How far is Smithtown, NY from Boston, NY?
The driving distance from Smithtown, NY to Boston, NY is about 414.8 miles (667.5 km), with a travel time of about 08h 44m by car.
- The straight-line flight distance is about 310.6 miles (499.8 km).
- For a round trip, plan for roughly 17h 28m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 08h 44m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
City in Steuben County, New York, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Chance Rain Showers then Partly Sunny
Driving Route Map
The map below follows the saved road route between Smithtown and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown and Boston.
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1
Start on West Main Street
2964 ft · 52 sec · West Main Street
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2
Keep slight left to continue on West Main Street
55 m · 5 sec · West Main Street
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3
Continue on Jericho Turnpike
4 mi · 6 min · Jericho Turnpike
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4
Take the ramp slight right toward SM South: Bay Shore
1110 ft · 27 sec
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5
Merge slight left onto Sunken Meadow State Parkway
1.9 mi · 2 min · Sunken Meadow State Parkway
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6
Continue on Sagtikos State Parkway
1.2 km · 50 sec · Sagtikos State Parkway
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7
Take the exit slight right toward I 495 West: New York
688 ft · 17 sec
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8
Keep slight left to continue on I 495 West: New York
955 ft · 23 sec
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9
Turn straight onto LIE North Service Road
1987 ft · 34 sec · LIE North Service Road
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10
Turn straight onto North Service Road
770 ft · 14 sec · North Service Road
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11
Take the ramp slight left toward I 495 West: New York
879 ft · 22 sec
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12
Merge slight left onto Long Island Expressway
24.8 mi · 34 min · Long Island Expressway
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13
Take the exit slight right toward Cross Island Parkway, Whitestone Bridge, Kennedy Airport
1267 ft · 27 sec
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14
Keep slight right to continue on Cross Island Parkway North, Whitestone Bridge
1604 ft · 38 sec
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15
Merge slight left onto Cross Island Parkway
3.1 mi · 5 min · Cross Island Parkway
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16
Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England
2905 ft · 1 min
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17
Merge slight left onto Throgs Neck Bridge
1.8 mi · 3 min · Throgs Neck Bridge
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18
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
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19
Keep slight left to continue on Cross Bronx Expressway
6.6 mi · 9 min · Cross Bronx Expressway
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20
Keep slight left to continue on Trans-Manhattan Expressway
1.1 km · 1 min · Trans-Manhattan Expressway
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21
Continue on George Washington Bridge (upper level)
3167 ft · 60 sec · George Washington Bridge (upper level)
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22
Continue straight
2659 ft · 48 sec
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23
Keep slight left
3214 ft · 39 sec
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24
Keep slight left
559 ft · 9 sec
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25
Take the exit slight right toward I 95 South, NJTP South: Hackensack
1270 ft · 23 sec
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26
Keep slight left to continue on I 95 South, NJTP South: Hackensack
1884 ft · 29 sec
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27
Merge slight left onto New Jersey Turnpike
2 mi · 3 min · New Jersey Turnpike
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28
Take the exit slight right toward I 80 West: Paterson, Hackensack
1.3 km · 1 min
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29
Continue on Christopher Columbus Highway
68.2 mi · 1 hr 21 min · Christopher Columbus Highway
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30
Keep slight left to continue on Keystone Shortway
5.5 mi · 8 min · Keystone Shortway
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31
Keep slight left to continue on Keystone Shortway
11.9 mi · 16 min · Keystone Shortway
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32
Take the exit slight right toward I 380 North: Scranton
1.1 km · 46 sec
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33
Continue straight
27.7 mi · 31 min
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34
Merge slight right
58.1 mi · 1 hr 9 min
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35
Keep slight left to continue on I 86: Corning
100 mi · 1 hr 57 min
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36
Keep slight left to continue on Genesee Expressway
22.8 mi · 26 min · Genesee Expressway
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37
Take the exit slight right toward NY 36: Dansville
1203 ft · 40 sec
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38
Turn left onto Clara Barton Street
2161 ft · 38 sec · Clara Barton Street
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39
Turn left onto Lincoln Street
1101 ft · 52 sec · Lincoln Street
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40
Turn left onto Ossian Street
1.1 km · 1 min · Ossian Street
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41
Continue on Nunda-Dansville Road
12.4 mi · 17 min · Nunda-Dansville Road
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42
Continue on Mill Street
1 mi · 2 min · Mill Street
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43
Continue on Portage Street
5.6 mi · 8 min · Portage Street
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44
Continue on Main Street
110 m · 11 sec · Main Street
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45
Turn right onto Hamilton Street
1694 ft · 43 sec · Hamilton Street
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46
Continue straight
2.2 mi · 3 min
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47
Turn left onto Denton Corners Road
1.8 mi · 2 min · Denton Corners Road
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48
Turn left onto State Highway 39
2.7 mi · 4 min · State Highway 39
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49
Continue on State Highway 39
15.3 mi · 22 min · State Highway 39
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50
Continue on East Main Street
2.3 mi · 6 min · East Main Street
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51
Continue on State Route 39
1.1 mi · 2 min · State Route 39
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52
Turn right onto Olean Road
1128 ft · 19 sec · Olean Road
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53
Continue on State Highway 16
2999 ft · 1 min · State Highway 16
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54
Turn left onto Schutt Road
1.4 mi · 2 min · Schutt Road
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55
Turn slight left onto State Highway 39
825 ft · 11 sec · State Highway 39
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56
Continue on Springville Sardinia Highway
7.7 mi · 9 min · Springville Sardinia Highway
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57
Turn right onto Vaughn Street
1.5 mi · 3 min · Vaughn Street
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58
Turn left onto Middle Road
1.6 mi · 4 min · Middle Road
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59
Turn right onto Springville Boston Road
6.4 mi · 10 min · Springville Boston Road
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60
Continue on Boston State Road
1.7 mi · 3 min · Boston State Road
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61
Turn sharp right onto Boston Cross Road
10 m · 1 sec · Boston Cross Road
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62
Arrive at your destination
0 m · 1 sec · Boston Cross Road
Car Route Details
A richer read on the saved driving route between Smithtown and Boston.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 86
Keep slight left to continue on I 86: Corning
100 mi · 01h 57m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Chance Rain Showers leaving Smithtown and Chance Rain Showers then Partly Sunny near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Smithtown to Boston?
The road trip is about 414.8 miles (667.5 km) and usually takes 08h 44m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Riverside is a useful midpoint, sitting about 207.2 miles from Smithtown and 207.6 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 310.6 miles (499.8 km), while the road route adds roughly 104.2 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 7:30 AM EDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $58.69 one way or $117.38 round trip. Estimated CO2 is about 130.1 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Smithtown and Chance Rain Showers then Partly Sunny near Boston.
Stop Ideas Near Riverside
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 Riverside.
Scranton, PA
Wilkes-Barre, PA
White Haven, PA
Flight Path Map
This map shows the direct air route between Smithtown and Boston. Straight-line distance: 310.54 mi (499.77 km).
#1 Smithtown
Census-designated place in Suffolk County, New York
| Population | 110,876 |
| Coordinates | 40.8559300, -73.2006700 |
| Altitude | 18 |
| Country | United States |
#2 Boston
Town in New York, USA
| Population | 8,069 |
| Coordinates | 42.6289500, -78.7375300 |
| Altitude | 287 |
| Country | United States |
End: Boston (-78.73753, 42.62895)
Estimated Travel Time
Distance: 668 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 13h 49m |
| 40 mph (64.37 km/h) | 10h 22m |
| 50 mph (80.47 km/h) | 08h 17m |
| 60 mph (96.56 km/h) | 06h 54m |
| 70 mph (112.65 km/h) | 05h 55m |
| 80 mph (129 km/h) | 05h 10m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $58.69 | $117.38 |
| Mid-grade | $4.48 | $65.60 | $131.20 |
| Premium | $4.86 | $71.17 | $142.33 |
| Diesel | $4.69 | $68.72 | $137.44 |
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 17, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.