How far is Penn Yan, NY from Smithtown, NY?

The driving distance from Penn Yan, NY to Smithtown, NY is about 315.3 miles (507.4 km), with a travel time of about 05h 52m by car.

  • The straight-line flight distance is about 234.4 miles (377.3 km).
  • For a round trip, plan for roughly 11h 44m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
315.25 mi
05h 52m
Flight
234.47 mi
377.34 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from Penn Yan.

Flight Distance

Direct air line
234.47 mi
Kilometers
377.34 km
Flight Time
00h 28m

Driving Distance

Road route
315.25 mi
Kilometers
507.35 km
Drive Time
05h 52m

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 52m.

Arrival Snapshot
Arrive in Smithtown
Thu, Oct 15, 8:14 PM EDT
Return by in Penn Yan
Fri, Oct 16, 2:06 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Penn Yan
2026-10-15T14:22
Arrive Smithtown
Thu, Oct 15, 8:14 PM EDT
Route Timing
05h 52m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
11:52 AM to 1:52 PM EDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
5:16 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Penn Yan
9:00 PM EDT
Early departure recommended

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.

Mid-route stop
Tusten
NY

Human settlement in Sullivan County, New York, United States of America

From Penn Yan
164.1 mi
02h 56m
To Smithtown
151.2 mi
02h 56m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
59°F
Thursday

Partly Sunny

Starts
Thu, Oct 15 6:00 AM EDT
Wind
3 to 7 mph NE
Destination
56°F
Overnight

Partly Cloudy

Starts
Thu, Oct 15 12:00 AM EDT
Wind
13 mph N

Driving Route Map

The map below follows the saved road route between Penn Yan and Smithtown.

Turn-by-Turn Driving Directions

Step-by-step road directions between Penn Yan and Smithtown.

  1. 1

    Start on Elm Street

    17 m · 8 sec · Elm Street

  2. 2

    Turn left onto Main Street

    1160 ft · 21 sec · Main Street

  3. 3

    Turn right onto Clinton Street

    1.5 km · 2 min · Clinton Street

  4. 4

    Continue on State Highway 54

    4 mi · 6 min · State Highway 54

  5. 5

    Merge slight left

    38.1 mi · 53 min

  6. 6

    Continue on North Main Street

    1.3 mi · 2 min · North Main Street

  7. 7

    Take the ramp left

    1153 ft · 28 sec

  8. 8

    Merge slight left onto Southern Tier Expressway

    63.8 mi · 1 hr 15 min · Southern Tier Expressway

  9. 9

    Keep slight right to continue on I 81 South: Scranton

    53.4 mi · 1 hr 3 min

  10. 10

    Keep slight right to continue on I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono

    1.2 km · 1 min

  11. 11

    Continue on I 84 East, I 380 South: Mount Pocono, Milford

    3.7 mi · 5 min

  12. 12

    Keep slight right to continue on I 380 South: Mount Pocono

    23.6 mi · 26 min

  13. 13

    Keep slight left to continue on I 80 East: Stroudsburg

    1 mi · 1 min

  14. 14

    Merge slight right onto Keystone Shortway

    80 mi · 1 hr 37 min · Keystone Shortway

  15. 15

    Keep slight right to continue on Christopher Columbus Highway

    5.5 mi · 6 min · Christopher Columbus Highway

  16. 16

    Keep slight left to continue on I 95 North: George Washington Bridge, New York City

    1503 ft · 23 sec

  17. 17

    Keep slight right to continue on Leonia, Teaneck

    2128 ft · 38 sec

  18. 18

    Turn right onto Leonia

    1032 ft · 35 sec

  19. 19

    Turn straight onto Degraw Avenue

    138 m · 9 sec · Degraw Avenue

  20. 20

    Continue on Fort Lee Road

    1.1 mi · 2 min · Fort Lee Road

  21. 21

    Continue on Main Street

    143 m · 13 sec · Main Street

  22. 22

    Take the ramp left toward George Washington Bridge

    144 m · 13 sec

  23. 23

    Merge slight left onto Bergen Boulevard

    1552 ft · 29 sec · Bergen Boulevard

  24. 24

    Take the exit slight left toward George Washington Bridge Upper Level

    95 m · 5 sec

  25. 25

    Merge slight left

    1649 ft · 20 sec

  26. 26

    Keep slight left

    1.3 km · 1 min

  27. 27

    Continue on George Washington Bridge (upper level)

    3174 ft · 1 min · George Washington Bridge (upper level)

  28. 28

    Continue on Trans-Manhattan Expressway

    1.2 km · 1 min · Trans-Manhattan Expressway

  29. 29

    Continue on Cross Bronx Expressway

    4.7 mi · 6 min · Cross Bronx Expressway

  30. 30

    Keep slight right to continue on Cross Bronx Expressway

    2 mi · 3 min · Cross Bronx Expressway

  31. 31

    Merge slight left onto Throgs Neck Expressway

    3271 ft · 58 sec · Throgs Neck Expressway

  32. 32

    Continue on Throgs Neck Bridge

    2 mi · 3 min · Throgs Neck Bridge

  33. 33

    Continue on Clearview Expressway

    3.2 mi · 3 min · Clearview Expressway

  34. 34

    Take the exit slight right toward I 495: Manhattan, Eastern Long Island

    810 ft · 28 sec

  35. 35

    Keep slight left to continue on I 495 East: Long Island Expressway, Eastern Long Island

    1448 ft · 39 sec

  36. 36

    Merge slight left onto Long Island Expressway

    14.2 mi · 20 min · Long Island Expressway

  37. 37

    Take the exit slight right toward N East: Hauppauge

    2144 ft · 53 sec

  38. 38

    Merge slight left onto Northern State Parkway

    13.7 mi · 19 min · Northern State Parkway

  39. 39

    Take the exit slight right toward SM North: Kings Park

    1052 ft · 26 sec

  40. 40

    Merge slight left onto Sagtikos State Parkway

    152 m · 6 sec · Sagtikos State Parkway

  41. 41

    Continue on Sunken Meadow State Parkway

    1.7 mi · 2 min · Sunken Meadow State Parkway

  42. 42

    Take the exit slight right toward NY 25 East: Jericho Turnpike East, Smithtown

    1170 ft · 31 sec

  43. 43

    Turn slight right onto Jericho Turnpike

    3.9 mi · 6 min · Jericho Turnpike

  44. 44

    Continue on West Main Street

    3144 ft · 55 sec · West Main Street

  45. 45

    Arrive at your destination

    0 m · 1 sec · West Main Street

Car Route Details

A richer read on the saved driving route between Penn Yan and Smithtown.

OSRM road route
Drive Character

Long-distance drive

This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.

Directions
45 steps
6 turns on the saved route
Ramps & Exits
16
9 merges, 7 ramps or exits
Navigation Density
14.3 / 100 mi
Decision points by distance
Main Roads
Keystone Shortway
80 mi · 25%
Southern Tier Expressway
63.8 mi · 20%
I 81 South
53.4 mi · 17%
State Highway 54
42.1 mi · 13%
I 380 South
23.6 mi · 7%
Long Island Expressway
14.2 mi · 4%
Longest Stretch

Keystone Shortway

Merge slight right onto Keystone Shortway

80 mi · 01h 37m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
05h 52m
Long day trip
Same-Day Return
11h 44m
Round-trip wheel time
Road vs Air
+80.9 mi
234.4 mi direct line
Halfway Stop
Tusten
02h 56m from Penn Yan
Leave By
5:16 AM EDT
Early departure recommended
Weather Watch

Partly Sunny leaving Penn Yan 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 Penn Yan to Smithtown?

The road trip is about 315.3 miles (507.4 km) and usually takes 05h 52m 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?

Tusten is a useful midpoint, sitting about 164.1 miles from Penn Yan and 151.2 miles from Smithtown.

How much longer is the road route than the straight-line distance?

The direct path is about 234.4 miles (377.3 km), while the road route adds roughly 80.9 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 5:16 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $49.46 one way or $98.92 round trip. Estimated CO2 is about 98.8 kg one way.

What should you check before leaving?

Before you leave, expect Partly Sunny around Penn Yan and Partly Cloudy near Smithtown.

Stop Ideas Near Tusten

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Tusten, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Tusten.

BUS

Scranton, PA

57 mi away
23 Lackawanna Avenue
BUS

White Haven, PA

78 mi away
I-476, Exit 95/I-80, Exit 277, at Hwy 940
BUS

Wilkes-Barre, PA

80 mi away
47 South Washington Street
RAIL

Poughkeepsie station

91 mi away
41 Main St.

Flight Path Map

This map shows the direct air route between Penn Yan and Smithtown. Straight-line distance: 234.47 mi (377.34 km).

Penn Yan

#1 Penn Yan

Incorporated village in Yates County, New York, United States

Population4,948
Coordinates42.6609000, -77.0538600
Altitude222
CountryUnited States
Smithtown

#2 Smithtown

Census-designated place in Suffolk County, New York

Population110,876
Coordinates40.8559300, -73.2006700
Altitude18
CountryUnited States
Start: Elm Street (-77.053858, 42.660891)
End: West Main Street (-73.200729, 40.855811)

Estimated Travel Time

Distance: 507 km by road

SpeedTime
30 mph (48.3 km/h)10h 30m
40 mph (64.37 km/h)07h 52m
50 mph (80.47 km/h)06h 18m
60 mph (96.56 km/h)05h 15m
70 mph (112.65 km/h)04h 30m
80 mph (129 km/h)03h 55m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
11.12 gal
42.11 L · about $49.46
Round trip
$98.92
22.24 gal · 84.22 L
Estimated CO2
98.8 kg one way
Round trip: 197.6 kg / 436 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.45 $49.46 $98.92
Mid-grade $4.98 $55.40 $110.80
Premium $5.38 $59.85 $119.70
Diesel $6.51 $72.38 $144.76

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

There is no time difference between Penn Yan and Smithtown. The current time is 14:22:06.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.