How far is Oyster Bay, NY from Southampton, NY?
The driving distance from Oyster Bay, NY to Southampton, NY is about 67.4 miles (108.4 km), with a travel time of about 01h 37m by car.
- The straight-line flight distance is about 59.7 miles (96.1 km).
- For a round trip, plan for roughly 03h 15m 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 37m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
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.
Partly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Oyster Bay and Southampton.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Southampton.
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1
Start on Berry Hill Road
88 m · 20 sec · Berry Hill Road
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2
Turn sharp left onto South Street
131 m · 9 sec · South Street
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3
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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4
Turn left onto Sugar Toms Lane
1.5 km · 2 min · Sugar Toms Lane
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5
Continue on Split Rock Road
1.8 mi · 3 min · Split Rock Road
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6
Turn slight right onto Berry Hill Road
86 m · 8 sec · Berry Hill Road
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7
Turn straight onto Jackson Avenue
1 mi · 2 min · Jackson Avenue
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8
Turn left onto Jericho Turnpike
2158 ft · 37 sec · Jericho Turnpike
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9
Take the ramp slight right toward NY 135 South: Seaford
1795 ft · 44 sec
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10
Merge slight left onto Seaford-Oyster Bay Expressway
3039 ft · 37 sec · Seaford-Oyster Bay Expressway
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11
Take the exit slight right toward I 495 East: Riverhead
1380 ft · 39 sec
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12
Merge slight left onto Long Island Expressway
37.1 mi · 50 min · Long Island Expressway
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13
Take the exit slight right toward CR 111: Manorville, Eastport
1699 ft · 36 sec
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14
Turn right onto Captain Daniel Roe Highway
4.6 mi · 7 min · Captain Daniel Roe Highway
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15
Take the exit left toward NY 27 East: Montauk
3187 ft · 49 sec
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16
Merge slight left onto Sunrise Highway
13.2 mi · 16 min · Sunrise Highway
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17
Continue on County Road 39
4 mi · 9 min · County Road 39
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18
Turn right onto North Sea Road
1.1 km · 2 min · North Sea Road
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19
Continue on Main Street
1789 ft · 1 min · Main Street
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20
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Oyster Bay and Southampton.
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
37.1 mi · 00h 50m
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.
Partly Sunny leaving Oyster Bay and Partly Sunny near Southampton.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Southampton?
The road trip is about 67.4 miles (108.4 km) and usually takes 01h 37m 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?
Gordon Heights is a useful midpoint, sitting about 33.6 miles from Oyster Bay and 33.7 miles from Southampton.
How much longer is the road route than the straight-line distance?
The direct path is about 59.7 miles (96.1 km), while the road route adds roughly 7.7 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 3:14 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.54 one way or $19.08 round trip. Estimated CO2 is about 21.2 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Oyster Bay and Partly Sunny near Southampton.
Stop Ideas Near Gordon Heights
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 Gordon Heights.
Bridgeport
Union Station
Stamford Transportation Center
Wallingford station
Flight Path Map
This map shows the direct air route between Oyster Bay and Southampton. Straight-line distance: 59.71 mi (96.09 km).
#1 Oyster Bay
Town on Long Island, New York, United States
| Population | 296,592 |
| Coordinates | 40.8656500, -73.5320700 |
| Altitude | 14 |
| Country | United States |
#2 Southampton
Town in Suffolk County, New York, partly on the South Fork of Long Island, USA
| Population | 58,549 |
| Coordinates | 40.8842700, -72.3895300 |
| Altitude | 8 |
| Country | United States |
End: Southampton (-72.38953, 40.88427)
Estimated Travel Time
Distance: 108 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 14m |
| 40 mph (64.37 km/h) | 01h 41m |
| 50 mph (80.47 km/h) | 01h 20m |
| 60 mph (96.56 km/h) | 01h 07m |
| 70 mph (112.65 km/h) | 00h 57m |
| 80 mph (129 km/h) | 00h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $9.54 | $19.08 |
| Mid-grade | $4.48 | $10.66 | $21.33 |
| Premium | $4.86 | $11.57 | $23.14 |
| Diesel | $4.69 | $11.17 | $22.34 |
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 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.