How far is Southold, NY from Sheepshead Bay, NY?
The driving distance from Southold, NY to Sheepshead Bay, NY is about 99.5 miles (160.2 km), with a travel time of about 02h 09m by car.
- The straight-line flight distance is about 85.9 miles (138.2 km).
- For a round trip, plan for roughly 04h 19m 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 02h 09m.
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 in Suffolk County, New York
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 Southold and Sheepshead Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Southold and Sheepshead Bay.
-
1
Start on Youngs Avenue
2961 ft · 1 min · Youngs Avenue
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2
Turn left onto Middle Road
8.9 mi · 13 min · Middle Road
-
3
Continue on Sound Avenue
5.3 mi · 9 min · Sound Avenue
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4
Turn left onto Northville Turnpike
3.4 mi · 7 min · Northville Turnpike
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5
At the end of the road, turn left onto Roanoke Avenue
1300 ft · 50 sec · Roanoke Avenue
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6
At the end of the road, turn right onto East Main Street
35 m · 8 sec · East Main Street
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7
Turn left onto Peconic Avenue
635 ft · 17 sec · Peconic Avenue
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8
Turn right onto Nugent Drive
732 ft · 20 sec · Nugent Drive
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9
Take the exit slight left toward CR 51 south: Suffolk County Offices, Criminal/Surrogate/Family Courts, Suffolk County Community College - Riverhead Campus, East Moriches
88 m · 7 sec
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10
Merge slight left onto Center Drive South
1.7 mi · 3 min · Center Drive South
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11
Continue on East Moriches-Riverhead Road
5.3 mi · 7 min · East Moriches-Riverhead Road
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12
Take the ramp slight right toward NY 27 West: New York
1.1 km · 1 min
-
13
Merge slight left onto Sunrise Highway
54.6 mi · 1 hr 13 min · Sunrise Highway
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14
Take the exit straight toward Belt Parkway West, Verrazano Bridge
712 ft · 18 sec
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15
Merge slight left onto Belt Parkway
1.8 mi · 3 min · Belt Parkway
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16
Keep slight left to continue on Belt Parkway
11 mi · 17 min · Belt Parkway
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17
Take the exit slight right toward Knapp Street, Sheepshead Bay
1053 ft · 26 sec
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18
Continue on Shore Parkway
1.3 km · 2 min · Shore Parkway
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19
Turn right onto Bedford Avenue
2159 ft · 1 min · Bedford Avenue
-
20
Turn right onto Avenue Y
34 m · 5 sec · Avenue Y
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21
Arrive at your destination
0 m · 1 sec · Avenue Y
Car Route Details
A richer read on the saved driving route between Southold and Sheepshead Bay.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Sunrise Highway
Merge slight left onto Sunrise Highway
54.6 mi · 01h 13m
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 Southold 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 Southold to Sheepshead Bay?
The road trip is about 99.5 miles (160.2 km) and usually takes 02h 09m 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?
North Great River is a useful midpoint, sitting about 47.6 miles from Southold and 51.9 miles from Sheepshead Bay.
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 13.6 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 2:10 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.61 one way or $31.22 round trip. Estimated CO2 is about 31.2 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Southold and Sunny near Sheepshead Bay.
Stop Ideas Near North Great River
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Town of Babylon History Museum at Old Town Hall
Brookhaven Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to North Great River.
Stamford Transportation Center
Bridgeport
New Rochelle station
Union Station
Flight Path Map
This map shows the direct air route between Southold and Sheepshead Bay. Straight-line distance: 85.86 mi (138.18 km).
#1 Southold
Town in New York
| Population | 22,282 |
| Coordinates | 41.0648200, -72.4262000 |
| Altitude | 7 |
| 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: 160 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 19m |
| 40 mph (64.37 km/h) | 02h 29m |
| 50 mph (80.47 km/h) | 01h 59m |
| 60 mph (96.56 km/h) | 01h 39m |
| 70 mph (112.65 km/h) | 01h 25m |
| 80 mph (129 km/h) | 01h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $15.61 | $31.22 |
| Mid-grade | $4.98 | $17.49 | $34.97 |
| Premium | $5.38 | $18.89 | $37.78 |
| Diesel | $6.51 | $22.85 | $45.69 |
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