How far is Greenville, MS from Winona, MS?
The driving distance from Greenville, MS to Winona, MS is about 81.6 miles (131.3 km), with a travel time of about 01h 47m by car.
- The straight-line flight distance is about 76.9 miles (123.8 km).
- For a round trip, plan for roughly 03h 34m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
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 47m.
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.
City in Mississippi
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Greenville and Winona.
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenville and Winona.
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1
Start on South Broadway Street
3 m · 8 sec · South Broadway Street
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2
Turn left onto Main Street
1.4 km · 2 min · Main Street
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3
Turn left
9.2 mi · 14 min
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4
Turn left
36.6 mi · 44 min
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5
Continue straight
33.1 mi · 43 min
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6
Turn right onto Middleton Road
1.6 km · 2 min · Middleton Road
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7
At the end of the road, turn right onto North Applegate Street
1872 ft · 38 sec · North Applegate Street
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8
Turn left onto Summit Street
2287 ft · 1 min · Summit Street
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9
Turn right onto South Vine Street
24 m · 3 sec · South Vine Street
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10
Arrive at your destination
0 m · 1 sec · South Vine Street
Car Route Details
A richer read on the saved driving route between Greenville 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.
Longest stretch
Turn left
36.6 mi · 00h 44m
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.
Sunny leaving Greenville and Sunny near Winona.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Greenville to Winona?
The road trip is about 81.6 miles (131.3 km) and usually takes 01h 47m 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?
Itta Bena is a useful midpoint, sitting about 40.7 miles from Greenville and 40.9 miles from Winona.
How much longer is the road route than the straight-line distance?
The direct path is about 76.9 miles (123.8 km), while the road route adds roughly 4.7 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 CDT. If you want a more comfortable same-day return, try to leave by 2:56 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.91 one way or $21.81 round trip. Estimated CO2 is about 25.6 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Greenville and Sunny near Winona.
Stop Ideas Near Itta Bena
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 Itta Bena.
Greenwood
Yazoo City
Flight Path Map
This map shows the direct air route between Greenville and Winona. Straight-line distance: 76.94 mi (123.82 km).
#1 Greenville
City in Washington County, Mississippi, United States
| Population | 28,315 |
| Coordinates | 33.4089800, -91.0597800 |
| Altitude | 40 |
| 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: 131 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 43m |
| 40 mph (64.37 km/h) | 02h 02m |
| 50 mph (80.47 km/h) | 01h 37m |
| 60 mph (96.56 km/h) | 01h 21m |
| 70 mph (112.65 km/h) | 01h 09m |
| 80 mph (129 km/h) | 01h 01m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.79 | $10.91 | $21.81 |
| Mid-grade | $4.26 | $12.27 | $24.53 |
| Premium | $4.63 | $13.32 | $26.64 |
| Diesel | $5.42 | $15.60 | $31.19 |
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.