Hollywood, FL to Oakland, FL is 226 miles and takes about 4 hours 12 minutes via Florida's Turnpike and I-95, with a fuel budget near $36 and enough daylight to finish in a day. This drive stays within Florida, taking you from one part of the state to another on primarily highway roads. It’s a straightforward trip, ideal if you're looking for efficiency and don't need a lot of sightseeing along the way. You'll be on the road for a little over four hours, making it a manageable single-day journey without feeling too rushed.
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
113 miles from Hollywood, FL
A natural place for your longest stop of the day
, about 2h 7m into the drive
.
Main Roads
Road
Distance
Duration
Florida's Turnpike
204.3 mi
3h 41m
I 95
15.1 mi
17m
Dr. Martin Luther King Boulevard
1.3 mi
2m
Hollywood Boulevard
1.2 mi
1m
North Andrews Avenue
0.6 mi
1m
West Colonial Drive
0.6 mi
<1m
West Atlantic Boulevard
0.4 mi
<1m
Oakland Avenue
0.3 mi
<1m
Longest stretch:
Florida's Turnpike
— 204.3 mi, about 3h 41m
Traffic on I-95
Hour-of-day weekday pattern from 19 FHWA count stations on your route.
Peak
4 PM
~5,207 veh/hr typical
· worst 6,073
Quietest
2 AM
~284 veh/hr
Peak-to-quiet ratio
18.3×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 52 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 Hollywood, FL and Oakland, FL.
1
Start on SR 820
216 ft·12 sec·Hollywood Boulevard
Use the straight lane.
2
Continue on SR 820
0.8 mi·1 min·Hollywood Boulevard
Use the straight lane.
3
Keep slight right at fork onto SR 820
0.4 mi·38 sec·Hollywood Boulevard
4
Take the exit
0.3 mi·42 sec
Toward I 95 North: West Palm BeachUse the right lane.
5
Merge onto I 95
15 mi·17 min·I 95
Use the straight / slight right lanes.
6
Take the exit
0.3 mi·40 sec
Exit 36Use the straight / slight right lanes.
7
Keep slight left at fork
0.1 mi·17 sec
Toward SR 814 West: Atlantic Boulevard WestUse the left / slight right lanes.
8
Turn left onto SR 814
0.4 mi·44 sec·West Atlantic Boulevard
Use the left lane.
9
Turn right onto North Andrews Avenue
0.6 mi·1 min·North Andrews Avenue
Use the right lane.
10
Turn left onto Northwest 16th Avenue
0.1 mi·28 sec·Northwest 16th Avenue
Use the left lane.
11
Turn right onto Dr. Martin Luther King Boulevard
1.3 mi·2 min·Dr. Martin Luther King Boulevard
Use the left lane.
12
Take the ramp
0.1 mi·16 sec
Toward Florida's Turnpike: Miami, Orlando
13
Keep slight right at fork
0.3 mi·42 sec
Toward Orlando, Florida's Turnpike North
14
Merge onto Florida's Turnpike
204 mi·3 hr 41 min·Florida's Turnpike
Use the straight / slight right lanes.
15
Take the exit
0.2 mi·30 sec
Exit 272Toward FL 50: Winter Garden, ClermontUse the slight right lane.
16
Keep slight right at fork
398 ft·9 sec
Toward FL 50 East: Clermont, Winter GardenUse the straight / slight right lanes.
17
Keep slight right at fork
0.1 mi·16 sec
Toward FL 50 East: Winter GardenUse the straight / slight right lanes.
18
Continue on this road
0.2 mi·21 sec·this road
Toward FL 50 East: Winter Garden
19
Merge onto FL 50
0.6 mi·53 sec·West Colonial Drive
20
Turn left onto Tubb Street
0.3 mi·50 sec·Tubb Street
Use the left / uturn lanes.
21
Turn left onto CR 438
0.3 mi·44 sec·Oakland Avenue
22
Arrive at destination
CR 438
Trip Plan
Given the 4-hour duration, starting your drive from Hollywood, FL in the morning will allow you to reach Oakland, FL with plenty of daylight to spare. The route has only one recommended stop, so plan this strategically, perhaps around the halfway point or when you need a break during the 204.3-mile stretch on Florida's Turnpike. With a fuel cost estimated at $36, it’s wise to fill up before you leave Hollywood, as services can be spaced out on longer highway segments. This is a flexible drive, but keeping an eye on your fuel gauge is always a good idea on longer highway stretches.
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 113 miles from Hollywood, FL, or about 2h 7m into the drive.
The longest continuous stretch on this route runs about 204.3 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 50 miles or 59m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 113 miles or 2h 7m 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 26m
Traffic, exits, and arrival timing usually matter more near Oakland, FL than in the middle of the route.
Before You Leave
+
Open the route before leaving Hollywood, FL 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 Hollywood, FL
This is one driving day of about 226 miles and 4h 12m.
Your first comfortable stop window is around 50 miles from Hollywood, FL.
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 Florida's Turnpike for about 204.3 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 20
5 decision points cluster between mile 1.2 and 224.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
1.2 mi into trip|~1m in
Take the exit toward I 95 North: West Palm Beach
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the right lane.
Toward I 95 North: West Palm Beach
8
17 mi into trip|~20m in
Keep slight left at fork toward SR 814 West: Atlantic Boulevard West
Highway fork - watch signs carefully. Lane positioning matters here
Use the left / slight right lanes.
Toward SR 814 West: Atlantic Boulevard West
8
224.2 mi into trip|~4h 8m in
Take the exit toward FL 50: Winter Garden, Clermont
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 272
Toward FL 50: Winter Garden, Clermont
9
224.5 mi into trip|~4h 8m in
Keep slight right at fork toward FL 50 East: Clermont, Winter Garden
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward FL 50 East: Clermont, Winter Garden
8
224.6 mi into trip|~4h 8m in
Keep slight right at fork toward FL 50 East: Winter Garden
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward FL 50 East: Winter Garden
Fuel & Cost
Regular Gas
$34.21 one way
$68.42 round trip
$3.85/gal25.4 MPG avg79 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.22
$37.54
$75.08
premium
$4.55
$40.48
$80.97
diesel
$4.80
$42.67
$85.35
Estimated Tolls: $14.30
Florida's Turnpike
(204.3 mi)$14.30
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$34
Tolls
$14
Meals
$25–$50
Total
$74–$99
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 79.1 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $24 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
67.8
0
$23.73
$10.85
Efficient EV
56.5
0
$19.78
$9.04
EV Truck/SUV
90.4
1
$31.64
$14.46
Gas CO2
79 kg
EV CO2
26 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 Jul 18, 2026
Origin
Hollywood, FL
Afternoon
in Hollywood on Sunday
Local time
3:50 PM
EDT
Current temp
91°F
Partly Sunny
SE 13 mph9% chanceLive forecast
Special Weather Statement
Special Weather Statement issued July 18 at 2:20PM EDT by NWS Tallahassee FL
Destination
Oakland, FL
Afternoon
in Oakland on Sunday
Local time
3:50 PM
EDT
Current temp
91°F
Slight Chance Showers And Thunderstorms
S 10 mph16% chanceLive forecast
Special Weather Statement
Special Weather Statement issued July 18 at 2:20PM EDT by NWS Tallahassee FL
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
Very similar conditions
Both ends of the route are sitting at about the same temperature right now.
Road read
4h 12m 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.
More Details
What kind of drive is this?
This drive is heavily focused on highways, with 97% of the route utilizing major freeways. You can expect a highway-focused experience for most of the 226 miles. The longest uninterrupted stretch you'll encounter is 204.3 miles, primarily on Florida's Turnpike, indicating long periods of consistent driving. The main roads include Florida's Turnpike, I-95, and Dr. Martin Luther King Boulevard, suggesting a mix of toll roads and interstates that facilitate steady progress.
97% highway — fuel and pacing are the main things to plan.
22 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 204.3 mi on Florida's Turnpike.
How Hard Is This Drive?
9/10
This is a straightforward highway drive that stays mostly on Florida's Turnpike and I 95. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 1.2 miles in.
Driving Effort9/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 20 significant decision points across 226 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: at 1.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 17 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 224.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Elevation Profile
Mostly flat terrain
121 ft9 ft
Total Climb
128 ft
Total Descent
16 ft
Highest Point
121 ft
~226 mi in
Elevation Range
112 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Hollywood, FL and Oakland, FL, road signs point toward Florida's Turnpike: Miami, Orlando and Florida's Turnpike North.
Hollywood is a city in Florida, located between Fort Lauderdale and Miami. With a population of 153,000 people (2022), Hollywood is a relatively small city that retains an old, laid-back, Florida feel to it compared to the larger cities in the area.
Top landmarks
•Hollywood Boulevard Historic Business District — human settlement in Hollywood, Florida, United States of America
•Hollywood Garden Club — clubhouse in Hollywood, United States of America
Winter Garden is a small town in Orange County, Florida, located just west of Orlando. It is a quickly expanding community that is becoming a hub for shopping and is also home to the West Orange Trail. It is known for being an upscale suburb of Orlando and is frequented by locals for its attractive downtown area on Plant Street.
Doable as a same-day drive at 4h 12m. Total distance: 226 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
4h 12m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (97%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 204.3 miles on Florida's Turnpike. The full list of main roads is in the Roads section above.
Expect about $14.30 in tolls one way, starting with Florida's Turnpike. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
Yes — we found about 14 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 Oakland, FL 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 14 rest areas along the route for bathroom stops.
The main spots that need attention: at 1.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 17 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 224.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Possible but tiring. At 4.2 hours each way, an in-and-out day trip would put you behind the wheel for 8.4 hours — manageable with a long break at Oakland, FL, but most travelers stay overnight.
