How far is Sheepshead Bay, NY from Southold, NY?

The driving distance from Sheepshead Bay, NY to Southold, NY is about 98.2 miles (158 km), with a travel time of about 02h 21m by car.

  • The straight-line flight distance is about 85.9 miles (138.2 km).
  • For a round trip, plan for roughly 04h 42m 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
98.16 mi
02h 21m
Flight
85.86 mi
138.18 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
85.86 mi
Kilometers
138.18 km
Flight Time
00h 10m

Driving Distance

Road route
98.16 mi
Kilometers
157.97 km
Drive Time
02h 21m

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 02h 21m.

Arrival Snapshot
Arrive in Southold
Thu, Oct 15, 11:53 PM EDT
Return by in Sheepshead Bay
Fri, Oct 16, 2:14 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 Southold
Thu, Oct 15, 11:53 PM EDT
Route Timing
02h 21m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
10:21 AM to 12:21 PM EDT

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

Leave by
1:48 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
Bohemia
NY

Census-designated place in Suffolk County, New York

From Sheepshead Bay
49 mi
01h 10m
To Southold
49.2 mi
01h 10m

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
61°F
Thursday

Sunny

Starts
Thu, Oct 15 6:00 AM EDT
Wind
3 to 14 mph NE

Driving Route Map

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

Turn-by-Turn Driving Directions

Step-by-step road directions between Sheepshead Bay and Southold.

  1. 1

    Start on Avenue Y

    1203 ft · 1 min · Avenue Y

  2. 2

    Turn right onto Nostrand Avenue

    2309 ft · 60 sec · Nostrand Avenue

  3. 3

    Turn left onto Shore Parkway

    2198 ft · 1 min · Shore Parkway

  4. 4

    Turn right onto Knapp Street

    138 m · 23 sec · Knapp Street

  5. 5

    Turn left onto Belt Parkway East, Kennedy Airport

    2031 ft · 50 sec

  6. 6

    Merge slight left onto Belt Parkway

    12.6 mi · 19 min · Belt Parkway

  7. 7

    Take the exit slight right toward NY 27: Sunrise Highway, Brookville Boulevard

    781 ft · 22 sec

  8. 8

    Continue on South Conduit Avenue

    1 mi · 2 min · South Conduit Avenue

  9. 9

    Continue on Sunrise Highway

    60.1 mi · 1 hr 21 min · Sunrise Highway

  10. 10

    Take the exit slight right toward CR 31 North: Riverhead

    1821 ft · 45 sec

  11. 11

    Continue on Old Riverhead Road

    1.3 km · 1 min · Old Riverhead Road

  12. 12

    Enter the roundabout and take exit 2 toward Quogue Riverhead Road

    49 m · 2 sec · Quogue Riverhead Road

  13. 13

    Exit the roundabout onto Quogue Riverhead Road

    1.5 mi · 2 min · Quogue Riverhead Road

  14. 14

    Turn straight onto Cross River Drive

    4.8 mi · 7 min · Cross River Drive

  15. 15

    Turn right onto Northville Turnpike

    2876 ft · 1 min · Northville Turnpike

  16. 16

    Turn right onto Sound Avenue

    5.4 mi · 9 min · Sound Avenue

  17. 17

    Continue on Middle Road

    8.8 mi · 13 min · Middle Road

  18. 18

    Take the exit right toward Southold

    71 m · 13 sec

  19. 19

    Turn slight right onto Youngs Avenue

    2820 ft · 1 min · Youngs Avenue

  20. 20

    Arrive at your destination

    0 m · 1 sec · Youngs Avenue

Car Route Details

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

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
20 steps
10 turns on the saved route
Ramps & Exits
6
1 merges, 5 ramps or exits
Navigation Density
20.4 / 100 mi
Decision points by distance
Main Roads
Sunrise Highway
60.1 mi · 61%
Belt Parkway
12.6 mi · 13%
Middle Road
8.89 mi · 9%
Sound Avenue
5.35 mi · 5%
Cross River Drive
4.79 mi · 5%
Quogue Riverhead Road
1.51 mi · 2%
Longest Stretch

Sunrise Highway

Continue on Sunrise Highway

60.1 mi · 01h 21m

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
02h 21m
Day trip friendly
Same-Day Return
04h 42m
Round-trip wheel time
Road vs Air
+12.3 mi
85.9 mi direct line
Halfway Stop
Bohemia
01h 10m from Sheepshead Bay
Leave By
1:48 PM EDT
Morning start is best
Weather Watch

Sunny leaving Sheepshead Bay and Sunny near Southold.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Sheepshead Bay to Southold?

The road trip is about 98.2 miles (158 km) and usually takes 02h 21m 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?

Bohemia is a useful midpoint, sitting about 49 miles from Sheepshead Bay and 49.2 miles from Southold.

How much longer is the road route than the straight-line distance?

The direct path is about 85.9 miles (138.2 km), while the road route adds roughly 12.3 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 1:48 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $15.39 one way or $30.78 round trip. Estimated CO2 is about 30.7 kg one way.

What should you check before leaving?

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

Stop Ideas Near Bohemia

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

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Bohemia and the surrounding midpoint area.
Town of Babylon History Museum at Old Town Hall
Scenic stop 11.6 mi away

Town of Babylon History Museum at Old Town Hall

Babylon , NY
47 W Main St, Babylon, NY 11702
Rating 4.6/5 26 reviews Tourist attraction,History museum
Brookhaven Town Hall
Meeting point 8.1 mi away

Brookhaven Town Hall

Farmingville , NY
1 Independence Hill, Farmingville, NY 11738
Rating 3.4/5 48 reviews City Hall

Transit and Meeting Points

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

RAIL

Bridgeport

46 mi away
525 Water St.
RAIL

Stamford Transportation Center

47 mi away
Washington Blvd and South State St.
RAIL

New Rochelle station

58 mi away
1 Railroad Plaza
RAIL

Union Station

61 mi away
50 Union Avenue

Flight Path Map

This map shows the direct air route between Sheepshead Bay and Southold. Straight-line distance: 85.86 mi (138.18 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
Southold

#2 Southold

Town in New York

Population22,282
Coordinates41.0648200, -72.4262000
Altitude7
CountryUnited States
Start: Sheepshead Bay (-73.94458, 40.59122)
End: Southold (-72.4262, 41.06482)

Estimated Travel Time

Distance: 158 km by road

SpeedTime
30 mph (48.3 km/h)03h 16m
40 mph (64.37 km/h)02h 27m
50 mph (80.47 km/h)01h 57m
60 mph (96.56 km/h)01h 38m
70 mph (112.65 km/h)01h 24m
80 mph (129 km/h)01h 13m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.46 gal
13.11 L · about $15.39
Round trip
$30.78
6.92 gal · 26.22 L
Estimated CO2
30.7 kg one way
Round trip: 61.5 kg / 136 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.45 $15.39 $30.78
Mid-grade $4.98 $17.24 $34.48
Premium $5.38 $18.62 $37.24
Diesel $6.51 $22.52 $45.04

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 · Oct 15, 2026

There is no time difference between Sheepshead Bay and Southold. The current time is 21:32:35.

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.