Jackson, TN to Winchester, TN is 198.5 miles and takes about 3h 50m via US 64, with a fuel budget near $31 and enough daylight to finish in a day. This route stays within Tennessee, traversing the Southeast region for its entirety. Expect a drive that's primarily on highways, making it a straightforward trip for a single day. With a highway share of 74%, this is a practical option if you're looking to cover ground efficiently between these two points. It’s a solid choice for a quick transit or a day trip with minimal fuss.
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
99.2 miles from Jackson, TN
A natural place for your longest stop of the day
, about 1h 56m into the drive
.
Main Roads
Road
Distance
Duration
US 64
63.7 mi
1h 13m
United States Route 64
44.4 mi
50m
US 412
30.1 mi
34m
South Tennessee Avenue
25.1 mi
28m
Savannah Highway
12.4 mi
14m
I 40
6.3 mi
6m
Billy Nance Road
4.4 mi
5m
Whitehall Street
4 mi
6m
Longest stretch:
US 64
— 63.7 mi, about 1h 13m
Turn-by-Turn Driving Directions
Step-by-step road directions between Jackson, TN and Winchester, TN.
1
Start on East Main Street
0.7 mi·1 min·East Main Street
2
At end of road, turn left onto US 70
1.8 mi·2 min·US 70
3
Turn right onto US 70
4.0 mi·6 min·Whitehall Street
4
Take the ramp
0.2 mi·32 sec
5
Merge onto I 40
6.3 mi·6 min·I 40
6
Take the exit
0.2 mi·22 sec
Exit 93Toward 152: Lexington
7
Turn right onto SR 152
0.7 mi·49 sec·Law Road
8
Turn left onto US 412
10 mi·11 min·US 412
9
Turn left onto US 412
7.5 mi·8 min·US 412
10
Continue on US 412;SR 114
3.5 mi·3 min·US 412;SR 114
11
Merge onto US 412; SR 114
8.8 mi·10 min·US 412; SR 114
12
Turn right onto US 641
25 mi·28 min·South Tennessee Avenue
13
Continue on US 641
1.1 mi·1 min·Billy Nance Highway West
14
Continue on US 641
4.4 mi·5 min·Billy Nance Road
15
At end of road, turn left onto US 64
12 mi·14 min·Savannah Highway
16
Continue on US 64
0.8 mi·52 sec·Dexter L Woods Memorial Boulevard
17
Continue on US 64
44 mi·50 min·United States Route 64
18
Continue on US 64
0.7 mi·48 sec·West College Street
19
Continue on US 64
64 mi·1 hr 13 min·US 64
20
Turn left onto TN 16
0.2 mi·21 sec·Rowe Gap Road
21
Enter roundabout onto US 64 Business
35 ft·0 sec·David Crockett Highway
22
Continue on US 64 Business
1.1 mi·1 min·David Crockett Highway
23
Turn slight right onto US 64 Business
0.4 mi·29 sec·1st Avenue Southwest
24
Take the exit onto US 41A; US 64 Business; SR 50
207 ft·6 sec·South College Street
25
Turn left onto US 41A; US 64 Business; SR 50
183 ft·5 sec·1st Avenue Northeast
26
Turn left onto US 41A
190 ft·4 sec·South Jefferson Street
27
Arrive at destination
US 41A
Trip Plan
Given the 3h 50m estimated drive time, this trip is easily manageable in a single day. Aim to depart in the morning to maximize daylight and allow for any unexpected delays. With only one recommended stop and a longest stretch of 63.7 miles, you won't feel rushed. Keep an eye on your fuel gauge, especially as you approach the longer segments on US 64. The estimated fuel cost is around $31, so budget accordingly. A good tip for this route is to ensure your vehicle is in good condition before setting off, as the highway-focused nature means steady driving for extended periods.
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 99.2 miles from Jackson, TN, or about 1h 56m into the drive.
The longest continuous stretch on this route runs about 63.7 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 44 miles or 52m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 99.2 miles or 1h 56m 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 8m
Traffic, exits, and arrival timing usually matter more near Winchester, TN than in the middle of the route.
Before You Leave
+
Open the route before leaving Jackson, TN 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 Jackson, TN
This is one driving day of about 198.5 miles and 3h 50m.
Your first comfortable stop window is around 44 miles from Jackson, TN.
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 64 for about 63.7 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 13
5 decision points cluster between mile 13.1 and 198.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
13.1 mi into trip|~16m in
Take the exit toward 152: Lexington
Exit ramp - move to the correct lane early
Exit 93
Toward 152: Lexington
4
13.2 mi into trip|~17m in|SR 152 / Law Road
Turn right onto SR 152 / Law Road
Navigation decision point
6
196.9 mi into trip|~3h 48m in|US 64 Business / David Crockett Highway
Enter roundabout onto US 64 Business / David Crockett Highway
Roundabout - know your exit number before entering
4
198.4 mi into trip|~3h 50m in|US 41A; US 64 Business; SR 50 / 1st Avenue Northeast
Turn left onto US 41A; US 64 Business; SR 50 / 1st Avenue Northeast
Navigation decision point
4
198.4 mi into trip|~3h 50m in|US 41A / South Jefferson Street
Turn left onto US 41A / South Jefferson Street
Navigation decision point
Fuel & Cost
Regular Gas
$31.03 one way
$62.07 round trip
$3.97/gal25.4 MPG avg70 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$34.07
$68.15
premium
$4.89
$38.20
$76.40
diesel
$5.61
$43.83
$87.65
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$31
Meals
$25–$50
Total
$56–$81
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 69.5 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $21 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
59.6
0
$20.84
$9.53
Efficient EV
49.6
0
$17.37
$7.94
EV Truck/SUV
79.4
0
$27.79
$12.70
Gas CO2
69 kg
EV CO2
23 kg (67% 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
Jackson, TN
Night
in Jackson on Saturday
Local time
11:16 PM
CDT
Current temp
77°F
Unavailable
Live forecast
Destination
Winchester, TN
Night
in Winchester on Saturday
Local time
11:16 PM
CDT
Current temp
83°F
Unavailable
Live forecast
75°F
Lawrenceburg, TN
99 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
6 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
3h 50m 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.
More Details
What kind of drive is this?
This is a highway-focused drive, with 74% of the journey utilizing major roadways. You'll encounter the longest uninterrupted stretch on US 64, covering 63.7 miles. While much of the route sticks to efficient highway travel, it offers a practical balance rather than a purely monotonous interstate experience. The road generally maintains a consistent character, allowing for steady progress throughout the 198.5 miles. You'll find it a reliable path for reaching your destination with predictable driving conditions.
74% highway — fuel and pacing are the main things to plan.
27 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 63.7 mi on US 64.
How Hard Is This Drive?
3/10
This is a straightforward highway drive that stays mostly on US 64 and United States Route 64. There are only a few real navigation decisions along the way. The trickiest moment comes around 13.1 miles in.
Driving Effort3/10
Easy - simple navigation with a manageable amount of wheel time
Balances navigation complexity with total wheel time.
This is a straightforward 3h 50m drive. You will face about 13 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
The main spots that need attention: at 13.1 miles: Exit ramp - move to the correct lane early; at 13.2 miles (SR 152 / Law Road): Navigation decision point; at 196.9 miles (US 64 Business / David Crockett Highway): Roundabout - know your exit number before entering.
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 Jackson, TN to Winchester, TN, road signs begin pointing toward 152: Lexington along the way.
The longest stretch is about 63.7 miles on US 64. The full list of main roads is in the Roads section above.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
Yes, with realistic expectations. Build in a stop roughly every 2 hours, have snacks and activities ready, and check the Nearby Places tabs for kid-friendly stops along the way.
The main spots that need attention: at 13.1 miles: Exit ramp - move to the correct lane early; at 13.2 miles (SR 152 / Law Road): Navigation decision point; at 196.9 miles (US 64 Business / David Crockett Highway): Roundabout - know your exit number before entering.
Possible but tiring. At 3.8 hours each way, an in-and-out day trip would put you behind the wheel for 7.7 hours — manageable with a long break at Winchester, TN, but most travelers stay overnight.
