Greenfield to Castle Point is 258 miles and takes about 5 hours 5 minutes via Payne Stewart Highway and US 160, with a fuel budget near $41 and enough daylight to finish in a day. This trip stays within Missouri, connecting two points in the Midwest region. With a mostly surface road profile, expect a more relaxed pace compared to interstate travel. It's a solid choice if you prefer to see more of the local landscape and aren't in a rush to get across the state.
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
129 miles from Greenfield, MO
A natural place for your longest stop of the day
, about 2h 32m into the drive
.
Main Roads
Road
Distance
Duration
Payne Stewart Highway
201.3 mi
3h 39m
N Grand Street
31 mi
42m
US 160
5.5 mi
7m
Police Officer Ernest M. Brockman Sr. Memorial Highway
3.5 mi
4m
Jennings Station Road
3.3 mi
6m
South Skinker Boulevard
2.8 mi
5m
Police Officer Robert Stanze Memorial Highway
2.7 mi
3m
Halls Ferry Road
1.6 mi
2m
Longest stretch:
Payne Stewart Highway
— 201.3 mi, about 3h 39m
Traffic on I-44
Hour-of-day weekday pattern from 44 FHWA count stations on your route.
Peak
4 PM
~2,437 veh/hr typical
· worst 3,103
Quietest
2 AM
~188 veh/hr
Peak-to-quiet ratio
13×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 105 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenfield, MO and Castle Point, MO.
1
Start on South Allison Avenue
0.3 mi·1 min·South Allison Avenue
2
At end of road, turn left onto Talbutt Street
183 ft·10 sec·Talbutt Street
3
Turn right onto Lilly Street
0.2 mi·49 sec·Lilly Street
4
Turn right onto US 160
31 mi·42 min·N Grand Street
5
Enter roundabout onto US 160
95 ft·3 sec·US 160
6
Continue on US 160
0.6 mi·47 sec·US 160
7
Enter roundabout onto US 160
128 ft·4 sec·US 160
8
Continue on US 160
1.3 mi·1 min·US 160
9
Enter roundabout onto US 160
110 ft·4 sec·US 160
10
Continue on US 160
3.6 mi·4 min·US 160
11
Take the ramp
0.3 mi·39 sec
12
Merge onto I 44
201 mi·3 hr 39 min·Payne Stewart Highway
Use the straight / slight right lanes.
13
Continue on I 44; US 50
3.5 mi·4 min·Police Officer Ernest M. Brockman Sr. Memorial Highway
Use the straight / slight right lanes.
14
Continue on I 44
2.7 mi·3 min·Police Officer Robert Stanze Memorial Highway
15
Continue on I 44
0.6 mi·47 sec·Officer Michael Barwick Memorial Highway
16
Take the exit
0.1 mi·13 sec
Exit 284Toward Jamieson AvenueUse the slight right lane.
17
Keep slight left at fork
227 ft·6 sec
Toward Jamieson Avenue
18
Turn left onto Jamieson Avenue
0.3 mi·46 sec·Jamieson Avenue
Use the left / straight lanes.
19
At end of road, turn left onto Arsenal Street
0.2 mi·37 sec·Arsenal Street
20
Turn right onto McCausland Avenue
1.6 mi·2 min·McCausland Avenue
21
Continue on South Skinker Boulevard
2.8 mi·5 min·South Skinker Boulevard
Use the left lane.
22
Continue on Kienlen Avenue
1.6 mi·2 min·Kienlen Avenue
23
Continue on Jennings Station Road
3.3 mi·6 min·Jennings Station Road
Use the straight / left lanes.
24
Turn left onto Halls Ferry Road
1.6 mi·2 min·Halls Ferry Road
Use the left lane.
25
Turn right onto Chambers Road
0.4 mi·38 sec·Chambers Road
26
Turn left onto Lord Drive
0.5 mi·1 min·Lord Drive
27
Arrive at destination
Lord Drive
Trip Plan
Given the 5-hour duration, leaving Greenfield in the morning should allow you to arrive in Castle Point with plenty of daylight to spare. Plan for one stop to break up the drive, especially since the longest stretch is over 200 miles. Keep an eye on your fuel gauge, with an estimated cost of $41 for this trip. Since it's a single-day drive, you have the flexibility to adjust your departure time or stop duration as needed.
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 129 miles from Greenfield, MO, or about 2h 32m into the drive.
The longest continuous stretch on this route runs about 201.3 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 57 miles or 1h 14m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 129 miles or 2h 32m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 2m
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 Greenfield, 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 Greenfield, MO
This is one driving day of about 258 miles and 5h 5m.
Your first comfortable stop window is around 57 miles from Greenfield, 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 Payne Stewart Highway for about 201.3 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 16
5 decision points cluster between mile 0.3 and 245.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
0.3 mi into trip|~1m in|Talbutt Street
At end of road, turn left onto Talbutt Street
Navigation decision point
5
0.3 mi into trip|~1m in|Lilly Street
Turn right onto Lilly Street
Navigation decision point
5
37.3 mi into trip|~52m in|I 44 / Payne Stewart Highway
Merge onto I 44 / Payne Stewart Highway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
7
245.6 mi into trip|~4h 41m in
Take the exit toward Jamieson Avenue
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 284
Toward Jamieson Avenue
6
245.7 mi into trip|~4h 41m in
Keep slight left at fork toward Jamieson Avenue
Highway fork - watch signs carefully
Toward Jamieson Avenue
Fuel & Cost
Regular Gas
$43.04 one way
$86.07 round trip
$4.24/gal25.4 MPG avg90 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.61
$46.78
$93.55
premium
$5.26
$53.42
$106.84
diesel
$6.18
$62.76
$125.53
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$43
Meals
$25–$50
Total
$68–$93
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 90.3 kg one way.
Prices: EIA weekly data, 2026-10-12.
Driving Electric?
About $27 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
77.4
0
$27.09
$12.38
Efficient EV
64.5
0
$22.58
$10.32
EV Truck/SUV
103.2
1
$36.12
$16.51
Gas CO2
90 kg
EV CO2
30 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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 Oct 18, 2026
Origin
Greenfield, MO
Morning
in Greenfield on Monday
Local time
6:58 AM
CDT
Current temp
71°F
Sunny
S 6 to 9 mph0% chanceLive forecast
Destination
Castle Point, MO
Morning
in Castle Point on Monday
Local time
6:58 AM
CDT
Current temp
70°F
Sunny
S 0 to 7 mph0% chanceLive forecast
79°F
Cuba, MO
129 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
5h 5m 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...
6 mi from route
~16 min detour
$19
near mile 249.1
Wilson's Creek was the first major Civil War battle fought west of the Mississippi River, and where the first Union general was killed in action. The costly Southern victory on August 10, 1861, focuse...
11 mi from route
~28 min detour
Free
near mile 35.6
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
You'll spend most of your time on surface roads, with highways making up about 2 of the total mileage. The longest continuous stretch on Payne Stewart Highway is 201.3 miles, so you can settle in for a significant period without major changes. Expect a good amount of rural cruising as you traverse the state on these primary routes.
Only 2% highway — the rest is turn-by-turn surface driving.
27 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 201.3 mi on Payne Stewart Highway.
How Hard Is This Drive?
5/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. You will hit about 16 points where you need to pay attention to lane position or signs. The trickiest moment comes around 0.3 miles in near Talbutt Street.
Driving Effort5/10
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 258 miles you will encounter 16 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 0.3 miles (Talbutt Street): Navigation decision point; at 0.3 miles (Lilly Street): Navigation decision point; at 37.3 miles (I 44 / Payne Stewart Highway): Merge point - match speed before joining. Lane positioning matters here.
Doable as a same-day drive at 5h 5m. Total distance: 258 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 5m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (2%). Some complex stretches to watch for.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 201.3 miles on Payne Stewart Highway. The full list of main roads is in the Roads section above.
Yes — we found about 23 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.
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 23 rest areas along the route for bathroom stops.
The main spots that need attention: at 0.3 miles (Talbutt Street): Navigation decision point; at 0.3 miles (Lilly Street): Navigation decision point; at 37.3 miles (I 44 / Payne Stewart Highway): Merge point - match speed before joining. Lane positioning matters here.
Yes — Gateway Arch National Park and Wilson's Creek National Battlefield. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 5.1 hours each way, a round trip means 10.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Castle Point, MO before the return drive.
