How far is Castle Point, MO from Winona, MO?
The driving distance from Castle Point, MO to Winona, MO is about 194.1 miles (312.3 km), with a travel time of about 04h 03m by car.
- The straight-line flight distance is about 134.3 miles (216.1 km).
- For a round trip, plan for roughly 08h 07m 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 03m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
City in and the county seat of Madison County, Missouri, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Castle Point and Winona.
Turn-by-Turn Driving Directions
Step-by-step road directions between Castle Point and Winona.
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1
Start on Lord Drive
2556 ft · 2 min · Lord Drive
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2
At the end of the road, turn right onto Chambers Road
2011 ft · 40 sec · Chambers Road
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3
Turn left onto Halls Ferry Road
2 mi · 3 min · Halls Ferry Road
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4
Enter the roundabout and take exit 3 toward Halls Ferry Circle
142 m · 10 sec · Halls Ferry Road
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5
Exit the rotary onto Halls Ferry Road
1.4 km · 2 min · Halls Ferry Road
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6
Turn slight right onto North Broadway
2 mi · 5 min · North Broadway
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7
Turn right onto Carrie Avenue
960 ft · 35 sec · Carrie Avenue
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8
Take the ramp straight toward I 70 East
1011 ft · 16 sec
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9
Merge slight left onto Mark Twain Expressway
1.4 mi · 2 min · Mark Twain Expressway
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10
Continue on Andy Gammon Memorial Highway
1.5 mi · 2 min · Andy Gammon Memorial Highway
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11
Keep slight left to continue on Third Street Expressway
2 mi · 3 min · Third Street Expressway
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12
Continue on Ozark Expressway
1.4 km · 1 min · Ozark Expressway
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13
Keep slight left to continue on Ozark Expressway
13.2 mi · 17 min · Ozark Expressway
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14
Continue on Officer Thomas G. Smith, Jr. Memorial Highway
1.8 mi · 2 min · Officer Thomas G. Smith, Jr. Memorial Highway
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15
Continue on Police Officer Steven Jarvis Memorial Highway
18.3 mi · 20 min · Police Officer Steven Jarvis Memorial Highway
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16
Take the exit slight right toward US 67 South: Farmington, Poplar Bluff
914 ft · 20 sec
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17
Keep slight left
729 ft · 18 sec
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18
Enter the roundabout and take exit 1 toward the route
9 m · 1 sec
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19
Exit the roundabout
81.4 mi · 1 hr 34 min
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20
Take the exit slight right
842 ft · 21 sec
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21
Turn right
36 m · 3 sec
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22
Turn right
13.4 mi · 20 min
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23
Continue on North Main Street
25.8 mi · 37 min · North Main Street
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24
Turn right
26.9 mi · 32 min
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25
Turn right
1.2 km · 1 min
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26
Turn right
23 m · 2 sec
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27
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Castle Point and Winona.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
US 67 South
Exit the roundabout
81.4 mi · 01h 34m
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.
Sunny leaving Castle Point and Sunny near Winona.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Castle Point to Winona?
The road trip is about 194.1 miles (312.3 km) and usually takes 04h 03m 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?
Fredericktown is a useful midpoint, sitting about 97.1 miles from Castle Point and 97 miles from Winona.
How much longer is the road route than the straight-line distance?
The direct path is about 134.3 miles (216.1 km), while the road route adds roughly 59.8 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 8:52 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $25.83 one way or $51.66 round trip. Estimated CO2 is about 60.9 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Castle Point and Sunny near Winona.
Stop Ideas Near Fredericktown
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 Fredericktown.
Poplar Bluff
Carbondale station
Du Quoin
Kirkwood
Flight Path Map
This map shows the direct air route between Castle Point and Winona. Straight-line distance: 134.28 mi (216.1 km).
#1 Castle Point
A census-designated place in Jefferson County, Missouri.
| Population | 90,070 |
| Coordinates | 38.7581100, -90.2481700 |
| Altitude | 152 |
| Country | United States |
#2 Winona
City in Missouri, United States
| Population | 1,296 |
| Coordinates | 37.0097700, -91.3234700 |
| Altitude | 284 |
| Country | United States |
End: Winona (-91.32347, 37.00977)
Estimated Travel Time
Distance: 312 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 27m |
| 40 mph (64.37 km/h) | 04h 51m |
| 50 mph (80.47 km/h) | 03h 52m |
| 60 mph (96.56 km/h) | 03h 14m |
| 70 mph (112.65 km/h) | 02h 46m |
| 80 mph (129 km/h) | 02h 25m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $25.83 | $51.66 |
| Mid-grade | $4.25 | $29.13 | $58.27 |
| Premium | $4.65 | $31.88 | $63.76 |
| Diesel | $5.30 | $36.33 | $72.66 |
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 Missouri · Apr 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.