How far is Pawling, NY from Oyster Bay, NY?
The driving distance from Pawling, NY to Oyster Bay, NY is about 83.2 miles (133.9 km), with a travel time of about 01h 41m by car.
- The straight-line flight distance is about 48.3 miles (77.7 km).
- For a round trip, plan for roughly 03h 23m 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 41m.
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.
Hamlet in the town of Harrison, in Westchester 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 Pawling and Oyster Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Pawling and Oyster Bay.
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1
Start on West Main Street
1.3 km · 2 min · West Main Street
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2
Turn right onto State Highway 22
12 mi · 19 min · State Highway 22
-
3
Continue straight
27.4 mi · 32 min
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4
Keep slight left to continue on Hutchinson River Parkway, New York City
1.5 mi · 2 min
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5
Merge slight right onto Hutchinson River Parkway
7.7 mi · 11 min · Hutchinson River Parkway
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6
Keep slight right to continue on Hutchinson River Parkway
5.9 mi · 9 min · Hutchinson River Parkway
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7
Take the exit slight right toward I 95 South: George Washington Bridge, Stillwell Avenue
43 m · 5 sec
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8
Keep slight right to continue on I 95 South: George Washington Bridge
1265 ft · 47 sec
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9
Merge slight left onto New England Thruway
1861 ft · 32 sec · New England Thruway
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10
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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11
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
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12
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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13
Continue on Clearview Expressway
2 mi · 2 min · Clearview Expressway
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14
Take the exit slight right toward NY 25A: Northern Boulevard
1133 ft · 32 sec
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15
Continue on Clearview Expressway
139 m · 18 sec · Clearview Expressway
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16
Turn left onto Northern Boulevard
14.5 mi · 25 min · Northern Boulevard
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17
Turn left onto Jericho Oyster Bay Road
1358 ft · 30 sec · Jericho Oyster Bay Road
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18
Turn straight onto Oyster Bay Road
2534 ft · 47 sec · Oyster Bay Road
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19
Keep slight left to continue on Oyster Bay Road
79 m · 4 sec · Oyster Bay Road
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20
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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21
Continue on South Street
32 m · 6 sec · South Street
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22
Turn right onto Berry Hill Road
34 m · 9 sec · Berry Hill Road
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23
Continue on Berry Hill Road
19 m · 3 sec · Berry Hill Road
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24
Arrive at your destination
0 m · 1 sec · Berry Hill Road
Car Route Details
A richer read on the saved driving route between Pawling and Oyster Bay.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
State Highway 22
Continue straight
27.4 mi · 00h 32m
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 Pawling and Sunny near Oyster Bay.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Pawling to Oyster Bay?
The road trip is about 83.2 miles (133.9 km) and usually takes 01h 41m 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?
Purchase is a useful midpoint, sitting about 40.1 miles from Pawling and 43.1 miles from Oyster Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 48.3 miles (77.7 km), while the road route adds roughly 34.9 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 3:06 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.75 one way or $23.49 round trip. Estimated CO2 is about 26 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Pawling and Sunny near Oyster Bay.
Stop Ideas Near Purchase
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Old Town Hall
Mount Vernon City Hall
City Hall Wedding photographer
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Purchase.
Stamford Transportation Center
New Rochelle station
Yonkers station
Croton–Harmon station
Flight Path Map
This map shows the direct air route between Pawling and Oyster Bay. Straight-line distance: 48.26 mi (77.66 km).
#1 Pawling
Village in Dutchess County, New York, USA
| Population | 8,165 |
| Coordinates | 41.5620400, -73.6026300 |
| Altitude | 141 |
| Country | United States |
#2 Oyster Bay
Town on Long Island, New York, United States
| Population | 296,592 |
| Coordinates | 40.8656500, -73.5320700 |
| Altitude | 14 |
| Country | United States |
End: Berry Hill Road (-73.531924, 40.865647)
Estimated Travel Time
Distance: 134 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 46m |
| 40 mph (64.37 km/h) | 02h 04m |
| 50 mph (80.47 km/h) | 01h 39m |
| 60 mph (96.56 km/h) | 01h 23m |
| 70 mph (112.65 km/h) | 01h 11m |
| 80 mph (129 km/h) | 01h 02m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $11.75 | $23.49 |
| Mid-grade | $4.48 | $13.13 | $26.26 |
| Premium | $4.86 | $14.24 | $28.49 |
| Diesel | $4.69 | $13.75 | $27.51 |
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 · May 12, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.