What attitude of the speaker is revealed by choosing the road less traveled in "The Road Not Taken" by Robert Frost?

The attitude of the speaker that is revealed by his claim to have taken the road less traveled is one of peace, optimism, self-importance, or even self-mockery. The speaker reveals in earlier stanzas that the two roads are "about the same," yet he recognizes that as he looks back on this choice in the future, he will wish to believe and tell others that his decision "made all the difference."

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In "The Road Not Taken," the speaker comes to a fork in his journey and can only continue on one of the paths.

Two roads diverged in a yellow wood,
And sorry I could not travel both...

He must choose one over the other, and he ultimately expresses an attitude of wistfulness and ambivalence. He is “sorry” that he has to make a decision between the two paths, but he does not seem to deeply regret his decision. Some reader believe that the speaker laments his choice, but the poem actually reveals a more peaceful and ambiguous attitude.

First, the speaker admits that in actuality, both roads are similar. He choses one because it has “perhaps the better claim.” Later, however, he recognizes that both paths are worn “really about the same.”

Second, he admits to saving (“kept”) the first path for a return on a future date, all while suspecting he will never be able to return. Nonetheless, he does not mourn the fact that he probably will not be able to “come back” and try the first path. Instead of being upset, he seems to be saying the equivalent of “oh well.”

In the last stanza, the speaker concludes his physical and metaphoric journey by saying,

I shall be telling this with a sigh
Somewhere ages and ages hence:
Two roads diverged in a wood, and I—
I took the one less traveled by,
And that has made all the difference.

Third, he predicts that he will “tell” or soberly inform others about this day with a mere “sigh.” “Tell” is a neutral word, not one fraught with deep emotion. A “sigh” connotes weariness and acceptance with a twinge of melancholy. Describing his attitude as one of regret is a bit strong; descriptors like wistful, contemplative, and nostalgic are more accurate. The speaker may wonder if he took the correct path, or he may even claim that he took the one less traveled; but in reality, he is not even sure if the other one would have been better or even much different.

Finally, the closing line reveals an often misunderstood aspect of the speaker’s attitude. He states that picking the lesser traveled road “has made all the difference,” but has it really? If both paths were the same, did this choice really make “all the difference”?

The speaker reveals that in the future, after he has made this decision, he will tell others that his choice made all the difference, although the fact that the paths were “about the same” makes this seem suspect. The attitude he will express as he tells this tale in the future is one of peace with his decision, but also one of optimism, even self-importance and grandiosity: he knows he will want to believe and tell others that his choice was the noble one and that it made all the difference, when in reality, the two paths are, in his own words at the time of choosing, “about the same.”

The speaker’s attitude here as he closes the poem and thinks toward the future might even be described as self-mocking: he realizes that in the future, he will wish to believe and explain that his decision made all the difference, but he knows this is false and pokes fun at the impulse to glorify his choice.

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The speaker of "The Road Not Taken" by Robert Frost clearly has some regrets, or at least some wistfulness, about his decision to take the "road less traveled by."

Our first evidence of that is the title. Notice that he is not celebrating the path he chose but rather regretting, or wondering about, the road that was not taken. 

The second piece of evidence is that both roads were just about the same. This poem is often celebrated as a choice to take a path which few others have traveled as some kind of individualistic and bold move; in fact, the speaker tells us both roads were "just as fair" and says

Though as for that the passing there

Had worn them really about the same,

And both that morning equally lay

In leaves no step had trodden black.

He could have chosen either path and been content with it, but he had to choose one.

The third evidence of the speaker's wistfulness or regret is that he decides to keep "the first for another day!" Unfortunately, though, he knows it is unlikely that he will ever get back there, knowing how life moves on and things get in the way of our best intentions. Often taking one path in life (making one decision) necessarily eliminates other choices forever. His regret is seen most in the final stanza:

I shall be telling this with a sigh

Somewhere ages and ages hence:

Two roads diverged in a wood, and I--

I took the one less traveled by,

And that has made all the difference. 

He will sigh, presumably with some regret, about this decision many, many years from now. He seems to understand that some choices in life are irrevocable, and this was one of them. 

He is still torn at the end of the poem, when he kind of divides himself by putting a dash between "I." He talks about "all the difference" his choice has made, and often that is celebrated as a triumph. In fact, however, there is no implication of either positive or negative effects from that choice; it is a neutral comment. That decision "has made all the difference," has simply determined the course of his life, whatever that is.

The thing is, neither path was a bad choice. Both were "fair" and equal in their attributes; however, he had to choose one, and that is the course his life took. It is an understandable wistfulness, as we have all had to make a similar choice and then wondered what our lives might have been like if we had made the other choice. Generally there is some regret or wistfulness, even if we are perfectly content with where we are now. 

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