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Maryland Route 404 east
Maryland Route 404 begins at Maryland Route 662 in the Talbot County community of Wye Mills as a two-lane road without shoulders. Photo taken 06-12-2025.
The first MD 404 reassurance shield is here. Photo taken 06-12-2025.
Leaving Wye Mills, the route curves sharp left beside a farm. Photo taken 06-12-2025.
It then dips downward through a grove of trees. Photo taken 06-12-2025.
Flattening back out, the highway passes through more farmland and goes past a "chem farm". Photo taken 06-12-2025.
MD 404 is now approaching a major junction with U.S. Route 50 as a sign points to one of two park and rides located at the intersection. Photo taken 06-12-2025.
The Chesapeake Bay Bridge is located westbound on US 50, and Talbot County seat Easton is eastbound. Photo taken 06-12-2025.
Park and Ride lot B is to the left, while Park and Ride lot A is straight ahead. Photo taken 06-12-2025.
US 50 (Ocean Gateway) is the main route for beachgoers between the Bay Bridge and Ocean City to the south. Although it is an east-west route, US 50 actually physically runs north-south at this point. Photo taken 06-12-2025.
Past US 50, MD 404 expands into a four-lane divided highway, something that was not the case along this portion of the route prior to 2018. For the next several miles, the route runs along the border of Talbot and Queen Anne's counties. Photo taken 06-12-2025.
The town of Denton is 14 miles ahead, and Rehoboth Beach, Delaware is 62 miles away via Delaware Route 1. Photo taken 06-12-2025.
Owens Road (left) and Newtown Road (right) are intersected ahead. Photo taken 06-12-2025.
The widening of MD 404 west of Denton has produced several superstreet intersections much like those found along U.S. Route 301 on the upper Eastern Shore. Photo taken 06-12-2025.
MD 404 reassurance follows that intersection. Photo taken 06-12-2025.
A U-turn to Owens Road via MD 404 west is ahead. Photo taken 06-12-2025.
In the meantime, MD 404 will meet Maryland Route 313 north of Denton 13 miles away. Photo taken 06-12-2025.
The marker at left is located at and displays the movement back to MD 404 west. Photo taken 06-12-2025.
The highway soon comes across Dulin Road, which also leads to Newtown Road. Photo taken 06-12-2025.
The next intersection and U-turn is at Willoughby Cannery Road. Photo taken 06-12-2025.
The route spends the next few tenths of a mile completely straight and flat. Photo taken 06-12-2025.
Soon, it comes upon Fox Meadow Road (left) and Church Lane (right). Photo taken 06-12-2025.
The next right turn leads onto Connolly Road. Photo taken 06-12-2025.
The superstreet intersection at Connolly is here. Photo taken 06-12-2025.
The next U-turn to MD 404 west specifies its control city of Wye Mills. Photo taken 06-12-2025.
The U-turn marker to MD 404 is at left. Photo taken 06-12-2025.
More trees begin surrounding the route as it dips slightly downward. Photo taken 06-12-2025.
Ahead, one can bear right onto Old Queen Anne Road to go directly through the communities of Queen Anne and Hillsboro. Photo taken 06-12-2025.
Old Queen Anne Road bears off to the right. Photo taken 06-12-2025.
After curving left, MD 404 crosses Norwich Creek. Photo taken 06-12-2025.
Eventually, MD 404 nears a traffic signal at Maryland Route 309 (Starr Road). Photo taken 06-12-2025.
MD 309 leads north to Centreville and south to Hillsboro. Photo taken 06-12-2025.
The MD 309 signal up close. Photo taken 06-12-2025.
After MD 309, MD 404 nears an intersection with Cordova Road. Photo taken 06-12-2025.
Denton and Rehoboth Beach are now 8 and 54 miles away, respectively. Photo taken 06-12-2025.
MD 404 goes on over Tuckahoe Creek. Photo taken 06-12-2025.
The Tuckahoe Creek bridge was reconstructed and expanded during the widening of the highway. Photo taken 06-12-2025.
The Tuckahoe Creek crossing takes MD 404 into Caroline County, where it will remain to the Delaware line. Photo taken 06-12-2025.
MD 404 is preparing to intersect Maryland Route 480 (Ridgely Road), which goes north to Ridgely and south to Hillsboro. Photo taken 06-12-2025.
The MD 480 signal. Photo taken 06-12-2025.
Denton, Rehoboth and Ocean City are now respectively 6, 53 and 73 miles away. Photo taken 06-12-2025.
The route will soon meet the western end of Maryland Route 404 Alternate (Hillsboro Road). Photo taken 06-12-2025.
The marker at right points toward MD 404 Alt. Photo taken 06-12-2025.
Afterward, there is more MD 404 reassurance. Photo taken 06-12-2025.
The crossing ahead is dedicated to late Queen Anne-Hillsboro fire chief Danny Lister, who died in 2018 when he suffered a medical emergency while on the scene of a motor vehicle accident near this spot. Photo taken 06-12-2025.
Saathoff Road is intersected at a superstreet up ahead. Photo taken 06-12-2025.
The highway now heads toward a junction with Maryland Route 312 (Downes Station Road). Photo taken 06-12-2025.
On the other side of the intersection with MD 312 is Log Cabin Road. Photo taken 06-12-2025.
Northbound MD 312 can be used from the MD 404 corridor as a more direct route than MD 480 to Ridgely. MD 312 and MD 480 overlap with one another as they head into Ridgely from the southwest. Photo taken 06-12-2025.
A U-turn to MD 404 west and MD 312 north is ahead on the left. Photo taken 06-12-2025.
The next stretch of the route is dedicated to Brianna Freeman, a girl killed in a car accident as a toddler in this vicinity in 2000. This reflects the dangerous reputation that MD 404 had as a two-way trafficway. Photo taken 06-12-2025.
The next median crossover is located beside the Upland Golf Club. Photo taken 06-12-2025.
The route next intersects Thawley Road. Photo taken 06-12-2025.
In one mile, MD 404 will intersect the western end of its business route (Meeting House Road), which goes straight through downtown Denton whereas mainline MD 404 bypasses it to the north. Photo taken 06-12-2025.
Denton's historic downtown included a visitor center, the Steamboat Wharf and the Museum of Rural Life. Photo taken 06-12-2025.
The next BGS for MD 404 Bus. is printed in Clearview. Photo taken 06-12-2025.
The MD 404 Memorial Garden dedicated to crash victims along the corridor is located along the business route. Photo taken 06-12-2025.
At the business route split, mainline MD 404 is marked as going toward the "Ocean Resorts". Photo taken 06-12-2025.
There is an exit gore sign at the business route split though it is not a full interchange. Photo taken 06-12-2025.
In the other direction, MD 404 Bus. ends at an at-grade flashing beacon across from Station Road. Photo taken 06-12-2025.
River Road (Maryland Route 328) toward Easton is intersected at the next signal. Photo taken 06-12-2025.
A MD 328 junction shield is before the signal. Photo taken 06-12-2025.
A left turn at the light leads to North Caroline High School. Photo taken 06-12-2025.
This signal is equipped with a red light indicator at both approaches along MD 404. Photo taken 06-12-2025.
From this junction, MD 328 runs southwestward, paralleling the Choptank River for a few miles, and eventually ends up at US 50 on the lower end of Easton. Photo taken 06-12-2025.
The 404/328 junction is here. Photo taken 06-12-2025.
At an interchange ¾ mile away, MD 404 intersects northbound Maryland Route 313 and southbound Maryland Route 619 (Sixth Street), with the latter going into downtown Denton and the former leading several miles north to the town of Greensboro. Photo taken 06-12-2025.
In the meantime, MD 404 crosses the Choptank via the Harry Hughes Bridge, named for the 57th Governor of Maryland, who had Denton as his longtime home. Photo taken 06-12-2025.
Besides passing just west of downtown Denton, the Choptank River has a tidal portion that forms the border between Talbot and Dorchester counties, with US 50 passing over it just north of Cambridge in the latter county before it empties into the Chesapeake Bay. Photo taken 06-12-2025.
This is approximately midway across the Choptank bridge. Photo taken 06-12-2025.
MD 313 begins an overlap of a few miles with MD 404 up ahead. Photo taken 06-12-2025.
This is reiterated by this sign pointing toward each direction of MD 313. Photo taken 06-12-2025.
MD 404 reaches the interchange and proceeds over MD 313/619. Photo taken 06-12-2025.
The highway curves sharp right before picking up traffic from southbound MD 313. Photo taken 06-12-2025.
The onramp lane lingers for a while longer as the highway continues curving. Photo taken 06-12-2025.
Camp Road then passes over the highway. Photo taken 06-12-2025.
Now finding itself east of Denton, the highway straightens and levels out. Photo taken 06-12-2025.
Bridgeville, Delaware is listed at right as being 17 miles away, Rehoboth 49, and Ocean City 65. Photo taken 06-12-2025.
Gay Street is intersected half a mile away. Photo taken 06-12-2025.
Beforehand, the highway crosses over Hobbs Road. Photo taken 06-12-2025.
MD 404 curves right again before meeting the east end of MD 404 Bus. at Gay Street. Photo taken 06-12-2025.
The route then curves left approaching a signal at Legion Road. Photo taken 06-12-2025.
Legion Road is one of the residential roads on the east side of Denton. Photo taken 06-12-2025.
Still another curve faces MD 404 drivers as they pass through Denton's retail district. Photo taken 06-12-2025.
The next signal is at Deep Shore Road. Photo taken 06-12-2025.
This signal is located beside Martinak State Park. Photo taken 06-12-2025.
Past Deep Shore, there is a MD 404/313 shield assembly as the highways leave Denton. Photo taken 06-12-2025.
The highway curves slight left past a crop field. Photo taken 06-12-2025.
Signage slightly further along reiterates Bridgeville and Rehoboth as being straight ahead. Photo taken 06-12-2025.
This route corridor will soon become a triplex (three-way concurrency) when Maryland Route 16 (Harmony Road) joins in. The other leg of the intersection is Double Hills Road. Photo taken 06-12-2025.
A right turn ahead puts one on the Harriet Tubman Underground Railroad historic byway. Photo taken 06-12-2025.
Though marked west, MD 16 actually goes physically south from this intersection. Photo taken 06-12-2025.
All three routes are featured on this shield assembly following that intersection. Photo taken 06-12-2025.
The route soon narrows into a two-way trafficway, which it will remain into Delaware. Photo taken 06-12-2025.
Ocean City is now 60 miles' drive away, 20 miles beyond Rehoboth Beach. Photo taken 06-12-2025.
The highway next comes upon Mitchell Road. Photo taken 06-12-2025.
As the route heads into some trees, there is a sign to the right indicating mandatory headlight use along this segment of MD 404. Photo taken 06-12-2025.
Legion Road reaches MD 404 again up ahead. Photo taken 06-12-2025.
There is then a crossroads at Andersontown Road (left) and Hignutt Road (right). Photo taken 06-12-2025.
Historic Federalsburg can be reached via the next right turn. Photo taken 06-12-2025.
That turn is where southbound MD 313 parts with the corridor. Photo taken 06-12-2025.
"Ocean Resorts" continues to be the control "city" for eastbound MD 404 at this point. Photo taken 06-12-2025.
This fully actuated signal replaced a flashing beacon at this intersection. Photo taken 06-12-2025.
MD 16 and MD 404 continue eastbound after MD 313's split. Photo taken 06-12-2025.
Route 404's junction with U.S. Route 13 in Bridgeville, Delaware is 13 miles away, Rehoboth 38 miles, and Ocean City 58. Photo taken 06-12-2025.
Soon, MD 16 branches off toward Greenwood, Delaware, leaving MD 404 on its own. Photo taken 06-12-2025.
Downtown Bridgeville and US 13 now sit 11 and 12 miles away. Photo taken 06-12-2025.
The highway eases rightward before a break in the trees on the left. Photo taken 06-12-2025.
It then straightens out as more trees gather on the left. Photo taken 06-12-2025.
The route goes on, straight and flat, past a pair of farm fields. Photo taken 06-12-2025.
Bullock Road (left) and Breeding Road (right) are intersected a few feet apart up ahead. Photo taken 06-12-2025.
Headlight use is still required along this portion of the highway. Photo taken 06-12-2025.
The highway curves left after intersecting Breeding Road. Photo taken 06-12-2025.
There is a crossroads up ahead with Noble Road. Photo taken 06-12-2025.
The route's shoulders are about to narrow as indicated by this "bike route ends" sign. Photo taken 06-12-2025.
Route 404 is now preparing to bid farewell to Maryland; a Maryland welcome sign faces westbound. Photo taken 06-12-2025.
The highway enters Delaware and will make its way across Sussex County to the state's beaches. Photo taken 06-12-2025.