A Very Buddy Christmas 2025

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1. Where Are You Christmas? – The Pretty Reckless

Taylor Momsen, who portrayed the character of Cindy Lou Who in the film How the Grinch Stole Christmas (2000), brings a darker, alt-rock edge to a modern Christmas staple. The song starts with the 2000 Taylor and blends into the today Taylor with her band The Pretty Reckless.  They take a song that’s usually wrapped in shiny holiday sentiment and turns it into something weathered and human. Her voice sounds like someone standing outside in the cold trying to make sense of a year that didn’t quite go as planned. It’s a reminder that Christmas doesn’t always show up the same way every year—but we still go looking for it.

2. A Holly Jolly Christmas – Smash Mouth

Leave it to Smash Mouth to turn a Burl Ives classic into a California-bright burst of energy. You can almost picture Christmas lights strung across palm trees and someone barbecuing in December. It’s the kind of song that kicks off a playlist with a wink and says, “Alright, let’s have some fun.”

3. Let It Snow – Colbie Caillat & Gavin DeGraw

Colbie and Gavin sound like two people who wandered into a snowstorm, shrugged, and decided to make it romantic instead of inconvenient. It’s warm-hearted and effortless—two singer-songwriters turning a familiar standard into a fireside conversation.

4. The Man With All the Toys – The Beach Boys

We lost Brian Wilson this year, so I felt I needed to add a a quintessential Beach Boys holiday track: short, sweet, and packed with harmonies. This one is a postcard straight from 1964. Surfboards set aside, harmonies perfectly stacked, and the band sounding like kids discovering Christmas morning all over again. It’s short, sweet, and full of the innocence that made early Beach Boys music feel timeless.

5. Christmas Don’t Be Late – The Goo Goo Dolls

The Goo Goo Dolls take a song born from Chipmunk mischief and strip it down to its emotional core. What’s left is a gentle, almost nostalgic little tune—like overhearing a childhood memory with all the helium taken out of it.

6. I Believe in Father Christmas – Sixpence None the Richer

Sixpence approaches this Greg Lake classic like they’re handling glass ornaments—soft-voiced, careful, and sincere. Leigh Nash brings a peacefulness to a song that’s always carried a little commentary, turning it into a quiet moment of reflection.

7. My Favorite Things – The Supremes (Stereo)

Hearing Diana Ross on this Rodgers & Hammerstein piece instantly explains why the song became a holiday tradition, even though it never mentions Christmas. The Supremes wrap it in Motown elegance, turning simple lists of comforts into something that feels festive and familiar.

8. Red-Suited Super Man – Rod Stewart (feat. Trombone Shorty)

Rod Stewart swings through this track like he’s leading a holiday party from the front of the room—raspy grin, brass section shining, and Santa portrayed as the swaggering hero of December. It’s big-band energy meant for people who like Christmas with a little punch.

9. A Nonsense Christmas – Sabrina Carpenter

I was largely unfamiliar with Ms. Carpenter until I saw her at ACL this year.  Sabrina leans into the playful chaos of the season—holiday romance, mixed signals, and a dash of ridiculousness. It feels like the song you’d hear playing in the background of a modern holiday movie, right as the plot takes a mischievous turn.

10. Christmas Dirtbag – Wheatus

Wheatus had a big hit with "Teenage Dirtbag"...and they know exactly what lane they’re in: offbeat, melodic, and just self-aware enough to be funny. This is Christmas for the misfit, the underdog, the person who’s always a half-step out of sync with the Hallmark version of the holiday—and that’s exactly what makes it charming.

11. Best Christmas Ever – JAGMAC

Bright, polished, and overflowing with positivity, this song plays like the soundtrack to a neighborhood holiday parade. It’s the kind of pop track that shows up when you need something cheerful to lift the room a few degrees.

12. Santa Claus Is Coming to Town – Lady Gaga

Gaga attacks the classic with full show-business flair. It’s jazzy, confident, and theatrical enough to imagine her stepping onto a stage in a sparkling red gown. She doesn’t just cover the song—she performs it.

13. Tell ’Em It’s Christmas – Buckcherry

This is Christmas wrapped in leather and guitar riffs. Buckcherry keeps the season loud and unapologetic, like the holiday party happening in the garage instead of the living room. It brings some grit to the playlist—just enough to keep things interesting.

14. Run Rudolph Run – The Refreshments

When I was on the radio back in the 90's, the The Refreshments’ had a big hit called "Banditos". I haven't heard much from them since, but this version of this Chuck Berry staple rocks...it feels like a holiday road trip with the windows cracked—Americana guitars, easy rhythm, and a little desert-town swagger. It’s a Christmas song that knows how to drive.

15. Going Home Now – Lyle Lovett

Lyle Lovett delivers this one with the quiet honesty he’s known for. It’s not technically a Christmas song, but it feels like the emotional center of the playlist—gentle, reflective, and rooted in the idea that going home isn’t just a trip…it’s a feeling you carry with you.

16. Merry Merry-achi Christmas – Abby Anderson

Abby Anderson brings a joyful mash-up of country charm and mariachi flair. It’s energetic, colorful, and downright festive—the kind of track that makes you smile before you realize you’re smiling.

17. What Christmas Means to Me – Joss Stone

Joss Stone pours soul into this Motown classic, giving it a modern blues twist without losing the joy that made the Stevie Wonder version iconic. Her voice turns the whole thing into a celebration.

18. Christmas Time (Is Here Again) – Spoon

Spoon takes a lesser-known Beatles holiday tune and rebuilds it in their minimalist, rhythm-driven style. It’s cool, understated, and feels like the indie-rock chapter of the season.

19. Santa in a Suit and Tie – Tora Woloshin

I am one of the last people who still wear a tie and jacket to work...every day!  So the title drew me in right away. This is contemporary Christmas pop with a stylish edge. Woloshin sings it like she’s letting you in on a holiday secret, with sleek production that keeps the mood upbeat and modern.

20. Houses on the Hill – Whiskeytown

A Whiskeytown song on a Christmas playlist says something about the season’s quieter corners—nostalgia, memory, and a little ache. It’s not a holiday song, but it’s perfect for those late-December evenings when you’re feeling reflective and the world seems softer than usual.

 A Very Buddy Christmas 2024

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1. Dan + Shay - “Officially Christmas” 
   
   Dan + Shay released this holiday tune in 2021, capturing the the vibe of the season. The song blends their signature harmonies with upbeat instrumentals, making it a great song to kick off this year's playlist. “Officially Christmas” has a nostalgic yet contemporary feel, evoking images of snow, decorations, and festive gatherings. The duo is known for their heartfelt songwriting, and this track continues their tradition of connecting with fans through a catchy and relatable holiday tune.
   
   
2. Jimmy Fallon and Meghan Trainor - “Wrap Me Up”
   
   A playful duet, “Wrap Me Up” combines Jimmy Fallon’s comedic charm with Meghan Trainor’s retro-inspired pop vocals. Released during the holiday season of 2022, the track showcases a lighthearted take on holiday romance. Known for her work on Christmas hits like A Very Trainor Christmas, Meghan’s collaboration with Fallon brought a fresh twist to holiday music. Fun fact: Fallon, no stranger to holiday-themed performances, also promoted the song on his late-night show, adding a touch of humor to its rollout.
   
   
3. REO Speedwagon - “Sleigh Ride”
   
   This classic holiday track got a rock-and-roll makeover when REO Speedwagon covered it. Known for their power ballads and rock anthems, the band infused “Sleigh Ride” with electric guitar riffs and energetic vocals. It’s part of their 2009 holiday album, Not So Silent Night: Christmas with REO Speedwagon. Their rendition breathes new life into the traditional carol, appealing to fans of both Christmas classics and classic rock.
   
   
4. They Might Be Giants - “Santa’s Beard”
   
   Quirky and unconventional, “Santa’s Beard” reflects They Might Be Giants’ signature style. Released on their 1988 album Lincoln, the song humorously tells the story of jealousy over Santa’s attention to a significant other. Known for their eccentric lyrics and playful melodies, the band adds a unique twist to the holiday genre, making it a cult favorite for fans who appreciate offbeat humor in Christmas music.
   
   
5. Lucinda Williams - “Run Rudolph Run”
   
   Lucinda Williams brought her soulful voice and Americana flair to the Chuck Berry classic “Run Rudolph Run.” This holiday staple, often covered by rock legends, benefits from Williams’ raspy, heartfelt delivery. Her version stays true to the song’s rock-and-roll roots while incorporating her signature bluesy style. The track highlights Williams’ versatility and love for timeless holiday music.
   
   
6. Walker Hayes - “Fancy Like Christmas” Walker Hayes’
   
   “Fancy Like Christmas” is a holiday spin on his viral hit “Fancy Like.” With its catchy beat and down-to-earth lyrics, this festive version celebrates the simple joys of Christmas with a touch of humor. Hayes, known for his relatable storytelling, brings a playful, family-oriented vibe to this seasonal reimagining, appealing to fans of country and pop alike.
   
   
7. Billy Mack - “Christmas is All Around” (Film Version)
   
   “Christmas is All Around,” performed by fictional rock star Billy Mack (played by Bill Nighy) in Love Actually, is a humorous parody of The Troggs’ “Love is All Around.” The film version satirizes holiday commercialization while showcasing Billy Mack’s over-the-top persona. Its fun charm and association with the beloved holiday movie have made it a fan-favorite among Love Actually enthusiasts.
   
   
8. The Philly Specials with Stevie Nicks - “Maybe This Christmas”
   
   The collaboration between the seemingly omnipresent Jason Kelce and the Philly Specials and Stevie Nicks on “Maybe This Christmas” blends soulful melodies with Nicks’ iconic voice. This reflective track explores themes of hope and reconciliation during the holiday season. Stevie Nicks, known for her lyrical storytelling, adds emotional depth to the song, making it one of my favorites on this years list.
   
   
9. Megan Davies and Jaclyn Davies - “Mistletoe”
   
   I'm probably not supposed to like Justin Bieber’s “Mistletoe.” But, I do. A lot. Sue me. Sisters Megan and Jaclyn Davies deliver their rendition blending their acoustic and folk-pop styles. Their arrangement highlights stunning harmonies and a stripped-down, intimate feel. Known for their YouTube covers and original music, the duo’s version brings a cozy charm to this modern Christmas classic.
   
   
10. Julian Casablancas - “Christmas Treat”
    
    Julian Casablancas, lead singer of The Strokes, recorded “Christmas Treat” based on a Saturday Night Live sketch. The track, with its punk-influenced energy and catchy chorus, captures a rebellious yet festive spirit. Casablancas’ version quickly became a cult favorite among indie rock fans, showcasing his distinctive vocal style in a holiday setting.
    
    
11. Mini Webb - “Back Home for Christmas”
    
    “Back Home for Christmas” by Mini Webb is a tender ballad that captures the longing for family and togetherness during the holidays. Known for her songwriting, Webb’s track resonates with listeners who cherish the emotional side of the season. Its warm, acoustic tones make it a cool addition to to this playlist.
    
    
12. The Offspring - “Christmas (Baby Please Come Home)”
    
    Punk rock meets holiday spirit in The Offspring’s cover of “Christmas (Baby Please Come Home).” Released in 2021, the band adds their trademark high-energy style to this holiday classic, infusing it with electric guitar riffs and dynamic vocals. It’s a fun, unconventional take on a beloved Christmas song.
    
    
13. KT Tunstall and Andy Burrows - “Little Saint Nick”
    
    KT Tunstall and Andy Burrows teamed up to cover The Beach Boys’ “Little Saint Nick,” bringing their unique blend of folk and indie-pop to the holiday classic. Their harmonious vocals and playful instrumentation make this version both nostalgic and refreshing, perfect for fans of contemporary holiday music.
    
    
14. James Brown - “Soulful Christmas”
    
    James Brown’s “Soulful Christmas” is a funky holiday anthem that showcases his signature grooves and soulful voice. Released in 1968, the song reflects Brown’s celebration of love, family, and gratitude during the season. It remains a cornerstone of holiday playlists for fans of funk and soul music.
    
    
15. Walk Off The Earth - “Welcome Christmas”
    
    Walk Off The Earth’s cover of “Welcome Christmas” from How the Grinch Stole Christmas is a harmonious and heartwarming rendition. Known for their creative arrangements, the band adds a fresh twist while retaining the whimsical charm of the original. It’s a perfect blend of nostalgia and innovation for modern audiences.
    
    
16. Lincoln Brewster - “Jingle Bells (Medley)”
    
    Lincoln Brewster’s “Jingle Bells (Medley)” combines traditional holiday cheer with his virtuosic guitar skills. The medley transitions seamlessly between classic and contemporary sounds, highlighting Brewster’s talent for blending worship music with holiday classics. It’s a joyful celebration of the season with a rock edge.
    
    
17. Morgan Evans - “Christmas in the Backyard”
    
    Morgan Evans captures the laid-back spirit of an Australian Christmas with “Christmas in the Backyard.” The song’s lyrics paint a picture of summer barbecues and family gatherings, offering a refreshing take on holiday music that resonates with listeners in warmer climates.
    
    
18. Cheap Trick - “I Want You For Christmas”
    
    Cheap Trick’s “I Want You For Christmas” is a holiday-themed adaptation of their hit “I Want You to Want Me.” With playful lyrics and a festive vibe, the band delivers a fun and rocking holiday tune. It’s a must-have for fans of classic rock looking for seasonal cheer.
    
    
19. Blackmore’s Night - “I Saw Three Ships”
    
    Ritchie Blackmore and Candice Night bring a Renaissance-inspired touch to “I Saw Three Ships.” Their version blends traditional folk elements with modern instrumentation, creating a magical and atmospheric rendition. It’s a perfect fit for fans of medieval and Celtic holiday music.
    
    
20. The Lumineers - “Deck the Halls”
    
    The Lumineers’ rendition of “Deck the Halls” infuses the traditional carol with their signature folk sound. Featuring acoustic guitar, delicate harmonies, and a warm, rustic feel, the track captures the coziness of the season. It’s an enchanting version that complements the band’s soulful style.