Warwick Road, Middletown Warwick Road, Main Street, Middletown Odessa Road, Old State Road, Taylors Bridge Road
Westbound Views
DE 299 begins at the point where DE 9 turns from Taylors Bridge Road onto Thomas Landing Road. After one block, Taylors Bridge Road ends at a stop sign at Old State Road. Turn right to stay on DE 299.
Photos taken May 2017.
Old State Road runs northwest toward Odessa.
Photos taken May 2017.
Welcome to Odessa! Here, DE 299 is known as Main Street.
Photos taken May 2017.
There is a pair of traffic lights at Dupont Parkway (US 13). Turn right at the first light to go north or left at the second light to go south.
Photos taken May 2017.
Heading out of town, Main Street becomes Middletown Odessa Road.
Photos taken May 2017.
There is an interchange with the DE 1 toll highway.
Photos taken May 2017.
Middletown Odessa Road continues west. There are traffic lights at Gloucester Boulevard, Brick Mill Road, Dove Run Boulevard, and Silver Lake Road.
Photos taken May 2017.
In the downtown area of Middletown, Middletown Odessa Road becomes Main Street.
Photos taken May 2017.
Main Street ends at a traffic light at DE 15. Turn left onto Middletown Warwick Road to go south and to stay on DE 299. Continue straight ahead onto Bunker Hill Road to go north. At the time that these pictures were taken, US 301 was routed along Middletown Warwick Road. It has since been reassigned to a new toll highway.
Photos taken May 2017.
DE 299 is multiplexed with DE 15 along Middletown Warwick Road.
After a little over a mile, DE 299 turns onto Warwick Road. There is an interchange with the US 301 toll highway.
Photos taken May 2023.
Warwick Road curves to the southwest.
Photo taken May 2023.
Warwick Road runs next to the US 301 toll highway. At the border with Maryland, it becomes Main Street (MD 282).
Photos taken May 2023.