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Trip from Bloomington, IN to Winchester, IN

Data updated 4 hours ago

Drive Time

2h 46m

Distance

142.3 mi

229 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$22

one way

EV Charging

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station data

Best Time to Leave

Save up to 33 min
4 AM
2h 36m ★
6 AM
2h 47m
8 AM
3h 9m
10 AM
2h 55m
12 PM
2h 52m
3 PM
2h 56m
5 PM
3h 8m
8 PM
2h 40m

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

county seat of Monroe County, Indiana, United States

Bloomington, IN

Wikimedia Commons

city in White River Township, Randolph County, Indiana, United States

Winchester, IN

Wikimedia Commons

Trip Overview

The drive from Bloomington, IN to Winchester, IN covers 142.3 miles and takes about 2h 46m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on Dwight D Eisenhower Highway, I 69, South Main Street for much of the mileage, and the overall profile is mixed drive. The longest uninterrupted segment is about 60.8 miles on Dwight D Eisenhower Highway. At current regular gas prices, budget about $22.25 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

71.1 miles from Bloomington, IN

A natural place for your longest stop of the day , about 1h 24m into the drive .

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Drive Character

The drive from Bloomington, IN to Winchester, IN covers 142.3 miles and takes about 2h 46m, using a mix of highways and local roads.

Expect a mix of faster highway mileage and slower local approaches near the beginning or end.
There are about 20 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Dwight D Eisenhower Highway is the longest continuous segment at about 60.8 miles.

How Hard Is This Drive?

This route mixes highway mileage with some local-road sections near the start or finish. There are only a few real navigation decisions along the way. The trickiest moment comes early in the drive near South Indiana Avenue.

Route Complexity 4/10

Easy - simple navigation with a manageable amount of wheel time

This is a straightforward 2h 46m drive. You will face about 12 decision points, but nothing that requires special attention if you follow navigation.

Where does it get tricky?

The main spots that need attention: near the start (South Indiana Avenue): Navigation decision point; at 5.4 miles (I 69): Merge point - match speed before joining. Lane positioning matters here; at 58.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.

Critical Maneuvers

5 of 12 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

5
0 mi into trip | ~0m in | South Indiana Avenue

Turn right onto South Indiana Avenue

Navigation decision point

5
5.4 mi into trip | ~9m in | I 69

Merge onto I 69

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

Use the straight lane.
7
58.1 mi into trip | ~1h 8m in

Take the exit toward I 70 East: Dayton

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Exit 44B Toward I 70 East: Dayton
5
119.7 mi into trip | ~2h 20m in

Take the exit toward US 27: Chester Boulevard

Exit ramp - move to the correct lane early

Exit 151 Toward US 27: Chester Boulevard
6
120 mi into trip | ~2h 20m in

Keep slight left at fork toward US 27: Chester Boulevard

Highway fork - watch signs carefully

Exit 151 Toward US 27: Chester Boulevard

Main Roads

Road Distance Duration
Dwight D Eisenhower Highway 60.8 mi 1h 9m
I 69 52.7 mi 59m
South Main Street 9.1 mi 10m
Cross Street 6 mi 6m
Chester Boulevard 5.4 mi 6m
North Walnut Street 4.4 mi 6m
Chester Blvd 0.7 mi <1m
East Greenville Avenue 0.5 mi <1m
Longest stretch: Dwight D Eisenhower Highway — 60.8 mi, about 1h 9m

Turn-by-Turn Driving Directions

Step-by-step road directions between Bloomington, IN and Winchester, IN.

1

Start on this road

99 ft · 11 sec · this road
2

Turn right onto South Indiana Avenue

0.2 mi · 39 sec · South Indiana Avenue
3

Turn left onto East 7th Street

0.4 mi · 1 min · East 7th Street
4

Turn right onto North Walnut Street

4.4 mi · 6 min · North Walnut Street
5

Take the ramp

0.3 mi · 44 sec
6

Merge onto I 69

48 mi · 53 min · I 69
Use the straight lane.
7

Continue on I 69; I 465

4.9 mi · 5 min · I 69; I 465
8

Take the exit

0.8 mi · 1 min
Exit 44B Toward I 70 East: Dayton Use the slight right lane.
9

Merge onto I 70

61 mi · 1 hr 9 min · Dwight D Eisenhower Highway
10

Take the exit

0.3 mi · 31 sec
Exit 151 Toward US 27: Chester Boulevard
11

Keep slight left at fork

408 ft · 10 sec
Exit 151 Toward US 27: Chester Boulevard
12

Merge onto US 27

5.4 mi · 6 min · Chester Boulevard
13

Continue on US 27

0.7 mi · 53 sec · Chester Blvd
14

Continue on US 27

6.0 mi · 6 min · Cross Street
15

Continue on US 27

9.1 mi · 10 min · South Main Street
16

Turn left onto East Greenville Avenue

0.5 mi · 40 sec · East Greenville Avenue
17

Continue on Southeast Greenville Avenue

0.2 mi · 19 sec · Southeast Greenville Avenue
18

Turn left onto SR 32

0.3 mi · 47 sec · East Washington Street
19

Turn left onto South Main Street

204 ft · 4 sec · South Main Street
20

Arrive at destination

South Main Street

Trip Plan

Morning Departure

Leave by 9 AM and you'll arrive before lunch.

Evening Departure

Even a 4 PM departure gets you there before dark in summer.

You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 71.1 miles from Bloomington, IN, or about 1h 24m into the drive.
The longest continuous stretch on this route runs about 60.8 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 80 miles or 1h 34m in

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

Halfway reset

Around 71.1 miles or 1h 24m 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 16m

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

Before You Leave

+

Open the route before leaving Bloomington, IN 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 Bloomington, IN

This is one driving day of about 142.3 miles and 2h 46m.

Your first comfortable stop window is around 80 miles from Bloomington, IN.
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 60.8 miles.

Where to Stop

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

Halfway Point

Midpoint

About 71.1 mi from Bloomington, IN · 1h 24m into the drive

city in Ohio, United States; county seat of Hamilton County

Mid-route town

Meal stop

Cincinnati, OH

71 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

Cincinnati, OH

Fuel and coffee

A short stop after about 80 miles helps settle the day before fatigue starts building.

Cincinnati, OH

Meal break

The midpoint is around 71.1 miles from Bloomington, IN, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before Dwight D Eisenhower Highway if your tank is already low. That segment runs about 60.8 miles.

Arriving in Winchester, IN

The final approach into Winchester, IN usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Winchester, IN.

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

Fuel & Cost

Regular Gas

$22.25 one way

$44.49 round trip

$3.97/gal 25.4 MPG avg 50 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.36 $24.43 $48.85
premium $4.89 $27.38 $54.77
diesel $5.61 $31.42 $62.84

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$22

Meals

$25–$50

Total

$47–$72

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

Estimated CO2 emission: 49.8 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $15 in charging · 0 stops · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 42.7 0 $14.94 $6.83
Efficient EV 35.6 0 $12.45 $5.69
EV Truck/SUV 56.9 0 $19.92 $9.11

Gas CO2

50 kg

EV CO2

17 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 data refreshed 5 days ago

Origin

Bloomington, IN

Evening in Bloomington on Tuesday

Local time

7:39 PM

EDT

Current temp

58°F

Unavailable

Live forecast

Destination

Winchester, IN

Evening in Winchester on Tuesday

Local time

7:39 PM

EDT

Current temp

57°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

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

2h 46m 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 Bloomington, IN to Winchester, IN covers 142.3 miles and takes about 2h 46m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Dwight D Eisenhower Highway, I 69, South Main Street. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 71.1 miles from Bloomington, IN. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $22.25 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
Plan about 1 meaningful break for fuel, food, or rest. A short stop every 2 to 3 hours is enough for this drive.
This is a straightforward 2h 46m drive. You will face about 12 decision points, but nothing that requires special attention if you follow navigation.
The main spots that need attention: near the start (South Indiana Avenue): Navigation decision point; at 5.4 miles (I 69): Merge point - match speed before joining. Lane positioning matters here; at 58.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
The route from Bloomington, IN to Winchester, IN does not surface many named destination signs beyond the main corridor.

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