How far is Tallahassee, FL from Winter Park, FL?
The driving distance from Tallahassee, FL to Winter Park, FL is about 261.8 miles (421.3 km), with a travel time of about 04h 55m by car.
- The straight-line flight distance is about 217.7 miles (350.4 km).
- For a round trip, plan for roughly 09h 50m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 04h 55m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
City in Alachua County, Florida, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Tallahassee and Winter Park.
Turn-by-Turn Driving Directions
Step-by-step road directions between Tallahassee and Winter Park.
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1
Start on South Monroe Street
55 m · 8 sec · South Monroe Street
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2
Turn right onto East Pensacola Street
1428 ft · 47 sec · East Pensacola Street
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3
Turn left onto South Franklin Boulevard
2557 ft · 1 min · South Franklin Boulevard
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4
Turn right onto East Tennessee Street
3230 ft · 1 min · East Tennessee Street
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5
Continue on Mahan Drive
6.5 mi · 12 min · Mahan Drive
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6
Take the ramp slight right toward I 10 East: Lake City
1.1 km · 1 min
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7
Merge slight left
86.9 mi · 1 hr 33 min
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8
Take the exit slight right toward I-75 South: Tampa
1959 ft · 37 sec
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9
Merge slight left
107.2 mi · 1 hr 55 min
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10
Take the exit slight left toward Florida's Turnpike South, Orlando
42.3 mi · 45 min · Florida's Turnpike
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11
Take the exit slight right toward FL 408 Toll East: Orlando, Titusville
1.8 mi · 2 min · Spessard L. Holland East-West Expressway
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12
Continue on East-West Expressway
7.7 mi · 9 min · East-West Expressway
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13
Take the exit slight right toward I 4: Tampa, Daytona Beach
1375 ft · 34 sec
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14
Keep slight left to continue on I 4 East: Daytona Beach
2100 ft · 51 sec
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15
Merge slight left
3.2 mi · 4 min
-
16
Take the exit slight right toward Par Street
1411 ft · 38 sec
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17
Turn right onto Par Street
138 m · 17 sec · Par Street
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18
Turn right onto Clay Avenue
48 m · 10 sec · Clay Avenue
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19
Turn left onto Westminster Street
1045 ft · 51 sec · Westminster Street
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20
At the end of the road, turn left onto North Orange Avenue
1.1 mi · 3 min · North Orange Avenue
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21
Continue on Fairbanks Avenue
1.2 km · 2 min · Fairbanks Avenue
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22
Continue on Osceola Avenue
2052 ft · 58 sec · Osceola Avenue
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23
Continue on Brewer Avenue
954 ft · 27 sec · Brewer Avenue
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24
Arrive at your destination
0 m · 1 sec · Brewer Avenue
Car Route Details
A richer read on the saved driving route between Tallahassee and Winter Park.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I-75 South
Merge slight left
107 mi · 01h 55m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Sunny leaving Tallahassee and Mostly Sunny near Winter Park.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Tallahassee to Winter Park?
The road trip is about 261.8 miles (421.3 km) and usually takes 04h 55m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
High Springs is a useful midpoint, sitting about 130.9 miles from Tallahassee and 130.9 miles from Winter Park.
How much longer is the road route than the straight-line distance?
The direct path is about 217.7 miles (350.4 km), while the road route adds roughly 44.1 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 7:10 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $38.33 one way or $76.66 round trip. Estimated CO2 is about 82.1 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Tallahassee and Mostly Sunny near Winter Park.
Stop Ideas Near High Springs
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to High Springs.
Gainesville, Florida
Waldo, Florida
Ocala, Florida
Palatka
Flight Path Map
This map shows the direct air route between Tallahassee and Winter Park. Straight-line distance: 217.72 mi (350.39 km).
#1 Tallahassee
The capital of Florida.
| Population | 196,326 |
| Coordinates | 30.4382600, -84.2807300 |
| Altitude | 62 |
| Country | United States |
#2 Winter Park
City in Orange County, Florida, United States
| Population | 30,667 |
| Coordinates | 28.6000000, -81.3392400 |
| Altitude | 28 |
| Country | United States |
End: Winter Park (-81.33924, 28.6)
Estimated Travel Time
Distance: 421 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 43m |
| 40 mph (64.37 km/h) | 06h 32m |
| 50 mph (80.47 km/h) | 05h 14m |
| 60 mph (96.56 km/h) | 04h 21m |
| 70 mph (112.65 km/h) | 03h 44m |
| 80 mph (129 km/h) | 03h 15m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.15 | $38.33 | $76.66 |
| Mid-grade | $4.60 | $42.47 | $84.93 |
| Premium | $4.90 | $45.24 | $90.48 |
| Diesel | $4.35 | $40.19 | $80.39 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Florida · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.