This 380.2-mile journey from Pleasantville, NY to New York City, NY takes approximately 8 hours and 13 minutes, making it best suited for a 2-day trip. You'll primarily navigate on the Keystone Shortway and PA 948, with a brief stint on the Essex Freeway. With a fuel cost estimated at $63 and two recommended stops, this drive offers a practical approach to reaching your destination. The route is characterized by numerous turns, suggesting a more engaged driving experience than a simple interstate cruise. Since both your origin and destination are within the Northeast region, you'll remain in familiar territory throughout this drive.
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
190.1 miles from Pleasantville, NY
A natural place for your longest stop of the day
, about 4h 25m into the drive
.
Main Roads
Road
Distance
Duration
Keystone Shortway
246 mi
4h 39m
PA 948
23.8 mi
35m
Essex Freeway
15.8 mi
20m
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
— 246 mi, about 4h 39m
Turn-by-Turn Driving Directions
Step-by-step road directions between Pleasantville, NY and New York City, 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 12Toward 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
246 mi·4 hr 39 min·Keystone Shortway
Use the straight / right lanes.
44
Take the exit
0.7 mi·49 sec
Exit 47AToward I 280 East: The Oranges, Newark
45
Continue on I 280
16 mi·20 min·Essex Freeway
Use the straight / right lanes.
46
Take the exit
0.6 mi·1 min
Exit 17AToward CR 508 East: Jersey City
47
Merge onto CR 508
2.0 mi·3 min·Newark-Jersey City Turnpike
Use the straight / slight right lanes.
48
Continue on NJ 7
0.5 mi·43 sec·New Wittpenn Bridge
Use the straight / slight right lanes.
49
Take the exit
0.2 mi·28 sec
Toward NJ 139 East: Hoboken, Holland TunnelUse the slight right lane.
50
Keep slight left at fork
0.4 mi·47 sec
Toward Holland Tunnel, Lincoln TunnelUse the straight / slight left lanes.
51
Turn straight
0.3 mi·35 sec
Use the straight lane.
52
Merge onto NJ 139
0.7 mi·1 min·Conrail Viaduct
53
Continue on NJ 139
0.4 mi·32 sec·12th Street Viaduct
54
Continue on I 78
0.3 mi·54 sec·12th Street
Use the straight / right lanes.
55
Keep slight left at fork onto I 78
2.0 mi·4 min·Holland Tunnel
Toward Holland Tunnel, Manhattan
56
Take the exit
305 ft·10 sec
Toward BrooklynUse the straight / slight right lanes.
57
Continue on Beach Street
121 ft·7 sec·Beach Street
Toward Brooklyn, 6th Avenue, Walker StreetUse the straight lane.
58
Turn slight right onto Walker Street
0.2 mi·1 min·Walker Street
Use the straight / slight right lanes.
59
Turn right onto Broadway
0.4 mi·1 min·Broadway
Use the straight lane.
60
Arrive at destination
Broadway
Trip Plan
To make the most of this 8-hour, 13-minute drive, consider breaking it into two days, utilizing the two suggested stops to rest and refuel. Given the 'turn-heavy' nature of the route, an early morning departure is recommended to maximize daylight driving and minimize potential traffic delays, especially as you approach New York City. Keep an eye on your fuel levels, as the longest stretch of 246 miles on the Keystone Shortway could have fewer services than a typical interstate. Planning your fuel stops around this longer segment will be key.
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 190.1 miles from Pleasantville, NY, or about 4h 25m into the drive.
The longest continuous stretch on this route runs about 246 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 84 miles or 2h 11m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 190.1 miles or 4h 25m 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 190.1 miles or 4h 25m
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 6h 53m
Traffic, exits, and arrival timing usually matter more near New York City, 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 190 miles and 4.1 hours of wheel time on this day.
Day 2
Finish the approach into New York City, NY
Aim for roughly 190 miles and 4.1 hours of wheel time on this day.
Your first comfortable stop window is around 84 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 246 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 39
5 decision points cluster between mile 38.8 and 377.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
38.8 mi into trip|~59m in|Crescent Park
Turn left onto Crescent Park
Lane positioning matters here
Use the left lane.
6
355.6 mi into trip|~7h 33m in
Take the exit toward I 280 East: The Oranges, Newark
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Exit 47A
Toward I 280 East: The Oranges, Newark
7
375.3 mi into trip|~8h 1m in
Take the exit toward NJ 139 East: Hoboken, Holland Tunnel
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward NJ 139 East: Hoboken, Holland Tunnel
8
375.5 mi into trip|~8h 1m in
Keep slight left at fork toward Holland Tunnel, Lincoln Tunnel
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight left lanes.
Toward Holland Tunnel, Lincoln Tunnel
6
377.5 mi into trip|~8h 5m in|I 78 / Holland Tunnel
Keep slight left at fork onto I 78 / Holland Tunnel toward Holland Tunnel, Manhattan
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward Holland Tunnel, Manhattan
Fuel & Cost
Regular Gas
$62.58 one way
$125.17 round trip
$4.18/gal25.4 MPG avg133 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$67.67
$135.35
premium
$4.92
$73.69
$147.38
diesel
$5.61
$83.94
$167.89
Estimated Tolls: $16.14
Holland Tunnel
$16.00
Newark-Jersey City Turnpike
(2 mi)$0.14
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
$63
Tolls
$16
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$209–$319
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 133 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $40 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
114.1
1
$39.92
$18.25
Efficient EV
95.1
1
$33.27
$15.21
EV Truck/SUV
152.1
1
$53.23
$24.33
Gas CO2
133 kg
EV CO2
44 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 as of Apr 15, 2026
Origin
Pleasantville, NY
Night
in Pleasantville on Saturday
Local time
9:31 PM
EDT
Current temp
49°F
Unavailable
Live forecast
Destination
New York City, NY
Night
in New York City on Saturday
Local time
9:31 PM
EDT
Current temp
50°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.
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
8h 13m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
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...
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...
1 mi from route
~2 min detour
Free
near mile 380.2
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
1 mi from route
~1 min detour
Free
near mile 380.2
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...
1 mi from route
~3 min detour
Free
near mile 380.2
From 1794 to 1966, the U.S. Army presence on Governors Island played a vital role in the social, political, and economic life of New York City. The island then served as the headquarters of the U.S. C...
2 mi from route
~4 min detour
Free
near mile 380.2
A gift of friendship from the people of France to the United States "The Statue of Liberty Enlightening the World" is recognized as a universal symbol of freedom and democracy. It was dedicated by Pre...
3 mi from route
~7 min detour
Free
near mile 380.2
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a 'turn-heavy local drive' for this 380.2-mile route. While only 18% of the journey is on highways, the longest uninterrupted stretch covers a significant 246 miles on the Keystone Shortway. This suggests a driving experience that involves frequent changes in direction and potentially slower speeds through local areas, mixed with longer, more consistent sections. As you progress, you'll likely notice a shift in scenery and road conditions as you transition between the major roadway and more localized paths.
Only 18% highway — the rest is turn-by-turn surface driving.
60 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 246 mi on Keystone Shortway.
How Hard Is This Drive?
10/10
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 38.8 miles in near Crescent Park.
Driving Effort10/10
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 39 significant decision points across 380.2 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 38.8 miles (Crescent Park): Lane positioning matters here; at 355.6 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 375.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
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 Pleasantville, NY to New York City, NY, road signs begin pointing toward Newark along the way.
Pleasantville is a village in Westchester County, New York. Downtown Pleasantville is very walkable, and has many independent restaurants, boutique shops, and grocery stores. The Jacob Burns Film Center, in the Rome Theater in downtown, was one of the first movie theaters in Westchester, and focuses primarily on independent, documentary, and world cinema.
New York (known as "The Big Apple", "NYC," and often called "New York City") is a global center for media, entertainment, art, fashion, research, finance, and trade. The bustling, cosmopolitan heart of the 4th largest metropolis in the world and by far the most populous city in the United States, New York has long been a key entry point and a defining city for the nation.
From the Statue of Liberty in the harbor to the Empire State Building towering over the Manhattan skyline, from the tunnels of the subway to the riches of Wall Street, from the bright signs of Times Square to the naturalistic beauty of Central Park, and from Yankee Stadium in the Bronx to Coney Island in Brooklyn, New York's landmarks are quintessential American landmarks. The city's neighborhoods and streets are so iconic they have become ingrained into the American consciousness.
Top landmarks
•Statue of Liberty — American icon in New York, United States
•National September 11 Memorial & Museum — memorial & museum in New York City commemorating the September 11, 2001 attacks
•Plaza Hotel — hotel in Midtown Manhattan, New York City
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 246 miles on Keystone Shortway. The full list of main roads is in the Roads section above.
Yes — a 2-day pace is more comfortable than one long haul. A sensible stopping point is after roughly 190 miles on day one.
Expect about $16.14 in tolls one way, starting with Holland Tunnel. 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 New York City, NY 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 2 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 38.8 miles (Crescent Park): Lane positioning matters here; at 355.6 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 375.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — African Burial Ground National Monument, Castle Clinton National Monument and Federal Hall National Memorial (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 8.2 hours each way, a round trip means 16.4 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at New York City, NY before the return drive.
