How far is Islip, NY from Sleepy Hollow, NY?
The driving distance from Islip, NY to Sleepy Hollow, NY is about 63.2 miles (101.7 km), with a travel time of about 01h 35m by car.
- The straight-line flight distance is about 41.8 miles (67.3 km).
- For a round trip, plan for roughly 03h 10m 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 35m.
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.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Islip and Sleepy Hollow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip and Sleepy Hollow.
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1
Start on Main Street
1.2 km · 1 min · Main Street
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2
Continue on Montauk Highway
1014 ft · 19 sec · Montauk Highway
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3
Continue on Main Street
1.1 mi · 2 min · Main Street
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4
Turn right onto 3rd Avenue
2920 ft · 1 min · 3rd Avenue
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5
Continue on Rossevelt Street
1821 ft · 37 sec · Rossevelt Street
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6
Continue on Howells Road
1.1 km · 2 min · Howells Road
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7
Turn straight onto Sunrise Highway
50 m · 3 sec · Sunrise Highway
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8
Keep slight right to continue on Howells Road
1588 ft · 36 sec · Howells Road
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9
Continue on Bay Shore Road
3165 ft · 1 min · Bay Shore Road
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10
Take the ramp slight right toward SO West: New York
736 ft · 19 sec
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11
Continue straight
111 m · 9 sec
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12
Merge slight left onto Southern State Parkway
24.7 mi · 32 min · Southern State Parkway
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13
Take the exit slight right toward Cross Island Parkway North, Whitestone Bridge
1780 ft · 43 sec
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14
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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15
Take the exit slight right toward NY 24: UBS Arena-Belmont Park
97 m · 9 sec
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16
Keep slight left to continue on NY 24 West: Hempstead Avenue
133 m · 12 sec
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17
Keep slight right to continue on Cross Island Parkway North, Hempstead Avenue West
532 ft · 15 sec
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18
Keep slight right to continue on Hempstead Avenue West
81 m · 8 sec
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19
Continue on Grandstand, Hempstead Avenue West
549 ft · 14 sec
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20
Keep slight left to continue on Hempstead Avenue
31 m · 5 sec
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21
Turn right onto Hempstead Avenue
1.6 km · 2 min · Hempstead Avenue
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22
Turn left onto Jamaica Avenue
553 ft · 17 sec · Jamaica Avenue
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23
Turn right onto 212th Street
1.2 km · 1 min · 212th Street
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24
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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25
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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26
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
-
27
Keep slight right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
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28
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
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29
Continue on New England Thruway
2 mi · 3 min · New England Thruway
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30
Take the exit slight right toward Conner Street
107 m · 17 sec
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31
Turn left onto Tillotson Avenue
650 ft · 22 sec · Tillotson Avenue
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32
Turn left onto Conner Street
1329 ft · 31 sec · Conner Street
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33
Continue on Provost Avenue
1825 ft · 59 sec · Provost Avenue
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34
Continue on South 3rd Avenue
891 ft · 17 sec · South 3rd Avenue
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35
Turn slight right onto South Columbus Avenue
2.3 mi · 4 min · South Columbus Avenue
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36
Take the ramp left toward Cross County Parkway West
1512 ft · 38 sec
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37
Merge slight left onto Cross County Parkway
1.3 km · 1 min · Cross County Parkway
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38
Keep slight right to continue on Cross County Parkway (local lanes)
3001 ft · 57 sec · Cross County Parkway (local lanes)
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39
Take the exit slight right toward Central Park Avenue North
1512 ft · 32 sec
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40
Turn straight onto Central Park Avenue
1141 ft · 32 sec · Central Park Avenue
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41
Take the ramp straight toward I 87 North, New York State Thruway North: Governor Mario M. Cuomo Bridge, Albany
906 ft · 22 sec
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42
Merge slight left onto New York State Thruway
9.8 mi · 13 min · New York State Thruway
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43
Take the exit slight right toward US 9: Tarrytown, Sleepy Hollow
1414 ft · 48 sec
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44
Turn left onto White Plains Road
1350 ft · 42 sec · White Plains Road
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45
At the end of the road, turn right onto South Broadway
1.6 mi · 5 min · South Broadway
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46
Arrive at your destination
0 m · 1 sec · North Broadway
Car Route Details
A richer read on the saved driving route between Islip and Sleepy Hollow.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Southern State Parkway
Merge slight left onto Southern State Parkway
24.7 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.
Rain Showers Likely leaving Islip and Showers And Thunderstorms near Sleepy Hollow.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Islip to Sleepy Hollow?
The road trip is about 63.2 miles (101.7 km) and usually takes 01h 35m 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?
Bellerose Terrace is a useful midpoint, sitting about 31.6 miles from Islip and 31.6 miles from Sleepy Hollow.
How much longer is the road route than the straight-line distance?
The direct path is about 41.8 miles (67.3 km), while the road route adds roughly 21.4 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 3:20 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.94 one way or $17.88 round trip. Estimated CO2 is about 19.8 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Islip and Showers And Thunderstorms near Sleepy Hollow.
Stop Ideas Near Bellerose Terrace
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Radio City Music Hall
City Hall Barber Shop
New Rochelle City Clerk
Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Bellerose Terrace.
New Rochelle station
Pennsylvania Station
Yonkers station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Islip and Sleepy Hollow. Straight-line distance: 41.83 mi (67.32 km).
#1 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 |
#2 Sleepy Hollow
Village in New York
| Population | 10,055 |
| Coordinates | 41.0856500, -73.8584700 |
| Altitude | 27 |
| Country | United States |
End: Sleepy Hollow (-73.85847, 41.08565)
Estimated Travel Time
Distance: 102 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 06m |
| 40 mph (64.37 km/h) | 01h 34m |
| 50 mph (80.47 km/h) | 01h 15m |
| 60 mph (96.56 km/h) | 01h 03m |
| 70 mph (112.65 km/h) | 00h 54m |
| 80 mph (129 km/h) | 00h 47m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $8.94 | $17.88 |
| Mid-grade | $4.48 | $9.99 | $19.99 |
| Premium | $4.86 | $10.84 | $21.68 |
| Diesel | $4.69 | $10.47 | $20.94 |
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.