An old castle, or rather a mere round-tower relic of one, appeared to the left, upon entering it.
A large gothic roof, and central pillar, upon entering, attest the ancient character of the place.
Afterwards, upon entering it, the extent between the east and the north is twelve leagues, and then enlarging itself, forms a VERY LARGE BAY, twenty 15 leagues in circumference.
Upon entering a gloomy room, somewhat large, with only a small candle, he had not much opportunity of discovering what sort of a place it was, though it looked wretched enough.
The above list will hopefully provide you with a few useful examples demonstrating the appropriate usage of "upon entering" in a variety of sentences. We hope that you will now be able to make sentences using this group of words.