How far is Greenfield, NY from Smithtown, NY?
The driving distance from Greenfield, NY to Smithtown, NY is about 229.5 miles (369.3 km), with a travel time of about 03h 56m by car.
- The straight-line flight distance is about 159 miles (255.9 km).
- For a round trip, plan for roughly 07h 52m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 03h 56m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
Town in New York, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Greenfield and Smithtown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenfield and Smithtown.
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1
Start on South Greenfield Road
3093 ft · 1 min · South Greenfield Road
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2
Turn left onto Middle Grove Road
1.3 mi · 2 min · Middle Grove Road
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3
At the end of the road, turn right onto Route 9N
678 ft · 11 sec · Route 9N
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4
Continue on Church Street
2.3 mi · 5 min · Church Street
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5
Continue on Church Street
2309 ft · 52 sec · Church Street
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6
Turn right onto Broadway
4.1 mi · 7 min · Broadway
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7
Take the ramp slight right toward I 87 South
3189 ft · 1 min
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8
Merge slight left onto Adirondack Northway
23.8 mi · 29 min · Adirondack Northway
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9
Keep slight right to continue on I 87 South, I 90: Boston, Albany, New York, Buffalo
1694 ft · 32 sec
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10
Continue on I 87 South, I 90 West: New York, Buffalo
2619 ft · 51 sec
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11
Keep slight right to continue on I 87 South: New York
117.8 mi · 2 hr 17 min
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12
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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13
Continue straight
2496 ft · 39 sec
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14
Keep slight left to continue on NJ 17 South: Mahwah
14.1 mi · 19 min
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15
Take the exit slight right toward NJ 4, GSP South: Paterson, Fort Lee, New York
566 ft · 19 sec
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16
Keep slight left to continue on NJ 4 East: Fort Lee, New York
2455 ft · 1 min
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17
Merge slight left
1417 ft · 24 sec
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18
Continue straight
6.4 mi · 9 min
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19
Take the exit slight left toward I 95 North: George Washington Bridge
1124 ft · 18 sec
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20
Merge slight left
1.2 km · 55 sec
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21
Keep slight left
1.3 km · 1 min
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22
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
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23
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
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24
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
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25
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
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26
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
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27
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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28
Continue on Clearview Expressway
3.2 mi · 3 min · Clearview Expressway
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29
Take the exit slight right toward I 495: Manhattan, Eastern Long Island
810 ft · 28 sec
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30
Keep slight left to continue on I 495 East: Long Island Expressway, Eastern Long Island
1448 ft · 39 sec
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31
Merge slight left onto Long Island Expressway
14.2 mi · 20 min · Long Island Expressway
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32
Take the exit slight right toward N East: Hauppauge
2144 ft · 53 sec
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33
Merge slight left onto Northern State Parkway
13.7 mi · 19 min · Northern State Parkway
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34
Take the exit slight right toward SM North: Kings Park
1052 ft · 26 sec
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35
Merge slight left onto Sagtikos State Parkway
152 m · 6 sec · Sagtikos State Parkway
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36
Continue on Sunken Meadow State Parkway
1.7 mi · 2 min · Sunken Meadow State Parkway
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37
Take the exit slight right toward NY 25 East: Jericho Turnpike East, Smithtown
1170 ft · 31 sec
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38
Turn slight right onto Jericho Turnpike
3.9 mi · 6 min · Jericho Turnpike
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39
Continue on West Main Street
3144 ft · 55 sec · West Main Street
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40
Arrive at your destination
0 m · 1 sec · West Main Street
Car Route Details
A richer read on the saved driving route between Greenfield 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.
I 87 South
Keep slight right to continue on I 87 South: New York
118 mi · 02h 17m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Sunny leaving Greenfield and Sunny near Smithtown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Greenfield to Smithtown?
The road trip is about 229.5 miles (369.3 km) and usually takes 03h 56m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Plattekill is a useful midpoint, sitting about 112.5 miles from Greenfield and 116.9 miles from Smithtown.
How much longer is the road route than the straight-line distance?
The direct path is about 159 miles (255.9 km), while the road route adds roughly 70.5 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 9:08 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $36.03 one way or $72.06 round trip. Estimated CO2 is about 72 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Greenfield and Sunny near Smithtown.
Stop Ideas Near Plattekill
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Plattekill.
Poughkeepsie station
Rhinecliff–Kingston station
Croton–Harmon station
Hudson
Flight Path Map
This map shows the direct air route between Greenfield and Smithtown. Straight-line distance: 159 mi (255.88 km).
#1 Greenfield
Town in Saratoga County, New York, United States
| Population | 7,689 |
| Coordinates | 43.1036900, -73.8640100 |
| Altitude | 180 |
| 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: 369 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 07h 38m |
| 40 mph (64.37 km/h) | 05h 44m |
| 50 mph (80.47 km/h) | 04h 35m |
| 60 mph (96.56 km/h) | 03h 49m |
| 70 mph (112.65 km/h) | 03h 16m |
| 80 mph (129 km/h) | 02h 51m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $36.03 | $72.06 |
| Mid-grade | $4.98 | $40.35 | $80.71 |
| Premium | $5.38 | $43.59 | $87.19 |
| Diesel | $6.51 | $52.72 | $105.45 |
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