The drive from Pleasantville, NY to Hempstead, NY covers 405.2 miles and takes about 8h 40m behind the wheel.
It usually feels better as a 2-day road trip than as one long push.
The route leans on Keystone Shortway, PA 948, US 62 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 $66.70 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
202.6 miles from Pleasantville, NY
A natural place for your longest stop of the day
, about 4h 39m into the drive
.
Hempstead is the most populous town in America, with a whopping 700,000 residents, located on the South Shore of Nassau County, New York. The town is highly urbanized and fragmented, containing 22 semi-autonomous villages within its boundaries, and forty other neighborhoods.
Garden City, encompassing the "Nassau Hub" region, has its own article. The other prominent communities in Hempstead include Floral Park, Hempstead Village, Valley Stream, Rockville Centre, Freeport, Merrick, and the Five Towns area.
Top landmarks
•Mitchel Air Force Base — US Air Force base in Long Island, New York
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a 8h 40m drive with frequent turns across 405.2 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 73 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 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 46 significant decision points across 405.2 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 372.3 miles (I 80 / Christopher Columbus Highway): Highway fork - watch signs carefully. Lane positioning matters here; at 377.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 46 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
6
38.8 mi into trip|~59m in|Crescent Park
Turn left onto Crescent Park
Lane positioning matters here
Use the left lane.
7
372.3 mi into trip|~7h 51m in|I 80 / Christopher Columbus Highway
Keep slight right at fork onto I 80 / Christopher Columbus Highway toward I 95: George Washington Bridge Lower Level
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Toward I 95: George Washington Bridge Lower Lev...
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
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Pleasantville, NY and Hempstead, NY, road signs point toward New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
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
Main Roads
Road
Distance
Duration
Keystone Shortway
262.7 mi
4h 57m
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
Bayview Road
6.7 mi
11m
Longest stretch:
Keystone Shortway
— 262.7 mi, about 4h 57m
Turn-by-Turn Driving Directions
Step-by-step road directions between Pleasantville, NY and Hempstead, 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
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 LevelUse the slight right lane.
45
Keep slight left at fork
0.3 mi·23 sec
Toward I 95 North: George Washington Bridge, New York CityUse the straight / slight right lanes.
46
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
47
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse 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 6BToward I 295 South: Throgs Neck BridgeUse 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
5.0 mi·5 min·Clearview Expressway
Use the straight / slight right lanes.
63
Turn left onto NY 25
0.7 mi·1 min·Hillside Avenue
Use the left lane.
64
Turn right onto NY 25
1.1 mi·2 min·Braddock Avenue
65
Turn left onto NY 25
0.2 mi·34 sec·Jamaica Avenue
66
Continue on NY 25
0.5 mi·56 sec·Jericho Turnpike
67
Turn slight right onto Tulip Avenue
2.0 mi·3 min·Tulip Avenue
Use the right lane.
68
Turn right onto New Hyde Park Road
0.4 mi·56 sec·New Hyde Park Road
69
Turn left onto NY 24
2.0 mi·3 min·Hempstead Turnpike
Use the left lane.
70
Turn slight right onto NY 102
0.8 mi·1 min·Front Street
Use the right lane.
71
Turn right onto Greenwich Street
0.1 mi·11 sec·Greenwich Street
Use the right lane.
72
Turn left onto Peninsula Boulevard
0.2 mi·26 sec·Peninsula Boulevard
Use the straight / slight right lanes.
73
Arrive at destination
Peninsula Boulevard
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 202.6 miles from Pleasantville, NY, or about 4h 39m 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 89 miles or 2h 18m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 202.6 miles or 4h 39m 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 202.6 miles or 4h 39m
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 7h 21m
Traffic, exits, and arrival timing usually matter more near Hempstead, 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 203 miles and 4.3 hours of wheel time on this day.
Day 2
Finish the approach into Hempstead, NY
Aim for roughly 203 miles and 4.3 hours of wheel time on this day.
Your first comfortable stop window is around 89 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 202.6 mi from Pleasantville, NY
· 4h 39m into the drive
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
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...
5 mi from route
~12 min detour
Free
near mile 377.3
Caution: Lower Crypt Access Subject to Safe Conditions
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...
5 mi from route
~13 min detour
Free
near mile 377.3
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
~23 min detour
Free
near mile 377.3
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...
11 mi from route
~26 min detour
Free
near mile 377.3
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 377.3
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...
11 mi from route
~28 min detour
Free
near mile 377.3
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$66.70 one way
$133.40 round trip
$4.18/gal25.4 MPG avg142 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$72.12
$144.24
premium
$4.92
$78.54
$157.07
diesel
$5.61
$89.46
$178.93
Estimated Tolls: $22.73
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
Hempstead Turnpike
(2 mi)$0.14
Jericho Turnpike
(0.5 mi)$0.04
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
$67
Tolls
$23
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$219–$329
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 141.8 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $43 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
121.6
1
$42.55
$19.45
Efficient EV
101.3
1
$35.46
$16.21
EV Truck/SUV
162.1
2
$56.73
$25.93
Gas CO2
142 kg
EV CO2
47 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 16, 2026
Origin
Pleasantville, NY
Morning
in Pleasantville on Saturday
Local time
10:11 AM
EDT
Current temp
49°F
Unavailable
Live forecast
Destination
Hempstead, NY
Morning
in Hempstead on Saturday
Local time
10:11 AM
EDT
Current temp
83°F
Partly Sunny
S 12 mph2% chanceLive forecast
42°F
Waverly, NY
203 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
34 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 40m 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 Hempstead, NY covers 405.2 miles and takes about 8h 40m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, PA 948, US 62. 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 203 miles on day one.
The midpoint is about 202.6 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 $66.70 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 405.2 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.
The main spots that need attention: at 38.8 miles (Crescent Park): Lane positioning matters here; at 372.3 miles (I 80 / Christopher Columbus Highway): Highway fork - watch signs carefully. Lane positioning matters here; at 377.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Pleasantville, NY and Hempstead, NY, road signs point toward New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Yes. Nearby national parks include General Grant National Memorial, Hamilton Grange National Memorial and Stonewall National Monument. There are 6 parks within detour distance of this route.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
