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Trip from Pleasantville, NY to Brookhaven, NY

Drive Time

9h 32m

Distance

444.9 mi

716 km

Drive Score

8/10

Great drive

Same Day?

2-day trip

Fuel Cost

$72

one way

EV Charging

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station data

Best Time to Leave

Save up to 25 min
4 AM
9h 24m ★
6 AM
9h 32m
8 AM
9h 49m
10 AM
9h 38m
12 PM
9h 36m
3 PM
9h 39m
5 PM
9h 48m
8 PM
9h 27m

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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Trip Overview

The drive from Pleasantville, NY to Brookhaven, NY covers 444.9 miles and takes about 9h 32m behind the wheel. It usually feels better as a 2-day road trip than as one long push.

The route leans on Keystone Shortway, Long Island Expressway, PA 948 for much of the mileage, and the overall profile is turn-heavy local drive. The longest uninterrupted segment is about 262.7 miles on Keystone Shortway. At current regular gas prices, budget about $72.43 one way before food or hotel costs.

Trip Pace

Best split across 2 days

Treat the return leg as its own travel day rather than an afterthought.

Break Rhythm

2 planned breaks

Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Midpoint

222.4 miles from Pleasantville, NY

A natural place for your longest stop of the day , about 5h 2m into the drive .

Drive Character

Expect a 9h 32m drive with frequent turns across 444.9 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 71 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Keystone Shortway is the longest continuous segment at about 262.7 miles.

How Hard Is This Drive?

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 377.8 miles in.

Route Complexity 10/10

High effort - long or complex enough to need steady focus all day

This is a demanding drive. With 46 significant decision points across 444.9 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 377.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 378 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 387.5 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here.

Critical Maneuvers

5 of 46 key points

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

8
377.8 mi into trip | ~7h 57m in

Keep slight left at fork toward I 95 North: George Washington Bridge, New York City

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Toward I 95 North: George Washington Bridge, Ne...
9
378 mi into trip | ~7h 58m in

Keep slight right at fork toward Leonia, Teaneck

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 70A-B Toward Leonia, Teaneck
8
387.5 mi into trip | ~8h 12m in | I 295 / Cross Bronx Expressway

Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight left lanes. Exit 6B Toward I 295 South: Throgs Neck Bridge
8
395.2 mi into trip | ~8h 22m in

Take the exit toward I 495: Manhattan, Eastern Long Island

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 4E-W Toward I 495: Manhattan, Eastern Long Island
8
395.4 mi into trip | ~8h 23m in

Keep slight left at fork toward I 495 East: Long Island Expressway, Eastern Long Island

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

Exit 4E Toward I 495 East: Long Island Expressway, East...

Towns Along This Route

Between Pleasantville, NY and Brookhaven, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level and Eastern Long Island.

New York City

377.8 mi in | ~7h 57m

Leonia

378 mi in | ~7h 58m

Teaneck

378 mi in | ~7h 58m

George Washington Bridge Upper Level

380.3 mi in | ~8h 2m

Eastern Long Island

395.2 mi in | ~8h 22m

Main Roads

Road Distance Duration
Keystone Shortway 262.7 mi 4h 57m
Long Island Expressway 43.5 mi 59m
PA 948 23.8 mi 35m
US 62 15.6 mi 19m
Boot Jack Road 11.2 mi 16m
State Park Road 8.1 mi 14m
Grand Army of the Republic Highway 7.4 mi 11m
Southern Tier Expressway 7 mi 8m
Longest stretch: Keystone Shortway — 262.7 mi, about 4h 57m

Turn-by-Turn Driving Directions

Step-by-step road directions between Pleasantville, NY and Brookhaven, NY.

1

Start on Centralia-Hartfield Road

1.7 mi · 4 min · Centralia-Hartfield Road
2

Turn right onto Bayview Road

6.7 mi · 11 min · Bayview Road
3

At end of road, turn right onto Bemus-Ellery Road

467 ft · 12 sec · Bemus-Ellery Road
4

Continue on NY 430

0.1 mi · 15 sec · Center Street
5

Turn left

0.8 mi · 1 min
6

Take the ramp

0.5 mi · 55 sec
Toward Jamestown
7

Merge onto I 86; NY 17

7.0 mi · 8 min · Southern Tier Expressway
8

Take the exit

0.2 mi · 30 sec
Exit 12 Toward NY 60: Jamestown
9

Turn right onto NY 60

0.1 mi · 20 sec · North Main Street
10

Turn left onto Marvin Parkway

0.2 mi · 29 sec · Marvin Parkway
11

Turn right onto Lakeview Avenue

0.8 mi · 1 min · Lakeview Avenue
12

Turn left onto Newton Avenue

73 ft · 2 sec · Newton Avenue
13

Turn right onto Winsor Street

0.9 mi · 2 min · Winsor Street
14

Continue on this road

0.2 mi · 27 sec · this road
15

Turn slight right onto Allen Street

0.2 mi · 26 sec · Allen Street
16

Continue on Maple Street

0.4 mi · 49 sec · Maple Street
17

Continue on West Virginia Boulevard

0.4 mi · 53 sec · West Virginia Boulevard
18

Turn right onto Glenview Avenue

0.1 mi · 27 sec · Glenview Avenue
19

Turn left onto Martin Road

2.1 mi · 3 min · Martin Road
20

At end of road, turn left onto NY 60

0.2 mi · 17 sec · Foote Avenue
21

Turn right onto US 62

16 mi · 19 min · US 62
22

Turn right onto US 62

0.2 mi · 23 sec · West 4th Avenue
23

Turn left onto Hickory Street

0.2 mi · 23 sec · Hickory Street
24

Continue on Hickory Bridge

0.1 mi · 24 sec · Hickory Bridge
25

Turn left onto Crescent Park

0.4 mi · 57 sec · Crescent Park
Use the left lane.
26

Turn left onto US 6

1.8 mi · 3 min · Crescent Park
Use the left / straight / right lanes.
27

Continue on US 6

0.2 mi · 35 sec · Main Street
Use the straight lane.
28

Continue on US 6

2.9 mi · 4 min · Grand Army of the Republic Highway
Use the straight lane.
29

Continue on US 6

1.4 mi · 2 min · North Main Street
30

Continue on US 6

4.5 mi · 6 min · Grand Army of the Republic Highway
31

Continue on US 6

1.1 mi · 2 min · West Main Street
32

Take the exit

265 ft · 9 sec
Toward PA 666 West
33

Merge onto PA 666

2.3 mi · 4 min · South Main Street
34

Continue on PA 948

8.5 mi · 12 min · PA 948
35

At end of road, turn left onto PA 66

2.9 mi · 4 min · PA 66
36

Turn right onto PA 948

15 mi · 22 min · PA 948
37

Turn left onto PA 948

1.0 mi · 2 min · West Main Street
38

Continue on US 219; PA 948

11 mi · 16 min · Boot Jack Road
39

Turn left onto PA 153

3.7 mi · 6 min · Penfield Road
40

Continue on PA 153

5.0 mi · 8 min · Hoovertown Road
41

Continue on PA 153

8.1 mi · 14 min · State Park Road
42

Turn left

0.3 mi · 40 sec
43

Merge onto I 80

263 mi · 4 hr 57 min · Keystone Shortway
Use the straight / right lanes.
44

Keep slight right at fork onto I 80

5.5 mi · 5 min · Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower Level Use the slight right lane.
45

Keep slight left at fork

0.3 mi · 23 sec
Toward I 95 North: George Washington Bridge, New York City Use the straight / slight right lanes.
46

Keep slight right at fork

0.4 mi · 38 sec
Exit 70A-B Toward Leonia, Teaneck Use the slight right lane.
47

Turn right

0.2 mi · 35 sec
Exit 70A Toward Leonia Use the straight / slight right lanes.
48

Turn straight onto CR 56

454 ft · 9 sec · Degraw Avenue
49

Continue on CR 56

1.1 mi · 2 min · Fort Lee Road
Use the straight / right lanes.
50

Continue on CR 56

469 ft · 13 sec · Main Street
51

Take the ramp

472 ft · 12 sec
Toward George Washington Bridge
52

Merge onto US 1; US 9; US 46

0.3 mi · 28 sec · Bergen Boulevard
Use the straight / slight right lanes.
53

Take the exit

312 ft · 4 sec
Toward George Washington Bridge Upper Level
54

Merge onto I 95 EXPR

0.3 mi · 20 sec · I 95 EXPR
Use the straight / slight right lanes.
55

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR
56

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)
Use the straight / slight right lanes.
57

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
58

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway
Use the straight / slight right lanes.
59

Keep slight right at fork onto I 295

2.0 mi · 2 min · Cross Bronx Expressway
Exit 6B Toward I 295 South: Throgs Neck Bridge Use the straight / slight left lanes.
60

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway
61

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
62

Continue on I 295

3.2 mi · 3 min · Clearview Expressway
Use the straight / slight right lanes.
63

Take the exit

0.2 mi · 27 sec
Exit 4E-W Toward I 495: Manhattan, Eastern Long Island Use the straight / slight right lanes.
64

Keep slight left at fork

0.3 mi · 38 sec
Exit 4E Toward I 495 East: Long Island Expressway, Eastern Long Island
65

Merge onto I 495

43 mi · 59 min · Long Island Expressway
Use the straight / slight right lanes.
66

Take the exit

0.2 mi · 27 sec
Exit 65 Toward CR 16: Horse Block Road, Centereach, Shirley Use the straight / slight right lanes.
67

Turn straight onto Express Drive South

0.2 mi · 21 sec · Express Drive South
Toward I 495, CR 101: Yaphank, Riverhead
68

Turn slight right onto CR 16

4.1 mi · 6 min · Horseblock Road
Use the right lane.
69

At end of road, turn right onto CR 80

0.9 mi · 1 min · Montauk Highway
Use the right lane.
70

Turn left onto CR 36

0.4 mi · 50 sec · South Country Road
Use the left lane.
71

Arrive at destination

CR 36

Trip Plan

Morning Departure

Start early — leave by 6-7 AM to arrive at a reasonable hour.

Evening Departure

This is a long drive — plan for a morning departure or consider splitting it into two days.

This drive is better paced as a 2-day trip.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 222.4 miles from Pleasantville, NY, or about 5h 2m into the drive.
The longest continuous stretch on this route runs about 262.7 miles.

Consider an overnight stop or starting very early.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 98 miles or 2h 33m in

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

Halfway reset

Around 222.4 miles or 5h 2m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Overnight split

Day 1 wrap after about 222.4 miles or 5h 2m

Stop before fatigue turns the last few hours into a grind. You want day two to start fresh, not just resumed.

Final approach

Final hour starts around 8h 9m

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

Before You Leave

+

Open the route before leaving Pleasantville, NY 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.

+

Pick one backup stop option before the midpoint in case traffic changes your pacing.

+

Treat this as a 2-day road trip and book the overnight stop before the busiest arrival window.

Day 1

Settle into the route from Pleasantville, NY

Aim for roughly 222 miles and 4.8 hours of wheel time on this day.

Day 2

Finish the approach into Brookhaven, NY

Aim for roughly 222 miles and 4.8 hours of wheel time on this day.

Your first comfortable stop window is around 98 miles from Pleasantville, NY.
This route usually feels better as a 2-day drive than as one long push.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on Keystone Shortway for about 262.7 miles.

Where to Stop

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

Halfway Point

Midpoint

About 222.4 mi from Pleasantville, NY · 5h 2m into the drive

Downtown Ramapo, NY, NY

Mid-route town

Overnight candidate

Ramapo, NY

222 mi into the route

Best for: Hotel check-in, dinner, and a fresh start

This lines up well with a realistic day-end stop if you are breaking the drive into stages.

Find hotels in Ramapo, NY

Popular next leg

Ramapo, NY to Brookhaven, NY

96.3 mi · 1h 52m

Overnight Options

Night 1

Ramapo, NY

222 mi · about 4.8h in

A practical overnight split lands near Ramapo, NY after about 222 miles or 4.8 hours of driving.

Find hotels

Pacing Suggestions

Jamestown, NY

Fuel and coffee

A short stop after about 105 miles helps settle the day before fatigue starts building.

Ramapo, NY

Meal break

The midpoint is around 238.6 miles from Pleasantville, NY, which is a good place for a longer meal and fuel stop.

Arriving in Brookhaven, NY

The final approach into Brookhaven, NY 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 Brookhaven, NY.

On a multi-day trip, keep the last day a little lighter so you reach Brookhaven, NY with some flexibility left in the schedule.

After long uninterrupted mileage, take five minutes before the last urban segment to reset and refocus on exits, merges, and city traffic.

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

National Parks Near This Route

Worth a detour if your schedule allows.

General Grant National Memorial

General Grant National Memorial

National Memorial

The final resting place of President Ulysses S. Grant and his wife, Julia, is the largest mausoleum in North America. It testifies to a people’s gratitude for the man who ended the bloodiest conflict...

3 mi from route ~8 min detour Free near mile 383.5
Caution: Lower Crypt Access Subject to Safe Conditions
View on nps.gov
Hamilton Grange National Memorial

Hamilton Grange National Memorial

National Memorial

Merchant’s clerk, Revolutionary War soldier, first Secretary Treasury of the United States: Alexander Hamilton’s life is memorialized at The Grange, the home he built on a country estate in uptown Man...

3 mi from route ~6 min detour Free near mile 383.5
View on nps.gov
Fire Island National Seashore

Fire Island National Seashore

National Seashore

Immerse yourself in an enchanting collage of coastal life and history. Rhythmic waves, high dunes, ancient maritime forests, historic landmarks and glimpses of wildlife, Fire Island has been a special...

7 mi from route ~18 min detour Free near mile 444.9
View on nps.gov
Stonewall National Monument

Stonewall National Monument

National Monument

Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...

9 mi from route ~22 min detour Free near mile 383.5
View on nps.gov
African Burial Ground National Monument

African Burial Ground National Monument

National Monument

The African Burial Ground stands as the oldest and largest known excavated burial site in North America for both free and enslaved Africans. It offers a profound testament to the enduring legacy of Af...

10 mi from route ~25 min detour Free near mile 383.5
View on nps.gov
Castle Clinton National Monument

Castle Clinton National Monument

National Monument

Located at the southern tip of Manhattan, Castle Clinton marks the place where New York City began and reflects the growth of both the city and the nation. Built to defend the harbor during the War of...

11 mi from route ~28 min detour Free near mile 383.5
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

Fuel & Cost

Regular Gas

$72.43 one way

$144.86 round trip

$4.14/gal 25.4 MPG avg 156 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.48 $78.49 $156.98
premium $4.88 $85.53 $171.06
diesel $5.64 $98.84 $197.68

Estimated Tolls: $22.55

George Washington Bridge $16.00
Throgs Neck Bridge $6.55

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

$72

Tolls

$23

Hotel (1n)

$80–$140

Meals

$50–$100

Total

$225–$335

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

Estimated CO2 emission: 155.7 kg one way. Prices: EIA weekly data, 2026-04-06.

Driving Electric?

About $47 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 133.5 1 $46.71 $21.36
Efficient EV 111.2 1 $38.93 $17.80
EV Truck/SUV 178 2 $62.29 $28.47

Gas CO2

156 kg

EV CO2

52 kg (67% less)

Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.

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 4 days ago

Origin

Pleasantville, NY

Afternoon in Pleasantville on Monday

Local time

12:50 PM

EDT

Current temp

48°F

Unavailable

Live forecast

Destination

Brookhaven, NY

Afternoon in Brookhaven on Monday

Local time

12:50 PM

EDT

Current temp

49°F

Unavailable

Live forecast

Along the Route

59°F

Ramapo, NY

222 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.

For long drives, weather on day two can matter just as much as conditions at departure, so check the whole travel window rather than only the first day.

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 warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

9h 32m on the road

This is long enough that the arrival forecast matters almost as much as departure conditions. Recheck both ends before you roll.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Pleasantville, NY to Brookhaven, NY covers 444.9 miles and takes about 9h 32m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, Long Island Expressway, PA 948. Expect a mix of highway and local road driving.
Consider an overnight stop or starting very early.
Yes. This route is usually more comfortable as a 2-day drive. A sensible stopping point is after roughly 222 miles on day one.
The midpoint is about 222.4 miles from Pleasantville, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $72.43 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
Plan about 2 meaningful breaks for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a demanding drive. With 46 significant decision points across 444.9 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.
The main spots that need attention: at 377.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 378 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 387.5 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here.
Between Pleasantville, NY and Brookhaven, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level and Eastern Long Island.

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