How far is Pawling, NY from Islip, NY?
The driving distance from Pawling, NY to Islip, NY is about 101.3 miles (163 km), with a travel time of about 01h 59m by car.
- The straight-line flight distance is about 61 miles (98.2 km).
- For a round trip, plan for roughly 03h 59m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 59m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Village in Westchester County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers then Mostly Cloudy
Partly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Pawling and Islip.
Turn-by-Turn Driving Directions
Step-by-step road directions between Pawling and Islip.
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1
Start on West Main Street
1.3 km · 2 min · West Main Street
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2
Turn right onto State Highway 22
12 mi · 19 min · State Highway 22
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3
Continue straight
27.4 mi · 32 min
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4
Keep slight left to continue on Hutchinson River Parkway, New York City
1.5 mi · 2 min
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5
Merge slight right onto Hutchinson River Parkway
7.7 mi · 11 min · Hutchinson River Parkway
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6
Keep slight right to continue on Hutchinson River Parkway
5.9 mi · 9 min · Hutchinson River Parkway
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7
Take the exit slight right toward I 95 South: George Washington Bridge, Stillwell Avenue
43 m · 5 sec
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8
Keep slight right to continue on I 95 South: George Washington Bridge
1265 ft · 47 sec
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9
Merge slight left onto New England Thruway
1861 ft · 32 sec · New England Thruway
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10
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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11
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
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12
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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13
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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14
Continue on Hollis Court Boulevard
1.2 km · 1 min · Hollis Court Boulevard
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15
At the end of the road, turn left onto Jamaica Avenue
1117 ft · 35 sec · Jamaica Avenue
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16
Turn right onto Hempstead Avenue
1.4 km · 2 min · Hempstead Avenue
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17
Turn right onto 225th Street
69 m · 10 sec · 225th Street
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18
Take the ramp straight toward Cross Island Parkway South, Verrazano Bridge
1171 ft · 29 sec
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19
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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20
Take the exit slight left toward Southern State Parkway East, Eastern Long Island
2383 ft · 1 min
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21
Merge slight left onto Southern State Parkway
24.5 mi · 31 min · Southern State Parkway
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22
Keep slight left to continue on Southern State Parkway
1072 ft · 16 sec · Southern State Parkway
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23
Take the exit slight right toward Bay Shore Road South, Bay Shore
1044 ft · 32 sec
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24
Turn straight onto Bay Shore Road
2667 ft · 1 min · Bay Shore Road
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25
Continue on Howells Road
1845 ft · 44 sec · Howells Road
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26
Turn straight onto Sunrise Highway
104 m · 7 sec · Sunrise Highway
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27
Keep slight right to continue on Howells Road
3115 ft · 2 min · Howells Road
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28
Continue on Roosevelt Street
1248 ft · 25 sec · Roosevelt Street
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29
Continue on 3rd Avenue
1 km · 1 min · 3rd Avenue
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30
At the end of the road, turn left onto East Main Street
1.1 mi · 2 min · East Main Street
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31
Continue on Montauk Highway
1014 ft · 17 sec · Montauk Highway
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32
Continue on Main Street
1.2 km · 1 min · Main Street
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33
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Pawling and Islip.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
State Highway 22
Continue straight
27.4 mi · 00h 32m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Chance Rain Showers then Mostly Cloudy leaving Pawling and Partly Sunny then Slight Chance Rain Showers near Islip.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Pawling to Islip?
The road trip is about 101.3 miles (163 km) and usually takes 01h 59m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Bronxville is a useful midpoint, sitting about 49.8 miles from Pawling and 51.4 miles from Islip.
How much longer is the road route than the straight-line distance?
The direct path is about 61 miles (98.2 km), while the road route adds roughly 40.3 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.31 one way or $28.62 round trip. Estimated CO2 is about 31.7 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers then Mostly Cloudy around Pawling and Partly Sunny then Slight Chance Rain Showers near Islip.
Stop Ideas Near Bronxville
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Flushing Town Hall
Mount Vernon City Hall
City Hall Wedding photographer
Old Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Bronxville.
New Rochelle station
Yonkers station
Pennsylvania Station
Stamford Transportation Center
Flight Path Map
This map shows the direct air route between Pawling and Islip. Straight-line distance: 61.01 mi (98.19 km).
#1 Pawling
Village in Dutchess County, New York, USA
| Population | 8,165 |
| Coordinates | 41.5620400, -73.6026300 |
| Altitude | 141 |
| Country | United States |
#2 Islip
This Long Island community is situated on the south shore of Suffolk County, New York, at an elevation of 13 feet.
| Population | 322,328 |
| Coordinates | 40.7298200, -73.2103900 |
| Altitude | 4 |
| Country | United States |
End: Main Street (-73.210382, 40.729789)
Estimated Travel Time
Distance: 163 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 22m |
| 40 mph (64.37 km/h) | 02h 31m |
| 50 mph (80.47 km/h) | 02h 01m |
| 60 mph (96.56 km/h) | 01h 41m |
| 70 mph (112.65 km/h) | 01h 26m |
| 80 mph (129 km/h) | 01h 15m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $14.31 | $28.62 |
| Mid-grade | $4.48 | $16.00 | $31.99 |
| Premium | $4.86 | $17.35 | $34.71 |
| Diesel | $4.69 | $16.76 | $33.52 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in New York · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.