Trip from Jamestown, NY to Smithtown, NY

Drive Time

8h 41m

Distance

411.9 mi

663 km

Drive Score

8/10

Great drive

Same Day?

2-day trip

Fuel Cost

$67

one way

EV Charging

station data

Best Time to Leave

Save up to 23 min

4 AM

8h 34m ★

6 AM

8h 42m

8 AM

8h 57m

10 AM

8h 47m

12 PM

8h 45m

3 PM

8h 48m

5 PM

8h 56m

8 PM

8h 37m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Best Time Drive vs Fly

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Jamestown, NY

Renan Tagliaferro

Smithtown, NY

Peter Olexa

Trip Overview

The drive from Jamestown, NY to Smithtown, NY covers 411.9 miles and takes about 8h 41m behind the wheel. It usually feels better as a 2-day road trip than as one long push.

The route leans on Keystone Shortway, PA 948, Long Island Expressway for much of the mileage, and the overall profile is turn-heavy local drive. The longest uninterrupted segment is about 262.7 miles on Keystone Shortway. At current regular gas prices, budget about $67.06 one way before food or hotel costs.

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

205.9 miles from Jamestown, NY

A natural place for your longest stop of the day , about 4h 33m into the drive .

Drive Character

Expect a 8h 41m drive with frequent turns across 411.9 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.

There are about 57 navigation steps in the underlying route data, so the final approach matters more than the middle miles.

Keystone Shortway is the longest continuous segment at about 262.7 miles.

How Hard Is This Drive?

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 359 miles in.

Route Complexity 10/10

High effort - long or complex enough to need steady focus all day

This is a demanding drive. With 34 significant decision points across 411.9 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 359 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 359.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 368.7 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here.

Critical Maneuvers

5 of 34 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

359 mi into trip | ~7h 26m in

Keep slight left at fork toward I 95 North: George Washington Bridge, New York City

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Toward I 95 North: George Washington Bridge, Ne...

359.3 mi into trip | ~7h 26m in

Keep slight right at fork toward Leonia, Teaneck

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 70A-B Toward Leonia, Teaneck

368.7 mi into trip | ~7h 41m 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

376.5 mi into trip | ~7h 51m 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

376.7 mi into trip | ~7h 52m in

Keep slight left at fork toward I 495 East: Long Island Expressway, Eastern Long Island

Highway fork - watch signs carefully. Multiple destination signs - pick the right one

Exit 4E Toward I 495 East: Long Island Expressway, East...

Towns Along This Route

Between Jamestown, NY and Smithtown, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level, Eastern Long Island and N East: Hauppauge.

New York City

359 mi in | ~7h 26m

Leonia

359.3 mi in | ~7h 26m

Teaneck

359.3 mi in | ~7h 26m

George Washington Bridge Upper Level

361.5 mi in | ~7h 31m

Eastern Long Island

376.5 mi in | ~7h 51m

N East: Hauppauge

391.1 mi in | ~8h 12m

Main Roads

Road	Distance	Duration
Keystone Shortway	262.7 mi	4h 57m
PA 948	23.8 mi	35m
Long Island Expressway	14.2 mi	19m
Northern State Parkway	13.7 mi	18m
US 62	11.9 mi	13m
Boot Jack Road	11.2 mi	16m
State Park Road	8.1 mi	14m
Grand Army of the Republic Highway	7.4 mi	11m

Longest stretch: Keystone Shortway — 262.7 mi, about 4h 57m

Turn-by-Turn Driving Directions

Step-by-step road directions between Jamestown, NY and Smithtown, NY.

Start on East 2nd Street

340 ft · 16 sec · East 2nd Street

Turn right onto Foote Avenue

2.6 mi · 5 min · Foote Avenue

Turn right onto Kiantone Road

5.0 mi · 6 min · Kiantone Road

At end of road, turn right onto US 62

12 mi · 13 min · US 62

Turn right onto US 62

0.2 mi · 23 sec · West 4th Avenue

Turn left onto Hickory Street

0.2 mi · 23 sec · Hickory Street

Continue on Hickory Bridge

0.1 mi · 24 sec · Hickory Bridge

Turn left onto Crescent Park

0.4 mi · 57 sec · Crescent Park

Use the left lane.

Turn left onto US 6

1.8 mi · 3 min · Crescent Park

Use the left / straight / right lanes.

Continue on US 6

0.2 mi · 35 sec · Main Street

Use the straight lane.

Continue on US 6

2.9 mi · 4 min · Grand Army of the Republic Highway

Use the straight lane.

Continue on US 6

1.4 mi · 2 min · North Main Street

Continue on US 6

4.5 mi · 6 min · Grand Army of the Republic Highway

Continue on US 6

1.1 mi · 2 min · West Main Street

Take the exit

265 ft · 9 sec

Toward PA 666 West

Merge onto PA 666

2.3 mi · 4 min · South Main Street

Continue on PA 948

8.5 mi · 12 min · PA 948

At end of road, turn left onto PA 66

2.9 mi · 4 min · PA 66

Turn right onto PA 948

15 mi · 22 min · PA 948

Turn left onto PA 948

1.0 mi · 2 min · West Main Street

Continue on US 219; PA 948

11 mi · 16 min · Boot Jack Road

Turn left onto PA 153

3.7 mi · 6 min · Penfield Road

Continue on PA 153

5.0 mi · 8 min · Hoovertown Road

Continue on PA 153

8.1 mi · 14 min · State Park Road

Turn left

0.3 mi · 40 sec

Merge onto I 80

263 mi · 4 hr 57 min · Keystone Shortway

Use the straight / right lanes.

Keep slight right at fork onto I 80

5.5 mi · 5 min · Christopher Columbus Highway

Toward I 95: George Washington Bridge Lower Level Use the slight right lane.

Keep slight left at fork

0.3 mi · 23 sec

Toward I 95 North: George Washington Bridge, New York City Use the straight / slight right lanes.

Keep slight right at fork

0.4 mi · 38 sec

Exit 70A-B Toward Leonia, Teaneck Use the slight right lane.

Turn right

0.2 mi · 35 sec

Exit 70A Toward Leonia Use the straight / slight right lanes.

Turn straight onto CR 56

454 ft · 9 sec · Degraw Avenue

Continue on CR 56

1.1 mi · 2 min · Fort Lee Road

Use the straight / right lanes.

Continue on CR 56

469 ft · 13 sec · Main Street

Take the ramp

472 ft · 12 sec

Toward George Washington Bridge

Merge onto US 1; US 9; US 46

0.3 mi · 28 sec · Bergen Boulevard

Use the straight / slight right lanes.

Take the exit

312 ft · 4 sec

Toward George Washington Bridge Upper Level

Merge onto I 95 EXPR

0.3 mi · 20 sec · I 95 EXPR

Use the straight / slight right lanes.

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)

Use the straight / slight right lanes.

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway

Use the straight / slight right lanes.

Keep slight right at fork onto I 295

2.0 mi · 2 min · Cross Bronx Expressway

Exit 6B Toward I 295 South: Throgs Neck Bridge Use the straight / slight left lanes.

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge

Use the straight / slight right lanes.

Continue on I 295

3.2 mi · 3 min · Clearview Expressway

Use the straight / slight right lanes.

Take the exit

0.2 mi · 27 sec

Exit 4E-W Toward I 495: Manhattan, Eastern Long Island Use the straight / slight right lanes.

Keep slight left at fork

0.3 mi · 38 sec

Exit 4E Toward I 495 East: Long Island Expressway, Eastern Long Island

Merge onto I 495

14 mi · 19 min · Long Island Expressway

Use the straight / slight right lanes.

Take the exit

0.4 mi · 52 sec

Exit 42 Toward N East: Hauppauge Use the slight right lane.

Merge onto N

14 mi · 18 min · Northern State Parkway

Use the straight / slight right lanes.

Take the exit

0.2 mi · 25 sec

Exit 45 Toward SM North: Kings Park Use the right lane.

Merge onto SA

499 ft · 6 sec · Sagtikos State Parkway

Continue on SM

1.7 mi · 1 min · Sunken Meadow State Parkway

Take the exit

0.2 mi · 30 sec

Exit SM3E Toward NY 25 East: Jericho Turnpike East, Smithtown Use the slight right lane.

Turn slight right onto NY 25

3.9 mi · 5 min · Jericho Turnpike

Continue on NY 25; NY 25A

0.6 mi · 54 sec · West Main Street

Use the left lane.

Arrive at destination

NY 25; NY 25A

Trip Plan

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 205.9 miles from Jamestown, NY, or about 4h 33m into the drive.

The longest continuous stretch on this route runs about 262.7 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 91 miles or 2h 23m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 205.9 miles or 4h 33m 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 205.9 miles or 4h 33m

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 7h 18m

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 Jamestown, 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 Jamestown, NY

Aim for roughly 206 miles and 4.3 hours of wheel time on this day.

Day 2

Finish the approach into Smithtown, NY

Aim for roughly 206 miles and 4.3 hours of wheel time on this day.

Your first comfortable stop window is around 91 miles from Jamestown, 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 Keystone Shortway for about 262.7 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 205.9 mi from Jamestown, NY · 4h 33m into the drive

Mid-route town

Overnight candidate

Ramapo, NY

206 mi into the route

Best for: Hotel check-in, dinner, and a fresh start

This lines up well with a realistic day-end stop if you are breaking the drive into stages.

Find hotels in Ramapo, NY

Overnight Options

Night 1

Ramapo, NY

206 mi · about 4.3h in

A practical overnight split lands near Ramapo, NY after about 206 miles or 4.3 hours of driving.

Find hotels

Pacing Suggestions

Lakewood, NY

Fuel and coffee

A short stop after about 91 miles helps settle the day before fatigue starts building.

Syracuse, NY

Meal break

The midpoint is around 205.9 miles from Jamestown, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before Keystone Shortway if your tank is already low. That segment runs about 262.7 miles.

Overnight split

Hotel stop

For a steadier pace, wrap day one after about 206 miles or 4.3 hours on the road.

Arriving in Smithtown, NY

The final approach into Smithtown, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Smithtown, NY.

On a multi-day trip, keep the last day a little lighter so you reach Smithtown, NY with some flexibility left in the schedule.

After long uninterrupted mileage, take five minutes before the last urban segment to reset and refocus on exits, merges, and city traffic.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$67.06 one way

$134.11 round trip

$4.14/gal 25.4 MPG avg 144 kg CO₂

Fuel Type	$/gal	One Way	Round Trip
midgrade	$4.48	$72.67	$145.33
premium	$4.88	$79.19	$158.37
diesel	$5.64	$91.51	$183.02

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

$67

Tolls

$23

Hotel (1n)

$80–$140

Meals

$50–$100

Total

$220–$330

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 144.1 kg one way. Prices: EIA weekly data, 2026-04-06.

Driving Electric?

About $43 in charging · 1 stop · 67% less CO₂

Vehicle Type	kWh	Stops	DC Fast	Home Charge
Average EV	123.6	1	$43.25	$19.77
Efficient EV	103	1	$36.04	$16.48
EV Truck/SUV	164.8	2	$57.67	$26.36

Gas CO2

144 kg

EV CO2

48 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 data refreshed 2 hours ago

Origin

Jamestown, NY

Morning in Jamestown on Monday

Local time

9:16 AM

EDT

Current temp

53°F

Unavailable

Live forecast

Destination

Smithtown, NY

Morning in Smithtown on Monday

Local time

9:16 AM

EDT

Current temp

76°F

Mostly Cloudy

SW 9 to 16 mph 10% chance Live forecast

Wind Advisory

Wind Advisory issued April 13 at 12:55AM EDT until April 13 at 2:00PM EDT by NWS Burlington VT

Flood Warning

Flood Warning issued April 13 at 12:22AM EDT by NWS Binghamton NY

Along the Route

59°F

Ramapo, NY

206 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.

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

23 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

8h 41m 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.

Frequently Asked Questions

The drive from Jamestown, NY to Smithtown, NY covers 411.9 miles and takes about 8h 41m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.

The main roads are Keystone Shortway, PA 948, Long Island Expressway. Expect a mix of highway and local road driving.

Consider an overnight stop or starting very early.

Yes. This route is usually more comfortable as a 2-day drive. A sensible stopping point is after roughly 206 miles on day one.

The midpoint is about 205.9 miles from Jamestown, NY. Look for rest areas, gas stations, or food options near the halfway mark.

At current regular gas prices, expect to spend about $67.06 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.

Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.

Plan about 2 meaningful breaks for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Between Jamestown, NY and Smithtown, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level, Eastern Long Island and N East: Hauppauge.

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Trip from Jamestown, NY to Smithtown, NY

Best Time to Leave

Trip Overview

Drive Character

How Hard Is This Drive?

Critical Maneuvers

Towns Along This Route

Main Roads

Turn-by-Turn Driving Directions

Trip Plan

Before You Leave

Where to Stop

Overnight Options

Pacing Suggestions

Arriving in Smithtown, NY

Fuel & Cost

Travel Intel

Jamestown, NY

Smithtown, NY

Same local time

23 degrees warmer at arrival

8h 41m on the road

Frequently Asked Questions

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