Multi state route 404 forms the primary route from the Chesapeake Bay Bridge (U.S. 50-301) to the Delaware Beaches. Measuring 24.61 miles through Talbot and Caroline Counties, Maryland 404 leads east from Wye Mills and U.S. 50 to Queen Anne, Hillsboro and Denton. Delaware 404 extends the route southeast to Bridgeville.

Increasing traffic demands during the Summer tourist season fueled a $158 million project to upgrade MD 404 from two to four lanes between U.S. 50 and the Denton Bypass. The 11.3 mile stretch fully opened to traffic following a ribbon cutting ceremony held on November 20, 2017. Construction started on the divided highway in June 2015.1


Maryland 404 east
MD 404 (Shore Highway) eastbound splits with MD 404 Business (Meeting House Road) for the expressway bypass encircling Denton. MD 404 Business follows the former alignment of MD 404 through West Denton and the couplet of Gay and Franklin Streets through central Denton. Photo taken 04/13/04.
Advancing east, MD 404 (Shore Highway) approaches MD 328 (River Road) west. MD 328 travels 15.24 miles southwest to U.S. 50 and the city of Easton. Photo taken 04/13/04.
River Road extends 4.4 miles north from the end of MD 328 at MD 404 (Shore Highway) to Boonsboro and MD 480 (Ridgely Road). Photo taken 04/13/04.
Maryland 404 eastbound crosses the Choptank River ahead of the diamond interchange with Maryland 313 (Greensboro Road) north and Maryland 619 (N. 6th Street) south. Photo taken 04/13/04.
Maryland 313 joins Maryland 404 along the Denton bypass between N. 6th Street and Maryland 404 Business (Gay Street). Maryland 619 follows the former alignment south to Maryland 404 Business along Franklin and Gay Streets. Photo taken 04/13/04.
Guide sign preceding the N. 6th Street off-ramp for MD 313 north. MD 313 overlaps with MD 404 southward 5.9 miles to Andersontown. Photo taken 04/13/04.
Maryland 313 (Greensboro Road) travels 6.3 miles north from Maryland 404 to Greensboro and Maryland 314 (Whiteleysburg Road). Photo taken 04/13/04.
Maryland 619 (6th Street) originates at 5th Avenue, 1.09 miles to the south within the Denton residential street grid. Photo taken 04/13/04.
Like MD 213, MD 313 is a lengthy route serving the Eastern Shore of Maryland away from the U.S. 50 and 301 corridors. Photo taken 04/13/04.
Maryland 16-404 east
Maryland 16 joins Maryland 404 for 3.2 miles from Harmony Road to Greenwood Road in eastern Caroline County. Pictured here are confirming markers for the overlap posted beyond their separation with Maryland 313 (Federalsburg Highway) south. Photo taken 04/13/04.
The mileage sign posted east of MD 313 outlines the route of MSR 404 east to U.S. 13 at Bridgeville and SR 1 at Five Points. Photo taken 04/13/04.
Maryland 16 branches eastward from Maryland 404 (Shore Highway) along Greenwood Road. Continuing into Sussex County as Delaware 16, the multi state route continues ten miles east to Greenwood. Photo taken 04/13/04.
A set of flashers operate at the rural split of MD 16 and 404 east. Providing a cutoff to MD 313 (Federalsburg Highway), Becks Road ties into the intersection from the southwest. Photo taken 04/13/04.
MD 404 (Shore Highway) extends another 3.18 miles southeast to the Delaware state line. MD 16 crosses into Delaware 2.50 miles to the east at Hickman. Photo taken 04/13/04.
Maryland 404 east
The final eastbound reassurance marker for Maryland 404 stands along Shore Highway beyond Maryland 16 and Becks Road. Photo taken 01/15/17.
Bridgeville, Delaware centered around the intersection of SR 404 Business and U.S. 13 Business, lies 11 miles to the southeast. This mileage sign predates the relocation of SR 404 around Bridgeville; SR 404 combines with U.S. 13 south in 11.2 miles. Photo taken 01/15/17.
Shore Highway traverses a mixture of farm and forestland along the final stretch through Caroline County, Maryland. Photo taken 01/15/17.
The headlight restriction along MD 404 remains in place due to the high volumes of traffic during the Summer months. Photo taken 01/15/17.
Milepost 24.5 for MD 404 appears between Noble Road and the Delaware state line. Photo taken 01/15/17.
Maryland 404 becomes Delaware 404 at a rural area ahead of Adams Crossroads. Photo taken 01/15/17.
Maryland 16 & 404 west
Maryland 16 & 404 commence a 3.2 mile overlap westbound along Shore Highway. Photo taken 04/13/04.
Denton lies six miles to the northwest along MD 404. MD 313 combines with the state route in 0.9 miles from Federalsburg. Photo taken 04/13/04.
Curving northwest toward Andersontown, MD 16/404 (Shore Highway) approach MD 313 (Federalsburg Highway) south. Photo taken 04/13/04.
The town of Federalsburg lies ten miles to the south via Maryland 313 in southeastern Caroline County. Photo taken 04/13/04.
Northbound Maryland 313 combines with Maryland 16 & 404 (Shore Highway) west for 2.28 miles. Photo taken 04/13/04.
Maryland 313 north & 16-404 west
MD-16/313/404 (Shore Highway) advance west through the rural settlement of Andersontown after Federalsburg Highway. Photo taken 04/13/04.
Mileage sign posted ahead of Andersontown Road. Maryland 404 is the main route between the Delaware beaches and the Chesapeake Bay Bridge west of Queenstown. Most guide signs along the Eastern Shore direct motorists to bay bridge by way of U.S. 50, U.S. 301, or Maryland 404. Photo taken 04/13/04.
Maryland 16 (Harmony Road) branches southwest from Shore Highway to Harmony, Preston and Bethlehem. Maryland 313 north & 404 west continue northwest two miles into Denton. Photo taken 04/13/04.
Double Hills Road, the historic alignment of MD 313/404 across Watts Creek, ties into the signalized intersection with MD 16 (Harmony Road) from the north. Photo taken 04/13/04.
Maryland 313 north & 404 west
Continuing north from MD 16, MD 313/404 cross Watts Creek and reach the Denton town limits in 0.75 miles. Photo taken 04/13/04.
Maryland 404 and 313 circle around Denton along a four mile long expressway. Gay Street (Maryland 404 Business) partitions with the highway northwest to Downtown. Photo taken 04/13/04.
2 photos
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The freeway portion of the Denton Bypass leads MD 313 north & 404 west from Gay Street (Maryland 404 Business) to their split at N. 6th Street. Photos taken 04/13/04.
MD 313 leaves the Denton Bypass one mile north of the Market Street underpass. Photo taken 04/13/04.
A diamond interchange joins MD 404 with MD 313 (Greensboro Road) north and MD 619 (6th Street) south to Downtown Denton. MD 619 follows old MD 313 south 1.09 miles to 5th Avenue. Photo taken 04/13/04.
Camp Road spans the Denton Bypass at the MD 313 off-ramp to Greensboro Road. MD 313 parallels the Choptank River 5.8 miles north to the town of Greensboro. MD 404 proceeds west across the river to West Denton. Photo taken 04/13/04.
Maryland 404 west
Advancing across the Choptank River, MD 404 (Denton Bypass) approaches MD 328 (River Road) west to Easton. Photo taken 04/13/04.
MD 328 travels 15 miles southwest from MD 404 and West Denton to U.S. 50 at the Talbot County seat of Easton. Photo taken 04/13/04.
River Road runs north from the Denton Bypass signal with MD 328 to MD 480 at Boonsboro. Photo taken 04/13/04.
The Denton Bypass converges with Maryland 404 Business (Meeting House Road) at a signalized intersection beyond West Denton in one half mile. Photo taken 04/13/04.
MD 404 continues 3.5 miles west from MD 404 Business at West Denton to a second business loop through both Hillsboro and Queen Anne. Photo taken 04/13/04.

Sources:

  1. "Governor Larry Hogan, Community Celebrate Completion of MD 404 Expansion on Maryland's Eastern Shore." Maryland Department of Transportation (MDOT), press release. November 20, 2017.


Photo Credits:

04/13/04, 01/15/17 by AARoads

Connect with:
U.S. 50
Delaware 404
Maryland 16
Maryland 313
Maryland 662

Page Updated 12-10-2018.