YOU SAID:
Take your horse to the old town road
INTO JAPANESE
馬を旧市街の道に連れて行きます
BACK INTO ENGLISH
Take the horse to the road in the old town
INTO JAPANESE
旧市街の道に馬を連れて行く
BACK INTO ENGLISH
Take a horse on the road in the old town
INTO JAPANESE
旧市街の道路で馬に乗る
BACK INTO ENGLISH
Riding a horse on the old city road
INTO JAPANESE
旧市街の道路で馬に乗る
BACK INTO ENGLISH
Riding a horse on the old city road
That didn't even make that much sense in English.