Oyster Bay to Napoli is 406.9 miles and takes about 8h 23m via Keystone Shortway and US 219, with a fuel budget near $73 and enough daylight to finish in a day. This route stays within New York State, taking you from the Northeast region to another part of the Northeast. It's a trip primarily on surface roads, so expect a more scenic, less hurried pace than a pure interstate drive. Given the duration, it's feasible in one day but makes for a more relaxed experience if split over two.
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
203.4 miles from Oyster Bay, NY
A natural place for your longest stop of the day
, about 4h 8m into the drive
.
Main Roads
Road
Distance
Duration
Keystone Shortway
200 mi
3h 44m
Christopher Columbus Highway
68.2 mi
1h 20m
US 219
46.5 mi
53m
Northern Boulevard
13.4 mi
22m
Bennetts Valley Highway
10.5 mi
16m
Southern Tier Expressway
8.6 mi
9m
Million Dollar Highway
8.3 mi
12m
State Park Road
7.5 mi
13m
Longest stretch:
Keystone Shortway
— 200 mi, about 3h 44m
Traffic on I-80
Hour-of-day weekday pattern from 194 FHWA count stations on your route.
Peak
3 PM
~3,076 veh/hr typical
· worst 3,665
Quietest
1 AM
~346 veh/hr
Peak-to-quiet ratio
8.9×
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 Oyster Bay, NY and Napoli, NY.
1
Start on Berry Hill Road
288 ft·21 sec·Berry Hill Road
2
Turn sharp left onto NY 106
429 ft·9 sec·South Street
3
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
4
Continue on NY 106
0.7 mi·1 min·Oyster Bay Road
5
Turn right onto NY 25A
13 mi·22 min·Northern Boulevard
Use the left lane.
6
Take the ramp
0.2 mi·28 sec
Toward Cross Island Parkway North, Whitestone BridgeUse the right lane.
7
Merge onto CI
2.3 mi·3 min·Cross Island Parkway
Use the straight / slight right lanes.
8
Take the exit
0.6 mi·1 min
Exit 33Toward I 295 North: Throgs Neck Bridge, Bronx, New EnglandUse the straight / slight right lanes.
9
Merge onto I 295
1.8 mi·3 min·Throgs Neck Bridge
10
Continue on I 295
0.7 mi·1 min·Throgs Neck Expressway
Use the straight / slight right lanes.
11
Keep slight left at fork onto I 295
6.6 mi·8 min·Cross Bronx Expressway
Use the straight / slight right lanes.
12
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
13
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
14
Continue on I 95 EXPR; US 1 EXPR; US 9 EXPR
0.5 mi·48 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
15
Keep slight left at fork onto I 95 EXPR; US 1 EXPR; US 9 EXPR
0.6 mi·39 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
Use the straight / slight right lanes.
16
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
17
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
18
Keep slight left at fork
0.4 mi·29 sec
Toward I 95 South, NJTP South: HackensackUse the slight left / slight right lanes.
19
Merge onto I 95; NJTP
2.0 mi·2 min·New Jersey Turnpike
Use the straight / slight right lanes.
20
Take the exit
0.8 mi·1 min
Exit 69Toward I 80 West: Paterson, HackensackUse the straight / slight right lanes.
21
Continue on I 80
68 mi·1 hr 20 min·Christopher Columbus Highway
Use the straight / slight right lanes.
22
Keep slight left at fork onto I 80
5.5 mi·8 min·Keystone Shortway
Use the straight / slight right lanes.
23
Keep slight left at fork onto I 80
195 mi·3 hr 35 min·Keystone Shortway
24
Take the exit
0.5 mi·1 min
Toward PA 153: Clearfield, Penfield
25
Keep slight right at fork
0.2 mi·32 sec
26
Turn straight onto PA 153
7.5 mi·13 min·State Park Road
27
Turn right onto PA 255
7.9 mi·12 min·Bennetts Valley Highway
28
Continue on PA 255
0.2 mi·20 sec·Million Dollar Highway
29
Continue on PA 255
2.6 mi·3 min·Bennetts Valley Highway
30
Turn straight onto PA 255
8.1 mi·12 min·Million Dollar Highway
31
Continue on PA 120; PA 255
0.1 mi·14 sec·South Saint Marys Street
32
Turn right onto PA 120; PA 255
147 ft·3 sec·Railroad Street
33
Turn left onto PA 120; PA 255
382 ft·8 sec·South Michael Street
34
Continue on PA 255
0.1 mi·14 sec·North Michael Street
35
Turn left onto PA 255
0.7 mi·1 min·Maurus Street
36
Continue on PA 255
4.4 mi·6 min·Johnsonburg Road
37
Continue on PA 255
2.3 mi·3 min·Johnsonburg-Saint Marys Road
38
Continue on PA 255
0.8 mi·1 min·Powers Avenue
39
Keep slight right at fork
149 ft·5 sec
40
Merge onto US 219
6.6 mi·7 min·US 219
41
Keep slight right at fork onto US 219
40 mi·44 min·US 219
42
Take the exit onto US 219
0.4 mi·46 sec·US 219
43
Merge onto I 86; US 219; NY 17
8.6 mi·9 min·Southern Tier Expressway
44
Take the exit
0.4 mi·48 sec
Exit 20Toward NY 417, NY 353: Salamanca
45
Turn right onto NY 417
0.3 mi·26 sec·State Highway 417
46
Continue on NY 417
0.3 mi·57 sec·Broad Street
47
Turn left onto NY 353
1.0 mi·2 min·Center Street
48
Continue on NY 353
5.2 mi·7 min·Route 353
49
Continue on NY 353; NY 242
0.3 mi·31 sec·State Highway 242
50
Continue on NY 353; NY 242
0.9 mi·2 min·Rock City Street
51
Turn left onto NY 242
0.7 mi·1 min·Fair Oak Street
52
Continue on NY 242
5.5 mi·9 min·State Highway 242
53
Arrive at destination
NY 242
Trip Plan
For this 8h 23m drive, consider an early morning departure to make good time, especially if you plan to complete it in a single day. With 2 recommended stops, you can break up the 406.9 miles into manageable segments. The longest stretch before needing to navigate surface roads is 200 miles on the Keystone Shortway. Keep an eye on your fuel, as the estimated cost is $73, and plan your refueling stops accordingly, particularly when you transition to more rural areas after the highway portions. Splitting the drive over two days would allow for more leisurely stops and a less rushed arrival.
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 203.4 miles from Oyster Bay, NY, or about 4h 8m into the drive.
The longest continuous stretch on this route runs about 200 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 90 miles or 1h 59m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 203.4 miles or 4h 8m 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 203.4 miles or 4h 8m
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 5m
Traffic, exits, and arrival timing usually matter more near Napoli, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Oyster Bay, 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 Oyster Bay, NY
Aim for roughly 203 miles and 4.2 hours of wheel time on this day.
Day 2
Finish the approach into Napoli, NY
Aim for roughly 203 miles and 4.2 hours of wheel time on this day.
Your first comfortable stop window is around 90 miles from Oyster Bay, 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 200 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 31
5 decision points cluster between mile 15.1 and 32.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
15.1 mi into trip|~25m in
Take the ramp toward Cross Island Parkway North, Whitestone Bridge
Lane positioning matters here. Multiple destination signs - pick the right one
Use the right lane.
Toward Cross Island Parkway North, Whitestone B...
8
17.6 mi into trip|~29m in
Take the exit toward I 295 North: Throgs Neck Bridge, Bronx, New England
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 33
Toward I 295 North: Throgs Neck Bridge, Bronx,...
8
29.8 mi into trip|~47m in
Take the exit toward I 95 South, NJTP South: Hackensack
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.
Toward I 95 South, NJTP South: Hackensack
8
30.1 mi into trip|~48m in
Keep slight left at fork toward I 95 South, NJTP South: Hackensack
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Toward I 95 South, NJTP South: Hackensack
8
32.4 mi into trip|~51m in
Take the exit toward I 80 West: Paterson, Hackensack
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 69
Toward I 80 West: Paterson, Hackensack
Fuel & Cost
Regular Gas
$65.82 one way
$131.65 round trip
$4.11/gal25.4 MPG avg142 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.46
$71.43
$142.86
premium
$4.85
$77.66
$155.33
diesel
$4.80
$76.83
$153.66
Estimated Tolls: $22.83
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
New Jersey Turnpike
(2 mi)$0.28
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
$66
Tolls
$23
Hotel (1n)
$80–$140
Meals
$50–$100
Total
$219–$329
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 142.4 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $43 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
122.1
1
$42.72
$19.53
Efficient EV
101.7
1
$35.60
$16.28
EV Truck/SUV
162.8
2
$56.97
$26.04
Gas CO2
142 kg
EV CO2
48 kg (66% 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 19, 2026
Origin
Oyster Bay, NY
Late night
in Oyster Bay on Sunday
Local time
4:16 AM
EDT
Current temp
70°F
Showers And Thunderstorms
W 13 mph72% chanceLive forecast
Beach Hazards Statement
Beach Hazards Statement issued July 18 at 9:56PM EDT until July 19 at 4:00AM EDT by NWS Buffalo NY
Beach Hazards Statement
Beach Hazards Statement issued July 18 at 9:56PM EDT until July 19 at 4:00AM EDT by NWS Buffalo NY
Destination
Napoli, NY
Late night
in Napoli on Sunday
Local time
4:16 AM
EDT
Current temp
56°F
Patchy Smoke
N 8 mph19% chanceLive forecast
Beach Hazards Statement
Beach Hazards Statement issued July 18 at 9:56PM EDT until July 19 at 4:00AM EDT by NWS Buffalo NY
Beach Hazards Statement
Beach Hazards Statement issued July 18 at 9:56PM EDT until July 19 at 4:00AM EDT by NWS Buffalo NY
85°F
Waverly, NY
203 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
14 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
8h 23m 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...
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...
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 28.1
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 28.1
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 28.1
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 28.1
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 surface roads, with only about 20% on highways. You'll experience around 200 miles on the Keystone Shortway before transitioning to other main roads like Christopher Columbus Highway and US 219. Expect less frequent exits and more rural cruising once you leave the highway sections, which is typical for a route with a high percentage of surface road driving. The longest continuous stretch on a highway is 200 miles.
Only 20% highway — the rest is turn-by-turn surface driving.
53 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 200 mi on Keystone Shortway.
How Hard Is This Drive?
10/10
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 15.1 miles in.
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 31 significant decision points across 406.9 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 15.1 miles: Lane positioning matters here. Multiple destination signs - pick the right one; at 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Elevation Profile
Hilly terrain with moderate elevation changes
1,806 ft46 ft
Total Climb
3,051 ft
Total Descent
1,368 ft
Highest Point
1,806 ft
~319.7 mi in
Elevation Range
1,760 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Oyster Bay, NY and Napoli, NY, road signs point toward Upper Level, Njtp South: Hackensack, Hackensack and Penfield.
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
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 200 miles on Keystone Shortway. 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 203 miles on day one.
Expect about $22.83 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 34 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 Napoli, 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 34 rest areas along the route for bathroom stops.
The main spots that need attention: at 15.1 miles: Lane positioning matters here. Multiple destination signs - pick the right one; at 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. 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 8.4 hours each way, a round trip means 16.8 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Napoli, NY before the return drive.
