YOU SAID:
I'm gonna take my horse to that old town road
INTO JAPANESE
私はその旧市街の道路に私の馬を連れて行くつもりです
BACK INTO ENGLISH
I am going to take my horse to the old town road
INTO JAPANESE
私は馬を旧市街の道路に連れて行くつもりです
BACK INTO ENGLISH
I am going to take a horse to the old town road
INTO JAPANESE
私は旧市街の道路に馬を連れて行くつもりです
BACK INTO ENGLISH
I am going to take a horse on the old town road
INTO JAPANESE
私は旧市街の道路で馬に乗るつもりです
BACK INTO ENGLISH
I am going to ride a horse on the old town road
INTO JAPANESE
私は旧市街の道路で馬に乗るつもりです
BACK INTO ENGLISH
I am going to ride a horse on the old town road
That didn't even make that much sense in English.