The drive from Painted Post, NY to Islip, NY covers 301.5 miles and takes about 6h 11m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Keystone Shortway, Southern Tier Expressway, I 81 for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 80 miles on Keystone Shortway.
At current regular gas prices, budget about $50.04 one way before food or hotel costs.
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
150.8 miles from Painted Post, NY
A natural place for your longest stop of the day
, about 2h 59m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 11m. Total distance: 301.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 11m drive, plan rest stops for pacing.
Drive Character
This is a 6h 11m highway drive covering 301.5 miles, with most of the trip on Keystone Shortway and Southern Tier Expressway. The longest continuous stretch is about 80 miles on Keystone Shortway.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 53 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 80 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on Keystone Shortway and Southern Tier Expressway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 134.5 miles in near US 6.
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 34 significant decision points across 301.5 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 134.5 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.1 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.4 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 34 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
9
134.5 mi into trip|~2h 40m in|US 6
Keep slight right at fork onto US 6 toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 187
Toward I 84 East, I 380 South, US 6 East: Carbo...
8
249.1 mi into trip|~4h 56m 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
249.4 mi into trip|~4h 56m 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
258.8 mi into trip|~5h 11m 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
9
296.9 mi into trip|~6h 2m in
Take the exit toward Bay Shore Road South, Bay Shore
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 41S
Toward Bay Shore Road South, Bay Shore
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Painted Post, NY and Islip, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level - among others.
Mt Pocono
134.5 mi in|~2h 40m|via US 6
Milford
135.3 mi in|~2h 41m|via I 84; I 380
New York City
249.1 mi in|~4h 56m
Leonia
249.4 mi in|~4h 56m
Teaneck
249.4 mi in|~4h 56m
George Washington Bridge Upper Level
251.6 mi in|~5h 1m
Cross Island Parkway South
270.2 mi in|~5h 27m
Southern State Parkway East
271.7 mi in|~5h 30m
Eastern Long Island
271.7 mi in|~5h 30m
Main Roads
Road
Distance
Duration
Keystone Shortway
80 mi
1h 37m
Southern Tier Expressway
79.7 mi
1h 33m
I 81
53.4 mi
1h 3m
Southern State Parkway
24.7 mi
31m
I 380
23.6 mi
25m
Cross Bronx Expressway
6.6 mi
8m
Christopher Columbus Highway
5.5 mi
5m
Clearview Expressway
5 mi
5m
Longest stretch:
Keystone Shortway
— 80 mi, about 1h 37m
Turn-by-Turn Driving Directions
Step-by-step road directions between Painted Post, NY and Islip, NY.
1
Start on this road
135 ft·12 sec·this road
2
Turn right onto Rand Avenue
287 ft·13 sec·Rand Avenue
3
Turn right onto West High Street
0.2 mi·43 sec·West High Street
4
At end of road, turn left onto Steuben Street
80 ft·6 sec·Steuben Street
5
Turn right onto NY 415
0.6 mi·58 sec·West High Street
6
Continue on NY 415
0.2 mi·21 sec·Pulteney Street
7
Take the ramp
0.3 mi·44 sec
8
Merge onto I 86; NY 17
80 mi·1 hr 33 min·Southern Tier Expressway
9
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
10
Keep slight right at fork onto US 6
0.8 mi·1 min·US 6
Exit 187Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt PoconoUse the slight left / slight right lanes.
11
Continue on I 84; I 380
3.7 mi·4 min·I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, MilfordUse the straight lane.
12
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
13
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward I 80 East: Stroudsburg
14
Merge onto I 80
80 mi·1 hr 37 min·Keystone Shortway
Use the straight / right lanes.
15
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.
16
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.
17
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
18
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse the straight / slight right lanes.
19
Turn straight onto CR 56
454 ft·9 sec·Degraw Avenue
20
Continue on CR 56
1.1 mi·2 min·Fort Lee Road
Use the straight / right lanes.
21
Continue on CR 56
469 ft·13 sec·Main Street
22
Take the ramp
472 ft·12 sec
Toward George Washington Bridge
23
Merge onto US 1; US 9; US 46
0.3 mi·28 sec·Bergen Boulevard
Use the straight / slight right lanes.
24
Take the exit
312 ft·4 sec
Toward George Washington Bridge Upper Level
25
Merge onto I 95 EXPR
0.3 mi·20 sec·I 95 EXPR
Use the straight / slight right lanes.
26
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
27
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
28
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
29
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
30
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.
31
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
32
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
33
Continue on I 295
5.0 mi·5 min·Clearview Expressway
Use the straight / slight right lanes.
34
Continue on NY 24
0.7 mi·1 min·Hollis Court Boulevard
Use the straight lane.
35
At end of road, turn left onto NY 24
0.2 mi·35 sec·Jamaica Avenue
Use the left lane.
36
Turn right onto Hempstead Avenue
0.9 mi·2 min·Hempstead Avenue
37
Turn right onto 225th Street
228 ft·9 sec·225th Street
Use the right lane.
38
Take the ramp
0.2 mi·28 sec
Toward Cross Island Parkway South, Verrazano Bridge
39
Merge onto CI
1.3 mi·1 min·Cross Island Parkway
Use the straight / slight right lanes.
40
Take the exit
0.5 mi·1 min
Exit 25AToward Southern State Parkway East, Eastern Long IslandUse the slight left / straight lanes.
41
Merge onto SO
25 mi·31 min·Southern State Parkway
Use the straight / slight right lanes.
42
Keep slight left at fork onto SO
0.2 mi·16 sec·Southern State Parkway
Use the straight / slight right lanes.
43
Take the exit
0.2 mi·31 sec
Exit 41SToward Bay Shore Road South, Bay ShoreUse the slight right lane.
44
Turn straight onto CR 57
0.5 mi·1 min·Bay Shore Road
45
Continue on CR 57
0.3 mi·43 sec·Howells Road
46
Turn straight onto CR 57
341 ft·6 sec·Sunrise Highway
47
Keep slight right at fork onto CR 57
0.6 mi·1 min·Howells Road
Toward Howells Road SouthUse the right lane.
48
Continue on CR 57
0.2 mi·24 sec·Roosevelt Street
49
Continue on CR 57
0.7 mi·1 min·3rd Avenue
50
At end of road, turn left onto NY 27A
1.1 mi·1 min·East Main Street
51
Continue on Montauk Highway
0.2 mi·17 sec·Montauk Highway
52
Continue on NY 27A
0.8 mi·1 min·Main Street
53
Arrive at destination
NY 27A
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.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 150.8 miles from Painted Post, NY, or about 2h 59m into the drive.
The longest continuous stretch on this route runs about 80 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 66 miles or 1h 19m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 150.8 miles or 2h 59m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 54m
Traffic, exits, and arrival timing usually matter more near Islip, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Painted Post, 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.
Day 1
Settle into the route from Painted Post, NY
This is one driving day of about 301.5 miles and 6h 11m.
Your first comfortable stop window is around 66 miles from Painted Post, NY.
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 Keystone Shortway for about 80 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 150.8 mi from Painted Post, NY
· 2h 59m into the drive
The midpoint is around 150.8 miles from Painted Post, NY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel check
Top up before Keystone Shortway if your tank is already low. That segment runs about 80 miles.
Arriving in Islip, NY
The final approach into Islip, 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 Islip, NY.
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
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...
4 mi from route
~11 min detour
Free
near mile 249.6
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...
4 mi from route
~11 min detour
Free
near mile 249.6
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 249.6
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
~26 min detour
Free
near mile 249.6
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 249.6
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
~27 min detour
Free
near mile 249.6
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $32 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
90.5
1
$31.66
$14.47
Efficient EV
75.4
0
$26.38
$12.06
EV Truck/SUV
120.6
1
$42.21
$19.30
Gas CO2
105 kg
EV CO2
35 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
Painted Post, NY
Evening
in Painted Post on Thursday
Local time
6:20 PM
EDT
Current temp
41°F
Unavailable
Live forecast
Destination
Islip, NY
Evening
in Islip on Thursday
Local time
6:20 PM
EDT
Current temp
78°F
Mostly Sunny
SW 7 to 10 mph3% chanceLive forecast
57°F
Ramapo, NY
151 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.
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
37 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
6h 11m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Painted Post, NY to Islip, NY covers 301.5 miles and takes about 6h 11m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, Southern Tier Expressway, I 81. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 150.8 miles from Painted Post, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $49.63 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 1 meaningful break 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 34 significant decision points across 301.5 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 134.5 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.1 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.4 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Painted Post, NY and Islip, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level - among others.
