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Trip from Kansas City, MO to Winona, MO

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Jun 3, 2026 · Editorial standards

Drive Time

5h 46m

Distance

292.9 mi

471 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$49

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 40 min
4 AM
5h 33m ★
6 AM
5h 46m
8 AM
6h 13m
10 AM
5h 55m
12 PM
5h 53m
3 PM
5h 57m
5 PM
6h 11m
8 PM
5h 38m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

city in Missouri, United States, that is one of two county seats of Jackson County and the largest city in Missouri

Kansas City, MO

Wikimedia Commons

Downtown Winona, MO, MO

Winona, MO

Mikhail Nilov

Trip Overview

Kansas City, MO to Winona, MO is 292.9 miles and takes about 5h 46m via US 60 and MO 7, with a fuel budget near $46 and enough daylight to finish in a day. This drive stays within Missouri, taking you from the Midwest region into a more rural part of the state. It's a straightforward route that makes for a solid day trip or a good starting point for further exploration. Most of the driving is on highways, so you can expect a relatively consistent pace for much of the way.

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

146.4 miles from Kansas City, MO

A natural place for your longest stop of the day , about 2h 51m into the drive .

Main Roads

Road Distance Duration
US 60 116.9 mi 2h 17m
MO 13 68 mi 1h 19m
MO 7 55.6 mi 1h 4m
Bruce R. Watkins Drive 37.3 mi 44m
Schoolcraft Freeway 8.3 mi 10m
Payne Stewart Highway 4.3 mi 5m
MO 19 0.7 mi 1m
Charlotte Street 0.3 mi <1m
Longest stretch: US 60 — 116.9 mi, about 2h 17m

Turn-by-Turn Driving Directions

Step-by-step road directions between Kansas City, MO and Winona, MO.

1

Start on Oak Street

20 ft · 4 sec · Oak Street
2

Turn right onto East 12th Street

0.2 mi · 42 sec · East 12th Street
3

Turn right onto Charlotte Street

0.3 mi · 41 sec · Charlotte Street
4

Turn left onto East Truman Road

395 ft · 11 sec · East Truman Road
5

Turn right onto Campbell Street

68 ft · 1 sec · Campbell Street
6

Take the ramp

0.2 mi · 27 sec
Toward US 71 South: Joplin
7

Merge onto US 71

37 mi · 44 min · Bruce R. Watkins Drive
Use the straight / slight right lanes.
8

Take the exit onto MO 7

0.2 mi · 19 sec · MO 7
Exit 157 Toward MO 7 South: Clinton
9

Turn slight left onto MO 7

55 mi · 1 hr 3 min · MO 7
Exit 157 Toward MO 7 South: Clinton Use the left lane.
10

Continue on MO 13

68 mi · 1 hr 19 min · MO 13
Use the straight / right lanes.
11

Take the exit

0.2 mi · 23 sec
Toward I 44 East: Rolla, Saint Louis
12

Merge onto I 44

4.3 mi · 5 min · Payne Stewart Highway
13

Take the exit

0.4 mi · 49 sec
Exit 82A Toward US 65 South: Branson
14

Merge onto US 65

8.3 mi · 10 min · Schoolcraft Freeway
15

Take the exit

0.2 mi · 52 sec
Toward US 60 East: Cabool
16

Merge onto US 60

82 mi · 1 hr 35 min · US 60
17

Keep slight left at fork onto US 60

35 mi · 41 min · US 60
Toward US 60 East: Mountain View, Poplar Bluff
18

Turn left onto MO 19

0.7 mi · 1 min · MO 19
19

Turn right onto MO H

74 ft · 2 sec · MO H
20

Arrive at destination

MO H

Trip Plan

To make the most of this 5h 46m drive, consider leaving Kansas City in the morning to give yourself ample daylight. With a total distance of 292.9 miles, you can comfortably complete this trip in one day, but don't hesitate to stop if you need a break. The longest stretch is over 116 miles, so plan for a longer stop before or after that segment if needed. Keep an eye on your fuel gauge, especially as you get closer to Winona, as services might be more spread out on the latter half of MO 7.

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 146.4 miles from Kansas City, MO, or about 2h 51m into the drive.
The longest continuous stretch on this route runs about 116.9 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 64 miles or 1h 16m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 146.4 miles or 2h 51m 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 43m

Traffic, exits, and arrival timing usually matter more near Winona, MO than in the middle of the route.

Before You Leave

+

Open the route before leaving Kansas City, 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 Kansas City, MO

This is one driving day of about 292.9 miles and 5h 46m.

Your first comfortable stop window is around 64 miles from Kansas City, 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 US 60 for about 116.9 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Downtown Fair Grove, MO, MO

Mid-route town

Meal stop

Fair Grove, MO

146 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

Adrian, MO

Fuel and coffee

A short stop after about 64 miles helps settle the day before fatigue starts building.

Fair Grove, MO

Meal break

The midpoint is around 146.4 miles from Kansas City, MO, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before US 60 if your tank is already low. That segment runs about 116.9 miles.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop

Pokesan - Poke Bowls, Dumplings & More

4.6 ★ ★ ★ ★ ★

Kansas City, Missouri

Near the start, right off the route

0.3 mi from route ~1 min detour $10 to $20

Hours: 11 am–9 pm

+18167016120

Visit website

Dott Boss

4.4 ★ ★ ★ ★ ☆

Kansas City, Missouri

0.3 mi

Black Garlic Restaurant & Rum Bar

4.5 ★ ★ ★ ★ ★

Kansas City, Missouri

2.7 mi

Best coffee break

Vietnam Cafe

4.7 ★ ★ ★ ★ ★

Kansas City, Missouri

Near the start, right off the route

0.7 mi from route ~2 min detour $10 to $20

Hours: 10 am–8 pm

+18164724888

Visit website

Asian Cafe

4.8 ★ ★ ★ ★ ★

Kansas City, Missouri

0.6 mi

Core Coffee & Eatery

4.8 ★ ★ ★ ★ ★

Kansas City, Missouri

1.4 mi

Pokesan - Poke Bowls, Dumplings & More

4.6 ★ ★ ★ ★ ★

Near the start, right off the route

0.3 mi from route ~1 min detour $10 to $20

Kansas City, Missouri

Hours: 11 am–9 pm

+18167016120

Visit website

Dott Boss

4.4 ★ ★ ★ ★ ☆

Near the start, right off the route

0.3 mi from route ~1 min detour $20 to $30

Kansas City, Missouri

Hours: 6:30 am–12 pm

+18162838000

Visit website

Black Garlic Restaurant & Rum Bar

4.5 ★ ★ ★ ★ ★

Near the start, short detour

2.7 mi from route ~7 min detour Moderately

Kansas City, Missouri

Hours: 5–9 pm

+18162146939

Visit website

Chef Tito´s Mexican Restaurant & Cantina

4.3 ★ ★ ★ ★ ☆

Near the start, short detour

2.7 mi from route ~7 min detour $10 to $20

North Kansas City, Missouri

Hours: 4–9 pm

+18168414700

Visit website

Cantonese Kitchen

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.6 mi from route ~6 min detour $10 to $20

Springfield, Missouri

Hours: 10:30 am–10 pm

+14177715621

TAILLEUR RESTAURANT

4.7 ★ ★ ★ ★ ★

Near the start, short detour

3.1 mi from route ~8 min detour $50 to $10

Kansas City, Missouri

Hours: 5–9 pm

+18164427042

Visit website

Chappell's Restaurant & Sports Museum

4.3 ★ ★ ★ ★ ☆

Near the start, short detour

2.9 mi from route ~7 min detour $10 to $20

Kansas City, Missouri

Hours: 11 am–9 pm

+18164210002

Visit website

Wolcano Teppanyaki

4.3 ★ ★ ★ ★ ☆

Near the start, short detour

3.1 mi from route ~8 min detour $10 to $20

North Kansas City, Missouri

Hours: 11 am–9 pm

+18168281200

Visit website

Vietnam Cafe

4.7 ★ ★ ★ ★ ★

Near the start, right off the route

0.7 mi from route ~2 min detour $10 to $20

Kansas City, Missouri

Hours: 10 am–8 pm

+18164724888

Visit website

Asian Cafe

4.8 ★ ★ ★ ★ ★

Near the start, right off the route

0.6 mi from route ~1 min detour $10 to $20

Kansas City, Missouri

Hours: 11 am–9 pm

+18168943988

Visit website

Core Coffee & Eatery

4.8 ★ ★ ★ ★ ★

Near the start, short detour

1.4 mi from route ~4 min detour $10 to $20

Kansas City, Missouri

Hours: 7 am–4 pm

+18162875027

Visit website

Westport Cafe

4.7 ★ ★ ★ ★ ★

Near the start, short detour

3.3 mi from route ~8 min detour Moderately

Kansas City, Missouri

Hours: 4 pm–12 am

+18169314740

Visit website

Jerusalem Cafe

4.6 ★ ★ ★ ★ ★

Near the start, short detour

3.3 mi from route ~8 min detour $10 to $20

Kansas City, Missouri

Hours: 11 am–3 pm

+18164428655

Visit website

Equal Minded Cafe KC

4.8 ★ ★ ★ ★ ★

Near the start, ~9 min detour

3.6 mi from route ~9 min detour $10 to $20

Kansas City, Missouri

Hours: 8 am–4 pm

+18169339626

Visit website

Cafe Trio

4.6 ★ ★ ★ ★ ★

Near the start, ~10 min detour

3.9 mi from route ~10 min detour Expensive

Kansas City, Missouri

Hours: 4–9 pm

+18167563227

Visit website

Dynamic Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, right off the route

Halfway reset 0.1 mi from route

Springfield, Missouri

+18332172197

Visit website

ChargePoint Charging Station

4.9 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 1.1 mi from route ~3 min detour

Springfield, Missouri

Hours: Open 24 hours

+18887584389

Visit website

Tesla Supercharger

4.7 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.4 mi from route ~6 min detour

Springfield, Missouri

Hours: Open 24 hours

Visit website

Tesla Supercharger

4.8 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.5 mi from route ~6 min detour

Springfield, Missouri

Hours: Open 24 hours

+18777983752

Visit website

Mercedes-Benz Charging Station

4.4 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Halfway reset 2.7 mi from route ~7 min detour

Springfield, Missouri

Hours: Open 24 hours

+18887584389

Visit website

EV Connect Charging Station

3.2 ★ ★ ★ ☆ ☆

Around the midpoint, short detour

Early stretch 3.1 mi from route ~8 min detour

Osceola, Missouri

+18888074522

Visit website

Tesla Destination Charger

5.0 ★ ★ ★ ★ ★

Around the midpoint, ~11 min detour

Halfway reset 4.3 mi from route ~11 min detour

Springfield, Missouri

Hours: Open 24 hours

+14178321515

Visit website

ChargePoint Charging Station

3.2 ★ ★ ★ ☆ ☆

Around the midpoint, ~10 min detour

Halfway reset 4 mi from route ~10 min detour

Springfield, Missouri

Hours: Open 24 hours

+18887584389

Visit website

Love's Travel Stop

0.1 mi from route

Garden Inn Truck Plaza

0.1 mi from route

Love's Travel Stop

0.1 mi from route

Pilot Travel Center

0.1 mi from route

Flying J Travel Center

0.2 mi from route

TA Express

0.2 mi from route

Sapp Brothers Travel Center

0.2 mi from route

QuikTrip

0.2 mi from route

Buc-ee's

2.4 mi from route

Club 60 Steakhouse

4.6 ★ ★ ★ ★ ★

Later in the drive, right off the route

Final third 0.2 mi from route $20 to $30

Mountain Grove, Missouri

Hours: 4–9 pm

+14179269954

Money Museum

4.6 ★ ★ ★ ★ ★

Near the start, short detour

1.7 mi from route ~4 min detour

Kansas City, Missouri

Hours: 9:30 am–4 pm

+18168812683

Visit website

Meadowmere Park

4.5 ★ ★ ★ ★ ★

Near the start, ~10 min detour

First break 4.1 mi from route ~10 min detour

Grandview, Missouri

Hours: 6 am–10 pm

+18163164888

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 17

5 decision points cluster between mile 0 and 257.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0 mi into trip | ~0m in | East 12th Street

Turn right onto East 12th Street

Navigation decision point

5
0.6 mi into trip | ~1m in | Campbell Street

Turn right onto Campbell Street

Navigation decision point

5
0.8 mi into trip | ~2m in | US 71 / Bruce R. Watkins Drive

Merge onto US 71 / Bruce R. Watkins Drive

Merge point - match speed before joining. Lane positioning matters here

Use the straight / slight right lanes.
5
38.1 mi into trip | ~46m in | MO 7

Take the exit onto MO 7 toward MO 7 South: Clinton

Exit ramp - move to the correct lane early

Exit 157 Toward MO 7 South: Clinton
6
257.4 mi into trip | ~5h 3m in | US 60

Keep slight left at fork onto US 60 toward US 60 East: Mountain View, Poplar Bluff

Highway fork - watch signs carefully. Multiple destination signs - pick the right one

Toward US 60 East: Mountain View, Poplar Bluff

Fuel & Cost

Regular Gas

$48.70 one way

$97.40 round trip

$4.22/gal 25.4 MPG avg 103 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.60 $53.04 $106.09
premium $5.18 $59.77 $119.54
diesel $5.35 $61.69 $123.39

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$49

Meals

$25–$50

Total

$74–$99

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 102.5 kg one way. Prices: EIA weekly data, 2026-06-01.

Driving Electric?

About $31 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 87.9 1 $30.75 $14.06
Efficient EV 73.2 0 $25.63 $11.72
EV Truck/SUV 117.2 1 $41.01 $18.75

Gas CO2

102 kg

EV CO2

34 kg (67% less)

Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.

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 May 31, 2026

Origin

Kansas City, MO

Afternoon in Kansas City on Wednesday

Local time

3:38 PM

CDT

Current temp

66°F

Chance Showers And Thunderstorms

E 7 mph 51% chance Live forecast

Flood Warning

Flood Warning issued May 30 at 8:34PM CDT until June 1 at 5:08PM CDT by NWS Kansas City/Pleasant Hill MO

Flood Warning

Flood Warning issued May 30 at 8:23PM CDT until June 1 at 7:00PM CDT by NWS St Louis MO

Destination

Winona, MO

Afternoon in Winona on Wednesday

Local time

3:38 PM

CDT

Current temp

64°F

Mostly Cloudy

E 2 mph 11% chance Live forecast

Flood Warning

Flood Warning issued May 30 at 8:34PM CDT until June 1 at 5:08PM CDT by NWS Kansas City/Pleasant Hill MO

Flood Warning

Flood Warning issued May 30 at 8:23PM CDT until June 1 at 7:00PM CDT by NWS St Louis MO

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

2 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 46m 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.

Wilson's Creek National Battlefield

Wilson's Creek National Battlefield

National Battlefield

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...

12 mi from route ~29 min detour Free near mile 171.7
Caution: BE AWARE OF HIGH-WATER DANGER
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

What kind of drive is this?

You'll spend about 85% of this 292.9-mile trip on highways, which means smooth sailing for most of the drive. The longest stretch without needing to navigate significant turns or exits is 116.9 miles along US 60. As you move away from the larger highways and onto roads like MO 13 and MO 7, expect more rural cruising with fewer exits. This transition from highway to surface roads is gradual and doesn't involve any dramatic changes in driving conditions.

85% highway — fuel and pacing are the main things to plan.
20 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 116.9 mi on US 60.

How Hard Is This Drive?

7/10

This is a straightforward highway drive that stays mostly on US 60 and MO 13. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near East 12th Street.

Driving Effort 7/10

Demanding - plan breaks and stay ahead of the key maneuvers

Balances navigation complexity with total wheel time.

This is a demanding drive. With 17 significant decision points across 292.9 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: near the start (East 12th Street): Navigation decision point; at 0.6 miles (Campbell Street): Navigation decision point; at 0.8 miles (US 71 / Bruce R. Watkins Drive): Merge point - match speed before joining. Lane positioning matters here.

Elevation Profile

Gently rolling terrain

1,651 ft 746 ft

Total Climb

1,060 ft

Total Descent

1,029 ft

Highest Point

1,651 ft

~209.2 mi in

Elevation Range

905 ft

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Kansas City, MO and Winona, MO, road signs point toward Saint Louis and Poplar Bluff.

Saint Louis

161.8 mi in | ~3h 9m

Poplar Bluff

257.4 mi in | ~5h 3m | via US 60

Detours Along the Way

Tagged by where each one fits in your drive — first break, midpoint, final stretch.

Prefix Coffee

Cafe

Near the start, right off the route

0.3 mi from route ~1 min detour

Kansas City, MO

Cuisine: coffee_shop

Visit website

Thou Mayest

Cafe

Near the start, right off the route

0.7 mi from route ~2 min detour

Kansas City, MO

Cuisine: coffee_shop;bar

Visit website

PT's Coffee

Cafe

Near the start, right off the route

0.9 mi from route ~2 min detour

Hours: Mo-Fr 06:00-18:00; Sa 07:00-18:00; Su 08...

Parisi Café

Cafe

Near the start, short detour

1.1 mi from route ~3 min detour

Cuisine: coffee_shop

Hours: Mo-Sa 06:00-18:00; Su 07:00-18:00

Filling Station Coffee

Cafe

Near the start, short detour

1.9 mi from route ~5 min detour

Cuisine: coffee_shop

The Coffee Ethic

Cafe

Around the midpoint, short detour

Halfway reset 2.9 mi from route ~7 min detour

Springfield

Cuisine: coffee_shop

Hours: Mo-Fr 07:00-22:00; Sa 08:00-22:00; Su 8:...

Visit website

Jason's Deli

Restaurant

Near the start, right off the route

0.2 mi from route ~1 min detour

Kansas City, MO

Cuisine: sandwich

Visit website

Chipotle

Fast_food

Near the start, right off the route

0.3 mi from route ~1 min detour

Kansas City, MO

Cuisine: mexican

Visit website

Anton's

Restaurant

Near the start, right off the route

0.5 mi from route ~1 min detour

Cuisine: steak_house

Hours: 11:00-22:00

Visit website

Pizza Hut

Restaurant

Near the start, right off the route

0.5 mi from route ~1 min detour

Kansas City, MO

Cuisine: pizza

Visit website

Subway

Fast_food

Near the end, right off the route

Home stretch 0.6 mi from route ~2 min detour

Winona, MO

Cuisine: sandwich

Hours: 08:00-21:00

Visit website

Jimmy John's

Fast_food

Near the start, right off the route

0.1 mi from route

Cuisine: sandwich

Lions Club Park

Park

Near the end, right off the route

Home stretch 0.5 mi from route ~1 min detour

West Terrace Park

Park

Near the start, right off the route

0.8 mi from route ~2 min detour

Hallmark Visitors Center

Attraction

Near the start, short detour

1.3 mi from route ~3 min detour

Tom Watkins Park

Park

Around the midpoint, short detour

Halfway reset 1.4 mi from route ~4 min detour

Gallinipper Creek State Wildlife Area

Park

Early in the drive, short detour

Early stretch 1.5 mi from route ~4 min detour

Fulbright Spring Park

Park

Around the midpoint, short detour

Halfway reset 1.6 mi from route ~4 min detour

Arabia Steamboat Museum

Museum

Near the start, right off the route

0.7 mi from route ~2 min detour

Kansas City, MO

Hours: Mo-Sa 10:00-17:00; Su 12:00-17:00; PH of...

Visit website

James Pendergast

Memorial

Near the start, right off the route

0.8 mi from route ~2 min detour
Visit website

American Jazz Museum

Museum

Near the start, short detour

1 mi from route ~3 min detour
Visit website

Negro Leagues Baseball Museum

Museum

Near the start, short detour

1 mi from route ~3 min detour
Visit website

The Hereford Bull

Artwork

Near the start, right off the route

0.9 mi from route ~2 min detour
Visit website

Chouteau’s Church (St. Francis Regis)

Memorial

Near the start, right off the route

0.6 mi from route ~2 min detour

Motel 60

Hotel

Near the end, short detour

Home stretch 1.2 mi from route ~3 min detour

Winona, MO

Hours: 24/7

Visit website

Missouri Park Campground

Caravan_site

Later in the drive, short detour

Final third 1.5 mi from route ~4 min detour

Mountain Grove, MO

Baymont by Wyndham Kansas City KU Medical Center

Hotel

Near the start, short detour

3 mi from route ~8 min detour

Hours: Mo-Su 15:00-11:00

Visit website

Holiday Inn Express and Suites

Hotel

Around the midpoint, short detour

Halfway reset 3 mi from route ~7 min detour

BEST WESTERN Route 66 Rail Haven

Hotel

Around the midpoint, ~9 min detour

Halfway reset 3.4 mi from route ~9 min detour

Points of interest from OpenStreetMap contributors. Listings may not reflect current hours or availability.

About the Cities

Starting in Kansas City, MO

Full guide →

Founded 1853

Kansas City is a major Midwestern metropolitan area that spreads across the border of Missouri and Kansas. It is a city that tends to hide itself from tourists. Reputed to have more boulevards than Paris and more fountains than any other city in the world except for Rome, it can be a beautiful city, too. It is unique in that it is split down the middle by the state line of Kansas and Missouri.

Top landmarks

  • The Nelson-Atkins Museum of Art — art museum in Kansas City, Missouri
  • Union Station — main railway station in Kansas City, Missouri, United States
  • Hy-Vee Arena — architectural structure

Arriving in Winona, MO

Full guide →

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 5h 46m. Total distance: 292.9 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

5h 46m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (85%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 116.9 miles on US 60. The full list of main roads is in the Roads section above.

Yes — we found about 9 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 Winona, 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 9 rest areas along the route for bathroom stops.

The main spots that need attention: near the start (East 12th Street): Navigation decision point; at 0.6 miles (Campbell Street): Navigation decision point; at 0.8 miles (US 71 / Bruce R. Watkins Drive): Merge point - match speed before joining. Lane positioning matters here.

Yes — Wilson's Creek National Battlefield. See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 5.8 hours each way, a round trip means 11.5 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Winona, MO before the return drive.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.

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