Trip from Hollywood, FL to Leesburg, FL

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards

Drive Time

4h 46m

Distance

252.7 mi

407 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$40

one way

EV Charging

Good

7 stations

Best Time to Leave

Save up to 41 min

4 AM

4h 33m ★

6 AM

4h 47m

8 AM

5h 14m

10 AM

4h 56m

12 PM

4h 53m

3 PM

4h 57m

5 PM

5h 12m

8 PM

4h 39m

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

Best Time Drive vs Fly

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city in Lake County, Florida, United States

Leesburg, FL

Wikimedia Commons

Trip Overview

This 252.7-mile drive from Hollywood, FL to Leesburg, FL is a straightforward, highway-focused journey that can comfortably be completed in about 4 hours and 46 minutes. It's a perfect candidate for a single-day trip, so you won't need to worry about booking an overnight stay. The primary roads guiding you north are Florida's Turnpike, I-95, and US-27, making for a predominantly high-speed experience. With an estimated fuel cost of $40, it's an economical option for exploring more of Florida. This route stays within the state, connecting two distinct parts of the Sunshine State.

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

126.3 miles from Hollywood, FL

A natural place for your longest stop of the day , about 2h 22m into the drive .

Main Roads

Road	Distance	Duration
Florida's Turnpike	217.4 mi	3h 55m
I 95	15.1 mi	17m
US 27	13.6 mi	19m
Dr. Martin Luther King Boulevard	1.3 mi	2m
Hollywood Boulevard	1.2 mi	1m
North Andrews Avenue	0.6 mi	1m
West Main Street	0.6 mi	1m
West Atlantic Boulevard	0.4 mi	<1m

Longest stretch: Florida's Turnpike — 217.4 mi, about 3h 55m

Turn-by-Turn Driving Directions

Step-by-step road directions between Hollywood, FL and Leesburg, FL.

Start on SR 820

216 ft · 12 sec · Hollywood Boulevard

Use the straight lane.

Continue on SR 820

0.8 mi · 1 min · Hollywood Boulevard

Use the straight lane.

Keep slight right at fork onto SR 820

0.4 mi · 38 sec · Hollywood Boulevard

Take the exit

0.3 mi · 42 sec

Toward I 95 North: West Palm Beach Use the right lane.

Merge onto I 95

15 mi · 17 min · I 95

Use the straight / slight right lanes.

Take the exit

0.3 mi · 40 sec

Exit 36 Use the straight / slight right lanes.

Keep slight left at fork

0.1 mi · 17 sec

Toward SR 814 West: Atlantic Boulevard West Use the left / slight right lanes.

Turn left onto SR 814

0.4 mi · 44 sec · West Atlantic Boulevard

Use the left lane.

Turn right onto North Andrews Avenue

0.6 mi · 1 min · North Andrews Avenue

Use the right lane.

Turn left onto Northwest 16th Avenue

0.1 mi · 28 sec · Northwest 16th Avenue

Use the left lane.

Turn right onto Dr. Martin Luther King Boulevard

1.3 mi · 2 min · Dr. Martin Luther King Boulevard

Use the left lane.

Take the ramp

0.1 mi · 16 sec

Toward Florida's Turnpike: Miami, Orlando

Keep slight right at fork

0.3 mi · 42 sec

Toward Orlando, Florida's Turnpike North

Merge onto Florida's Turnpike

217 mi · 3 hr 55 min · Florida's Turnpike

Use the straight / slight right lanes.

Take the exit

1.1 mi · 3 min

Exit 285 Toward US 27, FL 19: Leesburg, Tavares Use the straight / slight right lanes.

Keep slight right at fork

197 ft · 4 sec

Toward US 27 North: Leesburg

Merge onto US 27

0.6 mi · 47 sec · US 27

Continue on US 27

0.3 mi · 23 sec · US 27

Keep slight right at fork onto US 27

13 mi · 18 min · US 27

Turn right onto West Main Street

0.6 mi · 1 min · West Main Street

Turn right onto South 6th Street

109 ft · 4 sec · South 6th Street

Arrive at destination

South 6th Street

Trip Plan

To make the most of this 4-hour, 46-minute journey, consider an early morning departure to avoid potential traffic congestion, especially as you begin in the South Florida region. With only one recommended stop, you have flexibility in pacing; however, breaking up the 217.4-mile stretch on Florida's Turnpike is advisable for comfort. Keep an eye on your fuel levels, as services can be more spread out on longer highway segments. The $40 fuel cost is a good estimate, but always check current prices before you leave.

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 126.3 miles from Hollywood, FL, or about 2h 22m into the drive.

The longest continuous stretch on this route runs about 217.4 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 56 miles or 1h 5m in

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

Halfway reset

Around 126.3 miles or 2h 22m 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 49m

Traffic, exits, and arrival timing usually matter more near Leesburg, 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 252.7 miles and 4h 46m.

Your first comfortable stop window is around 56 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 217.4 miles.

Where to Stop

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

Mid-route town

Meal stop

Port Saint Lucie, FL

126 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

Jupiter, FL

Fuel and coffee

A short stop after about 56 miles helps settle the day before fatigue starts building.

Palm Bay, FL

Meal break

The midpoint is around 126.3 miles from Hollywood, FL, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before Florida's Turnpike if your tank is already low. That segment runs about 217.4 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 · final third

Susana's Cafe - Kissimmee

4.9 ★ ★ ★ ★ ★

Kissimmee, Florida

Later in the drive, short detour

Final third · 1h 2m to go 2.9 mi from route ~7 min detour $10 to $20

Hours: 8 am–3 pm

+14072012627

Visit website

Café Barista - Kissimmee

4.7 ★ ★ ★ ★ ★

Kissimmee, Florida

2.9 mi

Holy Grain Coffee Shop

4.6 ★ ★ ★ ★ ★

Orlando, Florida

3 mi

Best coffee break · home stretch

Vanderbrew Coffee Shop

4.9 ★ ★ ★ ★ ★

Leesburg, Florida

Near the end, right off the route

Home stretch · 0min to go 0.1 mi from route $1 to $10

Hours: 7 am–8 pm

+13529016632

Visit website

The Coffee Snob Roaster

4.9 ★ ★ ★ ★ ★

Leesburg, Florida

0.6 mi

Paloma Parlor

4.5 ★ ★ ★ ★ ★

Windermere, Florida

2.5 mi

Susana's Cafe - Kissimmee

4.9 ★ ★ ★ ★ ★

Later in the drive, short detour

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

Kissimmee, Florida

Hours: 8 am–3 pm

+14072012627

Visit website

Café Barista - Kissimmee

4.7 ★ ★ ★ ★ ★

Later in the drive, short detour

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

Kissimmee, Florida

Hours: 8 am–3 pm

+14079351384

Visit website

Holy Grain Coffee Shop

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 3 mi from route ~8 min detour $1 to $10

Orlando, Florida

Hours: 8 am–5 pm

+14077045878

Visit website

Vanderbrew Coffee Shop

4.9 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.1 mi from route $1 to $10

Leesburg, Florida

Hours: 7 am–8 pm

+13529016632

Visit website

The Coffee Snob Roaster

4.9 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.6 mi from route ~2 min detour $1 to $10

Leesburg, Florida

Hours: 7 am–3 pm

+13524604570

Visit website

Paloma Parlor

4.5 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 2.5 mi from route ~6 min detour $10 to $20

Windermere, Florida

Hours: 7:30 am–6 pm

+14078760895

Around the midpoint, short detour

Halfway reset 1.1 mi from route ~3 min detour

Okeechobee, Florida

Hours: Open 24 hours

Visit website

ChargePoint Charging Station

3.3 ★ ★ ★ ☆ ☆

Near the end, ~12 min detour

Home stretch 4.6 mi from route ~12 min detour

Leesburg, Florida

4.6 ★ ★ ★ ★ ★

Near the end, ~10 min detour

Home stretch 4 mi from route ~10 min detour

Orlando, Florida

+14073638000

Visit website

Escape Room PSL

4.7 ★ ★ ★ ★ ★

Around the midpoint, ~11 min detour

Early stretch 4.5 mi from route ~11 min detour

Port St. Lucie, Florida

Hours: 4–10:30 pm

+17726266655

Visit website

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 237.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

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

16.7 mi into trip | ~20m in

Take the exit

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

Use the straight / slight right lanes. Exit 36

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

19.6 mi into trip | ~26m in

Keep slight right at fork toward Orlando, Florida's Turnpike North

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

Toward Orlando, Florida's Turnpike North

237.4 mi into trip | ~4h 22m in

Take the exit toward US 27, FL 19: Leesburg, Tavares

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Exit 285 Toward US 27, FL 19: Leesburg, Tavares

Fuel & Cost

Regular Gas

$40.22 one way

$80.45 round trip

$4.04/gal 25.4 MPG avg 88 kg CO₂

Fuel Type	$/gal	One Way	Round Trip
midgrade	$4.40	$43.75	$87.51
premium	$4.72	$46.99	$93.98
diesel	$5.61	$55.79	$111.59

Estimated Tolls: $15.22

Florida's Turnpike (217.4 mi) $15.22

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

$40

Tolls

$15

Meals

$25–$50

Total

$80–$105

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

Estimated CO2 emission: 88.4 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $27 in charging · 0 stops · 66% less CO₂

Vehicle Type	kWh	Stops	DC Fast	Home Charge
Average EV	75.8	0	$26.53	$12.13
Efficient EV	63.2	0	$22.11	$10.11
EV Truck/SUV	101.1	1	$35.38	$16.17

Gas CO2

88 kg

EV CO2

30 kg (66% 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 Apr 20, 2026

Origin

Hollywood, FL

Late night in Hollywood on Tuesday

Local time

5:00 AM

EDT

Current temp

84°F

Unavailable

Live forecast

Destination

Leesburg, FL

Late night in Leesburg on Tuesday

Local time

5:00 AM

EDT

Current temp

91°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

7 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

4h 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.

What kind of drive is this?

Expect a highway-centric experience on this route, with a significant 97% of the drive taking place on major roadways. You'll encounter long stretches of consistent speed, including one continuous segment of 217.4 miles primarily on Florida's Turnpike. This profile suggests a drive where maintaining momentum is key, with minimal distractions from slower, local roads. The character remains largely consistent, emphasizing efficiency over varied terrain or frequent town navigations.

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: 217.4 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 Effort 9/10

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 252.7 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 16.7 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.

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 Leesburg, FL, road signs point toward Florida's Turnpike: Miami, Orlando, Florida's Turnpike North and Tavares.

Florida's Turnpike: Miami

19.5 mi in | ~25m

Orlando

19.5 mi in | ~25m

Florida's Turnpike North

19.6 mi in | ~26m

Tavares

237.4 mi in | ~4h 22m

About the Cities

Starting in Hollywood, FL

Full guide →

Founded 1921

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

Arriving in Leesburg, FL

Full guide →

Leesburg is a town of 24,000 people (2019) in Lake County, Florida. The town is between Lakes Griffin and Harris.

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 4h 46m. Total distance: 252.7 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

4h 46m 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 217.4 miles on Florida's Turnpike. The full list of main roads is in the Roads section above.

Expect about $15.22 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.

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.

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 Leesburg, 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.

Possible but tiring. At 4.8 hours each way, an in-and-out day trip would put you behind the wheel for 9.6 hours — manageable with a long break at Leesburg, FL, but most travelers stay overnight.

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, and EIA for fuel prices. See our methodology for refresh cadence and limitations.

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Trip from Hollywood, FL to Leesburg, FL

Best Time to Leave

Trip Overview

Main Roads

Turn-by-Turn Driving Directions

Trip Plan

Before You Leave

Where to Stop

Pacing Suggestions

Stops Along Your Drive

Susana's Cafe - Kissimmee

Vanderbrew Coffee Shop

Susana's Cafe - Kissimmee

Café Barista - Kissimmee

Holy Grain Coffee Shop

Vanderbrew Coffee Shop

The Coffee Snob Roaster

Paloma Parlor

Sprout & Bean | Play Café | Coffee Shop and Indoor Playground | Winter Garden

ChargePoint Charging Station

ChargePoint Charging Station

Blink Charging Station

ChargePoint Charging Station

Pilot Flying J Charging Station

ChargePoint Charging Station

SynergEV Charging Station

Nehrling Gardens

Ingalls Park

Anne Kolb Nature Center

Riverbend Park

White Gator Swamp

Morikami Museum and Japanese Gardens

Harry Potter and the Escape from Gringotts

Escape Room PSL

Heads-up: tricky spots

Fuel & Cost

Travel Intel

Hollywood, FL

Leesburg, FL

Same local time

7 degrees warmer at arrival

4h 46m on the road

What kind of drive is this?

How Hard Is This Drive?

Towns Mentioned on Route Signs

About the Cities

Starting in Hollywood, FL

Arriving in Leesburg, FL

Who Is This Route For?

Frequently Asked Questions

Which road carries most of the drive?

How do I pay the tolls on this route?

Are there rest areas on this route?

Should I avoid arriving after dark?

Is this a good trip with kids?

Where does this route get tricky?

Can I do this as a round trip in one go?

How this page is built

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