Every Christmas/Hanukkah/New Year/Kwanzaa/winter/holiday song we’ve reviewed, ranked from best to worst:
- “Christmas (Baby Please Come Home)” – Darlene Love, 1963 (Episode 76, Episode 99.5)
- “Alfie the Christmas Tree/It’s In Every One of Us” – John Denver & the Muppets, 1979 (Episode 100)
- “The Secret of Christmas” – Ella Fitzgerald, 1960 (Episode 50)*
- “The Christmas Song“ – Nat King Cole, 1961 (Episode 1)*
- “Peace On Earth/Little Drummer Boy” – Bing Crosby & David Bowie, 1977 (Episode 13)
- “White Christmas” – Bing Crosby, 1947 (Episode 25)
- “Have Yourself a Merry Little Christmas” – Frank Sinatra, 1947 (Episode 175)
- “Maybe This Christmas” – Ron Sexsmith, 2002 (Episode 150)
- “All I Want for Christmas Is You” – Mariah Carey, 1994 (Episode 26)
- “Christmas in the Room” – Sufjan Stevens, 2008 (Episode 125)
- “Everyday Will Be Like a Holiday” – William Bell, 1967 (Episode 250)
- “Someday at Christmas” – Stevie Wonder, 1967 (Episode 225)
- “Just Like Christmas” – Low, 1999 (Episode 75)
- “Christmastime is Here (Vocal)” – Vince Guaraldi Trio & St. Paul’s Episcopal Church Choir, 1965 (Episode 99)
- “A Change at Christmas (Say it Isn’t So)” – The Flaming Lips, 2003 (Episode 275)
- “Seven Shades of Snow” – June Christy, 1961 (Episode 200)
- “Happy Xmas (War Is Over)” – John Lennon, 1971 (Episode 3)
- “Let It Snow! Let It Snow! Let It Snow!“ – Vaughn Monroe, 1945 (Episode 6)
- “Christmas Wrapping” – Save Ferris, 1999 (Episode 2)
- “Christmas Unicorn“ – Sufjan Stevens, 2012 (Episode 11)
- “Thank God It’s Christmas” – Queen, 1984 (Episode 18)
- “I’ll Be Home For Christmas” – Bing Crosby, 1943 (Episode 195)
- “Christmas in Hollis” – Run DMC, 1987 (Episode 21)
- “Oh My Christmas Tree” – Dr. Dog, 2013 (Episode 350)
- “The Christmas Waltz” – Peggy Lee, 1960 (Episode 300)
- “What Are You Doing New Year’s Eve?” – Ella Fitzgerald, 1960 (Episode 23)
- “Step Into Christmas” – Elton John, 1973 (Episode 18)
- “Put the Lights on the Tree” – Sufjan Stevens, 2006 (Episode 95)
- “Christmas is Coming Soon” – Blitzen Trapper, 2003 (Episode 325)
- “Dreidel Bird” – The Macaroons, 2010 (Episode 7)
- “The Man With All the Toys” – The Beach Boys, 1964 (Episode 74)
- “Sleigh Ride” – The Ronettes, 1963 (Episode 119)
- “December Will Be Magic Again” – Kate Bush, 1979 (Episode 14)
- “Hanukkah Blessings” – The Barenaked Ladies, 2004 (Episode 48)
- “Santa Claus Is Coming to Town” – Bruce Springsteen, 1975 (Episode 20)
- “The Christmas Wish” – Kermit the Frog, 1979 (Episode 147)
- “I Wish It Could Be Christmas Everyday” – Wizzard, 1973 (Episode 43)
- “White Christmas” – The Drifters, 1954 (Episode 46)
- “I Wish it Was Christmas Today” – Julian Casablancas, 2008 (Episode 364)
- “Welcome Christmas (Reprise)” – How the Grinch Stole Christmas, 1966 (Episode 99)
- “I Wish You Love“ – Blossom Dearie, 1964 (Episode 8)
- “Little Saint Nick” – The Beach Boys, 1964 (Episode 74)
- “Father Christmas” – The Kinks, 1977 (Episode 132)
- “Latke Clan” – The LeeVees, 2005 (Episode 157)
- “Swingin’ Them Jingle Bells” – Fats Waller, 1936 (Episode 33)
- “Miracle” – Matisyahu, 2010 (Episode 21)
- “Pretty Paper” – Willie Nelson, 1979 (Episode 29)
- “Outside of December” – The LeeVees & Matisyahu, 2015 (Episode 90)
- “It Feels Like Christmas” – The Ghost of Christmas Present, 1992 (Episode 62)
- “Blue X-Mas (To Whom It May Concern)” – Bob Dorough & Miles Davis, 1962 (Episode 45)
- “Do You Hear What I Hear?” – Sufjan Stevens, 2012 (Episode 59)
- “Let It Snow” – Dean Martin, 1959 (Episode 80)
- “This Year” – The Mountain Goats, 2005 (Episode 51)
- “Christmas at the Zoo” – The Flaming Lips, 1995 (Episode 85)
- “8 Days (of Hanukkah)” – Sharon Jones & the Dap Kings, 2015 (Episode 90)
- “Merry Christmas (I Don’t Want to Fight Tonight)” – The Ramones, 1989 (Episode 141)
- “Mary’s Baby” – Charles Bradley featuring the Gospel Queens, 2010 (Episode 199)
- “CORRESPONDENCE: Silent Night” – Annika Norland, 2018 (Episode 266)
- “Happy Xmas (War is Over)” – The Polyphonic Spree, 2004 (Episode 103)
- “Come On! Let’s Boogey to the Elf Dance” – Sufjan Stevens, 2006 (Episode 157)
- “Close Your Mouth It’s Christmas” – The Free Design, 1968 (Episode 73)
- “Christmas Wrapping” – The Waitresses, 1981 (Episode 2, Episode 274.5)
- “Have Yourself a Merry Little Christmas“ – Judy Garland, 1944 (Episode 9)
- “Rockin Around The Christmas Tree” – Brenda Lee, 1958 (Episode 15)
- “Everything is Cool” – John Prine, 1990 (Episode 35)
- “The Merriest” – June Christy, 1961 (Episode 299)
- “River” – Joni Mitchell, 1971 (Episode 60)
- “Ain’t No Chimneys in the Projects” – Sharon Jones and the Dap-Kings, 2015 (Episode 66)
- “Sleigh Ride” – TLC, 1993 (Episode 322)
- “Light One Candle” – Peter, Paul & Mary, 1983 (Episode 91)
- “Merry Christmas Everybody” – Slade, 1973 (Episode 43)
- “Blue Christmas” – Elvis Presley, 1957 (Episode 45)
- “Love is Christmas” – Sara Bareilles, 2011 (Episode 161)
- “Pass It On” – The Fraggles, 1988 (Episode 37)
- “Ocho Kandelikas” – Pink Martini, 2010 (Episode 52)
- “Silent Night, Holy Night (Stille Nacht)” – John Denver and the Muppets, 1979 (Episode 88)
- “Fairytale of New York” – The Pogues & Kirsty MacColl, 1988 (Episode 53)
- “Joseph Who Understood” – The New Pornographers, 2007 (Episode 63)
- “All I Want for Christmas is You” – Olivia Olson, 2003 (Episode 136)
- “01 Have You Seen it in the Snow?” – The Magnetic Fields, 2017 (Episode 174)
- “One More Sleep ‘Til Christmas” – Kermit the Frog, 1992 (Episode 224)
- “Underneath the Christmas Lights” – Sia, 2017 (Episode 243)
- “I Believe in Father Christmas” – Greg Lake, 1975 (Episode 132)
- “O Tannenbaum” – Nat King Cole, 1960 (Episode 88)
- “Christmas (Baby Please Come Home)” – Death Cab For Cutie, 2004 (Episode 76)
- “Rudolph Pouts” – Israfel’s Son, 196? (Episode 73)
- “Christmas in New Orleans” – Louis Armstrong, 1958 (Episode 109)
- “Merry Merry” – The Bird and The Bee, 2020 (Episode 297)
- “Star of Wonder” – Tori Amos, 2009 (Episode 14)
- “Five Pound Box of Money” – Pearl Bailey, 1958 (Episode 4)
- “You’re a Mean One, Mr. Grinch” – Thurl Ravenscroft, 1966 (Episode 159)
- “Mother Christmas” – J.S. Ondara, 2017 (Episode 170)
- “Christmas is a Feeling In Your Heart” – Love Colony featuring Six, 2002 (Episode 199)
- “Mi Y’malel“ – The Weavers, 1957 (Episode 12)
- “Sweet Christmas” – Shonen Knife, 2011 (Episode 246)
- “First Christmas” – Stan Rogers, 1979 (Episode 264)
- “Grateful for Christmas” – Hayes Carll, 2010 (Episode 315)
- “Homo Christmas” – Pansy Division, 1992 (Episode 24)
- “Feliz Navidad” – Jose Feliciano, 1970 (Episode 52)
- “Christmas Love” – Martha Bass, 1968 (Episode 161)
- “I’ve Got My Love to Keep Me Warm” – Billie Holiday, 1937 (Episode 108)
- “Christmas in L.A.” – Vulfpeck, 2015 (Episode 230)
- “Things Fall Apart” – Cristina, 1981 (Episode 310)
- “Warm in December” – Julie London, 1956 (Episode 247)
- “Caroling Caroling” – Nat King Cole, 1960 (Episode 66)
- “All Alone on Christmas” – Darlene Love, 1992 (Episode 233)
- “George & Andrew” – The Boy Least Likely To, 2010 (Episode 144)
- “Fairy Tale of New York” – KT Tunstall featuring Ed Harcourt, 2007 (Episode 128)
- “Everything’s Gonna Be Cool This Christmas” – Eels, 1998 (Episode 35)
- “I’m Your Santa” – Jeremih & Chance the Rapper, 2016 (Episode 124)
- “(Everybody’s Waiting for) the Man with the Bag” – Kay Starr, 1950 (Episode 299)
- “God Rest Ye Merry Gentlemen/We Three Kings” – Barenaked Ladies feat. Sarah McLachlan, 2004 (Episode 215)
- “How Do You Spell Chanukah?” – The LeeVees, 2005 (Episode 47)
- “Christmas is Coming” – The Muppets, 1979 (Episode 95)
- “Space Christmas” – Shonen Knife, 1991 (Episode 39)
- “Bring me Love” – John Legend, 2018 (Episode 243)
- “Relics of Love & Light” – Erran Baron Cohen, Idan Raichel & Avivit Caspi, 2008 (Episode 48)
- “Fuck You If You Don’t Like Christmas” – Crudbump, 2010 (Episode 32)
- “Hard Candy Christmas” – Dolly Parton, 1982 (Episode 29)
- “White Winter Hymnal” – Fleet Foxes, 2008 (Episode 212)
- “Joy” – Jeremih & Chance the Rapper, 2016 (Episode 145)
- “Bringing In a Brand New Year” – Charles Brown, 1961 (Episode 186)
- “Christmas Time is Here” – Khruangbin, 2018 (Episode 329)
- “Pot In the Latkes” – MC Flow, 2015 (Episode 67)
- “It’s Christmas Time” – Yo La Tengo, 2002 (Episode 85)
- “Christmas TV” – Slow Club, 2008 (Episode 122)
- “Ma’oz Tzur” – Nossa Bossa Nova, 2014 (Episode 115)
- “Back Door Santa” – Clarence Carter, 1968 (Episode 140)
- “A House or Maybe a Boat” – Hawksley Workman, 2001 (Episode 183)
- “Please Come Home for Christmas” – The Eagles, 1978 (Episode 156)
- “Driving Home for Christmas” – Chris Rea, 1986 (Episode 154)
- “Run Rudolph Run” – Chuck Berry, 1958 (Episode 312)
- “1999” Prince, 1982 (Episode 276)
- “Not by Might, Not by Power” – Debbie Friedman, 1974 (Episode 188)
- “Rudolph the Red-Nosed Reindeer” – The Temptations, 1970 (Episode 190)
- “This Chanukiah” – Daniel Cainer, 2015 (Episode 249)
- “There’s a Promise” – The Fraggles, 1985 (Episode 305)
- “Red Nose, Red Dress” – Christmas Aguilera, 2012 (Episode 280)
- “Chanukah Time” – Josh & the Jamtones, 2012 (Episode 249)
- “A Christmas Duel” – The Hives & Cyndi Lauper, 2008 (Episode 178)
- “Eight Candles” – Yo La Tengo, 2019 (Episode 270)
- “I Dream of Christmas” – Norah Jones, 2021 (Episode 315)
- “Christmas Sweatz” – Rhett and Link featuring Hannah Hart & Grace Helbig, 2012 (Episode 31)
- “No Christmas in Kentucky” – Phil Ochs, 1986 (Episode 104)
- “Christmas Card from a Hooker in Minneapolis” – Tom Waits, 1978 (Episode 53)
- “Auld Lang Syne” – Sufjan Stevens, 2012 (Episode 23)
- “Santa Claus Is Coming to Town” – The Jackson 5, 1970 (Episode 20)
- “Christmas Time (Don’t Let the Bells End)” – The Darkness, 2003 (Episode 232)
- “In Praise of Christmas” – Loreena McKennitt, 1987 (Episode 166)
- “Winter Wonderland” – Earth Wind & Fire, 2014 (Episode 130)
- “Why Can’t It Be Christmastime All Year” – Rosie Thomas, 2008 (Episode 241)
- “There Are Much Worse Things to Believe In” – Stephen Colbert & Elvis Costello, 2008 (Episode 102)
- “Christmas Night in Harlem” – Louis Armstrong, 1958 (Episode 127)
- “Santa” – Lightnin’ Hopkins, 1965 (Episode 127)
- “Just For Now” – Imogen Heap, 2005 (Episode 36)
- “Reason to Think Aloud” – Dan Mangan, 2005 (Episode 198)
- “A New Year” – Stars, 2005 (Episode 237)
- “If it be Your Will” – HAIM, 2019 (Episode 332)
- “New Year” – Regina Spektor, 2016 (Episode 318)
- “The Holly and the Ivy” – Los Campesinos!, 2014 (Episode 309)
- “Sleigh Ride” – Astrocolor, 2015 (Episode 253)
- “Mi Yimalel Too!” – Julie Silver, 2007 (Episode 258)
- “Angels Blush” – Basia, 1995 (Episode 313)
- “December” – Earth, Wind and Fire, 2014 (Episode 293)
- “Merry Something to You” – Devo, 2009 (Episode 202)
- “All I Want for Christmas” – The Yeah Yeah Yeahs, 2008 (Episode 98)
- ” Santa Will Find You” – Phil Cunningham’s Christmas Songbook Band, 2015 (Episode 302)
- “The Twelve Days of Christmas” – The Popguns, 2021 (Episode 355)
- “The Atheist Christmas Carol” – Vienna Teng, 2004 (Episode 171)
- “Hanukkah Oh Hanukkah” – Erran Baron Cohen featuring Jules Brookes, 2008 (Episode 149)
- “We Three Kings” – Pink Martini, 2010 (Episode 152)
- “Rock of Ages” – Ben Kweller, 2004 (Episode 197)
- “Underneath the Tree” – Kelly Clarkson, 2013 (Episode 326)
- “Hurry Up and Light the Candles” – The Macaroons, 2010 (Episode 101)
- “Santa Claus is a Black Man” – Akim & Teddy Vann, 1973 (Episode 108)
- “Dreidel” – Erran Baron Cohen featuring Jules Brookes & Y-Love, 2008 (Episode 65)
- “The New Year” – Death Cab For Cutie, 2003 (Episode 51)
- “We Need A Little Christmas” – Angela Lansbury, 1966 (Episode 9)
- “The Twelve Days of Christmas” – John Denver & The Muppets, 1979 (Episode 37)
- “Listen, the Snow is Falling” – Galaxie 500, 1990 (Episode 214)
- “New Year’s Resolution” – Camera Obscura, 2013 (Episode 302)
- “When You Wish Upon a Star” – Cliff Edwards, 1958 (Episode 68)
- “Seven Principles” – Sweet Honey in the Rock, 1994 (Episode 101)
- “Things We Don’t Need Anymore” – Jenny Owen Youngs, 2007 (Episode 148)
- “Christmas Lights” – Paul Baribeau, 2008 (Episode 198)
- “Winter Wonderland” – Eurythmics, 1987 (Episode 290)
- “Winter Weather” – Benny Goodman and his orchestra, Peggy Lee and Art Lund (Episode 339)
- “I Still Believe in Christmas” – The Fleshtones, 2008 (Episode 361)
- “Marie Te Po” – Lucky Boy^, 2019 (Episode 279)
- “I’d Like You for Christmas” – Julie London, 1957 (Episode 236)
- “The Christmas Song” – Fantasia, 2017 (Episode 219)
- “Ma’oz Tsur/Rock of Ages” – Julie Silver, 2006 (Episode 115)
- “The Christmas Song” – The Raveonettes, 2008 (Episode 98)
- “Petit Papa Noël” – Tino Rossi, 1946 (Episode 79)
- “Hark! The Herald Angels Sing“ – Vince Guaraldi & St. Paul’s Episcopal Church Choir, 1965 (Episode 12)
- “Stop the Cavalry” – Jona Lewie, 1980 (Episode 218)
- “X’mas Time (It Sure Doesn’t Feel Like It)” – The Mighty Mighty Bosstones, 1997 (Episode 224)
- “Have Yourself A Merry Little Christmas” – The Mountain Goats, 2011 (Episode 146)
- “My Dear Acquaintance” – Regina Spektor, 2007 (Episode 96)
- “Darkest Carols, Faithful Sing” – Christopher Lee, 2014 (Episode 41)
- “Hanukkah Gone Metal” – Gods of Fire, 2009 (Episode 93)
- “This New Year Will Be For You and Me” – Lacrosse, 2007 (Episode 96)
- “White Wine in the Sun” – Tim Minchin, 2009 (Episode 112)
- “The Night of the Dreidel” – Craig Carothers, 2016 (Episode 343)
- “Good King Wenceslaus” – The Roches, 1990 (Episode 215)
- “Nothing Left to Do (Let’s Make This Christmas Blue)” – The Both, 2014 (Episode 148)
- “Jingle Bells” – Béla Fleck and the Flecktones featuring Alash, 2008 (Episode 356)
- “3 Generations” – Hawksley Workman, 2001 (Episode 254)
- “Christmas was Better in the 80s” – The Futureheads, 2010 (Episode 202)
- “Maybe Next Year” – Jenny Owen Youngs, 2019 (Episode 352)
- “I Won’t be Home for Chanukah” – TeamMate, 2012 (Episode 238)
- “Joy to the World” – Nat King Cole, 1960 (Episode 258)
- “Puppy for Hanukkah” – Daveed Diggs, 2020 (Episode 282)
- “Listen, the Snow is Falling” – Thea Gilmore, 2009 (Episode 327)
- “A Long December” – Counting Crows, 1996 (Episode 229)
- “Christmas Cactus” – Juliana Hatfield, 2021 (Episode 309)
- “Listen, the Snow is Falling” – Yoko Ono, 1971 (Episode 214)
- “Mi Yimaleil” – Neal Katz, 2009 (Episode 217)
- “Christmas Time’s A-Comin'” – Emmylou Harris, 1979 (Episode 337)
- “The Best Christmas of All” – Angela Lansbury & Charles Durning, 1996 (Episode 255)
- “Strawberry Snow” – Brenda Lee, 1964 (Episode 212)
- “Pass the Candle” – Michelle Citrin, 2008 (Episode 188)
- “Sleigh Ride” – Celine Dion, 1981 (Episode 176)
- “All of the Lights” – Vivek Shraya, 2014 (Episode 273)
- “Mary had a Baby” – Wynton Marsalis and Roberta Gumbel, 2009 (Episode 284)
- “Winter Weather” – Squirrel Nut Zippers, 1998 (Episode 166)
- “Hanukkah, Oh Hanukkah” – Barenaked Ladies, 2004 (Episode 149)
- “Hanukkah Dance” – Woody Guthrie, 194? (Episode 139)
- “‘Til Santa’s Gone (Milk and Cookies)” – Clint Black, 1995 (Episode 156)
- “The Christians and the Pagans” – Dar Williams, 1996 (Episode 307)
- “Jólakötturinn” – Björk, 1987 (Episode 189)
- “23 Décembre” – Beau Dommage, 1974 (Episode 356)
- “The Gift of Giving” – Bill Withers, 1972 (Episode 278)
- “I Have A Little Dreidel” – The Barenaked Ladies, 2004 (Episode 7)
- “Ding Dong Ding Dong” – George Harrison, 1974 (Episode 71)
- “Santa Baby“ – Eartha Kitt, 1953 (Episode 4)
- “Hanukkah Tree” – The Klezmatics, 2006 (Episode 38)
- “I-pod X-mas” – Hello Saferide, 2006 (Episode 10, Episode 274.5)
- “New Year’s Prayer” – Jeff Buckley, 1998 (Episode 138)
- “Snoopy’s Christmas” – The Royal Guardsmen, 1967 (Episode 121)
- “Merry Christmas Mary Jane” – Katie Pruitt, 2017 (Episode 333)
- “Yes December” – Nerina Pallot, 2011 (Episode 288)
- “Landy in my Eggnog” – Bad Lucc, 2008 (Episode 83)
- “Player’s Ball (Original Christmas Version)” – Outkast, 1993 (Episode 295)
- “Light the Lamp” – Emily Kurn, 2013 (Episode 239)
- “Arthur McBride and the Sergeant” – Paul Brady, 1977 (Episode 285)
- “I Saw Three Ships” – Sting, 1997 (Episode 332)
- “7 O’Clock News/Silent Night” – Simon and Garfunkel, 1966 (Episode 294)
- “Slipping Into Christmas” – Leon Russell, 1972 (Episode 278)
- “The Christmas Waltz” – Frank Sinatra, 1954 (Episode 256)
- “Somewhere in My Memory” – John Williams, 1992 (Episode 233)
- “We’re Following the Wrong Star” – Billy Bragg, 2010 (Episode 218)
- “Feast of Lights” – They Might Be Giants, 2001 (Episode 91)
- “Christmas Memories” – Billy Gilman, 2017 (Episode 151)
- “The Deep and Dreamless Sleep” – Weezer, 2022 (Episode 347)
- “Nutmeg” – John Legend, 2008 (Episode 235)
- “Christmas” – Froggy Fresh & Money Maker Mike, 2012 (Episode 32)
- “Fa La La” – Bündock, 1988 (Episode 209)
- “The Christmas Song” – Weezer, 2000 (Episode 347)
- “Winter Wonderland” – Jason Mraz, 2012 (Episode 290)
- “Feliz Navi-Nada” – El Vez, 1995 (Episode 244)
- “Santa Claus is Back in Town” – Kurt Russell, 2018 (Episode 231)
- “Snow Falls on the Patio” – Heidi Happy, 2016 (Episode 231)
- “Chanukah Prayer” – Carole King, 2011 (Episode 239)
- “Bianco Natale” – Mina, 1968 (Episode 211)
- “Hanukkah” – The Living Sisters, 2014 (Episode 197)
- “Last Christmas” – Carly Rae Jepsen, 2015 (Episode 144)
- “Last Christmas” – Wham!, 1984 (Episode 207)
- “Christmas Feeling Ska” – Toots and the Maytals, 197? (Episode 365)
- “Have You Heard the News?” – Koko Taylor, 2003 (Episode 187)
- “Ebeneezer” – The Wizards of Winter, 2015 (Episode 135)
- “How To Make Gravy” – Paul Kelly, 1996 (Episode 112)
- “Make it Jingle” – Big Freedia, 2016 (Episode 363)
- “What Child Is This” – Andrea Bocelli featuring Mary J. Blige, 2009 (Episode 164)
- “That’ll be Christmas” – Thea Gilmore, 2009 (Episode 327)
- “Don’t Save It All for Christmas Day” – Celine Dion, 1998 (Episode 176)
- “Finally it’s Christmas” – Hanson, 2017 (Episode 151)
- “(I’m Spending) Hanukkah in Santa Monica” – Tom Lehrer, 1990 (Episode 230)
- “The Quest for the Latke Oil” – Gods of Fire, 2009 (Episode 146)
- “Baby It’s Cold Outside” – Postmodern Jukebox, 2015 (Episode 128)
- “Merry Christmas Everyone” – Shakin’ Stevens, 1985 (Episode 323)
- “Puddleglum” – Said the Whale, 2008 (Episode 181)
- “Merry Christmas” – Al and the Vibrators, 1968 (Episode 365)
- “‘Zat You, Santa Claus?” – Louis Armstrong, 1953 (Episode 155)
- “Happy Joyous Hanukkah” – Indigo Girls, 2010 (Episode 139)
- “Are You Coming Over for Christmas” – Belle & Sebastian, 2007 (Episode 122)
- “Silent Night” – Sinead O’Connor, 1991 (Episode 55)
- “Puppies Are Forever” – Sia, 2017 (Episode 184)
- “Home for the Holidays” – The Carpenters, 1978 (Episode 154)
- “Santa Says Relax” – Joe Innes and the Cavalcade, 2015 (Episode 204)
- “Green Grows the Holly” – Calexico, 2012 (Episode 357)
- “Just a Little Hanukkah” – Oliver Richman feat. Jessica Toltzis and Nathan Brewer, 2023 (Episode 349)
- “Winter Wonder Land” – Animal Collective, 2007 (Episode 263)
- “Here We Come A-Wassailing” – Kate Rusby, 2008 (Episode 245)
- “Christmas Butt” – Puss n Boots, 2019 (Episode 269)
- “Thank God it’s Not Christmas” – Sparks, 1974 (Episode 345)
- “Legend of the Winter Berry” – Bear in the Big Blue House, 1999 (Episode 305)
- “(When is) Hanukkah this Year” – Mêlée, 2008 (Episode 238)
- “O Holy Night” – Bill & Gloria Gaither featuring David Phelps, 2000 (Episode 217)
- “Mrs. Santa Claus” – Angela Lansbury, 1996 (Episode 111)
- “Sunshine” – Sia, 2017 (Episode 237)
- “Santa’s Second Line” – New Birth Brass Band, 1997 (Episode 109)
- “Spotlight on Christmas” – Rufus Wainwright, 2005 (Episode 84)
- “The Angel Gabriel” – PC Muñoz featuring Dave Worm, 2015 (Episode 65)
- “Love in December” – Club 8, 2001 (Episode 247)
- “The Chanukah Song (We Are Lights)” – Jane Olivor, 2001 (Episode 343)
- “Winter Wonderland” – Richard Himber and His Ritz-Carlton Hotel Orchestra, 1934 (Episode 130)
- “I’ll Be Stoned for Christmas” – Dent May, 2014 (Episode 117)
- “Christmas Lights” – Coldplay, 2010 (Episode 360)
- “Gonna Make It Through This Year” – Great Lake Swimmers, 2008 (Episode 138)
- “Kushmas” – Smino, 2019 (Episode 358)
- “Don’t Wait for Me Beneath the Mistletoe” – The Allusionettes, 2020 (Episode 352)
- “Calling on Mary” – Aimee Mann, 2006 (Episode 301)
- “Aurora Borealis” – Lemon Demon, 2012 (Episode 296)
- “Another Lonely Christmas” – Prince, 1984 (Episode 276)
- “Fly on Christmas Dragon” – Robby Grant, 2004 (Episode 274)
- “My Baby Eats All the Hanukkah Gelt” – Alexis Fishman, 2016 (Episode 173)
- “Christmas Is Interesting” – Jonathan Coulton, 2003 (Episode 58)
- “Intangible Things (A Hanukkah Song)” – Haley K. Turner, 2021 (Episode 318)
- “Rockin’ Around the Christmas Tree” – She and Him, 2011 (Episode 330)
- “Lonely Christmas” – WALLIS, 2020 (Episode 338)
- “Last Christmas (English/Japanese Version)” – Gunnarolla featuring Micaela Braithwaite (Episode 246)
- “Jingle Bells?” – Barbra Streisand, 1967 (Episode 191)
- “Elu Agogo” – Ife Ogunwumiju, 2018 (Episode 279)
- “High on Hanukkah” – Micah E. Wood feat. Ari Pluznik and Seth Kibel, 2021 (Episode 358)
- “O Holy Night” – Charlie Rich, 1980 (Episode 267)
- “The First Song” – Band of Horses, 2006 (Episode 229)
- “Christmas Day in the Sun” – Hot Hot Heat, 2005 (Episode 181)
- “Can I Interest You in Hanukkah?” – Jon Stewart & Stephen Colbert, 2008 (Episode 102)
- “Hanukkah Lovin’” – Michelle Citrin, 2012 (Episode 140)
- “Baby, It’s Cold Outside” – Liza Minnelli & Alan Cumming, 2001 (Episode 178)
- “Hanukkah in Santa Monica” – Mike Barnett and Allie Feder Kramer, 2021 (Episode 314)
- “Weed (All I Want for Christmas)” – Nellie McKay, 2015 (Episode 167)
- “New Jingle Horse” – Geeta Brothers Duet Group feat. Dr. Zeus, 2016 (Episode 291)
- “Toymageddon” – Yo La Tengo, Ira Glass, Eugene Mirman, 2013 (Episode 92)
- “At Last I’m Ready for Christmas” – Stan Rogers, 1982 (Episode 317)
- “Daddy’s Beer” – Dave Gunning, 2005 (Episode 362)
- “Feeling Like a Right James Blunt at Christmas” – Death of Guitar Pop feat. James Buckley, 2019 (Episode 334)
- “Hot Rod Hanukkah” – Meshugga Beach Party, 2011 (Episode 298)
- “Noche Buena” – Celeste Legaspi, 1984 (Episode 228)
- “New Year’s Day” – U2, 1983 (Episode 203)
- “Un Flambeau, Jeanette, Isabella” – Diane Taraz, 1993 (Episode 79)
- “The Wassailing Song” – Blur, 1992 (Episode 245)
- “Ég fæ jólagjöf” – Katla María, 1980 (Episode 189)
- “The Chipmunk Song (Christmas Don’t be Late)” – JP Maurice, 2018 (Episode 329)
- “Happy Hanukkah” – Walk Off the Earth feat. Scott Helman, 2018 (Episode 324)
- “Christmas Eve Eve” – Paul and Storm, 2009 (Episode 301)
- “Lost in the Snow” – Bruce Hornsby, 2004 (Episode 288)
- “Dreidel Rap ’89” – Abraham, 1989 (Episode 292)
- “All I Want for Christmas is You” – Michael Bublé, 2011 (Episode 155)
- “Buffy, It’s Cold Outside” – Jenny Owen Youngs and Kristin Russo, 2017 (Episode 193)
- “River” – Sarah McLachlan, 2006 (Episode 60)
- “Home Once a Year” – Marshall Burns, 2016 (Episode 206)
- “That’s What Christmas is For” – Community cast, 2010 (Episode 105)
- “Grinch (Ladies Sangeet Interlude)” – The Geeta Brothers Duet Group, 2014 (Episode 142)
- “Chiron Beta Prime” – Jonathan Coulton, 2006 (Episode 92)
- “It Must Have Been Love (Christmas for the Broken Hearted)” – Roxette, 1987 (Episode 268)
- “Time Travel Eggnog” – Eggnog Queen, 2021 (Episode 319)
- “Merry Christmas Eve” – Better Than Ezra, 1996 (Episode 182)
- “The Rockin’ Dreidel Song” – Sha Na Na, 2002 (Episode 292)
- “Silver & Gold” – Burl Ives, 1964 (Episode 133)
- “Spirit of Christmas” – The Wizards of Winter, 2015 (Episode 56)
- “Rudolph the Red-Nosed Reindeer” – Jack Johnson, 2008 (Episode 141)
- “Canadian Sunset” – Dean Martin, 1959 (Episode 179)
- “Happy Kwanzaa” – Teddy Pendergrass, 1988 (Episode 201)
- “You’re Christmas to Me” – Sam Ryder, 2023 (Episode 360)
- “Silver Bells” – Kristin Chenoweth, 2008 (Episode 262)
- “Christmas in L.A. (Yippee Ki Yay)” – Marian Call, 2014 (Episode 224)
- “Fuck Christmas” – Eric Idle, 2006 (Episode 70)
- “Christmas Nights in Blue” – Trans-Siberian Orchestra, 2004 (Episode 298)
- “The War on Christmas” – Hot Dad, 2017 (Episode 307)
- “Wikipedia Chanukah” – Johnathan Coulton & John Roderick, 2012 (Episode 47)
- “Candlelight” – The Maccabeats, 2010 (Episode 44)
- “Rudolph the Red-Nosed Reindeer” – Gene Autry, 1949 (Episode 34)
- “Auld Lang Syne (The New Year’s Anthem)” – Mariah Carey, 2010 (Episode 26)
- “Merry Xmas (Says Your Text Message)” – Dragonette, 2012 (Episode 137)
- “I Got This Neighbor” – MU330, 1999 (Episode 221)
- “Toy Jackpot” – Blackalicious, 2010 (Episode 104)
- “New Lang Syne (Thank God it’s Over)” – Jim’s Big Ego, 2001 (Episode 287)
- “Reindeer” – The Knife, 2001 (Episode 266)
- “Tinsel in the Tea Leaves” – Kathy Lowe, 1999 (Episode 294)
- “Rudolph the Red Nosed Reindeer, King of All the Earth” – The Forever Now, 2020 (Episode 286)
- “Frosty the Snowman” – Gene Autry, 1950 (Episode 297)
- “A Holiday Song” – Starflyer 59, 1998 (Episode 260)
- “Everybody Deserves a Merry Christmas” – Ronnie Fauss, 2013 (Episode 236)
- “A Kwanzaa Song” – Lovely Hoffman, 2015 (Episode 201)
- “Christmas Spirit” – Tele Novella, 2015 (Episode 193)
- “Christmas in the Hood” – Daz Dillinger feat. Deacon, 2008 (Episode 308)
- “Santa’s Night” – The Philly Specials feat. Jason Kelce, 2023 (Episode 353)
- “California Christmas Trees” – Mila J, 2019 (Episode 283)
- “Dreidels of Fire” – Adam Green, 2019 (Episode 270)
- “Christmas C’mon” by Lindsey Stirling feat. Becky G, 2017 (Episode 206)
- “El Buritto De Belén” – La Rondallita, 1975 (Episode 134)
- “Holly Jolly Christmas” – Idina Menzel, 2014 (Episode 262)
- “The Boar’s Head Carol” – Magpie Lane, 1993 (Episode 228)
- “I Wish it Was Christmas Today” – Cheap Trick, 2017 (Episode 364)
- “The Cookie Song” – Amanda Duncan feat. Joanna Burns & Michaela McClain, 2011 (Episode 222)
- “Jingles the Christmas Cat” – Freddy Cole, 2018 (Episode 344)
- “Hang an Ornament” – Grandaddy & Band of Horses, 2014 (Episode 119)
- “Santam’n is a Blade Man” – Homestar Runner, 2018 (Episode 234)
- “Alien Christmas” – Tay Zonday, 2020 (Episode 338)
- “Christmas for Two” – Sixpence None The Richer, 2008 (Episode 267)
- “Baby It’s Cold Outside” – Jimmy Pardo & Scott Aukerman, 2008 (Episode 254)
- “It Doesn’t Often Snow at Christmas” – Pet Shop Boys, 2009 (Episode 289)
- “Darcy the Dragon” – Roger Whittaker, 1976 (Episode 274)
- “I Heard the Bells on Christmas Day” – The Civil Wars, 2012 (Episode 357)
- “Snow in Los Angeles” – Dead Sara, 2012 (Episode 171)
- “Mittens” – Carly Rae Jepsen, 2010 (Episode 77)
- “Night of Silence” – Marty Haugen, 1995 (Episode 55)
- “Sailor Moon Christmas” – Peach Hips, 1996 (Episode 54)
- “The Dethemberween Thnikkaman” – Strong Bad, 2007 (Episode 234)
- “It’s Beginning to Look a Lot Like Christmas” – Johnny Mathis, 1986 (Episode 46)
- “What’s This?” – Danny Elfman, 1993 (Episode 42)
- “8 Days of Latkes” – Ben Schwartz, 2017 (Episode 165)
- “Jacob Marley’s Chain” – Aimee Mann, 1993 (Episode 240)
- “O Du Fröhliche” – Michelle, 1999 (Episode 185)
- “Who Would Imagine a King” – Whitney Houston, 1996 (Episode 116)
- “All I Want for Christmas is Halloween” – Happy Fangs, 2013 (Episode 94)
- “1913 Massacre” – Woody Guthrie, 1944 (Episode 335)
- “Christmas Trees” – Major Lazer featuring Proteje, 2016 (Episode 216)
- “Home For the Holidays” – Gentleman Auction House, 2008 (Episode 36)
- “Jingle Bell Rock” – Bobby Helms, 1957 (Episode 15)
- “The Train” – Celestial Navigations, 1989 (Episode 87)
- “Christmas Love” – Ashanti, 2013 (Episode 328)
- “Christmas Time in the Motor City” – Was (Not Was), 1981 (Episode 310)
- “Christmas in New Orleans” – Rickie Lee Jones, 2015 (Episode 204)
- “Chanukah Christmas” – Shelley Posen, 2022 (Episode 324)
- “13 Nights of Halloween” – Elvira, 2013 (Episode 296)
- “Do You Want to Hit my Vape Pen?” – MC Flow, 2018 (Episode 259)
- “Dear Santa (Bring me a Man This Christmas)” – The Weather Girls, 1983 (Episode 208)
- “Christmas Dirtbag” – Wheatus, 2023 (Episode 349)
- “Christmas Eve in the East Side” – Aunt Molly Jackson, 1939 (Episode 359)
- “364 Days To Go” – Brad Paisley, 2006 (Episode 337)
- “At Christmas” – Hanson, 1997 (Episode 194)
- “A Winter Romance” – Dean Martin, 1959 (Episode 179)
- “Mistletoe and Wine” – Cliff Richard, 1988 (Episode 323)
- “Mrs. Santa Claus” – Nat King Cole, 1953 (Episode 170)
- “Frost the Snowman” – The Geeta Brothers Duet Group, 2014 (Episode 142)
- “An Elf Named Moe” – Carl Stuck, 2017 (Episode 213)
- “Sufganiot” – A.K.A. Pella, 2013 (Episode 123)
- “Dear Santa” – Girls’ Generation, 2015 (Episode 107)
- “Wombling Merry Christmas” – The Wombles, 1974 (Episode 118)
- “Hanukkah” – The Maneschefits, 2012 (Episode 143)
- “Santa Claus Got Stuck in my Chimney” – Ella Fitzgerald, 1950 (Episode 354)
- “Run Rudolph Run” – Lemmy Kilmister, Billy F. Gibbons and Dave Grohl, 2008 (Episode 312)
- “Summer Wonderland” – Ronan Keating, 2016 (Episode 263)
- “Old Jim’s Christmas Hymn” – Albert C. Campbell & James F. Harrison, 1904 (Episode 248)
- “Jack Gets Up” – Leo Kottke, 1989 (Episode 240)
- “Stripper Christmas Summer Weekend” – GWAR, 2009 (Episode 363)
- “Happy Holiday” – Bing Crosby, John Scott Trotter and His Orchestra, The Music Maids and Hal (Episode 339)
- “Wrapped in Red” – Kelly Clarkson, 2013 (Episode 261)
- “Vincent the Christmas Virus” – The Arrogant Worms, 1997 (Episode 226)
- “December Song (I Dreamed of Christmas)” – George Michael, 2008 (Episode 207)
- “Champagne (I’m Ready)” – Lisa Loeb, 2015 (Episode 186)
- “Decomposing Pumpkins” – Brainkrieg, 2009 (Episode 242)
- “Buon Natale” – Nat King Cole, 1959 (Episode 211)
- “Will 2K” – Will Smith, 1999 (Episode 177)
- “The Cowboys’ Christmas Ball” – The Killers, 2011 (Episode 220)
- “It’s Halloween (A Christmas Song)” – Randy Brooks, 2013 (Episode 242)
- “The Grinch” – Bad Lucc, 2008 (Episode 351)
- “I am the Grinch” – Tyler the Creator, 2018 (Episode 351)
- “Bohemian Hanukkah” – Six13, 2018 (Episode 320)
- “Winona Ryder Hates Christmas” – Fake Shark Real Zombie, 2013 (Episode 317)
- “Christmas Tree Farm” – Taylor Swift, 2019 (Episode 252)
- “Rockin’ Around the Christmas Tree” – Hanson, 1997 (Episode 330)
- “Christmas Hooley” – Declan Nerney, 2001 (Episode 162)
- “My Grown Up Christmas List” – Amy Grant, 1992 (Episode 168)
- “Hasmonean: A Hamilton Hanukkah” – The Maccabeats, 2016 (Episode 153)
- “Christmas Eve Blues” – Blind Lemon Jefferson, 1928 (Episode 335)
- “Mary Did You Know” – Pentatonix, 2014 (Episode 116)
- “I’m Getting Pissed for Christmas” – Peter and the Test Tube Babies, 1998 (Episode 110)
- “Wonderful Christmastime” – The Shins, 2012 (Episode 103)
- “Christmas Song” – Dave Matthews Band, 1993 (Episode 63)
- “Santa’s Beard” – They Might Be Giants, 2001 (Episode 78)
- “A Christmas Carol” – Tom Lehrer, 1959 (Episode 135)
- “I Wanna Be Santa Claus” – Ringo Starr, 1999 (Episode 71)
- “Christmas” – Blues Traveller, 1997 (Episode 268)
- “Merry Christmas James Blunt” – Wash Your Dirty Money With My Art feat. Martin Meincke, 2022 (Episode 334)
- “Red-Suited Super Man” – Rod Stewart, 2012 (Episode 261)
- “A Holly Jolly Christmas” – Michael Bublé, 2011 (Episode 210)
- “Little Drum Machine Boy” – Beck, 1996 (Episode 59)
- “Happy New Year” – ABBA, 1980 (Episode 40)
- “Eat Eat Eat” – Danny Kaye, 1951 (Episode 348)
- “Joseph, Better You Than Me” – The Killers feat. Elton John and Neil Tennant, 2008 (Episode 220)
- “Please Don’t Joke About ‘I, Robot’ This Christmas” – Scott Aukerman & Paul F. Tompkins, 2016 (Episode 177)
- “Holz (Weihnachtslied)” – 257ers, 2016 (Episode 185)
- “Funky New Year” – The Eagles, 1978 (Episode 172)
- “The Carol” – LOOΠΔ, 2016 (Episode 145)
- “Coco Jamboo (Christmas Version)” – Mr. President, 1996 (Episode 304)
- “Donner and Blitzen” – Thor, 2018 (Episode 320)
- “Bing Crosby Wrote Festive Christmas Songs” – Angry Snowmans, 2015 (Episode 361)
- “Green Christmas” – Snoop Dogg feat. Jenn Em, 2021 (Episode 333)
- “Hanukkah Medley” – Julia Lester, 2020 (Episode 282)
- “The Twelve Days of Christmas” – Frank Sinatra, Frank Sinatra Jr., Nancy Sinatra & Tina Sinatra, 1969 (Episode 256)
- “The Little Boy That Santa Claus Forgot” – Vera Lynn, 1937 (Episode 182)
- “Trim Your Tree” – Jimmy Butler, 1954 (Episode 354)
- “You Make it Feel Like Christmas” – Neil Diamond, 1992 (Episode 331)
- “The 12 Gifts of Christmas” – Allan Sherman, 1963 (Episode 257)
- “Good to be Bad” – Pentatonix, 2016 (Episode 210)
- “Dear Mrs. Claus” – The Barr Brothers, 2011 (Episode 255)
- “Dick In a Box” – The Lonely Island featuring Justin Timberlake, 2006 (Episode 158)
- “Xmas Trees” – Kurupt feat. Chris Starr, 2008 (Episode 308)
- “Christmas is All Around” – Billy Mack, 2003 (Episode 136)
- “Holidays” – Meghan Trainor, 2020 (Episode 293)
- “Christmas Lullaby” – Andrea Burns, 1997 (Episode 223)
- “Don’t Shoot Me Santa” – The Killers, 2007 (Episode 113)
- “Christmas Piglet” – The Presidents of the United States of America, 1995 (Episode 304)
- “The Friendly Beasts” – Art Garfunkel & Amy Grant, 1985 (Episode 134)
- “Christmas Cookies” – RuPaul, 2015 (Episode 222)
- “Christmas Is Going to the Dogs” – Eels, 2000 (Episode 86)
- “Xmas Rulez, Voldemort Droolz” – Harry & the Potters, 2010 (Episode 61)
- “California Christmastime” – Rachel Bloom & the Crazy Ex-Girlfriend cast, 2016 (Episode 105)
- “Christmastime” – The Arrogant Worms, 1997 (Episode 226)
- “The Fairy On the Christmas Tree” – Henry Hall, The Three Sisters & The BBC Dance Orchestra, 1936 (Episode 33)
- “The Sound“ – Paper Route, 2006 (Episode 10)
- “Papa Noel” – Brenda Lee, 1958 (Episode 16)
- “Sleigh Ride Party & Jingle Bells” – Edison Male Quartette, 1892 (Episode 248)
- “Santa Never Made it into Darwin” – Bill & Boyd, 1975 (Episode 205)
- “I Hate Christmas Parties” – Relient K, 2007 (Episode 195)
- “Hanukkah Mambo” – The Yule Logs, 2009 (Episode 180)
- “Neural Story Singing Christmas” – Neural Story Singing, 2016 (Episode 196)
- “Holiday Freak Shit” – Mila J, 2020 (Episode 303)
- “The Mistletoe Jam (Everybody Kiss Somebody) – Luther Vandross, 1995 (Episode 322)
- “Hell of a Holiday” – Pistol Annies, 2021 (Episode 346)
- “Santa Please” – Toni Braxton, 2001 (Episode 336)
- “Our Love is Like a Holiday” – Michael Bolton, 2001 (Episode 265)
- “12 Days of Christmas” – Gucci Mane, 2019 (Episode 355)
- “Desi Jingle Bells” – Lilly Singh, 2012 (Episode 273)
- “Same Old Lang Syne” – Dan Fogelberg, 1980 (Episode 203)
- “Not Another Christmas Song” – Blink-182, 2019 (Episode 345)
- “All I Want for Xmas” – Draco and the Malfoys, 2013 (Episode 169)
- “Great Big Sled” – The Killers, 2006 (Episode 113)
- “It’s Beginning to Look a Lot Like Fishmen” – The H.P. Lovecraft Historical Society, 2003 (Episode 272)
- “A Hamilton Chanukah” – Six13, 2016 (Episode 153)
- “Come On Santa” – The Raveonettes, 2008 (Episode 120)
- “When the Saints Go Marching In” – Mitsuishi Kotono, 1996 (Episode 72)
- “New Year’s Eve” – Snoop Dogg & Marty James, 2010 (Episode 40)
- “Christmas All Over Again” – Tom Petty, 1992 (Episode 19)
- “Tennessee Christmas” – Lee Greenwood, 1985 (Episode 265)
- “Mixed Nuts” – Dr. John, 1994 (Episode 8)
- “Dirt Sledding” – The Killers, 2015 (Episode 306)
- “No Snowmen in LA” – Ms. Maura & the Misters, 2016 (Episode 106)
- “Have Yourself a Scary Little Solstice” – The H.P. Lovecraft Historical Society, 2003 (Episode 42)
- “Scary F**ked Up Christmas” – Garfunkel & Oates, 2011 (Episode 67)
- “Christmas Dinner Country Style” – Bing Crosby, 1963 (Episode 80)
- “Santa Please” – Bill Medley, 1984 (Episode 336)
- “I’d Like to Have an Elephant for Christmas” – Hank Thompson, 1964 (Episode 316)
- “Santa Claus Rides a Strawberry Roan” – Jim Lowe, 1953 (Episode 344)
- “Good Queen Wenceslas” – Goldstein, 2017 (Episode 280)
- “Love’s Not Just for Christmas” – Intu with London Community Gospel Choir, 2017 (Episode 196)
- “Lonely Pup (In a Christmas Shop)” – Adam Faith, 1960 (Episode 184)
- “Christmas in Killarney” – Bing Crosby, 1951 (Episode 162)
- “Wonderful Christmastime“ – Paul McCartney, 1979 (Episode 3)
- “Christmas in Fallujah” – Cass Dillon, 2007 (Episode 121)
- “I Wish It Could Be Christmas Every Day” – The A-Teens, 2002 (Episode 28)
- “Merry Christmas, Happy Holidays” – N’Sync, 1998 (Episode 22)
- “New Year’s Day” – Taylor Swift, 2017 (Episode 287)
- “A Mother’s Christmas Wish” – Olivia Newton-John, 2007 (Episode 219)
- “Fabian” – Tripod, 2004 (Episode 131)
- “I Feel it in My Bones” – The Killers, 2012 (Episode 306)
- “4 Carats” – Kelly Clarkson, 2013 (Episode 133)
- “8 Days of Christmas” – Destiny’s Child, 2001 (Episode 57)
- “Roly Poly the Polar Bear” – Peppermint Kandy Kids, 1978 (Episode 163)
- “RuPaul the Red-Nosed Drag Queen” – RuPaul, 1998 (Episode 24)
- “Holiday Sweater” – San Jose Sharks, 2014 (Episode 31)
- “Wit It This Christmas” – Ariana Grande, 2015 (Episode 56)
- “Taking Care of Christmas” – Randy Bachmann, 2008 (Episode 49)
- “The Chipmunk Song (Christmas Don’t Be Late)” – Ross Bagdasarian, Sr., 1958 (Episode 72)
- “National Living Rage” – Various Labour MPs, 2016 (Episode 359)
- “Baby, It’s Cold Outside” – Louis Armstrong & Velma Middleton, 195? (Episode 277)
- “Hanukkah Hawaiian” – Regina Smoler, 2019 (Episode 314)
- “Twas the Night” – Nate Dogg and Snoop Dogg, 1997 (Episode 259)
- “He Drew the Line” – Woody Wright, Mike Allen, Gene McDonald, Glenn Dustin, George Younce, 2000 (Episode 284)
- “Rudolph the Red-Nosed Reindeer” – DMX, 2017 (Episode 190)
- “Barry the Elf” – Bucko and Champs, 1998 (Episode 213)
- “Christmas Cookies” – George Strait, 2000 (Episode 173)
- “Holy Shit It’s Christmas” – Deer Tick, 2010 (Episode 169)
- “Six Cups of Eggnog” – Larry Costa, 2018 (Episode 319)
- “10,000 Santa Clauses (But Not One Gift For Me)” – Peter Pan Caroleers, 196? (Episode 163)
- “Oi to the World” – No Doubt, 1996 (Episode 281)
- “Santa Claus Looks Like my Daddy” – Danny Kaye, 1951 (Episode 362)
- “Santa Claws is Coming to Town” – Alice Cooper, John 5, Billy Sheehan, and Vinny Appice, 2008 (Episode 321)
- “Classic Pop, in the Style of Frank Sinatra” – Open AI’s Jukebox, 2020 (Episode 286)
- “The Chipmunk Song” – Lost Dogs, 1999 (Episode 260)
- “I Yust Go Nuts at Christmas” – Yogi Yorgesson, 1949 (Episode 257)
- “Big Ol’ Drummer Bwoy” – Sons of Odin, 2013 (Episode 221)
- “We Three Kings” – Patti Smith, 1997 (Episode 152)
- “A Land Called Sufganiyot” – Mama Doni Band, 2011 (Episode 123)
- “Bimuelo” – Sarah Aroeste, 2017 (Episode 165)
- “Stay a Little Longer, Santa” – Shemekia Copeland, 2003 (Episode 187)
- “No Latkes” – OHT Crew, 2011 (Episode 227)
- “It’s a Lonely Christmas” – The Charters, 2016 (Episode 120)
- “Christmas Smorgasbord” – Swedish Chef, 2006 (Episode 62)
- “All I Want for XXXMas” – Slayyyter feat. Ayesha Erotica, 2018 (Episode 269)
- “Christmas (Baby Please Come Home)” – Michael Buble, 2011 (Episode 264)
- “Christmas (Baby Please Come Home)” – The Offspring, 2020 (Episode 311)
- “Hanu-calypso” – Kenny Ellis, 2005 (Episode 180)
- “It’s Hard to be a Cat at Christmas” – Cats Across America, 2013 (Episode 86)
- “Like It’s Christmas” – The Jonas Brothers, 2019 (Episode 252)
- “Give the Gift of Egg Nog” – Samantha Bee (et al.), 2018 (Episode 235)
- “I Want a Hippopotamus for Christmas” – Gayla Peevey, 1953 (Episode 126)
- “Christmas Under the Sea” – Aqua Kids, 2008 (Episode 174)
- “I Want an Elephant for Christmas” – Peter Pan Caroleers, 196? (Episode 316)
- “Oh, Santa!” – VeggieTales, 1998 (Episode 159)
- “Text Me Merry Christmas” – Straight No Chaser feat. Kristen Bell, 2014 (Episode 137)
- “Christmas in the Stars” – Anthony Daniels, Meco, etc., 1980 (Episode 61)
- “Monster’s Holiday” – Bobby “Boris” Pickett, 1962 (Episode 94)
- “I’ve Got Some Presents for Santa” – Sarah Taylor & Bill Mumy, 1994 (Episode 303)
- “The Season’s Upon Us” – Dropkick Murphys, 2012 (Episode 281)
- “Kidnap the Sandy Claws” – Korn, 2008 (Episode 272)
- “Captain Santa Claus (and His Reindeer Space Patrol)” – Bobby Helms, 1957 (Episode 16)
- “Rockin’ Around the Christmas Tree/Jingle Bell Rock” – Michael Bublé & Carly Rae Jepsen, 2012 (Episode 38)
- “Holly Jolly Christmas” – Daveigh Chase, 2002 (Episode 28)
- “Grandma’s Homemade Christmas Card” – Merle Haggard, 1973 (Episode 366)
- “You Make it Feel Like Christmas” – Gwen Stefani & Blake Shelton, 2017 (Episode 271)
- “Rudolph the Red-Nosed Reindeer” – Neil Diamond, 1994 (Episode 331)
- “Pass the Latkes” – Kid Kosher, 2004 (Episode 227)
- “A Baby Changes Everything” – Faith Hill, 2008 (Episode 164)
- “Santa Baby” – Taylor Swift, 2007 (Episode 114)
- “Christmas Time” – Hanson, 1997 (Episode 194)
- “Pudsy’s Christmas” – Jonathan Coulton, 2019 (Episode 283)
- “Oi to the World” – The Vandals, 1996 (Episode 110)
- “I Am Santa Claus” – Bob Rivers, 1993 (Episode 93)
- “Oh Come All Ye Faithful” – Twisted Sister, 2006 (Episode 232)
- “Hanukkah (My Favorite Time of the Year)” – Too $hort, 2012 (Episode 83)
- “Mistletoe” – Justin Bieber, 2011 (Episode 77)
- “You’re Not Alone” – Boyz II Men, 1993 (Episode 57)
- “Christmas Time” – Backstreet Boys, 1996 (Episode 22)
- “Santa Claus Lane” – Hilary Duff, 2002 (Episode 27)
- “Xtina’s Xmas” – Christina Aguilera, 2000 (Episode 251)
- “My Only Wish (This Year)” – Britney Spears, 2000 (Episode 251)
- “Where Are You Christmas” – Faith Hill, 2000 (Episode 82)
- “Ludacrismas” – Ludacris, 2007 (Episode 160)
- “The Night Santa Went Crazy” – Weird Al Yankovic, 1996 (Episode 58)
- “I’m Gonna Email Santa” – Billy Gilman, 2000 (Episode 5)
- “All I Really Want for Christmas” – Lil Jon featuring Kool-Aid Man, 2018 (Episode 289)
- “Aussie Jingle Bells” – Bucko & Champs, 1996 (Episode 205)
- “Santa Came on a Nuclear Missile” – Heather Noel, 1987 (Episode 192)
- “A Willie Nice Christmas” – Kacey Musgraves featuring Willie Nelson, 2016 (Episode 167)
- “Jingle Horse” – Jerry Riggins (et. al.), 1999 (Episode 291)
- “What Time is it?” – LoCash, 2012 (Episode 271)
- “Grandma Got Run Over by a Reindeer” – Reel Big Fish, 2014 (Episode 340)
- “Date With Santa” – Andreas Weise, 2015 (Episode 326)
- “Grandma Got Run Over by Corona” – Randy Brooks, 2020 (Episode 342)
- “Mele Kalikimaka” – Nick Hexum, 2002 (Episode 311)
- “Santa Claus is Smoking Reefer” – Squirrel Nut Zippers, 1997 (Episode 216)
- “Jingle Bells (A Hip-Hop Carol)” – Kyle Massey, 2007 (Episode 68)
- “Chanukah Honey” – Rachel Bloom, 2013 (Episode 64)
- “A Day To Celebrate” – Carrie Fisher, 1978 (Episode 69)
- “You’re My Christmas” – Juliet Lyons, 2013 (Episode 328)
- “Santa Forever” – Mia Crosby featuring Dave Jay, 2009 (Episode 107)
- “Le temps d’une dinde” – Roland Hi! Ha! Tremblay, 1988 (Episode 209)
- “Six White Boomers” – Rolf Harris, 1960 (Episode 131)
- “Halloween Hanukkah Christmas Ghost” – Hap Palmer, 1996 (Episode 143)
- “Christmas Rap” – The Cryptkeeper, 1994 (Episode 321)
- “¿Dónde Está Santa Claus?” – Augie Rios, 1958 (Episode 295)
- “Naughty Christmas (Goblin in the Office)” – Fat Les, 1998 (Episode 118)
- “I’m Giving Santa a Pikachu for Christmas” – Stan Hart & Veronica Taylor, 2001 (Episode 54)
- “Christmas Tree” – Lady Gaga & Space Cowboy, 2008 (Episode 39)
- “Light of Christmas” – Owl City & TobyMac, 2013 (Episode 44)
- “Mele Kalikimaka” – Bing Crosby & the Andrews Sisters, 1950 (Episode 30)
- “Must Be Santa” – Bob Dylan, 2009 (Episode 19)
- “Grandma Got Run Over by a Reindeer” – Randy Brooks, 2013 (Episode 342)
- “Grinch 2000” – Busta Rhymes feat. Jim Carrey, 2000 (Episode 160)
- “Grandma Got Run Over By a Reindeer” – Elmo and Patsy, 1979 (Episode 366)
- “I’m Gonna Spend my Christmas with a Dalek” – The Go-Go’s, 1964 (Episode 285)
- “Merry Christmas in the NFL” – Willis the Guard and Vigorish, 1980 (Episode 353)
- “Rudolph Chewed Off” – Dragon Boy Suede, 2013 (Episode 183)
- “Drivin’ the Pig (Manejando el Cerdo)” – Jimmy Buffett, 2016 (Episode 124)
- “Mrs. Santa Claus” – R. Kelly, 2016 (Episode 111)
- “I Saw Mommy Kissing Santa Claus” – Jimmy Boyd, 1952 (Episode 17)
- “Dominick the Donkey“ – Lou Monte, 1960 (Episode 11)
- “Grandma Got Run Over by a Reindeer” – Less Than Jake, 1997 (Episode 340)
- “Xmas Slide” – Xpress Band, 2002 (Episode 89)
- “I Saw Mommy Kissing Santa Claus” – John Cougar Mellencamp, 1987 (Episode 129)
- “Snow Snow Snow” – The Band of Merrymakers, 2015 (Episode 97)
- “Silver Bells” – Kathie Lee Gifford feat. Regis Philbin, 1993 (Episode 82)
- “Jingle Bells” – Jimmy Buffett, 1996 (Episode 191)
- “Surabaya Santa” – Jessica Molaskey, 1997 (Episode 223)
- “All I Want for Christmas is My Two Front Teeth” – Spike Jones & His City Slickers, 1948 (Episode 126)
- “Merry Merry Merry Frickin’ Christmas (World Champion Red Sox Anthem)” – Frickin’ A, 2004 (Episode 106)
- “Hallelujah” – The Osmonds, 2015 (Episode 84)
- “Heavy Metal Christmas” – Twisted Sister, 2006 (Episode 41)
- “Christmas In the Sand” – Colbie Callait, 2012 (Episode 30)
- “Ho Ho Ho and a Bottle of Rum” – Jimmy Buffett, 1996 (Episode 81)
- “Macarena Christmas” – Los del Rio, 1996 (Episode 89)
- “Earl the Christmas Squirrel” – The Moffatts, 1996 (Episode 27)
- “Christmas Tree” – Dustin the Turkey, 1996 (Episode 147)
- “Stretchy Pants” – Carrie Underwood, 2021 (Episode 348)
- “Sick Christmas” – (DJ) The Prophet, 1994 (Episode 253)
- “Not Tonight Santa” – Girls Aloud, 2005 (Episode 158)
- “Santa Baby” – Michael Buble, 2011 (Episode 114)
- “Merry Christmas Santa Claus (You’re A Lovely Guy)” – Max Headroom, 1986 (Episode 34)
- “Flappie” – Todd Rundgren, 2020 (Episode 346)
- “Everybody Knows the Claus” – Hanson, 1997 (Episode 5)
- “Santa Baby” – Madonna, 1987 (Episode 129)
- “Santa’s Coming” – CKY, 1999 (Episode 192)
- “Be Claus I Got High” – Bob Rivers, 2002 (Episode 117)
- “Do They Know It’s Christmas” – Band Aid, 1984 (Episode 97)
- “Baby, It’s Cold Outside“ – Esther Williams, Ricardo Montalbán, Red Skelton, & Betty Garrett, 1949 (Episode 6)
- “Santa Stole My Girlfriend” – The Maine, 2008 (Episode 78)
- “Drummer Boy” – Justin Bieber featuring Busta Rhymes, 2011 (Episode 13)
- “All I Want For Christmas Is a Real Good Tan” – Kenny Chesney, 2003 (Episode 81)
- “Christmas Eve” – Justin Bieber, 2011 (Episode 208)
- “I Want a Boob Job for Christmas” – Virginia Kegel, 1994 (Episode 168)
- “What Do You Get a Wookiee for Christmas (When He Already Owns a Comb)” – The Star Wars Intergalactic Droid Choir and Chorale, 1980 (Episode 69)
- “Grandma Got Run Over by a Reindeer” – Rhan Wilson, 2004 (Episode 241)
- “Grandma Got Run Over by a Reindeer” – Elmo and Patsy, 1982 (Episode 49)
- “Hey Santa” – Royal Crown Revue, 2010 (Episode 17)
- “The 12 Pains of Christmas” – Bob Rivers, 1988 (Episode 64)
- “Funky Funky Xmas” – New Kids on the Block, 1989 (Episode 172)
- “The Christmas Shoes” – NewSong, 2000 (Episode 1)**
- “Grandpa Got Run Over by a Beer Truck” – Da Yoopers, 1993 (Episode 341)
- ”Christmas in the Hood“ – Twiztid, Wolfpac, Lavel, ROC & Blaze, 2003 (Episode 50)
- “Grandpa Got Runned Over by a John Deere” – Cledus T. Judd, 1996 (Episode 341)
- “Obama Got Run Over by a Reindeer” – Doc Pearson, 2015 (Episode 367)
- “The Obama Christmas Song for Liberals” – AFP California, 2011 (Episode 75)
- “Christmas is Coming Twice This Year” – The Hollytones, 1992 (Episode 175)
- “On A Mission” – Twiztid, 2011 (Episode 250)
- “Chipmunks Roasting on an Open Fire” – Bob Rivers, 2001 (Episode 227)
- “Let Her Blow” – Afroman, 2006 (Episode 225)
- “Never Do a Tango With an Eskimo” – Alma Cogan, 1955 (Episode 150)
- “Honorable Congratulations” – The McGuire Sisters, 1957 (Episode 313)
- “Santa Claus is Watching You” – Ray Stevens, 1985 (Episode 200)
- “Twisted Christmas Carols” – Larry the Cable Guy, 2004 (Episode 350)
- “Faith In Santa” – Hermann Lammers Meyer, 2010 (Episode 87)
- “Maybe This Christmas” – Shane Dawson, 2012 (Episode 325)
- “Jingle Bombs” – Jeff Dunham, 2008 (Episode 125)
- “Christmas with a Capital C” – Go Fish, 2010 (Episode 70)
- “Grinch” – Dax, 2020 (Episode 275)
- “Kung Pao Buckaroo Holiday” – Brad Paisley, 2006 (Episode 25)**
- “Kamala G0t Run Over by a Reindeer” – ‘Bubba Beige’, 2022 (Episode 367)
- “I Saw Mommy Fucking Santa Claus” – Matt Rogers, 1997 (Episode 100)**
- “Grandma Got Run Over by a Reindeer (Rap Version)” – Dr. Elmo and Bling Crosby, 2007 (Episode 300)
* Formerly top of the list
** Formerly bottom of the list