Nani to naku toshi no kururu wa oshikeredo hana no yukari ni haru o matsu kana - Kinyo Wakashu(English Translation & Meaning)

なにとなく年の暮るるは惜しけれど
花のゆかりに春を待つかな

Roma-ji: Nani to naku toshi no kururu wa oshikeredo hana no yukari ni haru o matsu kana
English Translation: Somehow, I confess,
that the year should reach its end
is a cause for regret,
yet for the sake of the flowers
I find I wait for spring
Meaning: Somehow I regret that the year is drawing to a close, yet for the sake of the flowers, I find myself waiting for spring.
Commentary: Book Four Winter Poems 299

The poet somehow regrets that the year is ending, yet spring is the season of flowers, and drawn to them the poet cannot help awaiting its arrival. The poem frankly expresses a heart wavering between sorrow for the passing year and longing for spring blossoms.
The next poem, 300, says that regretting the year so much may earn the poet a name for disliking spring, forming a reversed picture to this poem, which awaits spring.
From poem 299 through poem 304 in this book come poems lamenting the year's end, bringing the winter book to a close.

First line, 'nani to naku', means somehow, regretting without any clear reason.
Second line, 'toshi no kururu wa', means that the year draws to a close, marking the start of the poems on the year's end in this book.
Third line, 'oshikeredo', means is regrettable, yet, the concessive do turning to the lower half.
Fourth line, 'hana no yukari ni', means for the flowers' sake, thinking of spring through its tie to flowers.
Final line, 'haru o matsu kana', means I wait for spring, with the exclamatory kana.
Source: Kinyo Wakashu
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