Smithtown, NY to Yorkshire, NY is 393.3 miles and takes about 8h 12m via I 86 and I 81, with a fuel budget near $66 and enough daylight to finish in a day. This trip stays within New York State, beginning in the Northeast region and ending in the same area. Expect a predominantly highway drive for this route, making it a straightforward option for a single-day trip or a relaxed two-day excursion. It's a practical choice if you're looking to cover distance efficiently across the state.
Trip Pace
Best split across 2 days
Treat the return leg as its own travel day rather than an afterthought.
Break Rhythm
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
196.7 miles from Smithtown, NY
A natural place for your longest stop of the day
, about 4h 7m into the drive
.
Main Roads
Road
Distance
Duration
I 86
100 mi
1h 56m
Christopher Columbus Highway
68.2 mi
1h 20m
I 81
58.1 mi
1h 9m
I 380
27.7 mi
30m
Long Island Expressway
24.8 mi
33m
Genesee Expressway
22.8 mi
26m
State Highway 39
18 mi
25m
Keystone Shortway
17.3 mi
24m
Longest stretch:
I 86
— 100 mi, about 1h 56m
Traffic on I-80
Hour-of-day weekday pattern from 336 FHWA count stations on your route.
Peak
3 PM
~4,190 veh/hr typical
· worst 4,979
Quietest
1 AM
~446 veh/hr
Peak-to-quiet ratio
9.4×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 103 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown, NY and Yorkshire, 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 left at fork onto I 295
6.6 mi·8 min·Cross Bronx Expressway
Use the straight / slight right lanes.
20
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
21
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
22
Continue on I 95 EXPR; US 1 EXPR; US 9 EXPR
0.5 mi·48 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
23
Keep slight left at fork onto I 95 EXPR; US 1 EXPR; US 9 EXPR
0.6 mi·39 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
Use the straight / slight right lanes.
24
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
25
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
26
Keep slight left at fork
0.4 mi·29 sec
Toward I 95 South, NJTP South: HackensackUse the slight left / slight right lanes.
27
Merge onto I 95; NJTP
2.0 mi·2 min·New Jersey Turnpike
Use the straight / slight right lanes.
28
Take the exit
0.8 mi·1 min
Exit 69Toward I 80 West: Paterson, HackensackUse the straight / slight right lanes.
29
Continue on I 80
68 mi·1 hr 20 min·Christopher Columbus Highway
Use the straight / slight right lanes.
30
Keep slight left at fork onto I 80
5.5 mi·8 min·Keystone Shortway
Use the straight / slight right lanes.
31
Keep slight left at fork onto I 80
12 mi·15 min·Keystone Shortway
32
Take the exit
0.7 mi·46 sec
Exit 293Toward I 380 North: Scranton
33
Continue on I 380
28 mi·30 min·I 380
Use the straight lane.
34
Merge onto I 81
58 mi·1 hr 9 min·I 81
Use the straight lane.
35
Keep slight left at fork onto I 86; NY 17
100 mi·1 hr 56 min·I 86; NY 17
Toward I 86: Corning
36
Keep slight left at fork onto I 390
23 mi·26 min·Genesee Expressway
Toward I 390: Rochester
37
Take the exit
0.2 mi·40 sec
Exit 4Toward NY 36: Dansville
38
Turn left onto NY 36
0.4 mi·37 sec·Clara Barton Street
39
Turn left onto Lincoln Street
0.2 mi·51 sec·Lincoln Street
40
Turn left onto NY 36
0.7 mi·1 min·Ossian Street
41
Continue on NY 436
12 mi·16 min·Nunda-Dansville Road
42
Continue on NY 436
1.0 mi·1 min·Mill Street
43
Continue on NY 436
5.6 mi·8 min·Portage Street
44
Continue on NY 436
360 ft·10 sec·Main Street
45
Turn right onto NY 436
0.3 mi·43 sec·Hamilton Street
46
Continue on NY 19A; NY 436
2.2 mi·3 min·NY 19A; NY 436
47
Turn left onto NY 436
1.8 mi·2 min·Denton Corners Road
48
Turn left onto NY 39
2.7 mi·3 min·State Highway 39
49
Continue on NY 39
15 mi·22 min·State Highway 39
50
Continue on NY 39
2.3 mi·5 min·East Main Street
51
Continue on NY 39
0.8 mi·1 min·State Route 39
52
Arrive at destination
NY 39
Trip Plan
Given the 8h 12m estimated drive time, it's advisable to start your trip early in the morning to maximize daylight hours. While it's possible to complete this in one day, consider splitting it into two days with an overnight stop if you prefer a more leisurely pace. You'll have two recommended stops along the way, which are good opportunities to refuel and stretch your legs. Keep an eye on your fuel gauge, especially during the 100-mile stretch on I 86, as services might be less frequent in certain sections.
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
This drive is better paced as a 2-day trip.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 196.7 miles from Smithtown, NY, or about 4h 7m into the drive.
The longest continuous stretch on this route runs about 100 miles.
Consider an overnight stop or starting very early.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 87 miles or 1h 55m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 196.7 miles or 4h 7m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Overnight split
Day 1 wrap after about 196.7 miles or 4h 7m
Stop before fatigue turns the last few hours into a grind. You want day two to start fresh, not just resumed.
Final approach
Final hour starts around 6h 46m
Traffic, exits, and arrival timing usually matter more near Yorkshire, 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.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
+
Treat this as a 2-day road trip and book the overnight stop before the busiest arrival window.
Day 1
Settle into the route from Smithtown, NY
Aim for roughly 197 miles and 4.1 hours of wheel time on this day.
Day 2
Finish the approach into Yorkshire, NY
Aim for roughly 197 miles and 4.1 hours of wheel time on this day.
Your first comfortable stop window is around 87 miles from Smithtown, NY.
This route usually feels better as a 2-day drive than as one long push.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 86 for about 100 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 33
5 decision points cluster between mile 7.6 and 49.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
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
49.1 mi into trip|~1h 9m in
Take the exit toward I 95 South, NJTP South: Hackensack
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.
Toward I 95 South, NJTP South: Hackensack
Fuel & Cost
Regular Gas
$68.84 one way
$137.69 round trip
$4.45/gal25.4 MPG avg138 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.82
$74.60
$149.21
premium
$5.23
$80.98
$161.97
diesel
$6.28
$97.18
$194.36
Estimated Tolls: $23.11
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
Jericho Turnpike
(4 mi)$0.28
New Jersey Turnpike
(2 mi)$0.28
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
$69
Tolls
$23
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$222–$332
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 137.6 kg one way.
Prices: EIA weekly data, 2026-10-19.
Driving Electric?
About $41 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
118
1
$41.30
$18.88
Efficient EV
98.3
1
$34.41
$15.73
EV Truck/SUV
157.3
1
$55.06
$25.17
Gas CO2
138 kg
EV CO2
46 kg (67% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
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 Oct 19, 2026
Origin
Smithtown, NY
Late night
in Smithtown on Thursday
Local time
5:25 AM
EDT
Current temp
42°F
Clear
NE 3 mph0% chanceLive forecast
Destination
Yorkshire, NY
Late night
in Yorkshire on Thursday
Local time
5:25 AM
EDT
Current temp
36°F
Clear
S 3 mph0% chanceLive forecast
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.
For long drives, weather on day two can matter just as much as conditions at departure, so check the whole travel window rather than only the first day.
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
8h 12m on the road
This is long enough that the arrival forecast matters almost as much as departure conditions. Recheck both ends before you roll.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
General Grant National Memorial
National Memorial
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...
6 mi from route
~15 min detour
Free
near mile 54.2
Caution: Lower Crypt Access Subject to Safe Conditions
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...
6 mi from route
~16 min detour
Free
near mile 54.2
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...
10 mi from route
~24 min detour
Free
near mile 54.2
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...
11 mi from route
~27 min detour
Free
near mile 54.2
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...
11 mi from route
~28 min detour
Free
near mile 54.2
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...
12 mi from route
~29 min detour
Free
near mile 54.2
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is primarily highway driving, with 69% of the total mileage on major roads like I 86 and I 81. You'll encounter a longest stretch of 100 miles on I 86, indicating a significant period of uninterrupted cruising. The drive transitions to surface roads after the highway portions conclude, so be prepared for more frequent exits and potentially slower speeds as you approach your destination. The prevalence of highway driving means you'll notice a steady flow of traffic for most of the trip.
69% highway — fuel and pacing are the main things to plan.
52 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 100 mi on I 86.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 86 and Christopher Columbus Highway. 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
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 33 significant decision points across 393.3 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
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.
Elevation Profile
Hilly terrain with moderate elevation changes
1,826 ft45 ft
Total Climb
3,521 ft
Total Descent
2,139 ft
Highest Point
1,826 ft
~140.5 mi in
Elevation Range
1,781 ft
Notable High Points
1,826 ft at ~140.5 miles+1,058 ft prominence
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 Yorkshire, NY, road signs point toward Kennedy Airport, Cross Island Parkway North, Bronx, New England, Upper Level and Njtp South: Hackensack - among others.
Smithtown is a town of 117,000 people (2016) in Suffolk County, on Long Island, in New York. Smithtown is comprised of the villages and hamlets of Commack (in part, with the Town of Huntington), Fort Salonga (in part, with the Town of Huntington), Hauppauge (in part, with the Town of Islip), Head of the Harbor, Kings Park, Lake Ronkonkoma (in part with the Town of Brookhaven and Town of Islip), Nesconset, Nissequogue, Smithtown, St. James, & Village of the Branch.
The longest stretch is about 100 miles on I 86. The full list of main roads is in the Roads section above.
Yes — a 2-day pace is more comfortable than one long haul. A sensible stopping point is after roughly 197 miles on day one.
Expect about $23.11 in tolls one way, starting with George Washington Bridge. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
Yes — we found about 35 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Yorkshire, NY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 2 meaningful breaks. There are 35 rest areas along the route for bathroom stops.
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.
Yes — General Grant National Memorial, Hamilton Grange National Memorial and Stonewall National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 8.2 hours each way, a round trip means 16.4 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Yorkshire, NY before the return drive.
