20 Best Macklemore Songs of All Time (Greatest Hits)

20 Best Macklemore Songs of All Time

Macklemore, the charismatic and socially conscious rapper from Seattle, has had a career filled with hits, tackling a wide range of topics from addiction and consumerism to love and equality. We’ve curated a list of his 20 best songs that showcase his lyrical prowess, thought-provoking messages, and infectious beats.

“Thrift Shop” (feat. Ryan Lewis)

This chart-topping hit became an anthem for frugal fashionistas everywhere. Macklemore’s clever wordplay and catchy chorus make this track an unforgettable classic.

“Same Love” (feat. Mary Lambert)

Same Love” a powerful statement on LGBTQ+ equality, this song’s heartfelt lyrics and poignant message resonated with listeners worldwide.

“Can’t Hold Us” (feat. Ryan Lewis and Ray Dalton)

With its upbeat tempo and motivational lyrics, this track became an instant party favorite and exemplifies Macklemore’s incredible energy.

“Downtown” (feat. Eric Nally, Melle Mel, Kool Moe Dee, and Grandmaster Caz)

This retro-inspired hit combines rap with rock, delivering a feel-good anthem for the ages.

“Glorious” (feat. Skylar Grey)

Macklemore’s celebration of life’s simple joys and triumphs is beautifully conveyed in this song, paired with Skylar Grey’s soulful vocals.

“Starting Over”

In this deeply personal track, Macklemore reflects on his battle with addiction and the challenges of recovery, offering a raw and emotional glimpse into his life.

“Neon Cathedral” (feat. Allen Stone)

A hauntingly soulful track that delves into the struggles of alcoholism, showcasing Macklemore’s storytelling abilities.


This thought-provoking song explores consumerism and the role of expensive sneakers in our lives, highlighting Macklemore’s social commentary.

“White Walls” (feat. Schoolboy Q & Hollis)

A high-energy track that’s impossible not to sing along to, Macklemore‘s infectious charisma shines through in this ode to fancy cars.

“Drug Dealer” (feat. Ariana DeBoo)

Macklemore continues his candid discussion on addiction and its impact on society, exposing the harsh realities of drug culture.

“Cowboy Boots”

A heartfelt tribute to his late grandmother, Macklemore’s poignant storytelling takes center stage in this emotional ballad.

“A Wake” (feat. Evan Roman)

Addressing societal issues like racial inequality and police violence, this track features introspective lyrics and evocative production.

“Victory Lap”

Macklemore’s underdog story comes full circle in this triumphant anthem that celebrates his journey and successes in the music industry.

“Ten Thousand Hours”

An inspirational piece that emphasizes the value of hard work and dedication in achieving one’s dreams, embodying Macklemore’s own rise to fame.

“Buckshot” (feat. KRS-One & DJ Premier)

Collaborating with hip-hop legends, Macklemore pays homage to the genre’s roots with impressive lyrical dexterity.

“And We Danced”

A lighthearted, party-ready track, showcasing Macklemore’s ability to switch from serious to fun with ease.

“Growing Up” (Sloane’s Song) (feat. Ed Sheeran)

In this touching tribute to his daughter, Macklemore’s heartfelt lyrics and Ed Sheeran’s harmonious vocals create a beautifully tender piece.

“Inhale Deep” (feat. Mike Slap)

Macklemore explores the impact of success on his life, offering insight into the highs and lows of his journey.

“My Oh My”

A nostalgic homage to the Seattle Mariners’ beloved announcer Dave Niehaus, this track captures the magic of baseball and the city’s sports culture.

“Jimmy Iovine” (feat. Ab-Soul)

This dynamic collaboration with Ab-Soul dives into the complexities of the music industry, highlighting Macklemore’s struggles and triumphs.

Frequently Asked Questions

Is this list in any particular order, from best to worst?

No, this list is not ranked in any specific order. The songs are presented in no particular sequence, as their significance and appeal can vary widely depending on individual preferences and the context in which they are enjoyed.

Are there any collaborations featured on this list of Macklemore’s best songs?

Yes, several of Macklemore’s best songs feature collaborations with other artists, including Ryan Lewis, Mary Lambert, Skylar Grey, and many more. These collaborations often add depth and diversity to his music, contributing to the overall appeal of the tracks.

Do Macklemore’s best songs cover specific themes or topics?

Yes, Macklemore’s best songs cover a wide range of themes and topics, including social issues, addiction, love, equality, consumerism, and personal struggles. His ability to address diverse subject matter is a testament to his versatility as an artist.

How can I listen to these 20 best Macklemore songs?

You can listen to these songs on various music streaming platforms such as Spotify, Apple Music, YouTube, and more. Many of these tracks are readily available for streaming or purchase online.

Are there any recent songs by Macklemore that could potentially make it onto this list in the future?

Since this list was created based on Macklemore’s work up to 2021, any songs released after that date are not included. It’s possible that new songs by Macklemore could make their way onto a revised list of his best songs in the future, depending on their impact and reception.

How can I discover more about Macklemore’s music beyond this list?

To explore more of Macklemore’s music and gain a deeper understanding of his discography, you can check out his albums, interviews, and official websites. These resources provide valuable insights into his artistic journey and evolving style.

Is there a particular Macklemore song that stands out as a fan favorite?

“Thrift Shop” is often cited as one of Macklemore’s most popular and iconic songs, resonating with fans for its catchy tune and humorous take on thrift shopping. However, the perception of a “fan favorite” can vary among different individuals.

Have any of these songs won awards or received critical acclaim?

Yes, several of the songs on this list have received critical acclaim and won awards. For example, “Thrift Shop” won two Grammy Awards, and “Same Love” garnered widespread recognition and praise for its social message.

How has Macklemore’s music evolved over the years?

Macklemore’s music has evolved as he has matured as an artist. His earlier work often featured lighthearted and humorous themes, while his later songs have tackled more serious and socially relevant topics, reflecting his personal growth and changing priorities.

Are there any lesser-known Macklemore songs that deserve recognition?

While this list focuses on his most celebrated tracks, there are certainly lesser-known Macklemore songs that hold artistic merit. Exploring his entire discography can reveal hidden gems that may resonate with your personal taste.

What are the key elements that make Macklemore’s music stand out?

Macklemore’s music is known for its thought-provoking lyrics, catchy hooks, and his ability to tell engaging stories through his songs. He combines these elements with a distinct flow and a willingness to address pressing societal issues.

What’s Macklemore’s impact on the music industry and culture?

Macklemore has had a significant impact on the music industry by pioneering independent success through his early work. Moreover, his songs often address crucial social issues, contributing to important discussions and promoting positive change in society.

Are there any upcoming projects or collaborations from Macklemore that fans should be excited about?

As of my last knowledge update in September 2021, I do not have information on Macklemore’s upcoming projects or collaborations. To stay updated, it’s advisable to follow his official social media channels and check the latest news in the music industry.

Are there any live performances or concerts featuring these songs that fans can attend?

Macklemore has performed these songs at various concerts and events over the years. To find information about upcoming live performances or concerts, you can visit his official website or check for announcements from local venues and ticketing platforms.

How can I support Macklemore and his music?

You can support Macklemore by streaming or purchasing his music, attending his concerts, following him on social media, and spreading the word about his work. Engaging with his art and message is a great way to show your support.

What makes Macklemore a unique and influential artist in the hip-hop industry?

Macklemore’s uniqueness lies in his ability to blend socially conscious lyrics with infectious beats, providing listeners with songs that are not only catchy but also thought-provoking. His influence extends beyond music, as he uses his platform to address critical issues and promote positive change.

Macklemore’s songs are a testament to his artistry, addressing important issues and entertaining audiences with his unique style. These 20 tracks stand as the best examples of his talent, creativity, and impact on the world of music.

Sharing is Caring


Recent Posts