How far is Oakdale, NY from Southold, NY?
The driving distance from Oakdale, NY to Southold, NY is about 51.1 miles (82.3 km), with a travel time of about 01h 00m by car.
- The straight-line flight distance is about 43.3 miles (69.7 km).
- For a round trip, plan for roughly 02h 00m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EST.
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 00m.
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 New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms
Rain
Driving Route Map
The map below follows the saved road route between Oakdale and Southold.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oakdale and Southold.
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1
Start on Vanderbilt Boulevard
11 m · 7 sec · Vanderbilt Boulevard
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2
Turn left onto Montauk Highway
2215 ft · 42 sec · Montauk Highway
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3
Turn slight right onto To NY 27 east: Montauk
148 m · 18 sec
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4
Continue on Sunrise Highway
1.2 km · 2 min · Sunrise Highway
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5
Take the ramp slight left toward NY 27 east
1136 ft · 18 sec
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6
Merge slight left onto Sunrise Highway
26.9 mi · 37 min · Sunrise Highway
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7
Take the exit slight right toward CR 31 North: Riverhead
1821 ft · 45 sec
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8
Continue on Old Riverhead Road
1.3 km · 1 min · Old Riverhead Road
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9
Enter the roundabout and take exit 2 toward Quogue Riverhead Road
49 m · 2 sec · Quogue Riverhead Road
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10
Exit the roundabout onto Quogue Riverhead Road
1.5 mi · 2 min · Quogue Riverhead Road
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11
Turn straight onto Cross River Drive
4.8 mi · 7 min · Cross River Drive
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12
Turn right onto Northville Turnpike
2876 ft · 1 min · Northville Turnpike
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13
Turn right onto Sound Avenue
5.4 mi · 9 min · Sound Avenue
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14
Continue on Middle Road
8.8 mi · 13 min · Middle Road
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15
Take the exit right toward Southold
71 m · 13 sec
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16
Turn slight right onto Youngs Avenue
2820 ft · 1 min · Youngs Avenue
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17
Arrive at your destination
0 m · 1 sec · Youngs Avenue
Car Route Details
A richer read on the saved driving route between Oakdale 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.
Sunrise Highway
Merge slight left onto Sunrise Highway
26.9 mi · 00h 37m
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.
Showers And Thunderstorms leaving Oakdale and Rain near Southold.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oakdale to Southold?
The road trip is about 51.1 miles (82.3 km) and usually takes 01h 00m 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?
Northampton is a useful midpoint, sitting about 25.5 miles from Oakdale and 25.6 miles from Southold.
How much longer is the road route than the straight-line distance?
The direct path is about 43.3 miles (69.7 km), while the road route adds roughly 7.8 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 EST. If you want a more comfortable same-day return, try to leave by 4:30 PM EST.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.76 one way or $15.52 round trip. Estimated CO2 is about 16 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Oakdale and Rain near Southold.
Stop Ideas Near Northampton
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 Northampton.
Union Station
Bridgeport
Old Saybrook station
Wallingford station
Flight Path Map
This map shows the direct air route between Oakdale and Southold. Straight-line distance: 43.31 mi (69.7 km).
#1 Oakdale
Oakdale is a place in New York, United States.
| Population | 0 |
| Coordinates | 40.7439900, -73.1387200 |
| Altitude | 3 |
| Country | United States |
#2 Southold
Town in New York
| Population | 22,282 |
| Coordinates | 41.0648200, -72.4262000 |
| Altitude | 7 |
| Country | United States |
End: Youngs Avenue (-72.426265, 41.064797)
Estimated Travel Time
Distance: 82 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 42m |
| 40 mph (64.37 km/h) | 01h 16m |
| 50 mph (80.47 km/h) | 01h 01m |
| 60 mph (96.56 km/h) | 00h 51m |
| 70 mph (112.65 km/h) | 00h 43m |
| 80 mph (129 km/h) | 00h 38m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.31 | $7.76 | $15.52 |
| Mid-grade | $4.87 | $8.77 | $17.54 |
| Premium | $5.27 | $9.48 | $18.96 |
| Diesel | $6.47 | $11.65 | $23.29 |
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 · Nov 06, 2026