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Trip from Bowie, MD to Chestertown, MD

Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 18, 2026 · Editorial standards

Drive Time

1h 24m

Distance

58.7 mi

95 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$10

one way

EV Charging

Unknown

Best Time to Leave

Save up to 19 min
4 AM
1h 18m ★
6 AM
1h 24m
8 AM
1h 37m
10 AM
1h 29m
12 PM
1h 28m
3 PM
1h 29m
5 PM
1h 37m
8 PM
1h 20m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

city in Prince George's County, Maryland, United States

Bowie, MD

Wikimedia Commons

town in Maryland, United States

Chestertown, MD

Wikimedia Commons

Trip Overview

The drive from Bowie, MD to Chestertown, MD covers 58.7 miles and takes about 1h 24m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on Blue Star Memorial Highway, Church Hill Road, John Hanson Highway for much of the mileage, and the overall profile is turn-heavy local drive. The longest uninterrupted segment is about 27.3 miles on Blue Star Memorial Highway. At current regular gas prices, budget about $9.73 one way before food or hotel costs.

About the Cities

Starting in Bowie, MD

Full guide →

Bowie is a suburban bedroom community of Washington, D.C. in Prince George's County, Maryland.

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 1h 24m. Total distance: 58.7 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 24m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

Scenic Drive

Turn-heavy local drive route profile with national parks nearby.

Drive Character

Expect a 1h 24m drive with frequent turns across 58.7 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 18 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Blue Star Memorial Highway is the longest continuous segment at about 27.3 miles.

Elevation Profile

Mostly flat terrain

126 ft 0 ft

Total Climb

107 ft

Total Descent

221 ft

Highest Point

126 ft

Elevation Range

126 ft

How Hard Is This Drive?

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. You will hit about 10 points where you need to pay attention to lane position or signs. The trickiest moment comes around 1.5 miles in near US 301.

Driving Effort 6/10

Moderate - straightforward overall, but long enough or busy enough to require pacing

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 58.7 miles you will encounter 10 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: at 1.5 miles (US 301): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 1.6 miles (US 301): Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 2.2 miles (US 50; US 301 / John Hanson Highway): Merge point - match speed before joining. Lane positioning matters here.

Critical Maneuvers

5 of 10 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

7
1.5 mi into trip | ~3m in | US 301

Take the exit onto US 301 toward US 50, US 301: Annapolis, Washington

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Toward US 50, US 301: Annapolis, Washington
6
1.6 mi into trip | ~3m in | US 301

Keep slight right at fork onto US 301 toward US 50 East, US 301 North: Annapolis

Highway fork - watch signs carefully. Multiple destination signs - pick the right one

Toward US 50 East, US 301 North: Annapolis
5
2.2 mi into trip | ~4m in | US 50; US 301 / John Hanson Highway

Merge onto US 50; US 301 / John Hanson Highway

Merge point - match speed before joining. Lane positioning matters here

Use the straight / slight right lanes.
5
34.6 mi into trip | ~48m in | US 301 / Blue Star Memorial Highway

Keep slight left at fork onto US 301 / Blue Star Memorial Highway toward US 301 North

Highway fork - watch signs carefully

Toward US 301 North
5
58.6 mi into trip | ~1h 23m in | MD 289 / North Cross Street

Turn left onto MD 289 / North Cross Street

Navigation decision point

Main Roads

Road Distance Duration
Blue Star Memorial Highway 27.3 mi 38m
Church Hill Road 14.9 mi 22m
John Hanson Highway 10.8 mi 12m
Centreville Road 2 mi 3m
Collington Road 0.7 mi 1m
US 301 0.7 mi 1m
South Commerce Street 0.6 mi 1m
North East Crain Highway 0.5 mi <1m
Longest stretch: Blue Star Memorial Highway — 27.3 mi, about 38m

Turn-by-Turn Driving Directions

Step-by-step road directions between Bowie, MD and Chestertown, MD.

1

Start on this road

110 ft · 8 sec · this road
2

Turn right

259 ft · 20 sec
3

Turn left onto Evergreen Parkway

0.2 mi · 35 sec · Evergreen Parkway
4

Turn right onto MD 197

0.7 mi · 1 min · Collington Road
5

Turn left onto US 301

0.5 mi · 47 sec · North East Crain Highway
6

Take the exit onto US 301

0.1 mi · 17 sec · US 301
Toward US 50, US 301: Annapolis, Washington Use the slight right lane.
7

Keep slight right at fork onto US 301

0.6 mi · 1 min · US 301
Toward US 50 East, US 301 North: Annapolis
8

Merge onto US 50; US 301

11 mi · 12 min · John Hanson Highway
Use the straight / slight right lanes.
9

Continue on US 50; US 301; MD 2

22 mi · 30 min · Blue Star Memorial Highway
Use the straight / slight right lanes.
10

Keep slight left at fork onto US 301

5.7 mi · 8 min · Blue Star Memorial Highway
Toward US 301 North
11

Take the exit

0.3 mi · 49 sec
Toward MD 213 North
12

Turn straight onto MD 213

2.0 mi · 3 min · Centreville Road
13

Continue on MD 213

0.6 mi · 1 min · South Commerce Street
14

Continue on MD 213

15 mi · 22 min · Church Hill Road
15

Continue on MD 213

0.1 mi · 13 sec · Chestertown Church Hill Road
16

Continue on MD 213

0.2 mi · 27 sec · Maple Avenue
17

Turn left onto MD 289

0.1 mi · 22 sec · North Cross Street
18

Arrive at destination

MD 289

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 29.4 mi from Bowie, MD · 40m into the drive

Mid-route town

Meal stop

Grasonville, MD

29 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Parole, MD

Fuel and coffee

A short stop after about 13 miles helps settle the day before fatigue starts building.

Stevensville, MD

Meal break

The midpoint is around 29.4 miles from Bowie, MD, which is a good place for a longer meal and fuel stop.

Arriving in Chestertown, MD

The final approach into Chestertown, MD usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$9.73 one way

$19.46 round trip

$4.21/gal 25.4 MPG avg 21 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.61 $10.66 $21.32
premium $4.93 $11.38 $22.77
diesel $5.61 $12.96 $25.92

No toll roads detected on this route.

Drive Cost (one way)

Fuel

$10

Estimated CO2 emission: 20.5 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $6 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 17.6 0 $6.16 $2.82
Efficient EV 14.7 0 $5.14 $2.35
EV Truck/SUV 23.5 0 $8.22 $3.76

Gas CO2

21 kg

EV CO2

7 kg (67% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 15, 2026

Origin

Bowie, MD

Afternoon in Bowie on Saturday

Local time

12:14 PM

EDT

Current temp

68°F

Unavailable

Live forecast

Destination

Chestertown, MD

Afternoon in Chestertown on Saturday

Local time

12:14 PM

EDT

Current temp

75°F

Unavailable

Live forecast

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

7 degrees warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

1h 24m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Bowie, MD to Chestertown, MD covers 58.7 miles and takes about 1h 24m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.

The main roads are Blue Star Memorial Highway, Church Hill Road, John Hanson Highway. Expect a mix of highway and local road driving.

This is a comfortable same-day trip.

The midpoint is about 29.4 miles from Bowie, MD. Look for rest areas, gas stations, or food options near the halfway mark.

At current regular gas prices, expect to spend about $9.73 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.

Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.

This drive requires moderate attention. Across 58.7 miles you will encounter 10 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

The main spots that need attention: at 1.5 miles (US 301): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 1.6 miles (US 301): Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 2.2 miles (US 50; US 301 / John Hanson Highway): Merge point - match speed before joining. Lane positioning matters here.

The route from Bowie, MD to Chestertown, MD does not surface many named destination signs beyond the main corridor.

Mostly flat terrain. The route ranges from 0 ft to 126 ft elevation with about 107 ft of total climbing.

Yes. Nearby national parks include Chesapeake & Ohio Canal National Historical Park.

How this page is built

Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.

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Explore More

Return Trip

Chestertown, MD to Bowie, MD

Plan the drive back the other way.

58.8 mi 1h 25m

Explore more options from Bowie, MD or browse trips ending in Chestertown, MD.

Looking for more statewide routes? Browse MD road trips.