How far is Oyster Bay, NY from Lewisboro, NY?
The driving distance from Oyster Bay, NY to Lewisboro, NY is about 61.4 miles (98.8 km), with a travel time of about 01h 39m by car.
- The straight-line flight distance is about 25.7 miles (41.4 km).
- For a round trip, plan for roughly 03h 18m 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 39m.
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.
Village in Westchester County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Showers And Thunderstorms Likely
Driving Route Map
The map below follows the saved road route between Oyster Bay and Lewisboro.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Lewisboro.
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1
Start on Berry Hill Road
88 m · 21 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
Continue on Oyster Bay Road
1.2 km · 1 min · Oyster Bay Road
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5
Turn right onto Northern Boulevard
13.4 mi · 23 min · Northern Boulevard
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6
Take the ramp right toward Cross Island Parkway North, Whitestone Bridge
1178 ft · 29 sec
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7
Merge slight left onto Cross Island Parkway
2.3 mi · 3 min · Cross Island Parkway
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8
Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England
2905 ft · 1 min
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9
Merge slight left onto Throgs Neck Bridge
1.8 mi · 3 min · Throgs Neck Bridge
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10
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
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11
Keep slight right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
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12
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
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13
Continue on New England Thruway
1074 ft · 18 sec · New England Thruway
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14
Take the exit slight right toward Hutchinson Parkway North
131 m · 15 sec
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15
Keep slight left to continue on Hutchinson River Parkway North
912 ft · 31 sec
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16
Merge slight left onto Hutchinson River Parkway
1.5 mi · 2 min · Hutchinson River Parkway
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17
Take the exit slight right toward I 95 North: New Haven
1570 ft · 44 sec
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18
Merge slight left onto New England Thruway
22.5 mi · 31 min · New England Thruway
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19
Take the exit slight right toward Noroton
857 ft · 38 sec
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20
Turn left onto Noroton Avenue
1.1 km · 1 min · Noroton Avenue
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21
Turn right onto Middlesex Road
2784 ft · 56 sec · Middlesex Road
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22
Keep slight left to continue on Middlesex Road
1.2 mi · 2 min · Middlesex Road
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23
Continue on Middlesex Road
1243 ft · 28 sec · Middlesex Road
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24
Turn left onto Mansfield Avenue
1 mi · 2 min · Mansfield Avenue
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25
Continue on South Avenue
2.3 mi · 4 min · South Avenue
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26
Turn right onto Cherry Street
103 m · 14 sec · Cherry Street
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27
Turn left onto Main Street
1035 ft · 23 sec · Main Street
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28
Turn right onto Locust Avenue
153 m · 16 sec · Locust Avenue
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29
Turn left onto Forest Street
2228 ft · 40 sec · Forest Street
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30
Turn right onto Smith Ridge Road
45 m · 7 sec · Smith Ridge Road
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31
Continue on Smith Ridge Road
6.1 mi · 11 min · Smith Ridge Road
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32
Turn right onto Shady Lane
45 m · 6 sec · Shady Lane
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33
Arrive at your destination
0 m · 1 sec · Shady Lane
Car Route Details
A richer read on the saved driving route between Oyster Bay and Lewisboro.
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.
New England Thruway
Merge slight left onto New England Thruway
22.5 mi · 00h 31m
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 Oyster Bay and Showers And Thunderstorms Likely near Lewisboro.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Lewisboro?
The road trip is about 61.4 miles (98.8 km) and usually takes 01h 39m 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?
Larchmont is a useful midpoint, sitting about 30.7 miles from Oyster Bay and 30.7 miles from Lewisboro.
How much longer is the road route than the straight-line distance?
The direct path is about 25.7 miles (41.4 km), while the road route adds roughly 35.7 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 3:12 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.70 one way or $17.40 round trip. Estimated CO2 is about 19.3 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Oyster Bay and Showers And Thunderstorms Likely near Lewisboro.
Stop Ideas Near Larchmont
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Flushing Town Hall
Mount Vernon City Hall
City Hall Wedding photographer
Old Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Larchmont.
New Rochelle station
Yonkers station
Stamford Transportation Center
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Oyster Bay and Lewisboro. Straight-line distance: 25.74 mi (41.43 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 Lewisboro
City in Westchester County, New York, United States of America
| Population | 12,417 |
| Coordinates | 41.2381500, -73.5226200 |
| Altitude | 222 |
| Country | United States |
End: Lewisboro (-73.52262, 41.23815)
Estimated Travel Time
Distance: 99 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 02m |
| 40 mph (64.37 km/h) | 01h 32m |
| 50 mph (80.47 km/h) | 01h 13m |
| 60 mph (96.56 km/h) | 01h 01m |
| 70 mph (112.65 km/h) | 00h 52m |
| 80 mph (129 km/h) | 00h 45m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $8.70 | $17.40 |
| Mid-grade | $4.48 | $9.72 | $19.45 |
| Premium | $4.86 | $10.55 | $21.10 |
| Diesel | $4.69 | $10.19 | $20.37 |
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.