The drive from Castle Point, MO to Oakland, MO covers 169.8 miles and takes about 3h 27m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Henry Shaw Ozark Corridor, MO N, Police Officer Ernest M. Brockman Sr. Memorial Highway for much of the mileage,
and the overall profile is turn-heavy local drive.
The longest uninterrupted segment is about 136.9 miles on Henry Shaw Ozark Corridor.
At current regular gas prices, budget about $26.55 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
84.9 miles from Castle Point, MO
A natural place for your longest stop of the day
, about 1h 43m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 3h 27m. Total distance: 169.8 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a 3h 27m drive with frequent turns across 169.8 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 22 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Henry Shaw Ozark Corridor is the longest continuous segment at about 136.9 miles.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive. The trickiest moment comes around 0.5 miles in near Chambers Road.
Driving Effort2/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Castle Point, MO to Oakland, MO is easy. At 3h 27m with 1% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
The main spots that need attention: at 0.5 miles (Chambers Road): Navigation decision point; at 12.1 miles: Lane positioning matters here; at 156.2 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 13 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
4
0.5 mi into trip|~1m in|Chambers Road
At end of road, turn right onto Chambers Road
Navigation decision point
6
12.1 mi into trip|~23m in
Take the ramp toward I 44 West
Lane positioning matters here
Use the right lane.
Toward I 44 West
6
156.2 mi into trip|~3h 1m in
Take the exit toward MO N, MO T: Stoutland
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Exit 140
Toward MO N, MO T: Stoutland
5
156.5 mi into trip|~3h 2m in|MO N; MO T
Turn left onto MO N; MO T
Navigation decision point
5
156.7 mi into trip|~3h 2m in|US Historic 66; MO N
At end of road, turn left onto US Historic 66; MO N
Navigation decision point
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Castle Point, MO and Oakland, MO, road signs point toward Mo N and Mo T: Stoutland.
Mo N
156.2 mi in|~3h 1m
Mo T: Stoutland
156.2 mi in|~3h 1m
Main Roads
Road
Distance
Duration
Henry Shaw Ozark Corridor
136.9 mi
2h 29m
MO N
8.3 mi
14m
Police Officer Ernest M. Brockman Sr. Memorial Highway
3.5 mi
4m
Jennings Station Road
3.3 mi
6m
North Skinker Boulevard
2.8 mi
5m
Police Officer Robert Stanze Memorial Highway
2.7 mi
3m
MO B
2 mi
4m
MO 32
1.9 mi
3m
Longest stretch:
Henry Shaw Ozark Corridor
— 136.9 mi, about 2h 29m
Turn-by-Turn Driving Directions
Step-by-step road directions between Castle Point, MO and Oakland, MO.
1
Start on Lord Drive
0.5 mi·1 min·Lord Drive
2
At end of road, turn right onto Chambers Road
0.4 mi·39 sec·Chambers Road
3
Turn left onto MO AC
1.6 mi·2 min·Halls Ferry Road
4
Turn right onto Jennings Station Road
3.3 mi·6 min·Jennings Station Road
5
Continue on Kienlen Avenue
1.6 mi·2 min·Kienlen Avenue
6
Continue on North Skinker Boulevard
2.8 mi·5 min·North Skinker Boulevard
7
Continue on McCausland Avenue
1.6 mi·2 min·McCausland Avenue
8
Turn left onto Arsenal Street
0.2 mi·39 sec·Arsenal Street
9
Turn right onto Jamieson Avenue
0.1 mi·15 sec·Jamieson Avenue
10
Take the ramp
0.2 mi·14 sec
Toward I 44 WestUse the right lane.
11
Merge onto I 44
0.7 mi·54 sec·Officer Michael Barwick Memorial Highway
12
Continue on I 44
2.7 mi·3 min·Police Officer Robert Stanze Memorial Highway
13
Continue on I 44
3.5 mi·4 min·Police Officer Ernest M. Brockman Sr. Memorial Highway
14
Continue on I 44; US 50
137 mi·2 hr 29 min·Henry Shaw Ozark Corridor
Use the straight / slight right lanes.
15
Take the exit
0.3 mi·39 sec
Exit 140Toward MO N, MO T: Stoutland
16
Turn left onto MO N; MO T
0.2 mi·23 sec·MO N; MO T
17
At end of road, turn left onto US Historic 66; MO N
1.1 mi·2 min·US Historic 66; MO N
18
Turn right onto MO N
8.1 mi·14 min·MO N
19
At end of road, turn right onto MO 32
1.9 mi·3 min·MO 32
20
Turn left onto MO B
2.0 mi·4 min·MO B
21
Turn right onto Evanston Road
172 ft·7 sec·Evanston Road
22
Arrive at destination
Evanston Road
Trip Plan
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 84.9 miles from Castle Point, MO, or about 1h 43m into the drive.
The longest continuous stretch on this route runs about 136.9 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 37 miles or 51m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 84.9 miles or 1h 43m 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 43m
Traffic, exits, and arrival timing usually matter more near Oakland, MO than in the middle of the route.
Before You Leave
+
Open the route before leaving Castle Point, 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 Castle Point, MO
This is one driving day of about 169.8 miles and 3h 27m.
Your first comfortable stop window is around 37 miles from Castle Point, 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 Henry Shaw Ozark Corridor for about 136.9 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 84.9 mi from Castle Point, MO
· 1h 43m into the drive
Place data sourced from public business listings. Hours and availability may vary.
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...
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $18 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
50.9
0
$17.83
$8.15
Efficient EV
42.5
0
$14.86
$6.79
EV Truck/SUV
67.9
0
$23.77
$10.87
Gas CO2
59 kg
EV CO2
20 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 15, 2026
Origin
Castle Point, MO
Late night
in Castle Point on Saturday
Local time
5:31 AM
CDT
Current temp
58°F
Unavailable
Live forecast
Destination
Oakland, MO
Late night
in Oakland on Saturday
Local time
5:31 AM
CDT
Current temp
57°F
Unavailable
Live forecast
74°F
Washington, MO
85 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
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
1 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
3h 27m 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 Castle Point, MO to Oakland, MO covers 169.8 miles and takes about 3h 27m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Henry Shaw Ozark Corridor, MO N, Police Officer Ernest M. Brockman Sr. Memorial Highway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 84.9 miles from Castle Point, MO. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $26.55 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.
The drive from Castle Point, MO to Oakland, MO is easy. At 3h 27m with 1% highway, most drivers will find it relaxed and low-stress.
The main spots that need attention: at 0.5 miles (Chambers Road): Navigation decision point; at 12.1 miles: Lane positioning matters here; at 156.2 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.
Between Castle Point, MO and Oakland, MO, road signs point toward Mo N and Mo T: Stoutland.
Yes. Nearby national parks include Gateway Arch National Park.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, NREL for EV charging, and NPS for national parks. See our methodology for refresh cadence and limitations.
