Origin
Winona, MS
Evening in Winona on Sunday
Local time
7:11 PM
CDT
Current temp
64°F
Unavailable
Live forecast
Trip from Winona, MS to Oxford, MS
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
EV Charging
Loading...
station data
Best Time to Leave
4 AM
3h 40m
★
6 AM
3h 53m
8 AM
4h 19m
10 AM
4h 2m
12 PM
4h 0m
3 PM
4h 4m
5 PM
4h 18m
8 PM
3h 46m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Oxford, MS
Shaun Iwasawa
Trip Overview
Traveling from Winona to Oxford, Mississippi, covers 190.3 miles and takes approximately 3 hours and 53 minutes. Because this journey is manageable in a single day, it works well as a straightforward day trip without the need for an overnight stay. You will spend the vast majority of your time on highways, primarily utilizing I-55, US-84, and Gloster Road. Budgeting around $29 for fuel should comfortably cover your gas needs for the duration of the trip. Both locations reside within the Southeast region, offering a consistent feel as you transition between these Mississippi hubs. Use this route if you prefer a direct, highway-focused drive that gets you to your destination efficiently.
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 .
Drive Character
Expect a highly efficient commute, as 90% of this route is comprised of highway travel. The drive is defined by a significant, uninterrupted 145.6-mile stretch along I-55, which allows for steady, consistent progress behind the wheel. While the interstate dominates the majority of the journey, the transition onto US-84 and Gloster Road provides a shift in pace as you approach your destination. This is essentially a highway-focused drive, prioritizing speed and connectivity over winding backroads. You will find that the road maintains a predictable rhythm, making it an ideal choice for those who want to cover ground quickly.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 18 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 55 is the longest continuous segment at about 145.6 miles.
How Hard Is This Drive?
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.
Route Complexity
5/10
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.
Critical Maneuvers
5 of 14 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
4
0.8 mi into trip
|
~1m in
|
MS 182 / Middleton Road
Turn left onto MS 182 / Middleton Road
Navigation decision point
5
1.8 mi into trip
|
~3m in
|
US 82 / Dr Martin Luther King Jr Boulevard
Turn left onto US 82 / Dr Martin Luther King Jr Boulevard
Lane positioning matters here
Use the none lane.
6
94.7 mi into trip
|
~1h 46m in
|
I 55
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
Toward I 55 South: McComb, New Orleans
5
148.5 mi into trip
|
~2h 44m in
Take the exit toward US 84: South Brookhaven, Natchez
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Toward US 84: South Brookhaven, Natchez
7
148.8 mi into trip
|
~2h 44m in
Keep slight right at fork toward US 84: South Brookhaven, Natchez
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward US 84: South Brookhaven, Natchez
Towns Along This Route
Between Winona, MS and Oxford, MS, road signs point toward New Orleans and Natchez.
New Orleans
94.7 mi in
|
~1h 46m
|
via I 55
Natchez
148.5 mi in
|
~2h 44m
Main Roads
| 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 |
Longest stretch:
I 55
— 145.6 mi, about 2h 38m
Turn-by-Turn Driving Directions
Step-by-step road directions between Winona, MS and Oxford, MS.
1
Start on South Vine Street
78 ft
·
8 sec
·
South Vine Street
2
Turn left onto Summit Street
0.4 mi
·
1 min
·
Summit Street
3
Turn right onto US 51
0.4 mi
·
39 sec
·
North Applegate Street
4
Turn left onto MS 182
1.0 mi
·
1 min
·
Middleton Road
5
Turn left onto US 82
0.7 mi
·
1 min
·
Dr Martin Luther King Jr Boulevard
Use the none lane.
6
Take the exit
0.3 mi
·
46 sec
7
Merge onto I 55
92 mi
·
1 hr 40 min
·
I 55
8
Keep slight left at fork onto I 55
54 mi
·
57 min
·
I 55
Toward I 55 South: McComb, New Orleans
9
Take the exit
0.3 mi
·
35 sec
Toward US 84: South Brookhaven, Natchez
10
Keep slight right at fork
409 ft
·
9 sec
Toward US 84: South Brookhaven, Natchez
11
Merge onto US 84
23 mi
·
26 min
·
US 84
12
Turn left onto MS 184
1.4 mi
·
2 min
·
MS 184
13
Turn left onto US 98
1.9 mi
·
2 min
·
US 98
14
Turn right onto Yap 3 Road
2.6 mi
·
6 min
·
Yap 3 Road
15
Continue on Gloster Road
3.8 mi
·
9 min
·
Gloster Road
16
At end of road, turn right onto Gloster Road
2.8 mi
·
6 min
·
Gloster Road
17
Continue on Oxford-Meadville Road
6.3 mi
·
15 min
·
Oxford-Meadville Road
18
Arrive at destination
Oxford-Meadville Road
Trip Plan
Since this route is a relatively short drive, you have plenty of flexibility in your departure time to avoid heavy traffic. Plan for at least one stop during the 3-hour and 53-minute journey to keep your energy levels up and stretch your legs. Because the longest segment spans 145.6 miles on I-55, ensure your fuel tank is topped off before hitting that stretch to avoid unnecessary stops. Keep a close watch on your navigation as you transition from the interstate onto local roads like Gloster Road, as the turn-off timing is key. Taking advantage of the route's simplicity allows you to focus on an easy, stress-free arrival in Oxford.
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.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 95.1 miles from Winona, MS, or about 1h 46m into the drive.
The longest continuous stretch on this route runs about 145.6 miles.
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.
Before You Leave
+
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.
Your first comfortable stop window is around 80 miles from Winona, MS.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 55 for about 145.6 miles.
Where to Stop
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.
Pacing Suggestions
Fuel and coffee
A short stop after about 80 miles helps settle the day before fatigue starts building.
Meal break
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.
Arriving in Oxford, MS
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.
Fuel & Cost
Regular Gas
$29.09 one way
$58.18 round trip
$3.88/gal
25.4 MPG avg
67 kg CO2
| 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.
Destination
Oxford, MS
Evening in Oxford on Sunday
Local time
7:11 PM
CDT
Current temp
64°F
Unavailable
Live forecast
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
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
Very similar conditions
Both ends of the route are sitting at about the same temperature right now.
Road read
3h 53m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Winona, MS to Oxford, MS covers 190.3 miles and takes about 3h 53m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 55, US 84, Gloster Road. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 95.1 miles from Winona, MS. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $29.09 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. A short stop every 2 to 3 hours is enough for this drive.
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.
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.
Between Winona, MS and Oxford, MS, road signs point toward New Orleans and Natchez.
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