How far is Oyster Bay, NY from New Windsor, NY?
The driving distance from Oyster Bay, NY to New Windsor, NY is about 81.6 miles (131.3 km), with a travel time of about 01h 56m by car.
- The straight-line flight distance is about 49.3 miles (79.4 km).
- For a round trip, plan for roughly 03h 53m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 56m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Chance Rain Showers then Partly Sunny
Driving Route Map
The map below follows the saved road route between Oyster Bay and New Windsor.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and New Windsor.
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1
Start on Berry Hill Road
88 m · 21 sec · Berry Hill Road
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2
Turn sharp left onto South Street
131 m · 9 sec · South Street
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3
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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4
Continue on Oyster Bay Road
1.2 km · 1 min · Oyster Bay Road
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5
Turn right onto Northern Boulevard
13.4 mi · 23 min · Northern Boulevard
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6
Take the ramp right toward Cross Island Parkway North, Whitestone Bridge
1178 ft · 29 sec
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7
Merge slight left onto Cross Island Parkway
2.3 mi · 3 min · Cross Island Parkway
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8
Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England
2905 ft · 1 min
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9
Merge slight left onto Throgs Neck Bridge
1.8 mi · 3 min · Throgs Neck Bridge
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10
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
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11
Keep slight left to continue on Cross Bronx Expressway
6.6 mi · 9 min · Cross Bronx Expressway
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12
Keep slight left to continue on Trans-Manhattan Expressway
1.1 km · 1 min · Trans-Manhattan Expressway
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13
Continue on George Washington Bridge (upper level)
3167 ft · 60 sec · George Washington Bridge (upper level)
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14
Continue straight
2659 ft · 48 sec
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15
Keep slight right to continue on Palisades Interstate Parkway
37.4 mi · 48 min · Palisades Interstate Parkway
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16
Enter the roundabout and take exit 3 toward the route
528 ft · 8 sec
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17
Exit the rotary
14.6 mi · 21 min
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18
Turn left onto Union Avenue
1922 ft · 57 sec · Union Avenue
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19
Arrive at your destination
0 m · 1 sec · Union Avenue
Car Route Details
A richer read on the saved driving route between Oyster Bay and New Windsor.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Palisades Interstate Parkway
Keep slight right to continue on Palisades Interstate Parkway
37.4 mi · 00h 48m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Chance Rain Showers leaving Oyster Bay and Chance Rain Showers then Partly Sunny near New Windsor.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to New Windsor?
The road trip is about 81.6 miles (131.3 km) and usually takes 01h 56m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Tappan is a useful midpoint, sitting about 40.8 miles from Oyster Bay and 40.8 miles from New Windsor.
How much longer is the road route than the straight-line distance?
The direct path is about 49.3 miles (79.4 km), while the road route adds roughly 32.3 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:36 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.55 one way or $23.09 round trip. Estimated CO2 is about 25.6 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Oyster Bay and Chance Rain Showers then Partly Sunny near New Windsor.
Stop Ideas Near Tappan
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Tappan.
Yonkers station
New Rochelle station
Croton–Harmon station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Oyster Bay and New Windsor. Straight-line distance: 49.36 mi (79.44 km).
#1 Oyster Bay
Town on Long Island, New York, United States
| Population | 296,592 |
| Coordinates | 40.8656500, -73.5320700 |
| Altitude | 14 |
| Country | United States |
#2 New Windsor
Town in Carroll County, Maryland, United States
| Population | 27,475 |
| Coordinates | 41.4767600, -74.0237500 |
| Altitude | 49 |
| Country | United States |
End: New Windsor (-74.02375, 41.47676)
Estimated Travel Time
Distance: 131 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 43m |
| 40 mph (64.37 km/h) | 02h 02m |
| 50 mph (80.47 km/h) | 01h 37m |
| 60 mph (96.56 km/h) | 01h 21m |
| 70 mph (112.65 km/h) | 01h 09m |
| 80 mph (129 km/h) | 01h 01m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $11.55 | $23.09 |
| Mid-grade | $4.48 | $12.91 | $25.81 |
| Premium | $4.86 | $14.00 | $28.00 |
| Diesel | $4.69 | $13.52 | $27.04 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in New York · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.