How far is Ossining, NY from Smithtown, NY?
The driving distance from Ossining, NY to Smithtown, NY is about 70.6 miles (113.7 km), with a travel time of about 01h 27m by car.
- The straight-line flight distance is about 40.5 miles (65.1 km).
- For a round trip, plan for roughly 02h 55m 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 27m.
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 in Ulster County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Cloudy
Driving Route Map
The map below follows the saved road route between Ossining and Smithtown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Ossining and Smithtown.
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1
Start on Upper Croton Avenue
1558 ft · 50 sec · Upper Croton Avenue
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2
Continue on Upper Croton Avenue
600 ft · 17 sec · Upper Croton Avenue
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3
Continue on Croton Avenue
1702 ft · 53 sec · Croton Avenue
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4
Turn right onto Pleasantville Road
1.3 km · 2 min · Pleasantville Road
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5
Turn straight onto Chappaqua Road
133 m · 17 sec · Chappaqua Road
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6
Turn right
2.3 mi · 4 min
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7
Take the exit straight toward New York City
2442 ft · 59 sec
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8
Merge slight left onto Taconic State Parkway
1.9 mi · 3 min · Taconic State Parkway
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9
Keep slight left to continue on Sprain Brook Parkway
12.8 mi · 17 min · Sprain Brook Parkway
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10
Continue on Bronx River Parkway
2330 ft · 44 sec · Bronx River Parkway
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11
Take the exit slight right toward Cross County Parkway East, Mount Vernon
2217 ft · 1 min
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12
Merge slight left onto Cross County Parkway (local lanes)
1.1 km · 1 min · Cross County Parkway (local lanes)
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13
Take the exit slight right toward NY 22: North Columbus Avenue, Mount Vernon
1154 ft · 35 sec
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14
Turn straight onto Parkway South
116 m · 16 sec · Parkway South
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15
Turn right onto North Columbus Avenue
2.3 mi · 3 min · North Columbus Avenue
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16
Continue on South 3rd Avenue
891 ft · 17 sec · South 3rd Avenue
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17
Continue on Provost Avenue
1825 ft · 1 min · Provost Avenue
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18
Continue on Conner Street
843 ft · 21 sec · Conner Street
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19
Turn right onto New England Thruway
2894 ft · 60 sec · New England Thruway
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20
Take the ramp straight toward I 95 South
576 ft · 14 sec
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21
Merge slight left onto New England Thruway
1.5 mi · 2 min · New England Thruway
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22
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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23
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
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24
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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25
Continue on Clearview Expressway
3.2 mi · 3 min · Clearview Expressway
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26
Take the exit slight right toward I 495: Manhattan, Eastern Long Island
810 ft · 28 sec
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27
Keep slight left to continue on I 495 East: Long Island Expressway, Eastern Long Island
1448 ft · 39 sec
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28
Merge slight left onto Long Island Expressway
14.2 mi · 20 min · Long Island Expressway
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29
Take the exit slight right toward N East: Hauppauge
2144 ft · 53 sec
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30
Merge slight left onto Northern State Parkway
13.7 mi · 19 min · Northern State Parkway
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31
Take the exit slight right toward SM North: Kings Park
1052 ft · 26 sec
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32
Merge slight left onto Sagtikos State Parkway
152 m · 6 sec · Sagtikos State Parkway
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33
Continue on Sunken Meadow State Parkway
1.7 mi · 2 min · Sunken Meadow State Parkway
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34
Take the exit slight right toward NY 25 East: Jericho Turnpike East, Smithtown
1170 ft · 31 sec
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35
Turn slight right onto Jericho Turnpike
3.9 mi · 6 min · Jericho Turnpike
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36
Continue on West Main Street
3144 ft · 55 sec · West Main Street
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37
Arrive at your destination
0 m · 1 sec · West Main Street
Car Route Details
A richer read on the saved driving route between Ossining and Smithtown.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Long Island Expressway
Merge slight left onto Long Island Expressway
14.2 mi · 00h 20m
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.
Sunny leaving Ossining and Partly Cloudy near Smithtown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Ossining to Smithtown?
The road trip is about 70.6 miles (113.7 km) and usually takes 01h 27m 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?
Hillside is a useful midpoint, sitting about 35 miles from Ossining and 35.7 miles from Smithtown.
How much longer is the road route than the straight-line distance?
The direct path is about 40.5 miles (65.1 km), while the road route adds roughly 30.1 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 3:34 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.08 one way or $22.15 round trip. Estimated CO2 is about 22.1 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Ossining and Partly Cloudy near Smithtown.
Stop Ideas Near Hillside
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
Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Hillside.
Pennsylvania Station
New Rochelle station
Yonkers station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Ossining and Smithtown. Straight-line distance: 40.46 mi (65.11 km).
#1 Ossining
Town in Westchester County, New York, United States
| Population | 37,551 |
| Coordinates | 41.1628700, -73.8615200 |
| Altitude | 49 |
| Country | United States |
#2 Smithtown
Census-designated place in Suffolk County, New York
| Population | 110,876 |
| Coordinates | 40.8559300, -73.2006700 |
| Altitude | 18 |
| Country | United States |
End: West Main Street (-73.200729, 40.855811)
Estimated Travel Time
Distance: 114 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 21m |
| 40 mph (64.37 km/h) | 01h 45m |
| 50 mph (80.47 km/h) | 01h 24m |
| 60 mph (96.56 km/h) | 01h 10m |
| 70 mph (112.65 km/h) | 01h 00m |
| 80 mph (129 km/h) | 00h 52m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $11.08 | $22.15 |
| Mid-grade | $4.98 | $12.41 | $24.81 |
| Premium | $5.38 | $13.40 | $26.80 |
| Diesel | $6.51 | $16.21 | $32.41 |
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 · Oct 15, 2026