Kingsbury, NY to Smithtown, NY is 245.7 miles and takes about 5h 13m via I 87 and the Long Island Expressway, with a fuel budget near $40 and enough daylight to finish in a day. This trip stays within New York State, traveling from the Northeast region to the Northeast region. Expect a predominantly highway experience for most of the drive. This route is ideal for a single-day trip, allowing you to reach your destination without needing an overnight stay.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
122.8 miles from Kingsbury, NY
A natural place for your longest stop of the day
, about 2h 33m into the drive
.
Main Roads
Road
Distance
Duration
I 87
118.6 mi
2h 17m
Adirondack Northway
40.2 mi
48m
Long Island Expressway
14.2 mi
19m
NJ 17
14.1 mi
18m
Northern State Parkway
13.7 mi
18m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
US 4
5.3 mi
9m
Longest stretch:
I 87
— 118.6 mi, about 2h 17m
Traffic on I-87
Hour-of-day weekday pattern from 19 FHWA count stations on your route.
Peak
4 PM
~2,805 veh/hr typical
· worst 3,624
Quietest
1 AM
~125 veh/hr
Peak-to-quiet ratio
22.4×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 28 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 Kingsbury, NY and Smithtown, NY.
1
Start on Church Road
86 ft·2 sec·Church Road
2
Turn straight onto US 4
5.1 mi·8 min·US 4
3
Turn right onto US 4
231 ft·7 sec·Park Place
4
Keep slight left at fork onto US 4
0.2 mi·27 sec·US 4
5
Turn right onto Depot Street
0.2 mi·51 sec·Depot Street
6
Continue on Bridge Street
0.1 mi·24 sec·Bridge Street
7
Continue on CR 27
0.6 mi·1 min·Hudson Falls Road
8
Turn left onto CR 27
3.1 mi·6 min·Bluebird Road
9
Turn left onto US 9
3.1 mi·5 min·Route 9
10
Continue on US 9
0.4 mi·40 sec·Saratoga Road
11
Take the ramp
0.3 mi·41 sec
12
Merge onto I 87
40 mi·48 min·Adirondack Northway
Use the slight right lane.
13
Keep slight right at fork onto I 87
0.3 mi·31 sec·I 87
Exit 1E-WToward I 87 South, I 90: Boston, Albany, New York, BuffaloUse the slight right lane.
14
Continue on I 87
0.5 mi·51 sec·I 87
Exit 1WToward I 87 South, I 90 West: New York, Buffalo
15
Keep slight right at fork onto I 87
118 mi·2 hr 16 min·I 87
Toward I 87 South: New YorkUse the straight / slight right lanes.
16
Keep slight right at fork onto NY 17
0.9 mi·59 sec·NY 17
Exit 15Toward I 287 South, NJ 17 South: New JerseyUse the slight right lane.
17
Continue on I 287; NJ 17
0.5 mi·39 sec·I 287; NJ 17
18
Keep slight left at fork onto NJ 17
14 mi·18 min·NJ 17
Exit 66Toward NJ 17 South: MahwahUse the slight left / straight lanes.
19
Take the exit
0.1 mi·19 sec
Toward NJ 4, GSP South: Paterson, Fort Lee, New York
20
Keep slight left at fork
0.5 mi·1 min
Toward NJ 4 East: Fort Lee, New York
21
Merge onto NJ 4
0.3 mi·24 sec·NJ 4
Use the right lane.
22
Continue on NJ 4
6.4 mi·8 min·NJ 4
Use the straight / slight right lanes.
23
Take the exit
0.2 mi·18 sec
Toward I 95 North: George Washington BridgeUse the straight / slight left lanes.
24
Merge onto I 95 EXPR
0.7 mi·54 sec·I 95 EXPR
Use the straight / slight right lanes.
25
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
26
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
27
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
28
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
29
Keep slight right at fork onto I 295
2.0 mi·2 min·Cross Bronx Expressway
Exit 6BToward I 295 South: Throgs Neck BridgeUse the straight / slight left lanes.
30
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
31
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
32
Continue on I 295
3.2 mi·3 min·Clearview Expressway
Use the straight / slight right lanes.
33
Take the exit
0.2 mi·27 sec
Exit 4E-WToward I 495: Manhattan, Eastern Long IslandUse the straight / slight right lanes.
34
Keep slight left at fork
0.3 mi·38 sec
Exit 4EToward I 495 East: Long Island Expressway, Eastern Long Island
35
Merge onto I 495
14 mi·19 min·Long Island Expressway
Use the straight / slight right lanes.
36
Take the exit
0.4 mi·52 sec
Exit 42Toward N East: HauppaugeUse the slight right lane.
37
Merge onto N
14 mi·18 min·Northern State Parkway
Use the straight / slight right lanes.
38
Take the exit
0.2 mi·25 sec
Exit 45Toward SM North: Kings ParkUse the right lane.
39
Merge onto SA
499 ft·6 sec·Sagtikos State Parkway
40
Continue on SM
1.7 mi·1 min·Sunken Meadow State Parkway
41
Take the exit
0.2 mi·30 sec
Exit SM3EToward NY 25 East: Jericho Turnpike East, SmithtownUse the slight right lane.
42
Turn slight right onto NY 25
3.9 mi·5 min·Jericho Turnpike
43
Continue on NY 25; NY 25A
0.6 mi·54 sec·West Main Street
Use the left lane.
44
Arrive at destination
NY 25; NY 25A
Trip Plan
For this 5-hour drive, departing Kingsbury in the morning is recommended to maximize daylight. You'll only need one stop, so plan it strategically for a break and fuel if needed. The longest stretch without exits is over 118 miles on I 87, so ensure you have enough fuel before embarking on that section. Since it's a single-day trip of around 245 miles, you have flexibility; consider leaving a bit later if traffic is a concern during peak commute times. Keep an eye on your fuel, as the estimated cost is $40.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 122.8 miles from Kingsbury, NY, or about 2h 33m into the drive.
The longest continuous stretch on this route runs about 118.6 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 54 miles or 1h 13m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 122.8 miles or 2h 33m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 11m
Traffic, exits, and arrival timing usually matter more near Smithtown, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Kingsbury, 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.
Day 1
Settle into the route from Kingsbury, NY
This is one driving day of about 245.7 miles and 5h 13m.
Your first comfortable stop window is around 54 miles from Kingsbury, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 87 for about 118.6 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 27
5 decision points cluster between mile 53.5 and 210.3 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
9
53.5 mi into trip|~1h 13m in|I 87
Keep slight right at fork onto I 87 toward I 87 South, I 90: Boston, Albany, New York, Buffalo
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 1E-W
Toward I 87 South, I 90: Boston, Albany, New Yo...
9
172.1 mi into trip|~3h 31m in|NY 17
Keep slight right at fork onto NY 17 toward I 287 South, NJ 17 South: New Jersey
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 15
Toward I 287 South, NJ 17 South: New Jersey
8
173.5 mi into trip|~3h 32m in|NJ 17
Keep slight left at fork onto NJ 17 toward NJ 17 South: Mahwah
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / straight lanes.
Exit 66
Toward NJ 17 South: Mahwah
8
202.5 mi into trip|~4h 12m in|I 295 / Cross Bronx Expressway
Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight left lanes.
Exit 6B
Toward I 295 South: Throgs Neck Bridge
8
210.3 mi into trip|~4h 23m in
Take the exit toward I 495: Manhattan, Eastern Long Island
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 4E-W
Toward I 495: Manhattan, Eastern Long Island
Fuel & Cost
Regular Gas
$39.93 one way
$79.86 round trip
$4.13/gal25.4 MPG avg86 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.47
$43.22
$86.44
premium
$4.87
$47.07
$94.14
diesel
$5.40
$52.26
$104.53
Estimated Tolls: $22.82
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
Jericho Turnpike
(3.9 mi)$0.27
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
$40
Tolls
$23
Meals
$25–$50
Total
$88–$113
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 86 kg one way.
Prices: EIA weekly data, 2026-04-20.
Driving Electric?
About $26 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
73.7
0
$25.80
$11.79
Efficient EV
61.4
0
$21.50
$9.83
EV Truck/SUV
98.3
1
$34.40
$15.72
Gas CO2
86 kg
EV CO2
29 kg (66% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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 26, 2026
Origin
Kingsbury, NY
Late night
in Kingsbury on Sunday
Local time
5:27 AM
EDT
Current temp
36°F
Mostly Cloudy
S 0 to 8 mph10% chanceLive forecast
Flood Warning
Flood Warning issued April 25 at 8:05PM EDT until April 26 at 11:00AM EDT by NWS Buffalo NY
Flood Warning
Flood Warning issued April 25 at 1:03PM EDT by NWS Binghamton NY
Destination
Smithtown, NY
Late night
in Smithtown on Sunday
Local time
5:27 AM
EDT
Current temp
39°F
Rain Showers
E 9 mph97% chanceLive forecast
Flood Warning
Flood Warning issued April 25 at 8:05PM EDT until April 26 at 11:00AM EDT by NWS Buffalo NY
Flood Warning
Flood Warning issued April 25 at 1:03PM EDT by NWS Binghamton NY
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
3 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 13m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
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.
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...
3 mi from route
~9 min detour
Free
near mile 194.8
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...
4 mi from route
~9 min detour
Free
near mile 194.8
In 1777, a large British invasion force met an equally large American army here at Saratoga. After two intense battles, an eight-mile retreat, and a three-day siege, British General John Burgoyne surr...
8 mi from route
~20 min detour
Free
near mile 25.4
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...
9 mi from route
~23 min detour
Free
near mile 194.8
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
~26 min detour
Free
near mile 194.8
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...
11 mi from route
~28 min detour
Free
near mile 194.8
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This drive is mostly highway, with 80% of the 245.7 miles on major roads like I 87 and the Long Island Expressway. You'll encounter a long stretch of 118.6 miles on I 87 before transitioning to more local roads closer to Smithtown. Be prepared for frequent exits as you approach the Long Island Expressway, which can slow your progress.
80% highway — fuel and pacing are the main things to plan.
44 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 118.6 mi on I 87.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 87 and Adirondack Northway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 53.5 miles in near I 87.
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 27 significant decision points across 245.7 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 53.5 miles (I 87): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 172.1 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 173.5 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Kingsbury, NY and Smithtown, NY, road signs point toward Albany, New York, Buffalo, Gsp South: Paterson, Fort Lee and Eastern Long Island - 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.
Doable as a same-day drive at 5h 13m. Total distance: 245.7 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 13m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (80%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 118.6 miles on I 87. The full list of main roads is in the Roads section above.
Expect about $22.82 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 18 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 Smithtown, 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 1 meaningful breaks. There are 18 rest areas along the route for bathroom stops.
The main spots that need attention: at 53.5 miles (I 87): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 172.1 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 173.5 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Yes — Hamilton Grange National Memorial, General Grant National Memorial and Saratoga National Historical Park (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 5.2 hours each way, a round trip means 10.4 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Smithtown, NY before the return drive.
