country Album by Male Artist (for Don't Cheat in our Hometown), NARM 'Gift of Music' Award - 1984
American Video Awards, Best Country Video for "Country Boy" - 1985 
Most Popular International (Male) Solo, The Country Music Round-Up Awards (England) - 1986
Country String Instrumentalist, Playboy Music Poll - 1986, 1989
Best Country Album, (for Love's Gonna Get Ya!), Edison Award, The Netherlands - 1987
Best Country Guitarist, Guitar Player Magazine Readers' Poll - 1987, 1988, 1989
USO 50th Anniversary Award - 1989
Top 100 Guitarists of the 20th Century, Musician Magazine - 1993
Christian Country Artist of the Year, Gospel Voice Diamond Award - 1993
Bluegrass/Old Time Music Album of the Year (for Bluegrass Rules!), Nashville Music Awards - 1999
Artist of the Decade, Listener's Poll Award, BBC Radio 2 - 1999
Golden Voice Bluegrass Award - 2002
Honorary Doctorate of American Heritage Arts, Hocking College, Nelsonville, Ohio - 2002
American Inspirations Awards, Presidential Prayer Team - 2002
CMT's 40 Greatest Men of Country Music - 2003
Kentucky Music Hall of Fame Member - 2004
Kentucky Governor's National Award - 2004
Honorary Doctorate of Humanities, Eastern Kentucky University, Richmond, KY - 2005
Honorary Doctorate of Music, Berklee College of Music, Boston, MA - 2008
Uncle Dave Macon Days Heritage Award – 2013
Artist-In-Residence, Country Music Hall of Fame and Museum – 2013
Applause Award, Belmont University, Nashville, TN – 2014
Lexington Music Awards, Lifetime Achievement Award – 2016
ASCAP Country Music Founders Award – 2016
The National Fiddler Hall of Fame Special Recognition Award - 2018