How far is Lenox, NY from Smithtown, NY?
The driving distance from Lenox, NY to Smithtown, NY is about 308.6 miles (496.6 km), with a travel time of about 05h 04m by car.
- The straight-line flight distance is about 199.3 miles (320.7 km).
- For a round trip, plan for roughly 10h 09m 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 05h 04m.
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, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Lenox and Smithtown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Lenox and Smithtown.
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1
Start on South Court Street
1050 ft · 36 sec · South Court Street
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2
Turn sharp left onto Clockville Road
1937 ft · 58 sec · Clockville Road
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3
Turn right onto Creek Road
1317 ft · 38 sec · Creek Road
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4
Turn left onto Mount Hope Avenue
3.3 mi · 8 min · Mount Hope Avenue
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5
At the end of the road, turn right onto State Route 46
5.6 mi · 8 min · State Route 46
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6
Continue on Main Street
1.6 km · 1 min · Main Street
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7
Continue on Bear Path Road
5.8 mi · 8 min · Bear Path Road
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8
Turn right
37 m · 9 sec
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9
Continue straight
1275 ft · 24 sec
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10
Continue on State Route 46
1.4 mi · 2 min · State Route 46
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11
Continue on State Route 12B
2 mi · 3 min · State Route 12B
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12
Continue on Utica Street
1.1 mi · 2 min · Utica Street
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13
Turn slight right onto Broad Street
1.1 mi · 2 min · Broad Street
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14
Continue on State Route 12B
4.6 mi · 7 min · State Route 12B
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15
Continue on North Main Street
1.4 mi · 2 min · North Main Street
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16
Continue on State Highway 12B
3.7 mi · 6 min · State Highway 12B
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17
Continue on North Main Street
1.4 mi · 2 min · North Main Street
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18
Continue on State Highway 12
10.2 mi · 15 min · State Highway 12
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19
Continue on North Broad Street
2925 ft · 2 min · North Broad Street
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20
Turn left onto Rexford Street
8.3 mi · 10 min · Rexford Street
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21
Turn right onto State Highway 8
17.8 mi · 20 min · State Highway 8
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22
Continue on Airport Road
2268 ft · 29 sec · Airport Road
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23
Continue on State Highway 8
19 mi · 22 min · State Highway 8
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24
Continue on Oak Street
1409 ft · 18 sec · Oak Street
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25
Continue on State Highway 10
2251 ft · 45 sec · State Highway 10
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26
Take the exit left toward NY 17 East
1287 ft · 27 sec
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27
Merge slight left
105.1 mi · 2 hr 11 min
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28
Keep slight left to continue on I 87, NYST: Albany, New York City
1.1 km · 60 sec
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29
Keep slight right to continue on I 87 Toll South: New York City
1.5 km · 2 min
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30
Merge slight left onto New York State Thruway
13.7 mi · 16 min · New York State Thruway
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31
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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32
Continue straight
2496 ft · 39 sec
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33
Keep slight left to continue on NJ 17 South: Mahwah
14.1 mi · 19 min
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34
Take the exit slight right toward NJ 4, GSP South: Paterson, Fort Lee, New York
566 ft · 19 sec
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35
Keep slight left to continue on NJ 4 East: Fort Lee, New York
2455 ft · 1 min
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36
Merge slight left
1417 ft · 24 sec
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37
Continue straight
6.4 mi · 9 min
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38
Take the exit slight left toward I 95 North: George Washington Bridge
1124 ft · 18 sec
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39
Merge slight left
1.2 km · 55 sec
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40
Keep slight left
1.3 km · 1 min
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41
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
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42
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
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43
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
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44
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
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45
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
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46
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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47
Continue on Clearview Expressway
3.2 mi · 3 min · Clearview Expressway
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48
Take the exit slight right toward I 495: Manhattan, Eastern Long Island
810 ft · 28 sec
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49
Keep slight left to continue on I 495 East: Long Island Expressway, Eastern Long Island
1448 ft · 39 sec
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50
Merge slight left onto Long Island Expressway
14.2 mi · 20 min · Long Island Expressway
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51
Take the exit slight right toward N East: Hauppauge
2144 ft · 53 sec
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52
Merge slight left onto Northern State Parkway
13.7 mi · 19 min · Northern State Parkway
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53
Take the exit slight right toward SM North: Kings Park
1052 ft · 26 sec
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54
Merge slight left onto Sagtikos State Parkway
152 m · 6 sec · Sagtikos State Parkway
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55
Continue on Sunken Meadow State Parkway
1.7 mi · 2 min · Sunken Meadow State Parkway
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56
Take the exit slight right toward NY 25 East: Jericho Turnpike East, Smithtown
1170 ft · 31 sec
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57
Turn slight right onto Jericho Turnpike
3.9 mi · 6 min · Jericho Turnpike
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58
Continue on West Main Street
3144 ft · 55 sec · West Main Street
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59
Arrive at your destination
0 m · 1 sec · West Main Street
Car Route Details
A richer read on the saved driving route between Lenox and Smithtown.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
NY 17 East
Merge slight left
105 mi · 02h 11m
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.
Partly Sunny leaving Lenox and Rain Showers Likely near Smithtown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Lenox to Smithtown?
The road trip is about 308.6 miles (496.6 km) and usually takes 05h 04m 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?
Liberty is a useful midpoint, sitting about 142.3 miles from Lenox and 166.3 miles from Smithtown.
How much longer is the road route than the straight-line distance?
The direct path is about 199.3 miles (320.7 km), while the road route adds roughly 109.3 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 6:50 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $43.66 one way or $87.32 round trip. Estimated CO2 is about 96.8 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Lenox and Rain Showers Likely near Smithtown.
Stop Ideas Near Liberty
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 Liberty.
Rhinecliff–Kingston station
Poughkeepsie station
Scranton, PA
Hudson
Flight Path Map
This map shows the direct air route between Lenox and Smithtown. Straight-line distance: 199.24 mi (320.65 km).
#1 Lenox
City in Madison County, New York, United States of America
| Population | 8,762 |
| Coordinates | 43.0584000, -75.7043500 |
| Altitude | 161 |
| 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: 497 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 16m |
| 40 mph (64.37 km/h) | 07h 42m |
| 50 mph (80.47 km/h) | 06h 10m |
| 60 mph (96.56 km/h) | 05h 08m |
| 70 mph (112.65 km/h) | 04h 24m |
| 80 mph (129 km/h) | 03h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $43.66 | $87.32 |
| Mid-grade | $4.48 | $48.80 | $97.60 |
| Premium | $4.86 | $52.94 | $105.87 |
| Diesel | $4.69 | $51.12 | $102.24 |
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 22, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.