How far is Lewisboro, NY from Islip, NY?
The driving distance from Lewisboro, NY to Islip, NY is about 86.8 miles (139.7 km), with a travel time of about 01h 46m by car.
- The straight-line flight distance is about 38.7 miles (62.3 km).
- For a round trip, plan for roughly 03h 33m 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 46m.
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.
The fourth most populous borough of New York City.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms Likely
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Lewisboro and Islip.
Turn-by-Turn Driving Directions
Step-by-step road directions between Lewisboro and Islip.
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1
Start on Shady Lane
45 m · 13 sec · Shady Lane
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2
Turn left onto Smith Ridge Road
6.1 mi · 11 min · Smith Ridge Road
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3
Continue on Smith Ridge Road
46 m · 8 sec · Smith Ridge Road
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4
Turn left onto Forest Street
2256 ft · 43 sec · Forest Street
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5
Turn right onto Locust Avenue
153 m · 15 sec · Locust Avenue
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6
Turn left onto Main Street
1035 ft · 24 sec · Main Street
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7
Turn right onto Cherry Street
103 m · 13 sec · Cherry Street
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8
Turn left onto South Avenue
2.3 mi · 4 min · South Avenue
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9
Continue on Mansfield Avenue
1 mi · 2 min · Mansfield Avenue
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10
Turn right onto Middlesex Road
1243 ft · 31 sec · Middlesex Road
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11
Continue on Middlesex Road
1.7 mi · 3 min · Middlesex Road
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12
Turn left onto Noroton Avenue
3277 ft · 1 min · Noroton Avenue
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13
Turn right onto Ledge Road
110 m · 11 sec · Ledge Road
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14
Continue on I 95 South: New York City
1151 ft · 28 sec
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15
Merge slight left
10.9 mi · 15 min
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16
Keep slight left to continue on New England Thruway
14.3 mi · 20 min · New England Thruway
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17
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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18
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
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19
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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20
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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21
Continue on Hollis Court Boulevard
1.2 km · 1 min · Hollis Court Boulevard
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22
At the end of the road, turn left onto Jamaica Avenue
1117 ft · 35 sec · Jamaica Avenue
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23
Turn right onto Hempstead Avenue
1.4 km · 2 min · Hempstead Avenue
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24
Turn right onto 225th Street
69 m · 10 sec · 225th Street
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25
Take the ramp straight toward Cross Island Parkway South, Verrazano Bridge
1171 ft · 29 sec
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26
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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27
Take the exit slight left toward Southern State Parkway East, Eastern Long Island
2383 ft · 1 min
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28
Merge slight left onto Southern State Parkway
24.5 mi · 31 min · Southern State Parkway
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29
Keep slight left to continue on Southern State Parkway
1072 ft · 16 sec · Southern State Parkway
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30
Take the exit slight right toward Bay Shore Road South, Bay Shore
1044 ft · 32 sec
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31
Turn straight onto Bay Shore Road
2667 ft · 1 min · Bay Shore Road
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32
Continue on Howells Road
1845 ft · 44 sec · Howells Road
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33
Turn straight onto Sunrise Highway
104 m · 7 sec · Sunrise Highway
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34
Keep slight right to continue on Howells Road
3115 ft · 2 min · Howells Road
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35
Continue on Roosevelt Street
1248 ft · 25 sec · Roosevelt Street
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36
Continue on 3rd Avenue
1 km · 1 min · 3rd Avenue
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37
At the end of the road, turn left onto East Main Street
1.1 mi · 2 min · East Main Street
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38
Continue on Montauk Highway
1014 ft · 17 sec · Montauk Highway
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39
Continue on Main Street
1.2 km · 1 min · Main Street
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40
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Lewisboro and Islip.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Southern State Parkway
Merge slight left onto Southern State Parkway
24.5 mi · 00h 31m
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.
Showers And Thunderstorms Likely leaving Lewisboro and Rain Showers Likely near Islip.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Lewisboro to Islip?
The road trip is about 86.8 miles (139.7 km) and usually takes 01h 46m 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?
The Bronx is a useful midpoint, sitting about 41 miles from Lewisboro and 45.8 miles from Islip.
How much longer is the road route than the straight-line distance?
The direct path is about 38.7 miles (62.3 km), while the road route adds roughly 48.1 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 2:56 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $12.27 one way or $24.54 round trip. Estimated CO2 is about 27.2 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms Likely around Lewisboro and Rain Showers Likely near Islip.
Stop Ideas Near The Bronx
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Radio City Music Hall
The Yard: City Hall Park NYC
CITY HALL LOBBY
Diamond City Hall Photography
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to The Bronx.
Yonkers station
New Rochelle station
Pennsylvania Station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Lewisboro and Islip. Straight-line distance: 38.71 mi (62.3 km).
#1 Lewisboro
City in Westchester County, New York, United States of America
| Population | 12,417 |
| Coordinates | 41.2381500, -73.5226200 |
| Altitude | 222 |
| 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: 140 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 53m |
| 40 mph (64.37 km/h) | 02h 10m |
| 50 mph (80.47 km/h) | 01h 44m |
| 60 mph (96.56 km/h) | 01h 26m |
| 70 mph (112.65 km/h) | 01h 14m |
| 80 mph (129 km/h) | 01h 04m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $12.27 | $24.54 |
| Mid-grade | $4.48 | $13.71 | $27.42 |
| Premium | $4.86 | $14.87 | $29.75 |
| Diesel | $4.69 | $14.36 | $28.73 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.