Origin
Fredonia, NY
Morning in Fredonia on Friday
Local time
8:43 AM
EDT
Current temp
45°F
Unavailable
Live forecast
Trip from Fredonia, NY to Smithtown, NY
Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 17, 2026 · Editorial standards
Drive Time
9h 21m
Distance
439.3 mi
707 km
Drive Score
8/10
Great drive
Same Day?
2-day trip
Fuel Cost
$72
one way
EV Charging
Unknown
Best Time to Leave
4 AM
9h 13m
★
6 AM
9h 21m
8 AM
9h 38m
10 AM
9h 27m
12 PM
9h 25m
3 PM
9h 28m
5 PM
9h 37m
8 PM
9h 16m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Fredonia, NY
Wikimedia Commons
Smithtown, NY
Wikimedia Commons
Trip Overview
This 439.3-mile journey from Fredonia, NY to Smithtown, NY will take approximately 9 hours and 21 minutes of driving time. Given the duration, it’s best planned as a 2-day trip to allow for a comfortable pace and enjoyment of the drive. You'll be navigating a mix of roads, including the Keystone Shortway and PA 948, with about 24% of the route on highways. The estimated fuel cost for this trip is $72. This drive stays within the Northeast region, offering a familiar landscape as you travel east. With 2 planned stops, you can break up the travel effectively.
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
219.7 miles from Fredonia, NY
A natural place for your longest stop of the day , about 4h 57m into the drive .
Who Is This Route For?
Solo Traveler
9h 21m drive, plan rest stops for pacing.
Scenic Drive
Turn-heavy local drive route profile.
Drive Character
Expect a turn-heavy local drive for much of this route, rather than a straightforward interstate cruise. Only 24% of this trip is on highways, meaning you'll experience more varied road conditions and potentially slower speeds. The longest continuous stretch you'll encounter is 262.7 miles on the Keystone Shortway, offering a significant period of consistent driving. This profile suggests a route that winds through local areas, requiring your attention and offering a more intimate feel with the changing scenery as you progress towards your destination.
This route has more turning and local-road decision points than a simple highway run.
There are about 76 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 386.5 miles in.
Driving Effort
10/10
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 43 significant decision points across 439.3 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 386.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 386.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 396.2 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 43 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
8
386.5 mi into trip
|
~8h 6m 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...
9
386.7 mi into trip
|
~8h 6m 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
8
396.2 mi into trip
|
~8h 20m 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
403.9 mi into trip
|
~8h 31m 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
8
404.1 mi into trip
|
~8h 31m 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 Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Fredonia, NY and Smithtown, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level and Eastern Long Island.
New York City
386.5 mi in
|
~8h 6m
Leonia
386.7 mi in
|
~8h 6m
Teaneck
386.7 mi in
|
~8h 6m
George Washington Bridge Upper Level
389 mi in
|
~8h 10m
Eastern Long Island
403.9 mi in
|
~8h 31m
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Keystone Shortway | 262.7 mi | 4h 57m |
| PA 948 | 23.8 mi | 35m |
| US 62 | 15.6 mi | 19m |
| State Highway 60 | 14.4 mi | 18m |
| Long Island Expressway | 14.2 mi | 19m |
| Northern State Parkway | 13.7 mi | 18m |
| Boot Jack Road | 11.2 mi | 16m |
| North Main Street | 9.9 mi | 14m |
Longest stretch:
Keystone Shortway
— 262.7 mi, about 4h 57m
Turn-by-Turn Driving Directions
Step-by-step road directions between Fredonia, NY and Smithtown, NY.
1
Start on Temple Street
74 ft
·
8 sec
·
Temple Street
2
Turn left onto US 20
1.4 mi
·
2 min
·
Main Street
Use the straight lane.
3
Turn right
456 ft
·
6 sec
4
Merge onto NY 60
7.1 mi
·
8 min
·
State Highway 60
5
Continue on NY 60
0.7 mi
·
51 sec
·
North Main Street
6
Continue on NY 60
7.3 mi
·
10 min
·
State Highway 60
7
Continue on NY 60
3.7 mi
·
5 min
·
North Main Street
8
Continue on NY 60
0.2 mi
·
36 sec
·
NY-60
9
Continue on NY 60
1.5 mi
·
2 min
·
NY-60
10
Continue on NY 60
3.8 mi
·
5 min
·
North Main Street
11
Keep slight right at fork onto NY 60
0.2 mi
·
21 sec
·
North Main Street
12
Turn left onto Marvin Parkway
0.2 mi
·
29 sec
·
Marvin Parkway
13
Turn right onto Lakeview Avenue
0.8 mi
·
1 min
·
Lakeview Avenue
14
Turn left onto Newton Avenue
73 ft
·
2 sec
·
Newton Avenue
15
Turn right onto Winsor Street
0.9 mi
·
2 min
·
Winsor Street
16
Continue on this road
0.2 mi
·
27 sec
·
this road
17
Turn slight right onto Allen Street
0.2 mi
·
26 sec
·
Allen Street
18
Continue on Maple Street
0.4 mi
·
49 sec
·
Maple Street
19
Continue on West Virginia Boulevard
0.4 mi
·
53 sec
·
West Virginia Boulevard
20
Turn right onto Glenview Avenue
0.1 mi
·
27 sec
·
Glenview Avenue
21
Turn left onto Martin Road
2.1 mi
·
3 min
·
Martin Road
22
At end of road, turn left onto NY 60
0.2 mi
·
17 sec
·
Foote Avenue
23
Turn right onto US 62
16 mi
·
19 min
·
US 62
24
Turn right onto US 62
0.2 mi
·
23 sec
·
West 4th Avenue
25
Turn left onto Hickory Street
0.2 mi
·
23 sec
·
Hickory Street
26
Continue on Hickory Bridge
0.1 mi
·
24 sec
·
Hickory Bridge
27
Turn left onto Crescent Park
0.4 mi
·
57 sec
·
Crescent Park
Use the left lane.
28
Turn left onto US 6
1.8 mi
·
3 min
·
Crescent Park
Use the left / straight / right lanes.
29
Continue on US 6
0.2 mi
·
35 sec
·
Main Street
Use the straight lane.
30
Continue on US 6
2.9 mi
·
4 min
·
Grand Army of the Republic Highway
Use the straight lane.
31
Continue on US 6
1.4 mi
·
2 min
·
North Main Street
32
Continue on US 6
4.5 mi
·
6 min
·
Grand Army of the Republic Highway
33
Continue on US 6
1.1 mi
·
2 min
·
West Main Street
34
Take the exit
265 ft
·
9 sec
Toward PA 666 West
35
Merge onto PA 666
2.3 mi
·
4 min
·
South Main Street
36
Continue on PA 948
8.5 mi
·
12 min
·
PA 948
37
At end of road, turn left onto PA 66
2.9 mi
·
4 min
·
PA 66
38
Turn right onto PA 948
15 mi
·
22 min
·
PA 948
39
Turn left onto PA 948
1.0 mi
·
2 min
·
West Main Street
40
Continue on US 219; PA 948
11 mi
·
16 min
·
Boot Jack Road
41
Turn left onto PA 153
3.7 mi
·
6 min
·
Penfield Road
42
Continue on PA 153
5.0 mi
·
8 min
·
Hoovertown Road
43
Continue on PA 153
8.1 mi
·
14 min
·
State Park Road
44
Turn left
0.3 mi
·
40 sec
45
Merge onto I 80
263 mi
·
4 hr 57 min
·
Keystone Shortway
Use the straight / right lanes.
46
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.
47
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.
48
Keep slight right at fork
0.4 mi
·
38 sec
Exit 70A-B
Toward Leonia, Teaneck
Use the slight right lane.
49
Turn right
0.2 mi
·
35 sec
Exit 70A
Toward Leonia
Use the straight / slight right lanes.
50
Turn straight onto CR 56
454 ft
·
9 sec
·
Degraw Avenue
51
Continue on CR 56
1.1 mi
·
2 min
·
Fort Lee Road
Use the straight / right lanes.
52
Continue on CR 56
469 ft
·
13 sec
·
Main Street
53
Take the ramp
472 ft
·
12 sec
Toward George Washington Bridge
54
Merge onto US 1; US 9; US 46
0.3 mi
·
28 sec
·
Bergen Boulevard
Use the straight / slight right lanes.
55
Take the exit
312 ft
·
4 sec
Toward George Washington Bridge Upper Level
56
Merge onto I 95 EXPR
0.3 mi
·
20 sec
·
I 95 EXPR
Use the straight / slight right lanes.
57
Keep slight left at fork onto I 95 EXPR
0.8 mi
·
1 min
·
I 95 EXPR
58
Continue on I 95; US 1; US 9
0.6 mi
·
1 min
·
George Washington Bridge (upper level)
Use the straight / slight right lanes.
59
Continue on I 95; US 1
0.7 mi
·
1 min
·
Trans-Manhattan Expressway
60
Continue on I 95; US 1
4.7 mi
·
6 min
·
Cross Bronx Expressway
Use the straight / slight right lanes.
61
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.
62
Merge onto I 295
0.6 mi
·
58 sec
·
Throgs Neck Expressway
63
Continue on I 295
2.0 mi
·
3 min
·
Throgs Neck Bridge
Use the straight / slight right lanes.
64
Continue on I 295
3.2 mi
·
3 min
·
Clearview Expressway
Use the straight / slight right lanes.
65
Take the exit
0.2 mi
·
27 sec
Exit 4E-W
Toward I 495: Manhattan, Eastern Long Island
Use the straight / slight right lanes.
66
Keep slight left at fork
0.3 mi
·
38 sec
Exit 4E
Toward I 495 East: Long Island Expressway, Eastern Long Island
67
Merge onto I 495
14 mi
·
19 min
·
Long Island Expressway
Use the straight / slight right lanes.
68
Take the exit
0.4 mi
·
52 sec
Exit 42
Toward N East: Hauppauge
Use the slight right lane.
69
Merge onto N
14 mi
·
18 min
·
Northern State Parkway
Use the straight / slight right lanes.
70
Take the exit
0.2 mi
·
25 sec
Exit 45
Toward SM North: Kings Park
Use the right lane.
71
Merge onto SA
499 ft
·
6 sec
·
Sagtikos State Parkway
72
Continue on SM
1.7 mi
·
1 min
·
Sunken Meadow State Parkway
73
Take the exit
0.2 mi
·
30 sec
Exit SM3E
Toward NY 25 East: Jericho Turnpike East, Smithtown
Use the slight right lane.
74
Turn slight right onto NY 25
3.9 mi
·
5 min
·
Jericho Turnpike
75
Continue on NY 25; NY 25A
0.6 mi
·
54 sec
·
West Main Street
Use the left lane.
76
Arrive at destination
NY 25; NY 25A
Trip Plan
To make the most of this 2-day trip, aim for an early morning departure on your first day. This allows you to cover a good portion of the 439.3 miles before needing to stop for the night. With 2 recommended stops, plan your first overnight stay around the halfway point, or after completing the 262.7-mile stretch on the Keystone Shortway. Keep an eye on your fuel levels, especially when transitioning between the major roads like the Keystone Shortway and PA 948, as services might be less frequent on some local segments. The total estimated fuel cost is $72, so budget accordingly.
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 219.7 miles from Fredonia, NY, or about 4h 57m 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 97 miles or 2h 26m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 219.7 miles or 4h 57m 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 219.7 miles or 4h 57m
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 58m
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 Fredonia, 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 Fredonia, NY
Aim for roughly 220 miles and 4.7 hours of wheel time on this day.
Day 2
Finish the approach into Smithtown, NY
Aim for roughly 220 miles and 4.7 hours of wheel time on this day.
Your first comfortable stop window is around 97 miles from Fredonia, 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 219.7 mi from Fredonia, NY · 4h 57m into the drive
Mid-route town
Overnight candidate
220 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 Waverly, NYOvernight Options
Night 1
220 mi · about 4.7h in
A practical overnight split lands near Waverly, NY after about 220 miles or 4.7 hours of driving.
Find hotelsPacing Suggestions
Fuel and coffee
A short stop after about 97 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 219.7 miles from Fredonia, NY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before Keystone Shortway if your tank is already low. That segment runs about 262.7 miles.
Overnight split
Hotel stopFor a steadier pace, wrap day one after about 220 miles or 4.7 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
$72.31 one way
$144.62 round trip
$4.18/gal
25.4 MPG avg
154 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.52 | $78.19 | $156.38 |
| premium | $4.92 | $85.14 | $170.29 |
| diesel | $5.61 | $96.99 | $193.98 |
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
$72
Tolls
$23
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$225–$335
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 153.7 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $46 in charging · 1 stop · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 131.8 | 1 | $46.13 | $21.09 |
| Efficient EV | 109.8 | 1 | $38.44 | $17.57 |
| EV Truck/SUV | 175.7 | 2 | $61.50 | $28.12 |
Gas CO2
154 kg
EV CO2
51 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.
Destination
Smithtown, NY
Morning in Smithtown on Friday
Local time
8:43 AM
EDT
Current temp
64°F
Unavailable
Live forecast
42°F
Waverly, NY
220 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
19 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
9h 21m 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 Fredonia, NY to Smithtown, NY covers 439.3 miles and takes about 9h 21m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, PA 948, US 62. 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 220 miles on day one.
The midpoint is about 219.7 miles from Fredonia, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $72.31 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.
This is a demanding drive. With 43 significant decision points across 439.3 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.
The main spots that need attention: at 386.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 386.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 396.2 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here.
Between Fredonia, NY and Smithtown, NY, road signs point toward New York City, Leonia, Teaneck, George Washington Bridge Upper Level and Eastern Long Island.
How this page is built
Compiled and maintained by the Trip.ovh planning team at COD Solutions Oy (Helsinki). Each route is built from authoritative open government and mapping datasets rather than crowdsourced reviews. Distances and geometry come from OSRM over OpenStreetMap. Fuel cost uses EIA weekly regional averages. Pages are published only after passing our data-quality checks; our methodology page documents refresh cadence, editorial standards, and known limitations.
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