250+ Best Christmas Music Trivia Questions and Answers (Easiest to Hardest)

‘Tis the season to be jolly, and what better way to add a sprinkle of festive cheer to your celebrations than with a sleigh-full of Christmas music trivia! Whether you’re the maestro of merriment or just someone looking to sprinkle a little harmony on your holiday gatherings, our 250+ Christmas Music Trivia Questions and Answers are here to turn your festivities into a melodic masterpiece.

From classic carols that have stood the test of time to contemporary hits that put a modern spin on holiday cheer, we’ve curated a collection that spans the entire spectrum of musical merriment. In this blog post, we’re unwrapping the gift of knowledge and filling your holiday playlist with tidbits that will have you singing, laughing, and maybe even learning a thing or two about the tunes that make this season so special.

Classic Christmas Music Trivia for Kids

1. Question: What festive song encourages us to “deck the halls with boughs of holly”? Answer: “Deck the Halls”
2. Question: In the song “Jingle Bells,” what kind of ride is it to go in a one-horse open sleigh? Answer: A “fun and lively” ride.
3. Question: Who is known for having a shiny red nose in the song “Rudolph the Red-Nosed Reindeer”? Answer: Rudolph the Red-Nosed Reindeer.
4. Question: Finish the lyric: “Frosty the Snowman, was a jolly, happy soul, with a corncob pipe and a…” Answer: “button nose and two eyes made out of coal.”
5. Question: According to the song, what will you get if you don’t cry during Christmas? Answer: A visit from Santa Claus.
6. Question: What carol instructs us to “silent night” and “all is calm, all is bright”? Answer: “Silent Night”
7. Question: In the song “Up on the Housetop,” what is Santa bringing for little girls and boys? Answer: “Lots of toys.”
8. Question: Who is the little drummer boy playing for in the Christmas song named after him? Answer: Jesus.
9. Question: What is Frosty the Snowman’s nose made of? Answer: A button.
10. Question: According to the song, what did Grandma get run over by on Christmas Eve? Answer: A reindeer.
11. Question: In “The 12 Days of Christmas,” what did my true love give to me on the fourth day? Answer: “Four calling birds.”
12. Question: What do the children in “Do You Hear What I Hear?” tell the shepherd boy to do? Answer: “Pray for peace.”
13. Question: Who does Santa Claus see when he’s sleeping and knows when he’s awake? Answer: “You.”
14. Question: What song suggests that Santa is coming to town? Answer: “Santa Claus is Coming to Town.”
15. Question: What did Alvin want for Christmas in the Chipmunks’ song? Answer: A hula hoop.
16. Question: Finish the lyric: “Jingle bell, jingle bell, jingle bell rock, jingle bells swing and…” Answer: “jingle bells ring.”
17. Question: According to the song, what is Frosty the Snowman’s eyes made of? Answer: Coal.
18. Question: Who is “coming to town” in the song of the same name? Answer: Santa Claus.
19. Question: What reindeer is often featured in Christmas songs with a shiny nose? Answer: Rudolph.
20. Question: In “Winter Wonderland,” what do we pretend the snowman is? Answer: Parson Brown.
21. Question: What song asks if you’ve been naughty or nice? Answer: “Santa Claus is Coming to Town.”
22. Question: Finish the lyric: “Here comes Santa Claus, here comes Santa Claus, right down Santa Claus Lane, Vixen and Blitzen and…” Answer: “All his reindeer.”
23. Question: What song suggests that it’s the “most wonderful time of the year”? Answer: “It’s the Most Wonderful Time of the Year.”
24. Question: What is the opening line of “Jingle Bells”? Answer: “Dashing through the snow in a one-horse open sleigh.”
25. Question: In “Rudolph the Red-Nosed Reindeer,” what is Rudolph’s job on Christmas Eve? Answer: Leading Santa’s sleigh.
26. Question: Finish the lyric: “You better watch out, you better not cry, you better not pout, I’m telling you why, Santa Claus is coming to…” Answer: “town.”
27. Question: What song describes a scene where people are roasting chestnuts on an open fire? Answer: “The Christmas Song” (Chestnuts Roasting on an Open Fire).
28. Question: According to the song “Frosty the Snowman,” what is Frosty’s hat made of? Answer: A silk hat.
29. Question: What holiday is celebrated “rockin’ around the Christmas tree”? Answer: Christmas.
30. Question: What song invites everyone to “join the chorus of the angels on high”? Answer: “Hark! The Herald Angels Sing.”

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Christmas Music Hits Trivia for Teens:

1. Question: Who sang the upbeat Christmas hit “All I Want for Christmas Is You”? Answer: Mariah Carey.
2. Question: In the song “Last Christmas,” who gave their heart away? Answer: The next day.
3. Question: Which boy band brought us the festive track “Christmas Time”? Answer: Backstreet Boys.
4. Question: What famous pop singer released the album “Under the Mistletoe,” featuring the hit song “Mistletoe”? Answer: Justin Bieber.
5. Question: Finish the lyric: “It’s the most beautiful time of the year, lights fill the streets, spreading so much cheer, I should be playing in the…” Answer: “Winter snow.”
6. Question: Which singer proclaimed, “Santa tell me if you’re really there, don’t make me fall in love again if he won’t be here next year”? Answer: Ariana Grande.
7. Question: What song has the lyric “Simply having a wonderful Christmastime”? Answer: “Wonderful Christmastime” by Paul McCartney.
8. Question: In “Happy Xmas (War Is Over),” who is encouraged to have a good one? Answer: Everyone.
9. Question: Which rock band gave us the song “Christmas (Baby Please Come Home)”? Answer: U2.
10. Question: What do the kids build in the song “Do They Know It’s Christmas?”? Answer: A snowman.
11. Question: Which female artist asked Santa for “a baby” in her Christmas hit? Answer: Eartha Kitt.
12. Question: What pop sensation asked for “a diamond ring” in their Christmas song? Answer: Britney Spears.
13. Question: Finish the lyric: “Sleigh bells ring, are you listening? In the lane, snow is glistening, a beautiful sight, we’re happy tonight, walking in a…” Answer: “Winter wonderland.”
14. Question: What Michael Jackson song includes the lyric “And so this is Christmas, and what have you done”? Answer: “Happy Xmas (War Is Over).”
15. Question: Which band wishes you a “Feliz Navidad” in their holiday hit? Answer: Jose Feliciano.
16. Question: In “Christmas Wrapping,” what does the singer realize on New Year’s Eve? Answer: She missed something.
17. Question: What Christmas song advises listeners to “have a holly jolly Christmas”? Answer: “A Holly Jolly Christmas” by Burl Ives.
18. Question: Which rapper released the song “Christmas in Hollis”? Answer: Run-D.M.C.
19. Question: Finish the lyric: “I don’t want a lot for Christmas, there is just one thing I need, I don’t care about the presents underneath the…” Answer: “Christmas tree.”
20. Question: Which teen heartthrob sang “The Christmas Song (Chestnuts Roasting on an Open Fire)”? Answer: Justin Bieber.
21. Question: In the song “Christmas (Baby Please Come Home),” who is the singer missing? Answer: The person they love.
22. Question: What pop icon celebrated “Rockin’ Around the Christmas Tree”? Answer: Brenda Lee.
23. Question: Which band wished for “peace on Earth” in their Christmas hit? Answer: Band Aid.
24. Question: What classic Christmas hit features a duet between David Bowie and Bing Crosby? Answer: “Peace on Earth/Little Drummer Boy.”
25. Question: Finish the lyric: “You’re here where you should be, snow is falling as the carolers sing, it just wasn’t the same, alone on Christmas…” Answer: “Day.”
26. Question: What R&B group sang about “This Christmas” being “a very special Christmas for me”? Answer: Donny Hathaway.
27. Question: In “Santa Claus Is Coming to Town,” what is Santa checking? Answer: His list.
28. Question: Which boy band sang about “Christmas Love” in one of their albums? Answer: Justin Bieber.
29. Question: Finish the lyric: “I’m dreaming of a white Christmas, just like the ones I used to…” Answer: “know.”
30. Question: What festive hit encourages everyone to “shake it to the left” and “shake it to the right”? Answer: “Spice Up Your Life” by Spice Girls (from the movie “Spice World”).

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Musical Mistletoe Christmas Music Trivia

1. Question: Which classic Christmas song suggests “kissing under the mistletoe”? Answer: “The Christmas Song” (Chestnuts Roasting on an Open Fire).
2. Question: In the song “Santa Baby,” what extravagant gift does Eartha Kitt request for Christmas? Answer: A sable.
3. Question: What rock band wishes you a “Merry Christmas and a Happy New Year” in their song “Happy Xmas (War Is Over)”? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
4. Question: Who sang about wanting “you for Christmas” in a festive hit? Answer: Nsync.
5. Question: Finish the lyric: “You better watch out, you better not cry, you better not pout, I’m telling you why…” Answer: “Santa Claus is coming to town.”
6. Question: What pop singer released the album “Merry Christmas” featuring the iconic track “All I Want for Christmas Is You”? Answer: Mariah Carey.
7. Question: In the song “Feliz Navidad,” what does Jose Feliciano want to wish you? Answer: “A merry Christmas.”
8. Question: What classic song encourages us to “let nothing you dismay”? Answer: “God Rest Ye Merry, Gentlemen.”
9. Question: Who declares “I won’t ask for much this Christmas, I won’t even wish for snow” in their Christmas hit? Answer: Mariah Carey.
10. Question: What festive song asks, “Do they know it’s Christmas time at all?” Answer: “Do They Know It’s Christmas?” by Band Aid.
11. Question: In “Winter Wonderland,” what do we pretend the snowman is? Answer: A circus clown.
12. Question: Finish the lyric: “Rockin’ around the Christmas tree at the Christmas party hop, mistletoe hung where you can see, every couple tries to…” Answer: “stop.”
13. Question: Who is known for singing the soulful Christmas hit “This Christmas”? Answer: Donny Hathaway.
14. Question: Which band declared, “War is over, if you want it, war is over” in their Christmas song? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
15. Question: What pop sensation released a Christmas album titled “Under the Mistletoe”? Answer: Justin Bieber.
16. Question: Finish the lyric: “Have a holly, jolly Christmas, it’s the best time of the year, I don’t know if there’ll be snow, but have a cup of…” Answer: “cheer.”
17. Question: In the song “Last Christmas,” what does Wham! give away? Answer: A heart.
18. Question: What festive hit encourages listeners to “join the chorus of the angels on high”? Answer: “Hark! The Herald Angels Sing.”
19. Question: In “Jingle Bell Rock,” what are we doing at the frosty air? Answer: Dancing.
20. Question: Which Christmas song includes the lyric “Joy to the world, the Lord has come”? Answer: “Joy to the World.”
21. Question: What does the Chipmunk Song suggest that Alvin wants for Christmas? Answer: A hula hoop.
22. Question: Who is encouraging Santa to hurry down the chimney in the song “Santa Claus Is Coming to Town”? Answer: Kids.
23. Question: What song invites everyone to “have a holly, jolly Christmas”? Answer: “A Holly Jolly Christmas” by Burl Ives.
24. Question: In “Rudolph the Red-Nosed Reindeer,” what is Rudolph’s unique feature? Answer: A shiny red nose.
25. Question: Finish the lyric: “Silver bells, silver bells, it’s Christmas time in the city, ring-a-ling, hear them ring, soon it will be…” Answer: “Christmas day.”
26. Question: Who is “coming to town” in the song of the same name? Answer: Santa Claus.
27. Question: In “It’s the Most Wonderful Time of the Year,” what is the singer telling everyone to do? Answer: Tell scary ghost stories.
28. Question: What song suggests that “it’s a marshmallow world in the winter”? Answer: “Marshmallow World.”
29. Question: In “Blue Christmas,” what color is Elvis Presley’s Christmas without you? Answer: Blue.
30. Question: Finish the lyric: “Santa Claus is coming to town, he’s making a list and checking it twice, gonna find out who’s…” Answer: “naughty or nice.”

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Jingle Bell Jams

1. Question: What iconic Christmas song begins with the line “Dashing through the snow”? Answer: “Jingle Bells.”
2. Question: In the song “Jingle Bell Rock,” what is the name of the dance that everyone’s doing? Answer: The Jingle Bell Square.
3. Question: Who originally sang “Jingle Bell Rock” in 1957, making it a classic holiday hit? Answer: Bobby Helms.
4. Question: Finish the lyric: “Jingle bell, jingle bell, jingle bell rock, jingle bells swing and…” Answer: “jingle bells ring.”
5. Question: What holiday accessory is featured prominently in the lyrics of “Jingle Bell Rock”? Answer: Mistletoe.
6. Question: Who recorded the fun and festive song “Jingle Bell Rock” in a famous version in 1962? Answer: Brenda Lee.
7. Question: In “Sleigh Ride,” what do the lyrics suggest we do while we snuggle together? Answer: Make a snowman.
8. Question: Which famous jazz artist recorded the instrumental version of “Sleigh Ride” in 1949? Answer: Leroy Anderson.
9. Question: Finish the lyric: “Oh, what fun it is to ride in a one-horse open sleigh, hey! Jingle bells, jingle bells…” Answer: “jingle all the way.”
10. Question: Who sings about being “rocked by Santa all the way” in a playful rendition of “Jingle Bells”? Answer: The Jackson 5.
11. Question: In “Jingle Bells,” what type of horse is mentioned in the lyrics? Answer: One-horse open sleigh.
12. Question: What artist added their twist to “Jingle Bells” with the version titled “Jingle Bell Rock”? Answer: Hall & Oates.
13. Question: What festive song advises everyone to “take the girls tonight and sing this sleighing song”? Answer: “Jingle Bells.”
14. Question: Who brings a rock and roll vibe to “Jingle Bells” with their energetic rendition? Answer: Chuck Berry.
15. Question: Finish the lyric: “Jingle bells, jingle bells, jingle all the way, oh what fun it is to ride in a…” Answer: “one-horse open sleigh.”
16. Question: In the song “Jingle Bell Rock,” what time is it? Answer: It’s the right time.
17. Question: Which iconic crooner sang a swinging version of “Jingle Bells” in 1957? Answer: Frank Sinatra.
18. Question: What famous rock band recorded a lively version of “Jingle Bell Rock” in 2005? Answer: The Beach Boys.
19. Question: Finish the lyric: “What a bright time, it’s the right time to rock the night away, jingle bell time is a…” Answer: “swell time.”
20. Question: Who popularized the song “Jingle Bells” with a lively, big-band rendition? Answer: Benny Goodman.
21. Question: In “Jingle Bell Rock,” what is the name of the dancing couple mentioned? Answer: Mr. and Mrs. Santa Claus.
22. Question: What artist delivers a soulful and smooth version of “Jingle Bells” with a Motown flair? Answer: Stevie Wonder.
23. Question: Finish the lyric: “Jingle bells, jingle bells, jingle all the way, oh what fun it is to ride in a…” Answer: “one-horse open sleigh.”
24. Question: What classic girl group performed a charming version of “Sleigh Ride” in the ’60s? Answer: The Ronettes.
25. Question: Who sings about “Jingle Bells” while also sharing a message of love and unity in their rendition? Answer: Michael Bublé.
26. Question: In “Sleigh Ride,” what do the lyrics say it’s delightful to do together? Answer: Ride in a sleigh.
27. Question: What famous country artist brings a twangy touch to “Jingle Bell Rock”? Answer: Blake Shelton.
28. Question: Finish the lyric: “Giddy up, jingle horse, pick up your feet, jingle around the clock, mix and a-mingle in the…” Answer: “jingling feet.”
29. Question: In “Jingle Bells,” what is it fun to ride in? Answer: A one-horse open sleigh.
30. Question: Who released a swing-style version of “Jingle Bells” in the ’90s, putting a new spin on the classic? Answer: Duke Ellington.

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Melodies Through the Ages

1. Question: Which classic Christmas carol dates back to the 18th century and is known as the “Carol of the Bells”? Answer: “Carol of the Bells.”
2. Question: What legendary crooner released the timeless album “Elvis’ Christmas Album” in 1957, featuring hits like “Blue Christmas”? Answer: Elvis Presley.
3. Question: In the 1960s, which Motown artist delivered a soulful rendition of “Santa Claus Is Coming to Town”? Answer: Jackson 5.
4. Question: What iconic pop diva released the modern Christmas classic “All I Want for Christmas Is You” in 1994? Answer: Mariah Carey.
5. Question: In 1941, who recorded “White Christmas,” a song that became the best-selling single of all time? Answer: Bing Crosby.
6. Question: Which rock band released the hit song “Happy Xmas (War Is Over)” in 1971, a song with a powerful message of peace? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
7. Question: What ’90s boy band gave us the festive tune “Merry Christmas, Happy Holidays”? Answer: *NSYNC.
8. Question: In the 1950s, who rocked around the Christmas tree with their song of the same name? Answer: Brenda Lee.
9. Question: What classic Christmas song, written in 1934, is often associated with being “dreaming of a white Christmas”? Answer: “White Christmas” by Irving Berlin.
10. Question: In 1984, what supergroup recorded “Do They Know It’s Christmas?” to raise funds for famine relief in Ethiopia? Answer: Band Aid.
11. Question: Which country music legend released the album “Pretty Paper” in 1963, featuring the title track about a street vendor during the holidays? Answer: Willie Nelson.
12. Question: In 1987, what pop duo released the song “Christmas Wrapping,” a unique Christmas hit with a twist? Answer: The Waitresses.
13. Question: What reggae artist brought us a tropical Christmas vibe with his album “Christmas in the Sun”? Answer: Bob Marley.
14. Question: Which jazz trumpeter recorded the instrumental hit “Sleigh Ride” in 1948? Answer: Leroy Anderson.
15. Question: In the 1970s, what legendary rock band wished us a “Happy Christmas” in their song with the same name? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
16. Question: What R&B artist sang about having a “Santa Claus party” in the ’50s hit “Santa Claus Is Coming to Town”? Answer: The Four Seasons.
17. Question: In 1989, who released the album “A Fresh Aire Christmas,” blending classical and electronic elements in Christmas music? Answer: Mannheim Steamroller.
18. Question: What classic Christmas hymn has been performed by artists ranging from Nat King Cole to Whitney Houston? Answer: “O Holy Night.”
19. Question: In the 1960s, what girl group sang about “Sleigh Ride” with a unique, upbeat twist? Answer: The Ronettes.
20. Question: What country-pop artist released the album “Christmas” in 1999, featuring the hit “Where Are You Christmas”? Answer: Faith Hill.
21. Question: In 1953, who delivered a heartfelt rendition of “I Saw Mommy Kissing Santa Claus”? Answer: Jimmy Boyd.
22. Question: What punk rock band gave a rebellious edge to Christmas with their song “Father Christmas” in 1977? Answer: The Kinks.
23. Question: In 1960, which soulful singer released “Merry Christmas Baby,” a bluesy Christmas classic? Answer: Charles Brown.
24. Question: What contemporary pop star released “Under the Mistletoe” in 2011, an album filled with Christmas cheer? Answer: Justin Bieber.
25. Question: In 1973, what glam rock band released the festive hit “Merry Xmas Everybody”? Answer: Slade.
26. Question: Which jazz vocalist, known for her improvisational skills, recorded a jazzy version of “Jingle Bells”? Answer: Ella Fitzgerald.
27. Question: In 1966, what animated character had a hit with the song “You’re a Mean One, Mr. Grinch”? Answer: Thurl Ravenscroft (singing for the character in “How the Grinch Stole Christmas”).
28. Question: What alternative rock band covered “Wonderful Christmastime” in 2001, putting their spin on the classic? Answer: Paul McCartney & Wings.
29. Question: In the ’80s, what new wave band released the catchy holiday song “Christmas Wrapping”? Answer: The Waitresses.
30. Question: What contemporary country artist brought us the charming holiday hit “Christmas in the Country”? Answer: Thomas Rhett.

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Joyful Jazz and Blues Christmas Music Trivia

1. Question: Which jazz legend released the iconic album “A Charlie Brown Christmas” in 1965? Answer: Vince Guaraldi Trio.
2. Question: In the jazz standard “Winter Wonderland,” what do we pretend the snowman is? Answer: Parson Brown.
3. Question: Who recorded the classic jazz rendition of “Santa Claus Is Coming to Town” with a swinging big band arrangement? Answer: Frank Sinatra.
4. Question: Which blues singer delivered a soulful rendition of “Merry Christmas, Baby” in the 1940s? Answer: Charles Brown.
5. Question: What jazz trumpeter released the album “Ella Wishes You a Swinging Christmas” with Ella Fitzgerald in 1960? Answer: Louis Armstrong.
6. Question: In the blues genre, who sang about having a “Back Door Santa” in a funky Christmas hit? Answer: Clarence Carter.
7. Question: Which jazz saxophonist recorded a jazzy version of “Jingle Bells” in 1962, infusing it with bebop style? Answer: Jimmy Smith.
8. Question: In the blues song “Please Come Home for Christmas,” what does the singer want to avoid being? Answer: Alone.
9. Question: Who brought a jazzy touch to “What Are You Doing New Year’s Eve?” with a velvety voice and sophisticated arrangement? Answer: Ella Fitzgerald.
10. Question: In the jazz and blues classic “Baby, It’s Cold Outside,” what does the female singer want to have before leaving? Answer: Another drink.
11. Question: What blues artist declared “Christmas Comes But Once a Year” in a bluesy holiday tune? Answer: Albert King.
12. Question: Which jazz vocalist is known for her sultry rendition of “Santa Baby”? Answer: Eartha Kitt.
13. Question: In the blues song “Christmas Blues,” what does the singer say he won’t have this year? Answer: A merry Christmas.
14. Question: What blues guitarist brought a smooth touch to “Christmas Time in the Desert” in the 2000s? Answer: Chris Isaak.
15. Question: In the jazz and blues classic “Let It Snow! Let It Snow! Let It Snow!” what is the weather outside? Answer: Frightful.
16. Question: Who is known as the “Queen of Soul” and delivered a powerful rendition of “Silent Night”? Answer: Aretha Franklin.
17. Question: In the blues song “Lonesome Christmas,” what is the singer feeling? Answer: Lonesome.
18. Question: Which jazz pianist and bandleader released the holiday album “Christmas Jazz Jam” in the 1990s? Answer: Ramsey Lewis.
19. Question: In the blues song “Santa Claus Wants Some Lovin’,” what is Santa Claus asking for? Answer: Some lovin’.
20. Question: Who recorded a bluesy version of “The Christmas Song” with his distinctive guitar playing in the 1950s? Answer: B.B. King.
21. Question: In the jazz classic “Have Yourself a Merry Little Christmas,” what should your heart be next year? Answer: Light.
22. Question: What blues artist released the album “Christmas Blues” in 1960, featuring a mix of traditional and original bluesy Christmas songs? Answer: Charles Brown.
23. Question: In the jazz standard “My Favorite Things,” what is mentioned as one of the favorite things? Answer: Snowflakes that stay on my nose and eyelashes.
24. Question: Which blues artist sang about the hardship of being “Down and Out at Christmas” in a soulful ballad? Answer: Luther Allison.
25. Question: In the jazz standard “I’ll Be Home for Christmas,” where do the lyrics say the singer will be? Answer: Home.
26. Question: Who brought a jazzy flair to “White Christmas” with his smooth voice and charismatic style? Answer: Bing Crosby.
27. Question: In the blues song “Christmas Celebration,” what are they gonna do? Answer: Dance and shout.
28. Question: Which jazz pianist and vocalist is famous for her rendition of “Sleigh Ride”? Answer: Diana Krall.
29. Question: In the blues song “Christmas Time Blues,” what does the singer want to do? Answer: Go back home.
30. Question: What jazz and blues artist released a holiday album titled “Christmas Blues” in the 1980s? Answer: Canned Heat.

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Epic Christmas Collaborations

1. Question: Which iconic pop duo collaborated with David Bowie for the holiday classic “Peace on Earth/Little Drummer Boy”? Answer: Bing Crosby and David Bowie.
2. Question: In the 1980s, which rock legends teamed up for “Do They Know It’s Christmas?” as part of the Band Aid charity project? Answer: Various Artists (Band Aid).
3. Question: Who joined forces for the lively and festive duet “Baby, It’s Cold Outside” in 1949? Answer: Ella Fitzgerald and Louis Jordan.
4. Question: In 2014, what pop singer and late-night host released “Text Me Merry Christmas,” blending humor and holiday cheer? Answer: Kristen Bell and Michael Bublé.
5. Question: What iconic Christmas song features a collaboration between Nat King Cole and his daughter Natalie Cole? Answer: “The Christmas Song” (Chestnuts Roasting on an Open Fire).
6. Question: Which contemporary artists came together for the hit “Underneath the Tree” in 2013, infusing pop energy into the holiday season? Answer: Kelly Clarkson and Trisha Yearwood.
7. Question: In 1984, who collaborated for the first time on “Do They Know It’s Christmas?” to raise funds for famine relief in Ethiopia? Answer: Various Artists (Band Aid).
8. Question: What R&B and hip-hop duo delivered the festive hit “Christmas in Hollis” in 1987? Answer: Run-D.M.C.
9. Question: In 1998, who joined B.B. King for a soulful rendition of “Merry Christmas, Baby”? Answer: Christina Aguilera.
10. Question: Which country artists came together for “Hard Candy Christmas,” a track featured in the movie “The Best Little Whorehouse in Texas”? Answer: Dolly Parton and Kenny Rogers.
11. Question: In 1982, who collaborated on “Little Drummer Boy/Peace on Earth” for a memorable performance on “The Tonight Show”? Answer: David Bowie and Bing Crosby.
12. Question: What pop sensation teamed up with Mariah Carey for the remix of “All I Want for Christmas Is You” in 2019? Answer: Justin Bieber.
13. Question: Which rock legends recorded the original version of “Happy Xmas (War Is Over)” in 1971? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
14. Question: In 2001, who collaborated with Sheryl Crow on the upbeat holiday song “It’s So Cool”? Answer: Elvis Presley (posthumous collaboration).
15. Question: What soulful duo joined forces for “Someday at Christmas” in 1966, addressing social issues in a holiday context? Answer: Stevie Wonder and Andra Day.
16. Question: Which pop and R&B stars collaborated on the catchy “8 Days of Christmas” in 2001? Answer: Destiny’s Child.
17. Question: In 2018, who collaborated with Gwen Stefani for “You Make It Feel Like Christmas,” infusing a mix of pop and country vibes? Answer: Blake Shelton.
18. Question: Which rock band and legendary singer teamed up for a powerful rendition of “Christmas (Baby Please Come Home)” in 1987? Answer: U2 and Darlene Love.
19. Question: In 1989, what iconic singers collaborated on “Let It Snow! Let It Snow! Let It Snow!” for the album “A Very Special Christmas”? Answer: Frank Sinatra and B.B. King.
20. Question: Who joined Chris Brown for the contemporary holiday hit “This Christmas” in 2007? Answer: Chris Brown and Lauren London.
21. Question: In 2015, which country stars teamed up for the fun and festive “You’re a Mean One, Mr. Grinch”? Answer: Darius Rucker and Straight No Chaser.
22. Question: What R&B and pop singer collaborated with Shania Twain for the lively “White Christmas” in 2003? Answer: Michael Bublé.
23. Question: In 1993, who collaborated with Mariah Carey on the classic “All I Want for Christmas Is You”? Answer: Mariah Carey and Walter Afanasieff.
24. Question: What pop and R&B superstar collaborated with CeeLo Green for the holiday track “Mary, Did You Know?” in 2012? Answer: Christina Aguilera.
25. Question: In 1978, who teamed up for the heartwarming “Peace on Earth/Little Drummer Boy” on the TV special “Bing Crosby’s Merrie Olde Christmas”? Answer: David Bowie and Bing Crosby.
26. Question: Which contemporary pop stars collaborated for the festive “Santa Claus Is Coming to Town” in 2020? Answer: Meghan Trainor and Earth, Wind & Fire.
27. Question: In 1999, who collaborated with Elmo on “Feliz Navidad” for a Sesame Street Christmas special? Answer: Gloria Estefan.
28. Question: What classic Christmas song features a collaboration between Frank Sinatra and Bing Crosby? Answer: “The Christmas Waltz.”
29. Question: In 2003, who collaborated with Jessica Simpson for the joyful “Baby, It’s Cold Outside”? Answer: Nick Lachey.
30. Question: Which rock band and pop icon teamed up for “Peace on Earth/Little Drummer Boy” during a holiday special in 1977? Answer: David Bowie and Bing Crosby.

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Challenging Yuletide Musics

1. Question: What classical composer composed the famous Christmas oratorio “Messiah”? Answer: George Frideric Handel.
2. Question: In 1963, the Ronettes released “Sleigh Ride.” Who was the renowned producer behind this classic? Answer: Phil Spector.
3. Question: Who wrote the lyrics for the timeless Christmas carol “Silent Night”? Answer: Joseph Mohr.
4. Question: In 1958, what jazz pianist released the album “Jingle Bell Jazz,” featuring an instrumental version of “Jingle Bells”? Answer: Duke Ellington.
5. Question: What 16th-century carol, originally in French, is known as “The Huron Carol” in English? Answer: “Jesous Ahatonhia” (or “Huron Carol”).
6. Question: What Christmas song became a hit for Eartha Kitt in 1953, known for its seductive and playful style? Answer: “Santa Baby.”
7. Question: In 1934, what classic Christmas song was written by Hugh Martin and Ralph Blane, originally for the film “Meet Me in St. Louis”? Answer: “Have Yourself a Merry Little Christmas.”
8. Question: Who composed the ballet “The Nutcracker,” which includes the famous “Dance of the Sugar Plum Fairy”? Answer: Pyotr Ilyich Tchaikovsky.
9. Question: What medieval carol tells the story of King Herod and the Massacre of the Innocents? Answer: “Coventry Carol.”
10. Question: In 1984, what British duo released the song “Last Christmas,” a melancholic reflection on heartbreak during the holidays? Answer: Wham!
11. Question: What traditional English Christmas carol opens with the line “God rest ye merry, gentlemen”? Answer: “God Rest Ye Merry, Gentlemen.”
12. Question: Who composed the holiday classic “Carol of the Bells,” originally titled “Shchedryk”? Answer: Mykola Leontovych.
13. Question: In 1949, what jazz singer recorded the hit “I’ve Got My Love to Keep Me Warm” for the film “On the Avenue”? Answer: Billie Holiday.
14. Question: What Austrian carol, written by Franz Xaver Gruber, features the lyrics “Stille Nacht, heilige Nacht”? Answer: “Silent Night.”
15. Question: In 1961, what doo-wop group released “Rockin’ Around the Christmas Tree,” a song that became a holiday favorite? Answer: Brenda Lee.
16. Question: What medieval carol tells the story of Mary and the birth of Jesus, sung in a round or as a canon? Answer: “Ding Dong Merrily on High.”
17. Question: In 2007, what indie folk band released a melancholic Christmas song titled “I Heard the Bells on Christmas Day”? Answer: Sufjan Stevens.
18. Question: Who wrote and composed “The Little Drummer Boy,” originally titled “Carol of the Drum”? Answer: Katherine Kennicott Davis.
19. Question: In 1971, what classic rock band released “Happy Xmas (War Is Over),” a Christmas song with a message of peace? Answer: John Lennon and Yoko Ono / The Plastic Ono Band.
20. Question: What medieval carol, also known as “The Boar’s Head Carol,” celebrates the tradition of serving a boar’s head at Christmas? Answer: “The Boar’s Head Carol.”
21. Question: In 1944, what pop artist recorded the hit “I’ll Be Home for Christmas,” expressing the longing of soldiers during World War II? Answer: Bing Crosby.
22. Question: What jazz pianist, known for his innovative style, recorded a playful version of “Santa Claus Is Coming to Town” in 1962? Answer: Thelonious Monk.
23. Question: In 1865, what Christmas carol was originally a poem by Christina Rossetti before being set to music by Gustav Holst and others? Answer: “In the Bleak Midwinter.”
24. Question: Who wrote the holiday classic “Winter Wonderland,” originally recorded by Guy Lombardo in 1934? Answer: Felix Bernard and Richard B. Smith.
25. Question: In 1992, what alternative rock band released “Christmas (Baby Please Come Home)” as part of the compilation album “A Very Special Christmas 2”? Answer: U2.
26. Question: What medieval carol tells the story of King Wenceslas and his page on a journey to help a poor peasant? Answer: “Good King Wenceslas.
27. Question: Who composed the Christmas ballet “The Snowman,” which includes the popular song “Walking in the Air”? Answer: Howard Blake.
28. Question: In 1958, what jazz trumpeter released “A Jazz Christmas,” an album featuring jazzy renditions of Christmas classics? Answer: Chet Baker.
29. Question: What classic Christmas hymn is known as “O Come, O Come, Emmanuel” and dates back to the 12th century? Answer: “Veni, Veni, Emmanuel.”

Also read: 250+ Best Naruto Trivia Questions and Answers (Easiest to Hardest)

Christmas Music Trivia For Nostalgia

1. Question: Who sang about having a “Blue Christmas” in 1957, capturing the melancholy side of the holiday season? Answer: Elvis Presley.
2. Question: In 1944, what crooner recorded “Have Yourself a Merry Little Christmas” for the movie “Meet Me in St. Louis”? Answer: Judy Garland.
3. Question: What vocal group released the hit “White Christmas” in 1942, a song that became the best-selling single of all time? Answer: The Drifters.
4. Question: In 1963, what band released “Christmas (Baby Please Come Home),” a song later famously covered by U2? Answer: Darlene Love (Phil Spector’s A Christmas Gift for You).
5. Question: Who sang “Let It Snow! Let It Snow! Let It Snow!” in 1945, creating a holiday standard that has endured over the decades? Answer: Dean Martin.
6. Question: In the 1950s, what child star sang about seeing “Mommy Kissing Santa Claus”? Answer: Jimmy Boyd.
7. Question: What legendary jazz trumpeter released the instrumental version of “Winter Wonderland” in 1964? Answer: Chet Baker.
8. Question: In 1961, what girl group sang about “Sleigh Ride” with a memorable upbeat twist? Answer: The Ronettes.
9. Question: Who recorded “It’s the Most Wonderful Time of the Year” in 1963, making it a perennial favorite? Answer: Andy Williams.
10. Question: What country music icon released “Pretty Paper” in 1963, a song inspired by a street vendor during the holiday season? Answer: Willie Nelson.
11. Question: In 1953, what classic crooner asked, “I saw Mommy kissing Santa Claus, underneath the mistletoe last night”? Answer: Jimmy Boyd.
12. Question: Who sang about a “Rockin’ Around the Christmas Tree” in 1958, creating a joyful and timeless holiday hit? Answer: Brenda Lee.
13. Question: In 1949, what jazz pianist and bandleader recorded “Winter Weather,” a swing-era tune perfect for the holidays? Answer: Benny Goodman.
14. Question: What Christmas song, originally written in 1934, became a classic with the line “dreaming of a white Christmas”? Answer: “White Christmas” by Irving Berlin.
15. Question: In 1955, who wished everyone a “Jingle Bell Rock” in a song that has become a holiday standard? Answer: Bobby Helms.
16. Question: What vocal trio released “Santa Claus Is Coming to Town” in 1970, a song that became synonymous with Christmas? Answer: Jackson 5.
17. Question: In 1962, what duo sang “Jingle Bell Rock,” creating a version that’s still popular today? Answer: Bobby Helms.
18. Question: What iconic crooner released “The Christmas Song (Chestnuts Roasting on an Open Fire)” in 1946? Answer: Nat King Cole.
19. Question: In 1953, who asked “Santa Baby” for a sable, a convertible, and a yacht in a sultry holiday song? Answer: Eartha Kitt.
20. Question: What Christmas classic, written in 1934, has been recorded by artists ranging from Frank Sinatra to Michael Bublé? Answer: “Winter Wonderland.”
21. Question: In 1943, what big-band leader and vocalist released “I’ll Be Home for Christmas,” reflecting the sentiments of soldiers during World War II? Answer: Bing Crosby.
22. Question: Who wished us a “Merry Christmas, Darling” in 1960, creating a classic that still tugs at heartstrings? Answer: The Carpenters.
23. Question: In 1957, what doo-wop group released “This Time of Year,” a heartfelt song that reflects the nostalgia of the holiday season? Answer: The Five Keys.
24. Question: What rock and roll pioneer recorded “Run Rudolph Run” in 1958, adding a touch of upbeat energy to Christmas music? Answer: Chuck Berry.
25. Question: In 1962, what artist released “Little Saint Nick,” a catchy song that adds a surf-rock flavor to Christmas? Answer: The Beach Boys.
26. Question: Who released “Feliz Navidad” in 1970, blending English and Spanish lyrics in a cheerful holiday tune? Answer: José Feliciano.
27. Question: In 1958, what rockabilly artist sang about “Rockabilly Rudolph” in a festive and upbeat rendition? Answer: Chuck Berry.
28. Question: What jazz singer recorded “What Are You Doing New Year’s Eve?” in 1947, a timeless reflection on the end of the year? Answer: Ella Fitzgerald.
29. Question: In 1960, what country artist released “Christmas Can’t Be Far Away,” a nostalgic tune that reflects on the season? Answer: Eddy Arnold.
30. Question: Who released “Silver Bells” in 1950, a song that has become a classic in the realm of Christmas music? Answer: Bing Crosby and Carol Richards.

Frequently Asked Questions

Conclusions

The magic of holiday music knows no bounds. From the timeless classics that transport us to cherished memories of yesteryears to the modern collaborations that keep the spirit alive, Christmas music is a blend of nostalgia, joy, and a touch of whimsy.

References

• Britannica.com – Trivia Quiz
• randomtriviagenerator.com – Trivia
• Lovattspuzzles.com – Trivia

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