How far is Diamondhead, MS from Tupelo, MS?
The driving distance from Diamondhead, MS to Tupelo, MS is about 306 miles (492.5 km), with a travel time of about 04h 57m by car.
- The straight-line flight distance is about 269.7 miles (434 km).
- For a round trip, plan for roughly 09h 54m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 04h 57m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
Town in Clarke County, Mississippi, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Diamondhead and Tupelo.
Turn-by-Turn Driving Directions
Step-by-step road directions between Diamondhead and Tupelo.
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1
Start on the route
42 m · 9 sec
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2
Turn left
116 m · 22 sec
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3
Turn left
1187 ft · 54 sec
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4
At the end of the road, turn right onto Diamondhead Drive West
828 ft · 28 sec · Diamondhead Drive West
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5
Continue on Diamondhead Drive West
1.4 km · 2 min · Diamondhead Drive West
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6
Turn left onto Analii Street
1894 ft · 1 min · Analii Street
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7
At the end of the road, turn left onto Diamondhead Drive North
1774 ft · 54 sec · Diamondhead Drive North
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8
Enter the roundabout and take exit 2 toward Diamondhead Circle
126 m · 12 sec · Diamondhead Drive
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9
Exit the rotary onto Diamondhead Drive
2036 ft · 56 sec · Diamondhead Drive
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10
Enter the roundabout and take exit 2 toward Gex Drive
35 m · 3 sec · Gex Drive
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11
Exit the roundabout onto Gex Drive
92 m · 8 sec · Gex Drive
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12
Take the ramp slight right
1941 ft · 47 sec
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13
Merge slight left
2.2 mi · 2 min
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14
Take the exit slight right toward MS 43, MS 603: Bay Saint Louis, Kiln, Picayune
1804 ft · 44 sec
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15
Keep slight right
77 m · 6 sec
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16
Turn straight
19.5 mi · 29 min
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17
Continue straight
15.6 mi · 23 min
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18
Take the ramp slight right
1317 ft · 33 sec
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19
Merge slight left
120.5 mi · 2 hr 10 min
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20
Keep slight right to continue on I 59 North, I 20 East: Meridian, Tuscaloosa
9 mi · 11 min
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21
Take the exit slight right toward US 45 North: Macon
1383 ft · 47 sec
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22
Merge slight left
65.1 mi · 1 hr 14 min
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23
Keep slight left to continue on US Highway 45 Alternate
53 mi · 1 hr 4 min · US Highway 45 Alternate
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24
Continue on Martin Luther King Drive
18.1 mi · 21 min · Martin Luther King Drive
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25
Continue on Martin Luther King, Junior Drive
1.5 mi · 2 min · Martin Luther King, Junior Drive
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26
Take the exit slight right toward MS 6 East: Downtown Tupelo
2008 ft · 49 sec
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27
Keep slight left
52 m · 7 sec
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28
Turn left onto East Main Street
1.1 km · 2 min · East Main Street
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29
Turn right onto North Spring Street
70 m · 10 sec · North Spring Street
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30
Arrive at your destination
0 m · 1 sec · North Spring Street
Car Route Details
A richer read on the saved driving route between Diamondhead and Tupelo.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
MS 43
Merge slight left
121 mi · 02h 10m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Mostly Sunny leaving Diamondhead and Chance Showers And Thunderstorms near Tupelo.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Diamondhead to Tupelo?
The road trip is about 306 miles (492.5 km) and usually takes 04h 57m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Enterprise is a useful midpoint, sitting about 155 miles from Diamondhead and 151.1 miles from Tupelo.
How much longer is the road route than the straight-line distance?
The direct path is about 269.7 miles (434 km), while the road route adds roughly 36.3 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 6:00 AM to 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 7:06 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $40.90 one way or $81.80 round trip. Estimated CO2 is about 96 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Diamondhead and Chance Showers And Thunderstorms near Tupelo.
Stop Ideas Near Enterprise
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Enterprise.
Union Station
Laurel station
Hattiesburg, MS
Hattiesburg station
Flight Path Map
This map shows the direct air route between Diamondhead and Tupelo. Straight-line distance: 269.69 mi (434.03 km).
#1 Diamondhead
City in Hancock County, Mississippi, United States of America
| Population | 8,058 |
| Coordinates | 30.3946400, -89.3639400 |
| Altitude | 20 |
| Country | United States |
#2 Tupelo
City in and county seat of Lee County, Mississippi, United States
| Population | 38,303 |
| Coordinates | 34.2580700, -88.7046400 |
| Altitude | 85 |
| Country | United States |
End: North Spring Street (-88.704455, 34.258074)
Estimated Travel Time
Distance: 493 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 11m |
| 40 mph (64.37 km/h) | 07h 39m |
| 50 mph (80.47 km/h) | 06h 07m |
| 60 mph (96.56 km/h) | 05h 06m |
| 70 mph (112.65 km/h) | 04h 22m |
| 80 mph (129 km/h) | 03h 49m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.79 | $40.90 | $81.80 |
| Mid-grade | $4.26 | $46.00 | $91.99 |
| Premium | $4.63 | $49.95 | $99.90 |
| Diesel | $5.42 | $58.48 | $116.96 |
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 Mississippi · May 31, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.