Roads always feel a lot longer the first time you take them.
The first time you drive on a new road, it always seems to take a while longer.
ーRoads always feel a lot longer the first time you take them.
「初めての道はいつももっと長く感じる」
roads always feel a lot longer で道が遠く感じることを表現できます。
ーThe first time you drive on a new road, it always seems to take a while longer.
「新しい道を初めて運転する時、いつも遠く感じる」
it always seems to take a while longer でも道が遠く感じることを表現できます。
ご参考まで！
カナダ 
