The drive from Yorktown, NY to Oyster Bay, NY covers 58.8 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 Northern Boulevard, Taconic State Parkway, Sprain Brook Parkway for much of the mileage,
and the overall profile is mixed drive.
The longest uninterrupted segment is about 14.5 miles on Northern Boulevard.
At current regular gas prices, budget about $9.68 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
29.4 miles from Yorktown, NY
A natural place for your longest stop of the day
, about 41m 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: 58.8 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 Yorktown, NY to Oyster Bay, NY covers 58.8 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 33 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Northern Boulevard is the longest continuous segment at about 14.5 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 0.8 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 58.8 miles you will encounter 19 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 0.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 28.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 19 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
6
0.8 mi into trip|~1m in
Take the exit
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the left lane.
8
28.2 mi into trip|~39m in
Take the exit toward Cross County Parkway East, Mount Vernon
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 11E
Toward Cross County Parkway East, Mount Vernon
8
29.3 mi into trip|~41m in
Take the exit toward NY 22: North Columbus Avenue, Mount Vernon
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 8
Toward NY 22: North Columbus Avenue, Mount Vern...
9
36.1 mi into trip|~53m in|I 695 / Throgs Neck Expressway
Keep slight left at fork onto I 695 / Throgs Neck Expressway toward I 695 South: Throgs Neck Bridge, Long Island
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 7A
Toward I 695 South: Throgs Neck Bridge, Long Is...
7
42.3 mi into trip|~1h 1m in
Take the exit toward NY 25A: Northern Boulevard
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 5
Toward NY 25A: Northern Boulevard
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Yorktown, NY and Oyster Bay, NY, road signs point toward Cross County Parkway East, Mount Vernon and Long Island.
Cross County Parkway East
28.2 mi in|~39m
Mount Vernon
28.2 mi in|~39m
Long Island
36.1 mi in|~53m|via I 695
Main Roads
Road
Distance
Duration
Northern Boulevard
14.5 mi
24m
Taconic State Parkway
13.7 mi
18m
Sprain Brook Parkway
12.8 mi
17m
North Columbus Avenue
2.3 mi
3m
Throgs Neck Expressway
2.2 mi
3m
Clearview Expressway
2.1 mi
2m
New England Thruway
2.1 mi
3m
Throgs Neck Bridge
2 mi
3m
Longest stretch:
Northern Boulevard
— 14.5 mi, about 24m
Turn-by-Turn Driving Directions
Step-by-step road directions between Yorktown, NY and Oyster Bay, NY.
1
Start on Locksley Road
61 ft·5 sec·Locksley Road
2
Turn left onto NY 132
477 ft·12 sec·Old Yorktown Road
3
Turn right onto US 202; NY 35
0.7 mi·1 min·Crompond Road
Use the straight lane.
4
Take the exit
0.3 mi·44 sec
Use the left lane.
5
Merge onto Taconic State Parkway
14 mi·18 min·Taconic State Parkway
Use the straight / slight right lanes.
6
Keep slight left at fork onto Sprain Brook Parkway
13 mi·17 min·Sprain Brook Parkway
Use the straight / slight right lanes.
7
Continue on Bronx River Parkway
0.4 mi·44 sec·Bronx River Parkway
Use the straight / slight right lanes.
8
Take the exit
0.4 mi·1 min
Exit 11EToward Cross County Parkway East, Mount VernonUse the straight / slight right lanes.
9
Merge onto Cross County Parkway (local lanes)
0.7 mi·1 min·Cross County Parkway (local lanes)
Use the straight / right lanes.
10
Take the exit
0.2 mi·34 sec
Exit 8Toward NY 22: North Columbus Avenue, Mount VernonUse the straight / slight right lanes.
11
Turn straight onto Parkway South
380 ft·15 sec·Parkway South
Toward NY 22
12
Turn right onto NY 22
2.3 mi·3 min·North Columbus Avenue
13
Continue on NY 22
0.2 mi·17 sec·South 3rd Avenue
14
Continue on NY 22
0.3 mi·1 min·Provost Avenue
15
Continue on Conner Street
0.2 mi·21 sec·Conner Street
16
Turn right onto New England Thruway
0.5 mi·59 sec·New England Thruway
17
Take the ramp
0.1 mi·14 sec
Toward I 95 South
18
Merge onto I 95
1.5 mi·2 min·New England Thruway
19
Continue on I 95
1.3 mi·2 min·Bruckner Expressway
Use the straight / right lanes.
20
Keep slight left at fork onto I 695
2.2 mi·3 min·Throgs Neck Expressway
Exit 7AToward I 695 South: Throgs Neck Bridge, Long IslandUse the slight left / slight right lanes.
21
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
22
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
23
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
24
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
25
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
26
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
27
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
28
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
29
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
30
Continue on NY 106
105 ft·5 sec·South Street
31
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
32
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
33
Arrive at destination
Berry Hill 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 29.4 miles from Yorktown, NY, or about 41m into the drive.
The longest continuous stretch on this route runs about 14.5 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 18m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 29.4 miles or 41m 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 15m
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 Yorktown, NY so your first major turns are already loaded.
Day 1
Settle into the route from Yorktown, NY
This is one driving day of about 58.8 miles and 1h 30m.
Your first comfortable stop window is around 13 miles from Yorktown, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Northern Boulevard for about 14.5 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 29.4 mi from Yorktown, NY
· 41m 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.
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...
7 mi from route
~17 min detour
Free
near mile 36.5
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...
8 mi from route
~19 min detour
Free
near mile 36.5
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...
12 mi from route
~31 min detour
Free
near mile 42.6
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...
12 mi from route
~29 min detour
Free
near mile 36.5
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...
13 mi from route
~33 min detour
Free
near mile 42.6
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...
13 mi from route
~32 min detour
Free
near mile 42.6
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $6 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
17.6
0
$6.17
$2.82
Efficient EV
14.7
0
$5.15
$2.35
EV Truck/SUV
23.5
0
$8.23
$3.76
Gas CO2
21 kg
EV CO2
7 kg (67% 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 18, 2026
Origin
Yorktown, NY
Morning
in Yorktown on Saturday
Local time
7:12 AM
EDT
Current temp
58°F
Unavailable
Live forecast
Destination
Oyster Bay, NY
Morning
in Oyster Bay on Saturday
Local time
7:12 AM
EDT
Current temp
63°F
Patchy Fog then Mostly Sunny
E 6 to 10 mph0% chanceLive forecast
Wind Advisory
Wind Advisory issued April 18 at 2:37AM EDT until April 19 at 12:00AM EDT by NWS Burlington VT
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
5 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
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Yorktown, NY to Oyster Bay, NY covers 58.8 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 Northern Boulevard, Taconic State Parkway, Sprain Brook Parkway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 29.4 miles from Yorktown, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $9.68 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 58.8 miles you will encounter 19 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 0.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 28.2 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Yorktown, NY and Oyster Bay, NY, road signs point toward Cross County Parkway East, Mount Vernon and Long Island.
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.
