How far is West Gulfport, MS from Winona, MS?
The driving distance from West Gulfport, MS to Winona, MS is about 245.4 miles (394.9 km), with a travel time of about 04h 53m by car.
- The straight-line flight distance is about 215.9 miles (347.4 km).
- For a round trip, plan for roughly 09h 46m 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 53m.
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.
City in Mississippi
Route Weather Snapshot
Check the forecast at both ends before you head out.
Patchy Fog
Sunny
Driving Route Map
The map below follows the saved road route between West Gulfport and Winona.
Turn-by-Turn Driving Directions
Step-by-step road directions between West Gulfport and Winona.
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1
Start on Arkansas Avenue
9 m · 6 sec · Arkansas Avenue
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2
Turn left onto Martin Luther King Jr Boulevard
129 m · 14 sec · Martin Luther King Jr Boulevard
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3
Turn left
57.6 mi · 1 hr 10 min
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4
Continue straight
2.4 mi · 3 min
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5
Turn straight
10.3 mi · 16 min
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6
Continue straight
5.4 mi · 7 min
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7
Continue straight
5.3 mi · 6 min
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8
Continue straight
1077 ft · 14 sec
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9
Continue straight
4.2 mi · 5 min
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10
Continue straight
65.7 mi · 1 hr 20 min
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11
Take the exit slight right
862 ft · 21 sec
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12
Keep slight left to continue on Jackson
1.1 km · 1 min
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13
Keep slight right
1.5 km · 1 min
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14
Merge slight left
89.8 mi · 1 hr 38 min
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15
Take the exit slight right toward US 82: Greenwood, Winona
1341 ft · 33 sec
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16
Keep slight right
151 m · 12 sec
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17
Merge slight left onto Dr Martin Luther King Jr Boulevard
2753 ft · 53 sec · Dr Martin Luther King Jr Boulevard
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18
Turn right onto Middleton Road
1.6 km · 2 min · Middleton Road
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19
At the end of the road, turn right onto North Applegate Street
1872 ft · 38 sec · North Applegate Street
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20
Turn left onto Summit Street
2287 ft · 1 min · Summit Street
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21
Turn right onto South Vine Street
24 m · 3 sec · South Vine Street
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22
Arrive at your destination
0 m · 1 sec · South Vine Street
Car Route Details
A richer read on the saved driving route between West Gulfport and Winona.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Jackson
Merge slight left
89.8 mi · 01h 38m
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.
Patchy Fog leaving West Gulfport and Sunny near Winona.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from West Gulfport to Winona?
The road trip is about 245.4 miles (394.9 km) and usually takes 04h 53m 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?
Mendenhall is a useful midpoint, sitting about 122.9 miles from West Gulfport and 122.5 miles from Winona.
How much longer is the road route than the straight-line distance?
The direct path is about 215.9 miles (347.4 km), while the road route adds roughly 29.5 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 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 7:14 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $32.80 one way or $65.59 round trip. Estimated CO2 is about 77 kg one way.
What should you check before leaving?
Before you leave, expect Patchy Fog around West Gulfport and Sunny near Winona.
Stop Ideas Near Mendenhall
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 Mendenhall.
Union Station
Hazlehurst station
Brookhaven
Laurel station
Flight Path Map
This map shows the direct air route between West Gulfport and Winona. Straight-line distance: 215.89 mi (347.44 km).
#1 West Gulfport
A census-designated place in Harrison County, Mississippi.
| Population | 71,329 |
| Coordinates | 30.4040900, -89.0942000 |
| Altitude | 8 |
| Country | United States |
#2 Winona
City in Mississippi, United States
| Population | 3,830 |
| Coordinates | 33.4820700, -89.7281400 |
| Altitude | 116 |
| Country | United States |
End: Winona (-89.72814, 33.48207)
Estimated Travel Time
Distance: 395 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 10m |
| 40 mph (64.37 km/h) | 06h 08m |
| 50 mph (80.47 km/h) | 04h 54m |
| 60 mph (96.56 km/h) | 04h 05m |
| 70 mph (112.65 km/h) | 03h 30m |
| 80 mph (129 km/h) | 03h 03m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.79 | $32.80 | $65.59 |
| Mid-grade | $4.26 | $36.88 | $73.77 |
| Premium | $4.63 | $40.05 | $80.11 |
| Diesel | $5.42 | $46.89 | $93.79 |
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 14, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.