How far is Smithtown, NY from Southold, NY?
The driving distance from Smithtown, NY to Southold, NY is about 46.3 miles (74.5 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 42.9 miles (69.1 km).
- For a round trip, plan for roughly 02h 25m 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 12m.
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 Smithtown and Southold.
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown and Southold.
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1
Start on West Main Street
1.3 mi · 2 min · West Main Street
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2
Continue on Middle Country Road
2 mi · 3 min · Middle Country Road
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3
Turn left onto Nesconset Highway
5.1 mi · 6 min · Nesconset Highway
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4
Continue on Nesconset-Port Jefferson Highway
2.3 mi · 3 min · Nesconset-Port Jefferson Highway
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5
Continue on Nesconset Highway
1138 ft · 22 sec · Nesconset Highway
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6
Continue on Route 25A EAST, Mount Sinai, Wading River
8.1 mi · 14 min
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7
Turn straight onto Route 25A
1.7 mi · 3 min · Route 25A
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8
Continue on NY-25A
1.3 mi · 2 min · NY-25A
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9
Turn left onto Sound Avenue
14.9 mi · 25 min · Sound Avenue
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10
Continue on Middle Road
8.8 mi · 13 min · Middle Road
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11
Take the exit right toward Southold
71 m · 13 sec
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12
Turn slight right onto Youngs Avenue
2820 ft · 1 min · Youngs Avenue
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13
Arrive at your destination
0 m · 1 sec · Youngs Avenue
Car Route Details
A richer read on the saved driving route between Smithtown and Southold.
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.
Sound Avenue
Turn left onto Sound Avenue
14.9 mi · 00h 25m
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 Smithtown and Sunny near Southold.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Smithtown to Southold?
The road trip is about 46.3 miles (74.5 km) and usually takes 01h 12m 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?
Wading River is a useful midpoint, sitting about 23.1 miles from Smithtown and 23.2 miles from Southold.
How much longer is the road route than the straight-line distance?
The direct path is about 42.9 miles (69.1 km), while the road route adds roughly 3.4 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 4:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.29 one way or $14.59 round trip. Estimated CO2 is about 14.6 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Smithtown and Sunny near Southold.
Stop Ideas Near Wading River
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 Wading River.
Bridgeport
Union Station
Old Saybrook station
Wallingford station
Flight Path Map
This map shows the direct air route between Smithtown and Southold. Straight-line distance: 42.91 mi (69.06 km).
#1 Smithtown
Census-designated place in Suffolk County, New York
| Population | 110,876 |
| Coordinates | 40.8559300, -73.2006700 |
| Altitude | 18 |
| 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: 75 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 32m |
| 40 mph (64.37 km/h) | 01h 09m |
| 50 mph (80.47 km/h) | 00h 55m |
| 60 mph (96.56 km/h) | 00h 46m |
| 70 mph (112.65 km/h) | 00h 39m |
| 80 mph (129 km/h) | 00h 34m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $7.29 | $14.59 |
| Mid-grade | $4.98 | $8.17 | $16.34 |
| Premium | $5.38 | $8.83 | $17.65 |
| Diesel | $6.51 | $10.67 | $21.35 |
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 · Oct 15, 2026