Best Gordon Lightfoot Songs

The top ten songs from one of the biggest Canadian names in popular music.
The Top Ten
1 If You Could Read My Mind

I enjoy Gordon Lightfoot's music, especially this song. His voice is easy on the ears - two thumbs up.

I've always liked this song, but it's the title and first line that speak volumes.

So many great allusions and heartfelt lyrics. A bull's-eye hit on the reality of heartbreak: a deep romantic love that just can't work out to a happy ending.

"... You won't read that book again because the ending's just too hard to take."

2 The Wreck of the Edmund Fitzgerald

The story of a haunting event, with an electric yet ethereal sound. This song stands above the typical beautiful Gordon Lightfoot songs.

My wife and I love vacationing on Lake Superior, so this song always haunts me. I remember the night it happened: November 10, 1975.

This has to be the best song by Gordon Lightfoot ever. Definitely better than most of Lightfoot's music. It beats the Beatles hands down.

3 I'm Not Supposed to Care

"... You've got places to go and people to see, still I'm gonna miss you..."

The first time I heard these opening lines, I cried my eyes out. A beautiful song of friendship that is so personal to me.

Beautiful list, Beatles...

There is nothing - and I mean nothing - that this man doesn't embody: love, empathy, and compassion. Enough said.

"I think you have somebody waiting outside in the rain to take you away..."

4 Sundown

Such an all-around talented and awesome guy. This is probably my favorite song of his.

5 Did She Mention My Name?

Tells the story of a young man far from his hometown. It manages to be joyful and reminiscent at the same time.

6 Song for a Winter's Night
7 Don Quixote
8 The Watchman's Gone
9 Carefree Highway
10 Bitter Green
The Contenders
11 Early Mornin' Rain

When you can write a song that is covered by so many artists, including Elvis Presley, you know you've got a gem.

12 Seven Island Suite
13 Home From the Forest

Another story song, and one that makes you stop and think.

14 Beautiful

One of the best love songs ever written, in my opinion. I saw him in Minneapolis a few years back, and it was one of the quietest concerts I had ever attended. You could easily talk to the person next to you, even while the music was playing.

Great voice, great songwriter. I think Lightfoot might be the most underrated songwriter of all time.

The melody and lyrics capture the essence of the love I have for my spouse. It will forever be my favorite song by the magical master craftsman: Gordon Lightfoot.

15 Summertime Dream
16 Canadian Railroad Trilogy

Just one problem, Mr. Lightfoot! Americans call them railroads. Canadians call them railways!

17 Now and Then
18 Rainy Day People

Love the description of Rainy Day People, and I think I know several.

19 A Tree Too Weak to Stand
20 The House You Live In

Being the B-side to The Wreck of the Edmund Fitzgerald, this is naturally one of his more underrated songs. It's personally one of my favorites.

Like the Golden Rule or Boy Scout Laws, this is a great example of how to live your life.

21 Too Late for Prayin'
22 Race Among the Ruins

How is this song not on here already? From Summertime Dream, it was his follow-up to Edmund Fitzgerald. While obviously not as good as Fitz, it's still a very good, albeit dark, song about how lost love can ruin you.

In true Lightfoot style, he paradoxically pairs it with a bright, cheery melody. Speaking of cheery songs, where is Cotton Jenny?

Very cheerful-sounding song with a dark message. Love the contrast. It should be higher.

23 The Last Time I Saw Her

Also, 16 miles to 7 lakes and can't depend on love to defend me.

But #2 should be The Last Time I Saw Her. The lyric: I would tear the threads away that I might bleed some more.

24 Talking in Your Sleep
25 Daylight Katy
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