Windsor to Castle Point is 210.5 miles and takes about 4h 15m via Dwight D. Eisenhower Highway, with a fuel budget near $33 and enough daylight to finish in a day. This trip stays within Missouri, traversing the Midwest region. Expect a drive that's mostly on surface roads, offering a more local feel than a pure interstate cruise. With a recommended one-day drive, it's a manageable trip for most drivers looking for a straightforward connection between these two points.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
105.3 miles from Windsor, MO
A natural place for your longest stop of the day
, about 2h 6m into the drive
.
Main Roads
Road
Distance
Duration
Dwight D. Eisenhower Highway
104.9 mi
2h 4m
U.S. Submarine Veterans' Memorial Highway
45.3 mi
48m
US 65
30.3 mi
38m
South Main Street
13.8 mi
20m
I 270
9 mi
11m
Sheriff Roger I. Wilson Memorial Highway
1.9 mi
2m
Highway Patrol Sgt. Benjamin Booth Memorial Highway
1.6 mi
1m
New Halls Ferry Road
0.6 mi
<1m
Longest stretch:
Dwight D. Eisenhower Highway
— 104.9 mi, about 2h 4m
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor, MO and Castle Point, MO.
1
Start on MO 52
14 mi·20 min·South Main Street
2
Turn left onto US 65
30 mi·38 min·US 65
3
Take the exit
0.4 mi·39 sec
Toward I 70 East: Saint Louis
4
Merge onto I 70; US 40
23 mi·24 min·U.S. Submarine Veterans' Memorial Highway
5
Keep slight left at fork onto I 70
22 mi·24 min·U.S. Submarine Veterans' Memorial Highway
6
Continue on I 70; US 40
1.8 mi·2 min·Dwight D. Eisenhower Highway
7
Continue on I 70; US 40
1.6 mi·1 min·Highway Patrol Sgt. Benjamin Booth Memorial Highway
8
Continue on I 70; US 40
1.9 mi·2 min·Sheriff Roger I. Wilson Memorial Highway
9
Continue on I 70; US 40
103 mi·2 hr 2 min·Dwight D. Eisenhower Highway
Use the straight / slight right lanes.
10
Take the exit
0.2 mi·12 sec
Exit 232Toward I 270: Chicago, MemphisUse the slight right lane.
11
Keep slight left at fork
0.5 mi·36 sec
Toward I 270 North: ChicagoUse the slight left lane.
12
Continue on this road
0.2 mi·18 sec·this road
Exit 232Toward I 270 North: Chicago
13
Keep slight left at fork
0.2 mi·14 sec
Toward I 270 North: ChicagoUse the straight lane.
14
Merge onto I 270
9.0 mi·11 min·I 270
Use the straight / slight right lanes.
15
Take the exit
0.3 mi·38 sec
Exit 30Toward AC: New Halls Ferry Road, Old Halls Ferry Road
16
Turn straight onto Pershall Road
0.3 mi·48 sec·Pershall Road
17
Turn right onto MO AC
0.6 mi·57 sec·New Halls Ferry Road
18
Continue on MO AC
0.3 mi·35 sec·Halls Ferry Road
19
Turn left onto Hudson Drive
0.3 mi·1 min·Hudson Drive
20
Turn right onto Edgefield Drive
0.3 mi·1 min·Edgefield Drive
21
Turn left onto Duchess Drive
0.2 mi·56 sec·Duchess Drive
22
Turn left onto Lord Drive
284 ft·12 sec·Lord Drive
23
Arrive at destination
Lord Drive
Trip Plan
Given the 4h 15m estimated drive time, leaving Windsor in the morning is ideal to maximize daylight. The route is mostly surface roads, so plan for a single stop around the halfway point, perhaps near the 100-mile mark, to refuel and stretch. Keep an eye on your fuel gauge, especially as you transition from highway driving to surface roads, as services can be more spread out. With a total cost around $33 for fuel, it's an economical trip, but being aware of your surroundings on the non-highway segments will ensure a smooth arrival in Castle Point.
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 105.3 miles from Windsor, MO, or about 2h 6m into the drive.
The longest continuous stretch on this route runs about 104.9 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 46 miles or 1h in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 105.3 miles or 2h 6m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 26m
Traffic, exits, and arrival timing usually matter more near Castle Point, MO than in the middle of the route.
Before You Leave
+
Open the route before leaving Windsor, MO 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 Windsor, MO
This is one driving day of about 210.5 miles and 4h 15m.
Your first comfortable stop window is around 46 miles from Windsor, MO.
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 Dwight D. Eisenhower Highway for about 104.9 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 14
5 decision points cluster between mile 198.1 and 208.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
198.1 mi into trip|~3h 57m in
Take the exit toward I 270: Chicago, Memphis
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 232
Toward I 270: Chicago, Memphis
7
198.3 mi into trip|~3h 57m in
Keep slight left at fork toward I 270 North: Chicago
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left lane.
Toward I 270 North: Chicago
8
199 mi into trip|~3h 58m in
Keep slight left at fork toward I 270 North: Chicago
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight lane.
Toward I 270 North: Chicago
5
199.2 mi into trip|~3h 58m in|I 270
Merge onto I 270
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
6
208.2 mi into trip|~4h 9m in
Take the exit toward AC: New Halls Ferry Road, Old Halls Ferry Road
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Exit 30
Toward AC: New Halls Ferry Road, Old Halls Ferr...
Fuel & Cost
Regular Gas
$32.91 one way
$65.82 round trip
$3.97/gal25.4 MPG avg74 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$36.13
$72.27
premium
$4.89
$40.51
$81.02
diesel
$5.61
$46.48
$92.95
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$33
Meals
$25–$50
Total
$58–$83
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 73.7 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $22 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
63.2
0
$22.10
$10.10
Efficient EV
52.6
0
$18.42
$8.42
EV Truck/SUV
84.2
1
$29.47
$13.47
Gas CO2
74 kg
EV CO2
25 kg (66% 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.
Forecast as of Apr 20, 2026
Origin
Windsor, MO
Late night
in Windsor on Tuesday
Local time
5:17 AM
CDT
Current temp
67°F
Unavailable
Live forecast
Destination
Castle Point, MO
Late night
in Castle Point on Tuesday
Local time
5:17 AM
CDT
Current temp
72°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
5 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
4h 15m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
Gateway Arch National Park
National Park
Gateway Arch National Park commemorates President Jefferson’s vision of a continental nation, the individuals and cultural groups who helped shape its history, St. Louis’ role in westward expansion, a...
10 mi from route
~24 min detour
$19
near mile 210.5
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This 210.5-mile route is primarily surface roads, with only 19% on highways. You'll encounter the longest continuous highway stretch at 104.9 miles on the Dwight D. Eisenhower Highway. After this highway section, be prepared for a change to slower, more local roads. The profile suggests frequent intersections and lower speed limits for a significant portion of your drive.
Only 19% highway — the rest is turn-by-turn surface driving.
23 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 104.9 mi on Dwight D. Eisenhower Highway.
How Hard Is This Drive?
8/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 198.1 miles in.
Driving Effort8/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 14 significant decision points across 210.5 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: at 198.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 198.3 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 199 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from Windsor, MO to Castle Point, MO, road signs begin pointing toward Memphis along the way.
Memphis
198.1 mi in|~3h 57m
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 4h 15m. Total distance: 210.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
4h 15m drive, comfortable solo distance.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 104.9 miles on Dwight D. Eisenhower Highway. The full list of main roads is in the Roads section above.
Yes — we found about 21 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Castle Point, MO before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. There are 21 rest areas along the route for bathroom stops.
The main spots that need attention: at 198.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 198.3 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 199 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes — Gateway Arch National Park. See the National Parks section for detour distances and tips on detours.
Possible but tiring. At 4.3 hours each way, an in-and-out day trip would put you behind the wheel for 8.5 hours — manageable with a long break at Castle Point, MO, but most travelers stay overnight.
