How far is Sheepshead Bay, NY from New Windsor, NY?

The driving distance from Sheepshead Bay, NY to New Windsor, NY is about 80 miles (128.7 km), with a travel time of about 01h 53m by car.

  • The straight-line flight distance is about 61.3 miles (98.7 km).
  • For a round trip, plan for roughly 03h 46m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
79.98 mi
01h 53m
Flight
61.32 mi
98.69 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Sheepshead Bay.

Flight Distance

Direct air line
61.32 mi
Kilometers
98.69 km
Flight Time
00h 07m

Driving Distance

Road route
79.98 mi
Kilometers
128.72 km
Drive Time
01h 53m

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 53m.

Arrival Snapshot
Arrive in New Windsor
Thu, Oct 15, 11:25 PM EDT
Return by in Sheepshead Bay
Fri, Oct 16, 1:19 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Sheepshead Bay
2026-10-15T21:32
Arrive New Windsor
Thu, Oct 15, 11:25 PM EDT
Route Timing
01h 53m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
9:53 AM to 11:53 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
2:44 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Sheepshead Bay
9:30 PM EDT
Morning start is best

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.

Mid-route stop
Airmont
NY

City in Rockland County, New York, United States of America

From Sheepshead Bay
40 mi
00h 56m
To New Windsor
40 mi
00h 56m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
Sheepshead Bay Weather
NY
Live fallback forecast
63°F
This Afternoon
Using Brooklyn as the closest live forecast in the New York weather hub.

Sunny

Starts
Thu, Oct 15 2:00 PM EDT
Wind
5 mph E
Destination
59°F
Today

Sunny

Starts
Thu, Oct 15 10:00 AM EDT
Wind
2 to 7 mph NE

Driving Route Map

The map below follows the saved road route between Sheepshead Bay and New Windsor.

Turn-by-Turn Driving Directions

Step-by-step road directions between Sheepshead Bay and New Windsor.

  1. 1

    Start on Avenue Y

    1453 ft · 1 min · Avenue Y

  2. 2

    Turn right onto Ocean Avenue

    1.4 mi · 3 min · Ocean Avenue

  3. 3

    Turn left onto Avenue P

    2463 ft · 1 min · Avenue P

  4. 4

    Turn right onto Coney Island Avenue

    2.6 mi · 5 min · Coney Island Avenue

  5. 5

    Turn left onto Church Avenue

    1102 ft · 25 sec · Church Avenue

  6. 6

    Turn right onto Prospect Expressway

    1.9 mi · 3 min · Prospect Expressway

  7. 7

    Keep slight left to continue on I 278 East: Queens, Bronx

    1896 ft · 46 sec

  8. 8

    Merge slight left onto Gowanus Expressway

    2317 ft · 40 sec · Gowanus Expressway

  9. 9

    Keep slight left to continue on Hugh L Carey Tunnel, Manhattan

    2.3 mi · 4 min

  10. 10

    Keep slight right to continue on NY 9A North: West Street, Holland Tunnel, Lincoln Tunnel, George Washington Bridge

    70 m · 11 sec

  11. 11

    At the end of the road, turn right onto West Street

    1.1 mi · 3 min · West Street

  12. 12

    Turn right onto Vestry Street

    933 ft · 47 sec · Vestry Street

  13. 13

    Turn left onto Hudson Street

    114 m · 18 sec · Hudson Street

  14. 14

    Take the exit slight right toward I 78: Holland Tunnel, New Jersey

    124 m · 14 sec

  15. 15

    Merge slight left onto Holland Tunnel

    1.8 mi · 4 min · Holland Tunnel

  16. 16

    Continue on 14th Street

    2256 ft · 1 min · 14th Street

  17. 17

    Keep slight left to continue on 14th Street Viaduct

    1674 ft · 25 sec · 14th Street Viaduct

  18. 18

    Continue on NJ 139 Lower Level

    1.2 km · 1 min · NJ 139 Lower Level

  19. 19

    Continue on Pulaski Skyway

    124 m · 8 sec · Pulaski Skyway

  20. 20

    Take the exit slight right toward US 1-9 North: Secausus

    128 m · 14 sec

  21. 21

    Turn right onto Tonnelle Avenue

    2.6 mi · 3 min · Tonnelle Avenue

  22. 22

    Turn straight

    4.3 mi · 6 min

  23. 23

    Take the exit slight right toward NJ 17 North: Rutherford

    564 ft · 14 sec

  24. 24

    Keep slight left to continue on NJ 17 North: Rutherford

    1448 ft · 35 sec

  25. 25

    Merge slight left

    3.3 mi · 4 min

  26. 26

    Continue straight

    4.2 mi · 5 min

  27. 27

    Continue straight

    4.1 mi · 5 min

  28. 28

    Continue straight

    7.3 mi · 10 min

  29. 29

    Continue straight

    1.2 km · 50 sec

  30. 30

    Continue straight

    3.3 mi · 4 min

  31. 31

    Continue straight

    877 ft · 11 sec

  32. 32

    Keep slight left to continue on I 87 North, NY 17 North, New York State Thruway North: Albany

    29.9 mi · 34 min

  33. 33

    Take the exit slight right toward I 84, NY 300, NY 17K: Scranton, Newburgh

    651 ft · 13 sec

  34. 34

    Keep slight right to continue on NY 17K: Newburgh

    1.3 km · 2 min

  35. 35

    Turn left

    2.3 mi · 4 min

  36. 36

    Turn right onto South Robinson Avenue

    1.1 km · 1 min · South Robinson Avenue

  37. 37

    Continue on Quassaick Avenue

    1458 ft · 32 sec · Quassaick Avenue

  38. 38

    Continue on Quassaick Avenue

    1.3 km · 2 min · Quassaick Avenue

  39. 39

    Turn right onto Union Avenue

    27 m · 2 sec · Union Avenue

  40. 40

    Arrive at your destination

    0 m · 1 sec · Union Avenue

Car Route Details

A richer read on the saved driving route between Sheepshead Bay and New Windsor.

OSRM road route
Drive Character

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.

Directions
40 steps
13 turns on the saved route
Ramps & Exits
7
3 merges, 4 ramps or exits
Navigation Density
50 / 100 mi
Decision points by distance
Main Roads
I 87 North
29.9 mi · 37%
NJ 17 North
23.5 mi · 29%
Tonnelle Avenue
2.57 mi · 3%
Coney Island Avenue
2.55 mi · 3%
Hugh L Carey Tunnel
2.33 mi · 3%
Prospect Expressway
1.85 mi · 2%
Longest Stretch

I 87 North

Keep slight left to continue on I 87 North, NY 17 North, New York State Thruway North: Albany

29.9 mi · 00h 34m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
01h 53m
Day trip friendly
Same-Day Return
03h 46m
Round-trip wheel time
Road vs Air
+18.7 mi
61.3 mi direct line
Halfway Stop
Airmont
00h 56m from Sheepshead Bay
Leave By
2:44 PM EDT
Morning start is best
Weather Watch

Sunny leaving Sheepshead Bay and Sunny near New Windsor.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Sheepshead Bay to New Windsor?

The road trip is about 80 miles (128.7 km) and usually takes 01h 53m 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?

Airmont is a useful midpoint, sitting about 40 miles from Sheepshead Bay and 40 miles from New Windsor.

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 18.7 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 2:44 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $12.54 one way or $25.09 round trip. Estimated CO2 is about 25.1 kg one way.

What should you check before leaving?

Before you leave, expect Sunny around Sheepshead Bay and Sunny near New Windsor.

Stop Ideas Near Airmont

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Airmont, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Airmont.

RAIL

Croton–Harmon station

22 mi away
1 Croton Point Avenue
RAIL

Yonkers station

26 mi away
5 Buena Vista Ave.
RAIL

New Rochelle station

35 mi away
1 Railroad Plaza
RAIL

Pennsylvania Station

40 mi away
8th Ave 31st Street / 8th Ave 33rd Street

Flight Path Map

This map shows the direct air route between Sheepshead Bay and New Windsor. Straight-line distance: 61.32 mi (98.69 km).

Photo coming soon

#1 Sheepshead Bay

Sheepshead Bay is a place in New York, United States.

Population0
Coordinates40.5912200, -73.9445800
Altitude3
CountryUnited States
New Windsor

#2 New Windsor

Town in Carroll County, Maryland, United States

Population27,475
Coordinates41.4767600, -74.0237500
Altitude49
CountryUnited States
Start: Sheepshead Bay (-73.94458, 40.59122)
End: New Windsor (-74.02375, 41.47676)

Estimated Travel Time

Distance: 129 km by road

SpeedTime
30 mph (48.3 km/h)02h 39m
40 mph (64.37 km/h)01h 59m
50 mph (80.47 km/h)01h 35m
60 mph (96.56 km/h)01h 19m
70 mph (112.65 km/h)01h 08m
80 mph (129 km/h)00h 59m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
2.82 gal
10.68 L · about $12.54
Round trip
$25.09
5.64 gal · 21.36 L
Estimated CO2
25.1 kg one way
Round trip: 50.1 kg / 110 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.45 $12.54 $25.09
Mid-grade $4.98 $14.05 $28.10
Premium $5.38 $15.18 $30.35
Diesel $6.51 $18.36 $36.71

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

There is no time difference between Sheepshead Bay and New Windsor. The current time is 21:32:39.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.