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U.S. Route 301 south - Delaware line to Queenstown
After 11 miles as a toll road in Delaware, U.S. Route 301 enters Cecil County, Maryland as a four-lane divided surface highway. Photo taken 06-04-2025.
The next 40 miles of the highway are a fog area. Photo taken 06-04-2025.
On the state's Eastern Shore for the time being, US 301 will spend about 123 miles in Maryland. Photo taken 06-04-2025.
The route soon emerges from trees into an open field, a common pattern it follows in this part of the state. Photo taken 06-04-2025.
A weigh station for large trucks is a mile away. Photo taken 06-04-2025.
A litany of at-grade intersections (interspersed with freeway interchanges) await drivers along US 301 over the next 40 miles, up to its merge with US 50 in Queenstown. Photo taken 06-04-2025.
In half a mile, US 301 will meet Maryland Route 299 (Sassafras Road). Photo taken 06-04-2025.
The Chesapeake Bay Bridge is US 301's "control city" the whole way to Queenstown. Meanwhile, MD 299 leads south to Massey and, via Maryland Route 282, northwest to Cecilton. Photo taken 06-04-2025.
The southbound weigh station entrance directly intersects MD 299 before the weigh scales are reached. Photo taken 06-04-2025.
This is the only intersection along US 301 in Cecil County. Photo taken 06-04-2025.
The following US 301 reassurance shield has the directional banner at the bottom. Photo taken 06-04-2025.
Traffic from MD 299 and the weigh station enters at right. Photo taken 06-04-2025.
The highway proceeds over the Sassafras River. Photo taken 06-04-2025.
On the other side of the bridge, US 301 enters Kent County. Photo taken 06-04-2025.
At an interchange half a mile away, US 301 intersects Maryland Route 290 which has control cities of Chestertown and Galena. Photo taken 06-04-2025.
The highway curves slightly at mile marker 120 before the exit. Photo taken 06-04-2025.
By way of MD 291, southbound MD 290 leads to Chestertown, the seat of Kent County and an Upper Eastern Shore Historic Town as billed by the State Highway Administration. Photo taken 06-04-2025.
An older sign points the way to the southbound offramp to MD 290. Photo taken 06-04-2025.
The MD 290 exit gore. Photo taken 06-04-2025.
More US 301 reassurance follows MD 290. Photo taken 06-04-2025.
The Bay Bridge is 46 miles from this point. Photo taken 06-04-2025.
US 301's next surface intersection is at Maryland Route 313 (Galena Road), ¼ mile away. Photo taken 06-04-2025.
MD 313 leads south to Massey, where one can once again reach MD 299 (and also the Massey Air Museum), and north to Galena where it has its northern terminus concurrent with MD 290 at MD 213. Photo taken 06-04-2025.
The intersection with MD 313 is one of several "superstreet" intersections along US 301 on the Eastern Shore where some movements require U-turns. As such, only MD 313 north is directly accessible from US 301 south. Photo taken 06-04-2025.
To the left, a specially-shaped concrete island prohibits through traffic on MD 313 from directly crossing US 301. Photo taken 06-04-2025.
A median crossover up ahead can be used to get onto US 301 north, whose control city is Wilmington, Delaware via Delaware Route 1 and Interstate 95. Photo taken 06-04-2025.
This crossover can also be used to get to MD 313 south. Photo taken 06-04-2025.
After the median crossover comes a freight railroad crossing. Photo taken 06-04-2025.
Afterward, the highway continues straight for a few tenths of a mile before curving right. Photo taken 06-04-2025.
Gas and food options can be reached from the second right turn up ahead. Photo taken 06-04-2025.
The first turn is at Chesterville Bridge Road, at-grade. Photo taken 06-04-2025.
Half a mile afterward, US 301 has an interchange with Maryland Route 291 which runs between Millington and Chestertown. Photo taken 06-04-2025.
A SHA park and ride facility, the only in Kent County, is at this exit. Photo taken 06-04-2025.
The MD 291 exit is straight ahead. West of here, MD 291 goes straight through downtown Chestertown and becomes MD 20 at a roundabout; MD 20 in turn continues west and south to the bayside town of Rock Hall. Photo taken 06-04-2025.
The offramp to MD 291 consists of a hard-right turn. Photo taken 06-04-2025.
MD 291 makes its way over US 301 using this overpass. Photo taken 06-04-2025.
The Bay Bridge is 38 miles beyond MD 291. Photo taken 06-04-2025.
US 301 then crosses the Chester River into Queen Anne's County, where it will spend the remainder of its time on the Eastern Shore. The Chester River is the namesake of both Chestertown and Chesterville which lie alongside it. Photo taken 06-04-2025.
Pfalzgraff Road (left) and Powers Lane (right) are intersected at a flashing intersection up ahead. Photo taken 06-04-2025.
The highway then goes over Chester River tributary the Unicorn Branch. Photo taken 06-04-2025.
Maryland Route 544 is intersected ¼ mile away. This sign is beside the crossover from US 301 north to US 301 south and MD 544 west. Photo taken 06-04-2025.
This route marker points to the right turn from US 301 south to MD 544 west. Photo taken 06-04-2025.
MD 544 (McGinnes Road), runs from MD 313 just a few feet east of here to MD 213 in Kingstown, opposite the Chester River from Chestertown. Photo taken 06-04-2025.
US 301 reassurance again follows MD 544. Photo taken 06-04-2025.
The next crossover is marked as a return to US 301 north and MD 544 east. Photo taken 06-04-2025.
A lengthy gap between junctions follows. At mile marker 108, US 301 is positioned straight and surrounded by trees. Photo taken 06-04-2025.
After curving right, the highway crosses the Red Lion Branch. Photo taken 06-04-2025.
US 301 will have another meeting with MD 290 in ¼ mile. Photo taken 06-04-2025.
MD 290 goes north from here to Pondtown and Crumpton. Photo taken 06-04-2025.
US 301 passes over MD 290 here. Photo taken 06-04-2025.
The cloverleaf offramp to MD 290 appears on the right. Photo taken 06-04-2025.
The highway curves gradually to the left after MD 290. Photo taken 06-04-2025.
The Bay Bridge now sits 32 miles away. Photo taken 06-04-2025.
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Up ahead, at US 301's crossing with Maryland Route 300 (Sudlersville Road), there is a park and ride lot, and MD 300 east leads to the historic Dudley's Chapel and historic sites in Sudlersville. Photo taken 06-24-2025.
This is the first of four intersections whose cross routes radiate outward from Church Hill to the west. To the east, MD 300 leads to Dover, Delaware via Delaware routes 44 and 8. Photo taken 06-24-2025.
The marker at left points toward MD 300 east. As with MD 313, the MD 300 intersection is a superstreet. Photo taken 06-24-2025.
A close-up of the MD 300 intersection. Photo taken 06-04-2025.
There are still several more at-grade intersections for the next 20 miles. In essence, disregarding the Kent Narrows/Island corridor, this sign marks the halfway point of US 301's Eastern Shore segment. Photo taken 06-04-2025.
The highway continues on past MD 300, straight and flat. Photo taken 06-04-2025.
A junction with Maryland Route 302 is ¼ mile away. Photo taken 06-04-2025.
In addition to Dover, MD 302 east heads toward Barclay. Photo taken 06-04-2025.
MD 302 is known as Barclay Road eastbound and Hall Road westbound. Photo taken 06-04-2025.
A rest area is located in the median of US 301 five miles south of MD 302. Photo taken 06-04-2025.
Queenstown and the Bay Bridge are a respective 18 and 28 miles from this sign. Photo taken 06-04-2025.
¼ mile away, US 301 comes upon Maryland Route 19. Photo taken 06-04-2025.
MD 19 leads to Ingleside eastbound and Church Hill westbound. Photo taken 06-04-2025.
MD 19 is known as Roberts Station Road. Photo taken 06-04-2025.
US 301 will now work its way from this open field into another cluster of trees. Photo taken 06-04-2025.
The route's carriageways split apart ¼ mile from its junction with Maryland Route 405. Photo taken 06-04-2025.
MD 405 is the last of the aforementioned group of highways serving Church Hill. It also goes east to Price. Photo taken 06-04-2025.
MD 405's street name is Price Station Road. Photo taken 06-04-2025.
The median briefly narrows one mile from the rest area. Photo taken 06-04-2025.
The carriageways once again split apart and fill with trees up ahead. Photo taken 06-04-2025.
Hayden Clark Road (left) and Granny Branch Road (right) are intersected at a crossroads beside the rest area. Photo taken 06-04-2025.
This blue sign points the way to the rest area, officially named the Bay Country Rest Area. Photo taken 06-04-2025.
At the intersection, only Hayden Clark Road is marked southbound. Meanwhile, opposite Granny Branch Road to the right is White Marsh Road. Photo taken 06-04-2025.
Southbound US 301 then continues on with trees on its left and a farm field on its right. Photo taken 06-04-2025.
The highway straightens out, the median narrows, and the trees shift over to the right. Photo taken 06-04-2025.
The route soon nears its next junction at Maryland Route 305 (Hope Road), the first of multiple routes leading from the US 301 corridor to Queen Anne's seat Centreville; it also leads east to Hope. Photo taken 06-04-2025.
Centreville is another SHA-designated historic town on the upper Shore. Photo taken 06-04-2025.
The superstreet intersection at MD 305. Photo taken 06-04-2025.
The median U-turn to US 301 north and MD 305 east sits in the distance. Photo taken 06-04-2025.
SHA wants all traffic to get into the right lane at the railroad crossing ahead should the gates close for a train to cross. Photo taken 06-04-2025.
In one mile, US 301 will reach an interchange with Maryland Route 304, which bears control cities of Ruthsburg and Centreville. Photo taken 06-24-2025.
The highway reaches the railroad crossing in the meantime. Photo taken 06-24-2025.
The "S" barrack of the Maryland State Police can be reached from this exit, as can the Queen Anne's Sheriff's Office and Detention Center in Centreville. Photo taken 06-24-2025.
Via Maryland routes 481 and 309, MD 304 can be taken from this exit south to Tuckahoe State Park, specifically its equestrian center and Adkins Arboretum. Further east from there, one can take Maryland Route 404 from its junction with MD 309 at Queen Anne to the historic town of Denton in Caroline County. Photo taken 06-24-2025.
The MD 304 interchange replaced an at-grade intersection at this spot in 2017. Photo taken 06-24-2025.
The ramp from US 301 south to MD 304 is a cloverleaf and has a roundabout at the end. Photo taken 06-24-2025.
Like MD 304, driver services are available at MD 213 up ahead. Photo taken 06-24-2025.
Maryland Route 213 can be taken south from this interchange to U.S. Route 50 east for interests to Easton (and Ocean City). MD 213 on its own can also be taken north back toward Chestertown. Photo taken 06-24-2025.
MD 213, with control cities of Centreville and Wye Mills, is straight ahead. Photo taken 06-04-2025.
This interchange replaced a full traffic light (as opposed to a flashing beacon) at this spot in 1994. Photo taken 06-04-2025.
After MD 213, US 301 approaches Bloomingdale Road. Photo taken 06-04-2025.
This is the only proper three-way flashing intersection along this portion of US 301, not counting the discontinuous meeting at Chesterville Bridge and Millington roads in Millington further north which lacks a median crossover. Photo taken 06-04-2025.
The next intersection is at Perlee Road. Photo taken 06-04-2025.
Perlee Road leads to a 4-H Park, the Route 18 Park and the Museum of Eastern Shore Life. Photo taken 06-04-2025.
A subsequent break in the trees gives drivers a view of a farm field to the right. Photo taken 06-04-2025.
Just down the road, a blue sign displays a phone number for receiving Bay Bridge information. Photo taken 06-04-2025.
Queenstown, the Bay Bridge and Washington, DC are a respective 3, 14 and 54 miles away. Photo taken 06-04-2025.
The highway intersects John Brown Road before approaching Warrington Farm Lane (left) and Cherry Lane (right). Photo taken 06-04-2025.
The route then comes upon Greenspring Road. Photo taken 06-04-2025.
A right turn onto Greenspring leads to MD 18. Photo taken 06-04-2025.
Soon, US 301 approaches Maryland Route 456 (Del Rhodes Avenue). Photo taken 06-04-2025.
MD 456 is the route leading into Queenstown. Photo taken 06-04-2025.
A marker at right points to MD 456 north. Photo taken 06-04-2025.
The Del Rhodes intersection is another superstreet. Photo taken 06-04-2025.
US 301's next junction is at Maryland Route 18 (Main Street), with a left turn leading to Outlet Center Drive. Photo taken 06-04-2025.
Turning right up ahead puts one on MD 18 east, while a through (straight) movement leads toward US 50. Photo taken 06-04-2025.
The MD 18 intersection is seen here. Photo taken 06-04-2025.
At right sits the final US 301 reassurance shield before the US 50 merge. Photo taken 06-04-2025.
The southbound carriageway narrows to a single lane in half a mile. Photo taken 06-04-2025.
Bridge-bound drivers are directed to stay on US 50 until the bridge, bypassing all local exits along Kent Island. Photo taken 06-04-2025.
Westbound US 50 passes overhead, and southbound US 301 will merge with it shortly. Photo taken 06-04-2025.
