The drive from Smithtown, NY to Yorktown, NY covers 77.2 miles and takes about 1h 52m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Long Island Expressway, Taconic State Parkway, Sprain Brook Parkway for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 24.8 miles on Long Island Expressway.
At current regular gas prices, budget about $12.71 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
38.6 miles from Smithtown, NY
A natural place for your longest stop of the day
, about 54m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 52m. Total distance: 77.2 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 52m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (85%). Some complex stretches to watch for.
Drive Character
This is a 1h 52m highway drive covering 77.2 miles, with most of the trip on Long Island Expressway and Taconic State Parkway. The longest continuous stretch is about 24.8 miles on Long Island Expressway.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 39 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Long Island Expressway is the longest continuous segment at about 24.8 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on Long Island Expressway and Taconic State Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 7.6 miles in.
Driving Effort10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 77.2 miles you will encounter 28 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 7.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 33.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 33.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 28 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
8
7.6 mi into trip|~10m in
Keep slight left at fork toward I 495 West: New York
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward I 495 West: New York
8
33.3 mi into trip|~46m in
Take the exit toward Cross Island Parkway, Whitestone Bridge, Kennedy Airport
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 31N-S
Toward Cross Island Parkway, Whitestone Bridge,...
10
33.5 mi into trip|~46m in
Keep slight right at fork toward Cross Island Parkway North, Whitestone Bridge
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 31N
Toward Cross Island Parkway North, Whitestone B...
8
36.9 mi into trip|~51m in
Take the exit toward I 295 North: Throgs Neck Bridge, Bronx, New England
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 33
Toward I 295 North: Throgs Neck Bridge, Bronx,...
8
39.9 mi into trip|~57m in|I 695 / Throgs Neck Expressway
Keep slight right at fork onto I 695 / Throgs Neck Expressway toward I 695 North: New Haven
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Exit 10
Toward I 695 North: New Haven
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Smithtown, NY and Yorktown, NY, road signs point toward Sm South: Bay Shore, Kennedy Airport, Cross Island Parkway North, Bronx, New England and Cross County Parkway West - among others.
Sm South: Bay Shore
4.6 mi in|~7m
Kennedy Airport
33.3 mi in|~46m
Cross Island Parkway North
33.5 mi in|~46m
Bronx
36.9 mi in|~51m
New England
36.9 mi in|~51m
Cross County Parkway West
48 mi in|~1h 10m
Bronx Parkway North
49 mi in|~1h 12m
Main Roads
Road
Distance
Duration
Long Island Expressway
24.8 mi
33m
Taconic State Parkway
13.8 mi
18m
Sprain Brook Parkway
12.6 mi
17m
Jericho Turnpike
4 mi
6m
Cross Island Parkway
3.1 mi
4m
Throgs Neck Expressway
2.5 mi
3m
South Columbus Avenue
2.3 mi
3m
New England Thruway
2 mi
3m
Longest stretch:
Long Island Expressway
— 24.8 mi, about 33m
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown, NY and Yorktown, NY.
1
Start on NY 25; NY 25A
0.6 mi·51 sec·West Main Street
2
Keep slight left at fork onto NY 25; NY 25A
179 ft·5 sec·West Main Street
3
Continue on NY 25
4.0 mi·6 min·Jericho Turnpike
4
Take the ramp
0.2 mi·27 sec
Toward SM South: Bay Shore
5
Merge onto SM
1.9 mi·2 min·Sunken Meadow State Parkway
6
Continue on SA
0.8 mi·49 sec·Sagtikos State Parkway
7
Take the exit
0.1 mi·16 sec
Exit S1WToward I 495 West: New YorkUse the slight right lane.
8
Keep slight left at fork
0.2 mi·23 sec
Toward I 495 West: New YorkUse the straight / slight right lanes.
9
Turn straight onto LIE North Service Road
0.4 mi·33 sec·LIE North Service Road
10
Turn straight onto North Service Road
0.1 mi·14 sec·North Service Road
11
Take the ramp
0.2 mi·21 sec
Toward I 495 West: New York
12
Merge onto I 495
25 mi·33 min·Long Island Expressway
Use the straight / slight right lanes.
13
Take the exit
0.2 mi·27 sec
Exit 31N-SToward Cross Island Parkway, Whitestone Bridge, Kennedy AirportUse the straight / slight right lanes.
14
Keep slight right at fork
0.3 mi·38 sec
Exit 31NToward Cross Island Parkway North, Whitestone BridgeUse the slight left / slight right lanes.
15
Merge onto CI
3.1 mi·4 min·Cross Island Parkway
Use the straight / slight right lanes.
16
Take the exit
0.6 mi·1 min
Exit 33Toward I 295 North: Throgs Neck Bridge, Bronx, New EnglandUse the straight / slight right lanes.
17
Merge onto I 295
1.8 mi·3 min·Throgs Neck Bridge
18
Continue on I 295
0.7 mi·1 min·Throgs Neck Expressway
Use the straight / slight right lanes.
19
Keep slight right at fork onto I 695
1.8 mi·2 min·Throgs Neck Expressway
Exit 10Toward I 695 North: New HavenUse the straight / slight right lanes.
20
Merge onto I 95
1.0 mi·1 min·Bruckner Expressway
21
Continue on I 95
2.0 mi·3 min·New England Thruway
Use the straight / slight left lanes.
22
Take the exit
351 ft·16 sec
Exit 13Toward Conner StreetUse the slight right lane.
23
Turn left onto Tillotson Avenue
0.1 mi·22 sec·Tillotson Avenue
24
Turn left onto Conner Street
0.3 mi·30 sec·Conner Street
25
Continue on NY 22
0.3 mi·59 sec·Provost Avenue
26
Continue on NY 22
0.2 mi·17 sec·South 3rd Avenue
27
Turn slight right onto NY 22
2.3 mi·3 min·South Columbus Avenue
Use the left / straight lanes.
28
Take the ramp
0.3 mi·37 sec
Toward Cross County Parkway WestUse the left lane.
29
Merge onto Cross County Parkway
0.6 mi·54 sec·Cross County Parkway
30
Take the exit
0.1 mi·18 sec
Exit 6Toward Bronx Parkway, Sprain ParkwayUse the straight / slight right lanes.
31
Keep slight right at fork
0.4 mi·1 min
Toward Bronx Parkway North, Sprain ParkwayUse the slight left / slight right lanes.
32
Merge onto Bronx River Parkway
0.3 mi·32 sec·Bronx River Parkway
33
Keep slight left at fork onto Sprain Brook Parkway
13 mi·17 min·Sprain Brook Parkway
Use the straight / slight right lanes.
34
Continue on Taconic State Parkway
14 mi·18 min·Taconic State Parkway
Use the straight / slight right lanes.
35
Take the exit
0.3 mi·43 sec
Toward US 202, NY 35: Yorktown HeightsUse the slight right lane.
36
Turn right onto US 202; NY 35
0.7 mi·1 min·Crompond Road
Use the right lane.
37
Turn left onto NY 132
477 ft·9 sec·Old Yorktown Road
38
Turn right onto Locksley Road
61 ft·2 sec·Locksley Road
39
Arrive at destination
Locksley Road
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 38.6 miles from Smithtown, NY, or about 54m into the drive.
The longest continuous stretch on this route runs about 24.8 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 17 miles or 23m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 38.6 miles or 54m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 35m
Traffic, exits, and arrival timing usually matter more near Yorktown, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Smithtown, NY so your first major turns are already loaded.
Day 1
Settle into the route from Smithtown, NY
This is one driving day of about 77.2 miles and 1h 52m.
Your first comfortable stop window is around 17 miles from Smithtown, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Long Island Expressway for about 24.8 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 38.6 mi from Smithtown, NY
· 54m into the drive
The midpoint is around 38.6 miles from Smithtown, NY, which is a good place for a longer meal and fuel stop.
Arriving in Yorktown, NY
The final approach into Yorktown, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
National Parks Near This Route
Worth a detour if your schedule allows.
Hamilton Grange National Memorial
National Memorial
Merchant’s clerk, Revolutionary War soldier, first Secretary Treasury of the United States: Alexander Hamilton’s life is memorialized at The Grange, the home he built on a country estate in uptown Man...
7 mi from route
~17 min detour
Free
near mile 42.6
The final resting place of President Ulysses S. Grant and his wife, Julia, is the largest mausoleum in North America. It testifies to a people’s gratitude for the man who ended the bloodiest conflict...
8 mi from route
~19 min detour
Free
near mile 42.6
The African Burial Ground stands as the oldest and largest known excavated burial site in North America for both free and enslaved Africans. It offers a profound testament to the enduring legacy of Af...
12 mi from route
~31 min detour
Free
near mile 37.3
Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...
12 mi from route
~29 min detour
Free
near mile 39.9
Located at the southern tip of Manhattan, Castle Clinton marks the place where New York City began and reflects the growth of both the city and the nation. Built to defend the harbor during the War of...
13 mi from route
~33 min detour
Free
near mile 37.3
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
13 mi from route
~32 min detour
Free
near mile 37.3
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$12.71 one way
$25.42 round trip
$4.18/gal25.4 MPG avg27 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$13.74
$27.48
premium
$4.92
$14.96
$29.93
diesel
$5.61
$17.04
$34.09
Estimated Tolls: $6.97
Throgs Neck Bridge
$6.55
Jericho Turnpike
(4 mi)$0.28
New England Thruway
(2 mi)$0.14
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$13
Tolls
$7
Meals
$25–$50
Total
$45–$70
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 27 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $8 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
23.2
0
$8.11
$3.71
Efficient EV
19.3
0
$6.76
$3.09
EV Truck/SUV
30.9
0
$10.81
$4.94
Gas CO2
27 kg
EV CO2
9 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Apr 16, 2026
Origin
Smithtown, NY
Night
in Smithtown on Thursday
Local time
11:39 PM
EDT
Current temp
64°F
Unavailable
Live forecast
Destination
Yorktown, NY
Night
in Yorktown on Thursday
Local time
11:39 PM
EDT
Current temp
58°F
Unavailable
Live forecast
34°F
Mount Vernon, NY
39 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
6 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 52m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Smithtown, NY to Yorktown, NY covers 77.2 miles and takes about 1h 52m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Long Island Expressway, Taconic State Parkway, Sprain Brook Parkway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 38.6 miles from Smithtown, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $12.71 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This drive requires moderate attention. Across 77.2 miles you will encounter 28 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: at 7.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 33.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 33.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Smithtown, NY and Yorktown, NY, road signs point toward Sm South: Bay Shore, Kennedy Airport, Cross Island Parkway North, Bronx, New England and Cross County Parkway West - among others.
Yes. Nearby national parks include Hamilton Grange National Memorial, General Grant National Memorial and African Burial Ground National Monument. There are 6 parks within detour distance of this route.
