Drive Time
3h 53m
Distance
190.3 mi
306 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$29
one way
Photo: Shaun Iwasawa
The drive from Winona, MS to Oxford, MS covers 190.3 miles and takes about 3h 53m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 55, US 84, Gloster Road for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 145.6 miles on I 55. At current regular gas prices, budget about $29.09 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
1 planned break
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
95.1 miles from Winona, MS
A natural place for your longest stop of the day , about 1h 46m into the drive .
This is a 3h 53m highway drive covering 190.3 miles, with most of the trip on I 55 and US 84. The longest continuous stretch is about 145.6 miles on I 55.
This is a straightforward highway drive that stays mostly on I 55 and US 84. You will hit about 14 points where you need to pay attention to lane position or signs. The trickiest moment comes around 0.8 miles in near MS 182 / Middleton Road.
Moderate - straightforward overall, but long enough or busy enough to require pacing
This drive requires moderate attention. Across 190.3 miles you will encounter 14 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 0.8 miles (MS 182 / Middleton Road): Navigation decision point; at 1.8 miles (US 82 / Dr Martin Luther King Jr Boulevard): Lane positioning matters here; at 94.7 miles (I 55): Highway fork - watch signs carefully. Multiple destination signs - pick the right one.
These are the spots where you need to pay the most attention. Preview them before you drive.
Turn left onto MS 182 / Middleton Road
Navigation decision point
Turn left onto US 82 / Dr Martin Luther King Jr Boulevard
Lane positioning matters here
Keep slight left at fork onto I 55 toward I 55 South: McComb, New Orleans
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Take the exit toward US 84: South Brookhaven, Natchez
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Keep slight right at fork toward US 84: South Brookhaven, Natchez
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Between Winona, MS and Oxford, MS, road signs point toward New Orleans and Natchez.
New Orleans
Natchez
| Road | Distance | Duration |
|---|---|---|
| I 55 | 145.6 mi | 2h 38m |
| US 84 | 22.7 mi | 26m |
| Gloster Road | 6.5 mi | 15m |
| Oxford-Meadville Road | 6.3 mi | 15m |
| Yap 3 Road | 2.6 mi | 6m |
| US 98 | 1.9 mi | 2m |
| MS 184 | 1.4 mi | 2m |
| Middleton Road | 1 mi | 1m |
Step-by-step road directions between Winona, MS and Oxford, MS.
Start on South Vine Street
Turn left onto Summit Street
Turn right onto US 51
Turn left onto MS 182
Turn left onto US 82
Take the exit
Merge onto I 55
Keep slight left at fork onto I 55
Take the exit
Keep slight right at fork
Merge onto US 84
Turn left onto MS 184
Turn left onto US 98
Turn right onto Yap 3 Road
Continue on Gloster Road
At end of road, turn right onto Gloster Road
Continue on Oxford-Meadville Road
Arrive at destination
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 80 miles or 1h 30m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 95.1 miles or 1h 46m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 2h 53m
Traffic, exits, and arrival timing usually matter more near Oxford, MS than in the middle of the route.
Open the route before leaving Winona, MS so your first major turns are already loaded.
Leave with enough water and a charging cable within reach, not packed away.
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Winona, MS
This is one driving day of about 190.3 miles and 3h 53m.
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 95.1 mi from Winona, MS · 1h 46m into the drive
Mid-route town
Meal stop
95 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
A short stop after about 80 miles helps settle the day before fatigue starts building.
The midpoint is around 95.1 miles from Winona, MS, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before I 55 if your tank is already low. That segment runs about 145.6 miles.
The final approach into Oxford, MS usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Oxford, MS.
After long uninterrupted mileage, take five minutes before the last urban segment to reset and refocus on exits, merges, and city traffic.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Regular Gas
$29.09 one way
$58.18 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.26 | $31.91 | $63.82 |
| premium | $4.61 | $34.54 | $69.08 |
| diesel | $5.64 | $42.28 | $84.56 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$29
Meals
$25–$50
Total
$54–$79
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 66.6 kg one way. Prices: EIA weekly data, 2026-04-06.
Driving Electric?
About $20 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 57.1 | 0 | $19.98 | $9.13 |
| Efficient EV | 47.6 | 0 | $16.65 | $7.61 |
| EV Truck/SUV | 76.1 | 0 | $26.64 | $12.18 |
Gas CO2
67 kg
EV CO2
22 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive. If you're planning ahead, check the forecast closer to your travel date.
Origin
Late night in Winona on Sunday
Local time
3:57 AM
CDT
Current temp
64°F
Forecast unavailable right now
Destination
Late night in Oxford on Sunday
Local time
3:57 AM
CDT
Current temp
64°F
Forecast unavailable right now
Along the Route
85°F
Magee, MS
95 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
Both ends of the route are sitting at about the same temperature right now.
Road read
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
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