How far is Tupelo, MS from Diamondhead, MS?
The driving distance from Tupelo, MS to Diamondhead, MS is about 309.2 miles (497.6 km), with a travel time of about 06h 09m by car.
- The straight-line flight distance is about 269.7 miles (434 km).
- For a round trip, plan for roughly 12h 19m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 06h 09m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
Chance Showers And Thunderstorms
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Tupelo and Diamondhead.
Turn-by-Turn Driving Directions
Step-by-step road directions between Tupelo and Diamondhead.
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1
Start on North Spring Street
21 m · 5 sec · North Spring Street
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2
Turn right onto Court Street
97 m · 16 sec · Court Street
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3
Turn right onto North Front Street
87 m · 15 sec · North Front Street
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4
Turn left onto East Main Street
2407 ft · 1 min · East Main Street
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5
Take the ramp straight
2248 ft · 56 sec
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6
Merge slight left onto Martin Luther King Drive
1.6 km · 1 min · Martin Luther King Drive
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7
Continue on Martin Luther King, Junior Drive
2.3 mi · 3 min · Martin Luther King, Junior Drive
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8
Continue on Martin Luther King Drive
7.7 mi · 9 min · Martin Luther King Drive
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9
Continue straight
1.4 mi · 2 min
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10
Continue straight
2.2 mi · 2 min
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11
Continue straight
1.5 mi · 2 min
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12
Continue straight
1.1 km · 49 sec
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13
Continue straight
1.4 mi · 2 min
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14
Continue on US Highway 45 Alternate
54.7 mi · 1 hr 6 min · US Highway 45 Alternate
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15
Continue on US Highway 45 Aiternate
60.6 mi · 1 hr 9 min · US Highway 45 Aiternate
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16
Keep slight right
3.9 mi · 4 min
-
17
Take the exit slight right toward I 59 South, I 20 West: Meridian
2689 ft · 1 min
-
18
Merge slight left
6.3 mi · 8 min
-
19
Continue straight
1.8 mi · 2 min
-
20
Keep slight left to continue on I 59 South: Laurel, New Orleans
121.1 mi · 2 hr 11 min
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21
Take the exit slight right toward MS 53: Poplarville, Necaise
985 ft · 27 sec
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22
Turn left onto South Main Street
15.7 mi · 23 min · South Main Street
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23
Continue straight
19.6 mi · 29 min
-
24
Turn left
1663 ft · 42 sec
-
25
Merge slight left
2.4 mi · 3 min
-
26
Take the exit slight right toward Diamondhead
1350 ft · 33 sec
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27
Keep slight left
69 m · 6 sec
-
28
Keep slight left to continue on Yacht Club Drive
580 ft · 16 sec · Yacht Club Drive
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29
Continue on Gex Drive
684 ft · 19 sec · Gex Drive
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30
Enter the roundabout and take exit 1 toward Gex Drive
44 m · 4 sec · Gex Drive
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31
Exit the roundabout onto Gex Drive
137 m · 13 sec · Gex Drive
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32
Enter the roundabout and take exit 2 toward Gex Drive
32 m · 3 sec · Gex Drive
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33
Exit the roundabout onto Gex Drive
2082 ft · 57 sec · Gex Drive
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34
Enter the roundabout and take exit 2 toward Diamondhead Circle
138 m · 12 sec · Diamondhead Drive North
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35
Exit the rotary onto Diamondhead Drive North
1743 ft · 50 sec · Diamondhead Drive North
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36
Turn right onto Analii Street
1856 ft · 1 min · Analii Street
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37
Turn right onto Diamondhead Drive North
1.1 km · 2 min · Diamondhead Drive North
-
38
Turn right
1214 ft · 55 sec
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39
At the end of the road, turn right
116 m · 18 sec
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40
Turn right
42 m · 6 sec
-
41
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Tupelo and Diamondhead.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 59 South
Keep slight left to continue on I 59 South: Laurel, New Orleans
121 mi · 02h 11m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Chance Showers And Thunderstorms leaving Tupelo and Mostly Sunny near Diamondhead.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Tupelo to Diamondhead?
The road trip is about 309.2 miles (497.6 km) and usually takes 06h 09m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Enterprise is a useful midpoint, sitting about 154.8 miles from Tupelo and 154.3 miles from Diamondhead.
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 39.5 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 7:30 AM CDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $41.32 one way or $82.63 round trip. Estimated CO2 is about 97 kg one way.
What should you check before leaving?
Before you leave, expect Chance Showers And Thunderstorms around Tupelo and Mostly Sunny near Diamondhead.
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 Tupelo and Diamondhead. Straight-line distance: 269.69 mi (434.03 km).
#1 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 |
#2 Diamondhead
City in Hancock County, Mississippi, United States of America
| Population | 8,058 |
| Coordinates | 30.3946400, -89.3639400 |
| Altitude | 20 |
| Country | United States |
End: Diamondhead (-89.36394, 30.39464)
Estimated Travel Time
Distance: 498 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 18m |
| 40 mph (64.37 km/h) | 07h 43m |
| 50 mph (80.47 km/h) | 06h 11m |
| 60 mph (96.56 km/h) | 05h 09m |
| 70 mph (112.65 km/h) | 04h 25m |
| 80 mph (129 km/h) | 03h 51m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.79 | $41.32 | $82.63 |
| Mid-grade | $4.26 | $46.47 | $92.93 |
| Premium | $4.63 | $50.46 | $100.92 |
| Diesel | $5.42 | $59.08 | $118.16 |
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.