How far is Smithtown, NY from Pleasant Valley, NY?
The driving distance from Smithtown, NY to Pleasant Valley, NY is about 119.2 miles (191.8 km), with a travel time of about 02h 41m by car.
- The straight-line flight distance is about 69.3 miles (111.6 km).
- For a round trip, plan for roughly 05h 22m 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 02h 41m.
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.
Hamlet in the town of Harrison, in Westchester County, New York
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 Smithtown and Pleasant Valley.
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown and Pleasant Valley.
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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 right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
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20
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
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21
Continue on New England Thruway
1074 ft · 18 sec · New England Thruway
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22
Take the exit slight right toward Hutchinson Parkway North
131 m · 15 sec
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23
Keep slight left to continue on Hutchinson River Parkway North
912 ft · 31 sec
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24
Merge slight left onto Hutchinson River Parkway
13.5 mi · 19 min · Hutchinson River Parkway
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25
Keep slight left to continue on I 684 North: Brewster
1.6 mi · 2 min
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26
Merge slight right
26.2 mi · 30 min
-
27
Continue straight
1.3 km · 1 min
-
28
Take the exit slight right toward I 84 West: Newburgh
1426 ft · 1 min
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29
Merge slight left
15.4 mi · 18 min
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30
Take the exit slight right toward Taconic State Parkway North, Albany
2570 ft · 1 min
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31
Merge slight left onto Taconic State Parkway
14.5 mi · 20 min · Taconic State Parkway
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32
Turn left onto Rossway Road
53 m · 8 sec · Rossway Road
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33
Continue on Rossway Road
1.6 mi · 3 min · Rossway Road
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34
Merge slight right
1.6 mi · 2 min
-
35
Turn left onto South Avenue
115 m · 10 sec · South Avenue
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36
Arrive at your destination
0 m · 1 sec · South Avenue
Car Route Details
A richer read on the saved driving route between Smithtown and Pleasant Valley.
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 684 North
Merge slight right
26.2 mi · 00h 30m
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 Smithtown and Sunny near Pleasant Valley.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Smithtown to Pleasant Valley?
The road trip is about 119.2 miles (191.8 km) and usually takes 02h 41m 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?
Purchase is a useful midpoint, sitting about 59.5 miles from Smithtown and 59.7 miles from Pleasant Valley.
How much longer is the road route than the straight-line distance?
The direct path is about 69.3 miles (111.6 km), while the road route adds roughly 49.9 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 1:08 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $18.73 one way or $37.45 round trip. Estimated CO2 is about 37.4 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Smithtown and Sunny near Pleasant Valley.
Stop Ideas Near Purchase
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Old Town Hall
Mount Vernon City Hall
City Hall Wedding photographer
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Purchase.
Stamford Transportation Center
New Rochelle station
Yonkers station
Croton–Harmon station
Flight Path Map
This map shows the direct air route between Smithtown and Pleasant Valley. Straight-line distance: 69.33 mi (111.58 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 Pleasant Valley
Human settlement in Dutchess County, New York, United States of America
| Population | 9,615 |
| Coordinates | 41.7445400, -73.8212400 |
| Altitude | 57 |
| Country | United States |
End: Pleasant Valley (-73.82124, 41.74454)
Estimated Travel Time
Distance: 192 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 58m |
| 40 mph (64.37 km/h) | 02h 58m |
| 50 mph (80.47 km/h) | 02h 22m |
| 60 mph (96.56 km/h) | 01h 59m |
| 70 mph (112.65 km/h) | 01h 42m |
| 80 mph (129 km/h) | 01h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $18.73 | $37.45 |
| Mid-grade | $4.98 | $20.97 | $41.95 |
| Premium | $5.38 | $22.66 | $45.32 |
| Diesel | $6.51 | $27.40 | $54.81 |
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