The drive from Oyster Bay, NY to Yorktown, NY covers 58 miles and takes about 1h 30m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Taconic State Parkway, Northern Boulevard, Sprain Brook Parkway for much of the mileage,
and the overall profile is mixed drive.
The longest uninterrupted segment is about 13.8 miles on Taconic State Parkway.
At current regular gas prices, budget about $9.55 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
29 miles from Oyster Bay, NY
A natural place for your longest stop of the day
, about 49m into the drive
.
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.
Doable as a same-day drive at 1h 30m. Total distance: 58 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 30m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (57%). Some complex stretches to watch for.
Scenic Drive
Mixed drive route profile with national parks nearby.
Drive Character
The drive from Oyster Bay, NY to Yorktown, NY covers 58 miles and takes about 1h 30m, using a mix of highways and local roads.
Expect a mix of faster highway mileage and slower local approaches near the beginning or end.
There are about 31 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Taconic State Parkway is the longest continuous segment at about 13.8 miles.
How Hard Is This Drive?
This route mixes highway mileage with some local-road sections near the start or finish. 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
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 58 miles you will encounter 22 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
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 20.7 miles (I 695 / Throgs Neck Expressway): Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 22 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
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
20.7 mi into trip|~35m in|I 695 / Throgs Neck Expressway
Keep slight right at fork onto I 695 / Throgs Neck Expressway toward I 695 North: New Haven
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Exit 10
Toward I 695 North: New Haven
8
29.6 mi into trip|~50m in
Take the exit toward Bronx Parkway, Sprain Parkway
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 6
Toward Bronx Parkway, Sprain Parkway
8
29.8 mi into trip|~50m in
Keep slight right at fork toward Bronx Parkway North, Sprain Parkway
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Toward Bronx Parkway North, Sprain Parkway
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 Yorktown, NY, road signs point toward Cross Island Parkway North, Bronx, New England, Cross County Parkway West and Bronx Parkway North.
Cross Island Parkway North
15.1 mi in|~25m
Bronx
17.6 mi in|~29m
New England
17.6 mi in|~29m
Cross County Parkway West
28.8 mi in|~48m
Bronx Parkway North
29.8 mi in|~50m
Main Roads
Road
Distance
Duration
Taconic State Parkway
13.8 mi
18m
Northern Boulevard
13.4 mi
22m
Sprain Brook Parkway
12.6 mi
17m
Throgs Neck Expressway
2.5 mi
3m
South Columbus Avenue
2.3 mi
3m
Cross Island Parkway
2.3 mi
3m
New England Thruway
2 mi
3m
Throgs Neck Bridge
1.8 mi
3m
Longest stretch:
Taconic State Parkway
— 13.8 mi, about 18m
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay, NY and Yorktown, 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 right at fork onto I 695
1.8 mi·2 min·Throgs Neck Expressway
Exit 10Toward I 695 North: New HavenUse the straight / slight right lanes.
12
Merge onto I 95
1.0 mi·1 min·Bruckner Expressway
13
Continue on I 95
2.0 mi·3 min·New England Thruway
Use the straight / slight left lanes.
14
Take the exit
351 ft·16 sec
Exit 13Toward Conner StreetUse the slight right lane.
15
Turn left onto Tillotson Avenue
0.1 mi·22 sec·Tillotson Avenue
16
Turn left onto Conner Street
0.3 mi·30 sec·Conner Street
17
Continue on NY 22
0.3 mi·59 sec·Provost Avenue
18
Continue on NY 22
0.2 mi·17 sec·South 3rd Avenue
19
Turn slight right onto NY 22
2.3 mi·3 min·South Columbus Avenue
Use the left / straight lanes.
20
Take the ramp
0.3 mi·37 sec
Toward Cross County Parkway WestUse the left lane.
21
Merge onto Cross County Parkway
0.6 mi·54 sec·Cross County Parkway
22
Take the exit
0.1 mi·18 sec
Exit 6Toward Bronx Parkway, Sprain ParkwayUse the straight / slight right lanes.
23
Keep slight right at fork
0.4 mi·1 min
Toward Bronx Parkway North, Sprain ParkwayUse the slight left / slight right lanes.
24
Merge onto Bronx River Parkway
0.3 mi·32 sec·Bronx River Parkway
25
Keep slight left at fork onto Sprain Brook Parkway
13 mi·17 min·Sprain Brook Parkway
Use the straight / slight right lanes.
26
Continue on Taconic State Parkway
14 mi·18 min·Taconic State Parkway
Use the straight / slight right lanes.
27
Take the exit
0.3 mi·43 sec
Toward US 202, NY 35: Yorktown HeightsUse the slight right lane.
28
Turn right onto US 202; NY 35
0.7 mi·1 min·Crompond Road
Use the right lane.
29
Turn left onto NY 132
477 ft·9 sec·Old Yorktown Road
30
Turn right onto Locksley Road
61 ft·2 sec·Locksley Road
31
Arrive at destination
Locksley Road
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 29 miles from Oyster Bay, NY, or about 49m into the drive.
The longest continuous stretch on this route runs about 13.8 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 13 miles or 22m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 29 miles or 49m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 17m
Traffic, exits, and arrival timing usually matter more near Yorktown, 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.
Day 1
Settle into the route from Oyster Bay, NY
This is one driving day of about 58 miles and 1h 30m.
Your first comfortable stop window is around 13 miles from Oyster Bay, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Taconic State Parkway for about 13.8 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 29 mi from Oyster Bay, NY
· 49m 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...
7 mi from route
~19 min detour
Free
near mile 22
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...
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...
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...
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...
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...
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $6 in charging
· 0 stops
· 65% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
17.4
0
$6.09
$2.78
Efficient EV
14.5
0
$5.07
$2.32
EV Truck/SUV
23.2
0
$8.12
$3.71
Gas CO2
20 kg
EV CO2
7 kg (65% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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 16, 2026
Origin
Oyster Bay, NY
Morning
in Oyster Bay on Saturday
Local time
9:01 AM
EDT
Current temp
45°F
Unavailable
Live forecast
Destination
Yorktown, NY
Morning
in Yorktown on Saturday
Local time
9:01 AM
EDT
Current temp
58°F
Unavailable
Live forecast
34°F
Mount Vernon, NY
29 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 warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 30m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Oyster Bay, NY to Yorktown, NY covers 58 miles and takes about 1h 30m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Taconic State Parkway, Northern Boulevard, Sprain Brook Parkway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 29 miles from Oyster Bay, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $9.55 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This drive requires moderate attention. Across 58 miles you will encounter 22 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
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 20.7 miles (I 695 / Throgs Neck Expressway): Highway fork - watch signs carefully. Lane positioning matters here.
Between Oyster Bay, NY and Yorktown, NY, road signs point toward Cross Island Parkway North, Bronx, New England, Cross County Parkway West and Bronx Parkway North.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, NREL for EV charging, and NPS for national parks. See our methodology for refresh cadence and limitations.
