How far is Hempstead, NY from Southold, NY?
The driving distance from Hempstead, NY to Southold, NY is about 76.4 miles (123 km), with a travel time of about 01h 49m by car.
- The straight-line flight distance is about 67 miles (107.9 km).
- For a round trip, plan for roughly 03h 38m 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 49m.
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.
Rain Showers Likely
Rain Showers
Driving Route Map
The map below follows the saved road route between Hempstead and Southold.
Turn-by-Turn Driving Directions
Step-by-step road directions between Hempstead and Southold.
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1
Start on Peninsula Boulevard
566 ft · 12 sec · Peninsula Boulevard
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2
Turn slight right onto Front Street
860 ft · 15 sec · Front Street
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3
Turn slight right
34 m · 4 sec
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4
Turn straight onto William Street
2138 ft · 1 min · William Street
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5
At the end of the road, turn left onto Jerusalem Avenue
2 mi · 3 min · Jerusalem Avenue
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6
Keep slight right to continue on Jerusalem Avenue
1 km · 1 min · Jerusalem Avenue
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7
Turn slight right onto Merrick Avenue North
682 ft · 16 sec · Merrick Avenue North
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8
Take the ramp slight right toward SO East: East Islip
676 ft · 17 sec
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9
Merge slight left onto Southern State Parkway
15.2 mi · 18 min · Southern State Parkway
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10
Keep slight left to continue on Southern State Parkway
1.3 km · 1 min · Southern State Parkway
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11
Keep slight left to continue on Sagtikos State Parkway
4.1 mi · 5 min · Sagtikos State Parkway
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12
Take the exit slight right toward I 495 East: Riverhead
1145 ft · 28 sec
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13
Keep slight left to continue on I 495 East: Riverhead
1131 ft · 28 sec
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14
Merge slight left onto Long Island Expressway
29.4 mi · 40 min · Long Island Expressway
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15
Take the exit slight right toward NY 24: Hampton Bays, Calverton
1188 ft · 25 sec
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16
Keep slight right to continue on NY 24 East, CR 94 East: Suffolk County Center, Hampton Bays, Montauk, Riverhead
70 m · 5 sec
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17
Turn right onto Edwards Avenue
820 ft · 17 sec · Edwards Avenue
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18
Continue on Nugent Drive
3.8 mi · 5 min · Nugent Drive
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19
Take the exit slight left toward CR 94A north: Supreme Court, Riverhead Business District
117 m · 11 sec
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20
Merge slight right onto Nugent Drive
9 m · 1 sec · Nugent Drive
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21
Turn slight right onto Center Drive Spur
762 ft · 18 sec · Center Drive Spur
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22
Continue on Court Street
1091 ft · 36 sec · Court Street
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23
At the end of the road, turn left onto Griffing Avenue
45 m · 8 sec · Griffing Avenue
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24
Turn right onto Railroad Avenue
624 ft · 27 sec · Railroad Avenue
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25
Turn left onto Roanoke Avenue
42 m · 12 sec · Roanoke Avenue
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26
Turn right onto Northville Turnpike
3.4 mi · 7 min · Northville Turnpike
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27
Turn right onto Sound Avenue
5.4 mi · 9 min · Sound Avenue
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28
Continue on Middle Road
8.8 mi · 13 min · Middle Road
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29
Take the exit right toward Southold
71 m · 13 sec
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30
Turn slight right onto Youngs Avenue
2820 ft · 1 min · Youngs Avenue
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31
Arrive at your destination
0 m · 1 sec · Youngs Avenue
Car Route Details
A richer read on the saved driving route between Hempstead and Southold.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Long Island Expressway
Merge slight left onto Long Island Expressway
29.4 mi · 00h 40m
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.
Rain Showers Likely leaving Hempstead and Rain Showers near Southold.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Hempstead to Southold?
The road trip is about 76.4 miles (123 km) and usually takes 01h 49m 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?
Farmingville is a useful midpoint, sitting about 38.2 miles from Hempstead and 38.3 miles from Southold.
How much longer is the road route than the straight-line distance?
The direct path is about 67 miles (107.9 km), while the road route adds roughly 9.4 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 2:52 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.82 one way or $21.65 round trip. Estimated CO2 is about 24 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Hempstead and Rain Showers near Southold.
Stop Ideas Near Farmingville
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 Farmingville.
Bridgeport
Stamford Transportation Center
Union Station
New Rochelle station
Flight Path Map
This map shows the direct air route between Hempstead and Southold. Straight-line distance: 67.04 mi (107.89 km).
#1 Hempstead
Located in Nassau County, New York, this hamlet and village is a major commercial and transportation hub.
| Population | 764,055 |
| Coordinates | 40.7062100, -73.6187400 |
| Altitude | 17 |
| Country | United States |
#2 Southold
Town in New York
| Population | 22,282 |
| Coordinates | 41.0648200, -72.4262000 |
| Altitude | 7 |
| Country | United States |
End: Southold (-72.4262, 41.06482)
Estimated Travel Time
Distance: 123 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 32m |
| 40 mph (64.37 km/h) | 01h 54m |
| 50 mph (80.47 km/h) | 01h 31m |
| 60 mph (96.56 km/h) | 01h 16m |
| 70 mph (112.65 km/h) | 01h 05m |
| 80 mph (129 km/h) | 00h 57m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $10.82 | $21.65 |
| Mid-grade | $4.48 | $12.10 | $24.20 |
| Premium | $4.86 | $13.12 | $26.25 |
| Diesel | $4.69 | $12.67 | $25.35 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.