Leon, NY to Oyster Bay, NY is 421.2 miles and takes about 8h 33m via Southern Tier Expressway, Keystone Shortway, and I 81, with a fuel budget near $68 and enough daylight to finish in a day, though an overnight is recommended. This trip stays within the Northeast region, traversing primarily New York State. With a high highway percentage, expect a relatively straightforward drive focused on covering distance efficiently. It's a solid option if you need to get from point A to point B across the state without extensive detours.
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
210.6 miles from Leon, NY
A natural place for your longest stop of the day
, about 4h 9m into the drive
.
Hour-of-day weekday pattern from 168 FHWA count stations on your route.
Peak
3 PM
~4,210 veh/hr typical
· worst 4,900
Quietest
1 AM
~430 veh/hr
Peak-to-quiet ratio
9.8×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 52 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 Leon, NY and Oyster Bay, NY.
1
Start on CR 6
18 ft·2 sec·Leon New Albion
2
Turn right onto US 62
4.0 mi·6 min·US 62
3
Turn left onto NY 241
0.1 mi·13 sec·Conewango Road
4
Continue on NY 241
1.6 mi·2 min·Conewango Road
5
Continue on NY 241
1.3 mi·1 min·State Highway 241
6
Continue on NY 241
4.0 mi·5 min·Conewango Road
7
Turn right onto NY 394
1.4 mi·2 min·Main Street
8
Take the ramp
0.3 mi·39 sec
9
Merge onto I 86; NY 17
208 mi·4 hr 1 min·Southern Tier Expressway
10
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
11
Keep slight right at fork onto US 6
0.8 mi·1 min·US 6
Exit 187Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt PoconoUse the slight left / slight right lanes.
12
Continue on I 84; I 380
3.7 mi·4 min·I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, MilfordUse the straight lane.
13
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
14
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward I 80 East: Stroudsburg
15
Merge onto I 80
80 mi·1 hr 37 min·Keystone Shortway
Use the straight / right lanes.
16
Keep slight right at fork onto I 80
5.5 mi·5 min·Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower LevelUse the slight right lane.
17
Keep slight left at fork
0.3 mi·23 sec
Toward I 95 North: George Washington Bridge, New York CityUse the straight / slight right lanes.
18
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
19
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse the straight / slight right lanes.
20
Turn straight onto CR 56
454 ft·9 sec·Degraw Avenue
21
Continue on CR 56
1.1 mi·2 min·Fort Lee Road
Use the straight / right lanes.
22
Continue on CR 56
469 ft·13 sec·Main Street
23
Take the ramp
472 ft·12 sec
Toward George Washington Bridge
24
Merge onto US 1; US 9; US 46
0.3 mi·28 sec·Bergen Boulevard
Use the straight / slight right lanes.
25
Take the exit
312 ft·4 sec
Toward George Washington Bridge Upper Level
26
Merge onto I 95 EXPR
0.3 mi·20 sec·I 95 EXPR
Use the straight / slight right lanes.
27
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
28
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
29
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
30
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
31
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.
32
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
33
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
34
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
35
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
36
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
37
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
38
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
39
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
40
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
41
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
42
Continue on NY 106
105 ft·5 sec·South Street
43
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
44
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
45
Arrive at destination
Berry Hill Road
Trip Plan
Given the 8 hour 33 minute drive time, it's best to split this trip over two days to avoid fatigue. Aim to leave early on your first day to cover at least half the distance, perhaps around 200 miles. The longest stretch on the Southern Tier Expressway is over 200 miles, so plan your fuel and rest stops accordingly before you embark on that segment. With two recommended stops, you can easily break up the drive into manageable segments. Ensure your vehicle is topped off before heading into longer stretches with fewer services.
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 210.6 miles from Leon, NY, or about 4h 9m into the drive.
The longest continuous stretch on this route runs about 207.8 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 93 miles or 1h 52m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 210.6 miles or 4h 9m 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 210.6 miles or 4h 9m
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 8m
Traffic, exits, and arrival timing usually matter more near Oyster Bay, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Leon, 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 Leon, NY
Aim for roughly 211 miles and 4.3 hours of wheel time on this day.
Day 2
Finish the approach into Oyster Bay, NY
Aim for roughly 211 miles and 4.3 hours of wheel time on this day.
Your first comfortable stop window is around 93 miles from Leon, 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 Southern Tier Expressway for about 207.8 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 220.4 and 398 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
220.4 mi into trip|~4h 21m in|I 81
Keep slight right at fork onto I 81 toward I 81 South: Scranton
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight lane.
Toward I 81 South: Scranton
9
273.8 mi into trip|~5h 24m in|US 6
Keep slight right at fork onto US 6 toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 187
Toward I 84 East, I 380 South, US 6 East: Carbo...
8
388.3 mi into trip|~7h 40m 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
388.6 mi into trip|~7h 40m 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
398 mi into trip|~7h 55m 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
Fuel & Cost
Regular Gas
$68.14 one way
$136.28 round trip
$4.11/gal25.4 MPG avg147 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.46
$73.94
$147.88
premium
$4.85
$80.39
$160.79
diesel
$4.80
$79.53
$159.06
Estimated Tolls: $22.55
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
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
$68
Tolls
$23
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$221–$331
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 147.4 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $44 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
126.4
1
$44.23
$20.22
Efficient EV
105.3
1
$36.86
$16.85
EV Truck/SUV
168.5
2
$58.97
$26.96
Gas CO2
147 kg
EV CO2
49 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 Jul 17, 2026
Origin
Leon, NY
Late night
in Leon on Sunday
Local time
4:16 AM
EDT
Current temp
58°F
Smoke
N 6 mph0% chanceLive forecast
Destination
Oyster Bay, NY
Late night
in Oyster Bay on Sunday
Local time
4:16 AM
EDT
Current temp
70°F
Smoke
NW 6 to 13 mph10% chanceLive forecast
84°F
Barton, NY
211 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
12 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 33m 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.
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...
2 mi from route
~6 min detour
Free
near mile 392.2
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...
3 mi from route
~7 min detour
Free
near mile 392.2
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...
9 mi from route
~21 min detour
Free
near mile 392.2
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...
10 mi from route
~25 min detour
Free
near mile 392.2
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...
10 mi from route
~26 min detour
Free
near mile 392.2
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...
11 mi from route
~27 min detour
Free
near mile 392.2
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 73% of the 421.2 miles on major interstates. You'll encounter the longest continuous stretch on the Southern Tier Expressway, covering 207.8 miles. Expect a consistent cruising experience for the majority of the trip, with periods of fewer exits as you move between major highway segments. The transition to surface roads will occur as you approach your destination.
73% highway — fuel and pacing are the main things to plan.
45 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 207.8 mi on Southern Tier Expressway.
How Hard Is This Drive?
9/10
This is a straightforward highway drive that stays mostly on Southern Tier Expressway and Keystone Shortway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 220.4 miles in near I 81.
Driving Effort9/10
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 421.2 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 220.4 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 273.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 388.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Elevation Profile
Gently rolling terrain
1,799 ft46 ft
Total Climb
1,884 ft
Total Descent
3,218 ft
Highest Point
1,799 ft
~300.9 mi in
Elevation Range
1,753 ft
Notable High Points
1,611 ft at ~240.7 miles+665 ft prominence
1,799 ft at ~300.9 miles+854 ft prominence
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Leon, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Oyster Bay is one of three towns in Nassau County, on Long Island, New York.
The town of Oyster Bay comprises a large portion of eastern Nassau County and includes a slew of villages and other communities. This article covers North Oyster Bay – the area closest to Oyster Bay itself (in other words, everything that is north of the Long Island Expressway). See South Oyster Bay for the southern half of the town (in other words, the area south of the expressway). See the article for Glen Cove for communities in the northwest part of the town that are closest to that city.
Top landmarks
•Christ Church — historic Episcopal parish in Oyster Bay, New York, USA
The longest stretch is about 207.8 miles on Southern Tier Expressway. 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 211 miles on day one.
Expect about $22.55 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 36 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 Oyster Bay, 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 36 rest areas along the route for bathroom stops.
The main spots that need attention: at 220.4 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 273.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 388.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — Hamilton Grange National Memorial, General Grant 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 8.6 hours each way, a round trip means 17.1 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Oyster Bay, NY before the return drive.
