Upon splitting from US 301, US 50 heads east as the Ocean Gateway, a four-lane, at-grade divided highway. A short distance after the US 301 split, the route comes to an intersection with MD 18. The road runs between the Queenstown Premium Outlets to the north and a few businesses to the south before it heads into wooded areas with some farm fields. US 50 curves to the east-southeast and reaches a junction with the southern terminus of MD 456. The road continues southeast through agricultural areas with some woods and homes. Farther southeast, the route comes to an intersection with the northern terminus of MD 662, which leads south into Wye Mills. US 50 bends to the east-southeast and continues through farmland, passing to the north of Chesapeake College before it reaches the junction with MD 213, which heads south to Wye Mills and north to provide access to US 301 and the towns of Centreville and Chestertown. Following this, the road curves southeast as it runs through a mix of farm fields and woodland. The route turns due south and comes to an intersection with MD 404, which heads west to Wye Mills and east to provide access to Denton and, along with DE 404, the Delaware Beaches. This intersection has park and ride lots on the northwest and northeast corners.