How far is New Windsor, NY from Sheepshead Bay, NY?
The driving distance from New Windsor, NY to Sheepshead Bay, NY is about 91.6 miles (147.4 km), with a travel time of about 01h 56m by car.
- The straight-line flight distance is about 61.3 miles (98.7 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.
Town in Rockland County, New York, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between New Windsor and Sheepshead Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between New Windsor and Sheepshead Bay.
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1
Start on Union Avenue
1873 ft · 56 sec · Union Avenue
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2
Turn right onto United States Route 9W
3.4 mi · 5 min · United States Route 9W
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3
Take the exit slight right
734 ft · 20 sec
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4
Keep slight left
67 m · 8 sec
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5
Turn slight left onto Quaker Avenue
2272 ft · 1 min · Quaker Avenue
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6
At the end of the road, turn left onto State Route 32
9.7 mi · 16 min · State Route 32
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7
Continue on State Route 32
148 m · 16 sec · State Route 32
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8
Take the ramp slight left toward I 87, NYST
2374 ft · 58 sec
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9
Keep slight right to continue on I 87 Toll South: New York City
1.5 km · 2 min
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10
Merge slight left onto New York State Thruway
13.7 mi · 16 min · New York State Thruway
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11
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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12
Continue straight
2496 ft · 39 sec
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13
Keep slight left to continue on NJ 17 South: Mahwah
22.7 mi · 29 min
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14
Take the exit straight toward NJ 3 East: New York
1990 ft · 49 sec
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15
Merge slight left
4.2 mi · 5 min
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16
Continue on Tonnelle Avenue
2.5 mi · 3 min · Tonnelle Avenue
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17
Keep slight left to continue on Tonnelle Avenue
564 ft · 10 sec · Tonnelle Avenue
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18
Take the exit left toward Hoboken, Holland Tunnel
1387 ft · 36 sec
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19
Merge slight right onto Conrail Viaduct
1.1 km · 1 min · Conrail Viaduct
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20
Continue on 12th Street Viaduct
2029 ft · 32 sec · 12th Street Viaduct
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21
Continue on 12th Street
1412 ft · 54 sec · 12th Street
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22
Keep slight left to continue on Holland Tunnel
1.9 mi · 4 min · Holland Tunnel
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23
Take the exit slight right toward NY 9A
131 m · 15 sec
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24
Turn slight left onto Laight Street
962 ft · 49 sec · Laight Street
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25
At the end of the road, turn left onto West Street
1.5 km · 3 min · West Street
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26
Take the exit slight left toward Hugh L Carey Tunnel, Brooklyn
2.6 mi · 5 min
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27
Continue on Gowanus Expressway
2987 ft · 51 sec · Gowanus Expressway
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28
Take the exit slight left toward NY 27 East: Prospect Expressway
1.5 mi · 3 min
-
29
Take the exit slight right toward NY 27 East: SUNY Downstate Medical Center
1954 ft · 47 sec
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30
Turn left onto Caton Avenue
1449 ft · 46 sec · Caton Avenue
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31
Turn right onto Coney Island Avenue
2.7 mi · 5 min · Coney Island Avenue
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32
Turn left onto Avenue P
2463 ft · 1 min · Avenue P
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33
Turn right onto Ocean Avenue
1.4 mi · 3 min · Ocean Avenue
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34
Turn left onto Avenue Y
1453 ft · 1 min · Avenue Y
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35
Arrive at your destination
0 m · 1 sec · Avenue Y
Car Route Details
A richer read on the saved driving route between New Windsor and Sheepshead Bay.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
NJ 17 South
Keep slight left to continue on NJ 17 South: Mahwah
22.7 mi · 00h 29m
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.
Sunny leaving New Windsor and Sunny near Sheepshead Bay.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from New Windsor to Sheepshead Bay?
The road trip is about 91.6 miles (147.4 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?
Chestnut Ridge is a useful midpoint, sitting about 37.5 miles from New Windsor and 54.1 miles from Sheepshead Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 61.3 miles (98.7 km), while the road route adds roughly 30.3 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 $14.37 one way or $28.73 round trip. Estimated CO2 is about 28.7 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around New Windsor and Sunny near Sheepshead Bay.
Stop Ideas Near Chestnut Ridge
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 Chestnut Ridge.
Croton–Harmon station
Yonkers station
New Rochelle station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between New Windsor and Sheepshead Bay. Straight-line distance: 61.32 mi (98.69 km).
#1 New Windsor
Town in Carroll County, Maryland, United States
| Population | 27,475 |
| Coordinates | 41.4767600, -74.0237500 |
| Altitude | 49 |
| Country | United States |
#2 Sheepshead Bay
Sheepshead Bay is a place in New York, United States.
| Population | 0 |
| Coordinates | 40.5912200, -73.9445800 |
| Altitude | 3 |
| Country | United States |
End: Avenue Y (-73.944577, 40.591203)
Estimated Travel Time
Distance: 147 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 03m |
| 40 mph (64.37 km/h) | 02h 17m |
| 50 mph (80.47 km/h) | 01h 49m |
| 60 mph (96.56 km/h) | 01h 31m |
| 70 mph (112.65 km/h) | 01h 18m |
| 80 mph (129 km/h) | 01h 08m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $14.37 | $28.73 |
| Mid-grade | $4.98 | $16.09 | $32.18 |
| Premium | $5.38 | $17.38 | $34.77 |
| Diesel | $6.51 | $21.02 | $42.05 |
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 · Oct 15, 2026