How far is Annapolis, MD from Middletown, MD?
The driving distance from Annapolis, MD to Middletown, MD is about 67.2 miles (108.1 km), with a travel time of about 01h 36m by car.
- The straight-line flight distance is about 51 miles (82 km).
- For a round trip, plan for roughly 03h 13m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 36m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Chance Showers And Thunderstorms
Mostly Sunny then Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Annapolis and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Annapolis and Middletown.
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1
Start on School Street
42 m · 6 sec · School Street
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2
Enter the roundabout and take exit 1 toward Church Circle
24 m · 2 sec · College Avenue
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3
Exit the rotary onto College Avenue
105 m · 7 sec · College Avenue
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4
Turn left onto Bladen Street
1489 ft · 41 sec · Bladen Street
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5
Continue on Roscoe Rowe Boulevard
1.4 mi · 3 min · Roscoe Rowe Boulevard
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6
Take the ramp straight
2017 ft · 53 sec
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7
Continue on John Hanson Highway
10.7 mi · 13 min · John Hanson Highway
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8
Take the exit slight right toward MD 3, US 301: Crofton, Richmond
906 ft · 14 sec
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9
Keep slight left to continue on US 301 South: Richmond
2207 ft · 34 sec
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10
Keep slight right to continue on US 301 South: Richmond
1698 ft · 42 sec
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11
Merge slight left onto North West Crain Highway
8.3 mi · 12 min · North West Crain Highway
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12
Continue on Crain Highway
38 mi · 56 min · Crain Highway
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13
Take the exit slight left toward Crain Highway
547 ft · 18 sec · Crain Highway
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14
Turn left onto Rock Point Road
7 mi · 11 min · Rock Point Road
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15
Arrive at your destination
0 m · 1 sec · Rock Point Road
Car Route Details
A richer read on the saved driving route between Annapolis and Middletown.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Crain Highway
Continue on Crain Highway
38 mi · 00h 56m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Mostly Sunny then Chance Showers And Thunderstorms leaving Annapolis and Mostly Sunny then Chance Showers And Thunderstorms near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Annapolis to Middletown?
The road trip is about 67.2 miles (108.1 km) and usually takes 01h 36m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Brandywine is a useful midpoint, sitting about 33.6 miles from Annapolis and 33.6 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 51 miles (82 km), while the road route adds roughly 16.2 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 3:16 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.68 one way or $19.37 round trip. Estimated CO2 is about 21.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Chance Showers And Thunderstorms around Annapolis and Mostly Sunny then Chance Showers And Thunderstorms near Middletown.
Stop Ideas Near Brandywine
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
United States Capitol
THEARC: Town Hall Education Arts Recreation Campus
Alexandria Finance Department
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Brandywine.
Union Station
Washington Union Station
New Carrollton station
Lorton station
Flight Path Map
This map shows the direct air route between Annapolis and Middletown. Straight-line distance: 50.97 mi (82.03 km).
#1 Annapolis
City in and county seat of Anne Arundel County, Maryland, United States, and Maryland federated state capital city
| Population | 39,524 |
| Coordinates | 38.9785900, -76.4918400 |
| Altitude | 12 |
| Country | United States |
#2 Middletown
Town in Maryland, USA
| Population | 4,910 |
| Coordinates | 38.3076300, -76.8844100 |
| Altitude | 5 |
| Country | United States |
End: Middletown (-76.88441, 38.30763)
Estimated Travel Time
Distance: 108 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 14m |
| 40 mph (64.37 km/h) | 01h 40m |
| 50 mph (80.47 km/h) | 01h 20m |
| 60 mph (96.56 km/h) | 01h 07m |
| 70 mph (112.65 km/h) | 00h 57m |
| 80 mph (129 km/h) | 00h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $9.68 | $19.37 |
| Mid-grade | $4.60 | $10.90 | $21.80 |
| Premium | $4.95 | $11.74 | $23.48 |
| Diesel | $5.98 | $14.17 | $28.35 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Maryland · Apr 24, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.