The drive from Webster, NY to Oyster Bay, NY covers 350.2 miles and takes about 7h 24m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 81, Keystone Shortway, Irondequoit–Wayne County Expressway for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 128.7 miles on I 81.
At current regular gas prices, budget about $57.65 one way before food or hotel costs.
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
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
175.1 miles from Webster, NY
A natural place for your longest stop of the day
, about 3h 43m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 7h 24m. Total distance: 350.2 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 24m drive, plan rest stops for pacing.
Drive Character
This is a 7h 24m highway drive covering 350.2 miles, with most of the trip on I 81 and Keystone Shortway. The longest continuous stretch is about 128.7 miles on I 81.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 53 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 81 is the longest continuous segment at about 128.7 miles.
Elevation Profile
Gently rolling terrain
1,949 ft23 ft
Total Climb
2,629 ft
Total Descent
3,031 ft
Highest Point
1,949 ft
~225.1 mi in
Elevation Range
1,927 ft
Notable High Points
1,949 ft at ~225.1 miles+1,024 ft prominence
827 ft at ~275.2 miles+505 ft prominence
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on I 81 and Keystone Shortway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 58.5 miles in near NY 31.
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 29 significant decision points across 350.2 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 58.5 miles (NY 31): Exit ramp - move to the correct lane early. Lane positioning matters here; at 202.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 317.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 29 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
7
58.5 mi into trip|~1h 24m in|NY 31
Take the exit onto NY 31
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the left lane.
9
202.8 mi into trip|~4h 16m 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
317.3 mi into trip|~6h 32m 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
317.6 mi into trip|~6h 32m 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
327 mi into trip|~6h 46m 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
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Webster, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Mt Pocono
202.8 mi in|~4h 16m|via US 6
Milford
203.5 mi in|~4h 17m|via I 84; I 380
New York City
317.3 mi in|~6h 32m
Leonia
317.6 mi in|~6h 32m
Teaneck
317.6 mi in|~6h 32m
George Washington Bridge Upper Level
319.9 mi in|~6h 36m
Main Roads
Road
Distance
Duration
I 81
128.7 mi
2h 32m
Keystone Shortway
80 mi
1h 37m
Irondequoit–Wayne County Expressway
34.3 mi
47m
I 380
23.6 mi
25m
Northern Boulevard
14.5 mi
24m
I 690
8.7 mi
10m
State Highway 370
7.9 mi
10m
Cross Bronx Expressway
6.6 mi
8m
Longest stretch:
I 81
— 128.7 mi, about 2h 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Webster, NY and Oyster Bay, NY.
1
Start on NY 404
91 ft·7 sec·East Main Street
2
Turn right onto NY 250
0.2 mi·23 sec·North Avenue
3
Take the ramp
0.2 mi·20 sec
Toward NY 104 East
4
Merge onto NY 104
34 mi·47 min·Irondequoit–Wayne County Expressway
5
Turn right onto CR 163
2.2 mi·2 min·Ridge Road
6
Turn slight right onto NY 370
2.1 mi·2 min·State Route 370
7
Continue on NY 370
7.9 mi·10 min·State Highway 370
8
Continue on NY 370
3.6 mi·7 min·West Main Street
9
Continue on NY 370
1.7 mi·2 min·State Route 370
10
Continue on NY 370
0.7 mi·53 sec·Main Street
11
Continue on NY 370
5.7 mi·8 min·West Genesee Road
Use the left / straight lanes.
12
Take the exit onto NY 31
5.9 mi·7 min·NY 31
Use the left lane.
13
Continue on I 690
8.7 mi·10 min·I 690
Use the straight / slight right lanes.
14
Take the exit
0.2 mi·30 sec
Toward I 81 South: BinghamtonUse the straight / slight right lanes.
15
Merge onto I 81
2.8 mi·4 min·I 81
Use the straight / slight right lanes.
16
Continue on I-81
0.8 mi·48 sec·I-81
17
Continue on I 81
73 mi·1 hr 25 min·I 81
Use the straight / slight right lanes.
18
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
19
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.
20
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.
21
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
22
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward I 80 East: Stroudsburg
23
Merge onto I 80
80 mi·1 hr 37 min·Keystone Shortway
Use the straight / right lanes.
24
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.
25
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.
26
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
27
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse the straight / slight right lanes.
28
Turn straight onto CR 56
454 ft·9 sec·Degraw Avenue
29
Continue on CR 56
1.1 mi·2 min·Fort Lee Road
Use the straight / right lanes.
30
Continue on CR 56
469 ft·13 sec·Main Street
31
Take the ramp
472 ft·12 sec
Toward George Washington Bridge
32
Merge onto US 1; US 9; US 46
0.3 mi·28 sec·Bergen Boulevard
Use the straight / slight right lanes.
33
Take the exit
312 ft·4 sec
Toward George Washington Bridge Upper Level
34
Merge onto I 95 EXPR
0.3 mi·20 sec·I 95 EXPR
Use the straight / slight right lanes.
35
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
36
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
37
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
38
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
39
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.
40
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
41
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
42
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
43
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
44
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
45
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
46
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
47
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
48
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
49
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
50
Continue on NY 106
105 ft·5 sec·South Street
51
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
52
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
53
Arrive at destination
Berry Hill Road
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.
You can normally do this drive in one day.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 175.1 miles from Webster, NY, or about 3h 43m into the drive.
The longest continuous stretch on this route runs about 128.7 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 77 miles or 1h 47m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 175.1 miles or 3h 43m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 5h 59m
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 Webster, 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.
Day 1
Settle into the route from Webster, NY
This is one driving day of about 350.2 miles and 7h 24m.
Your first comfortable stop window is around 77 miles from Webster, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 81 for about 128.7 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 175.1 mi from Webster, NY
· 3h 43m into the drive
Place data sourced from public business listings. Hours and availability may vary.
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...
5 mi from route
~14 min detour
Free
near mile 326
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...
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
~25 min detour
Free
near mile 326
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
~28 min detour
Free
near mile 326
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
~30 min detour
Free
near mile 326
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...
12 mi from route
~29 min detour
Free
near mile 326
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $37 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
105.1
1
$36.77
$16.81
Efficient EV
87.6
1
$30.64
$14.01
EV Truck/SUV
140.1
1
$49.03
$22.41
Gas CO2
123 kg
EV CO2
41 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 Apr 15, 2026
Origin
Webster, NY
Morning
in Webster on Friday
Local time
9:06 AM
EDT
Current temp
58°F
Unavailable
Live forecast
Destination
Oyster Bay, NY
Morning
in Oyster Bay on Friday
Local time
9:06 AM
EDT
Current temp
45°F
Unavailable
Live forecast
57°F
Ramapo, NY
175 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.
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
13 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
7h 24m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Webster, NY to Oyster Bay, NY covers 350.2 miles and takes about 7h 24m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 81, Keystone Shortway, Irondequoit–Wayne County Expressway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 175.1 miles from Webster, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $57.65 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 29 significant decision points across 350.2 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.
The main spots that need attention: at 58.5 miles (NY 31): Exit ramp - move to the correct lane early. Lane positioning matters here; at 202.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 317.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Webster, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Gently rolling terrain. The route ranges from 23 ft to 1,949 ft elevation with about 2,629 ft of total climbing. There are 2 notable high points along the way.
Yes. Nearby national parks include General Grant National Memorial, Hamilton Grange National Memorial and Stonewall National Monument. There are 6 parks within detour distance of this route.
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.
EV charging comes from the
NREL Alternative Fuels
dataset.
Elevation is sampled from
USGS 3DEP.
National park proximity is from the
NPS API.
Pages are published only after passing our data-quality checks; our
methodology page
documents refresh cadence, editorial standards, and known limitations.
