The route passes through a mix of farmland and forested hills, turning west and running through Kenneyville.

PA 249 winds west-northwest through a mix of farmland and woodland with occasional residential development, going through the community of Little Marsh.

The road heads into more forested areas and continues west before turning northwest into a mix of farms and woods, entering Westfield Township.

The route heads north through more rural areas with occasional homes, crossing the Cowanesque River and reaching an intersection with PA 49 in Phillips.

PA 249 heads back into Brookfield Township as Troups Creek Road and passes through Austinburg before reaching its northern terminus at the New York border.