How far is Oyster Bay, NY from Penn Yan, NY?
The driving distance from Oyster Bay, NY to Penn Yan, NY is about 310.4 miles (499.6 km), with a travel time of about 06h 33m by car.
- The straight-line flight distance is about 219.8 miles (353.7 km).
- For a round trip, plan for roughly 13h 06m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 06h 33m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
Human settlement in Sullivan County, New York, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Slight Chance Showers And Thunderstorms
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Oyster Bay and Penn Yan.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Penn Yan.
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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
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 left to continue on Cross Bronx Expressway
6.6 mi · 9 min · Cross Bronx Expressway
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12
Keep slight left to continue on Trans-Manhattan Expressway
1.1 km · 1 min · Trans-Manhattan Expressway
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13
Continue on George Washington Bridge (upper level)
3167 ft · 60 sec · George Washington Bridge (upper level)
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14
Continue straight
2659 ft · 48 sec
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15
Keep slight left
3214 ft · 39 sec
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16
Keep slight left
559 ft · 9 sec
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17
Take the exit slight right toward I 95 South, NJTP South: Hackensack
1270 ft · 23 sec
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18
Keep slight left to continue on I 95 South, NJTP South: Hackensack
1884 ft · 29 sec
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19
Merge slight left onto New Jersey Turnpike
2 mi · 3 min · New Jersey Turnpike
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20
Take the exit slight right toward I 80 West: Paterson, Hackensack
1.3 km · 1 min
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21
Continue on Christopher Columbus Highway
68.2 mi · 1 hr 21 min · Christopher Columbus Highway
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22
Keep slight left to continue on Keystone Shortway
5.5 mi · 8 min · Keystone Shortway
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23
Keep slight left to continue on Keystone Shortway
11.9 mi · 16 min · Keystone Shortway
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24
Take the exit slight right toward I 380 North: Scranton
1.1 km · 46 sec
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25
Continue straight
27.7 mi · 31 min
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26
Merge slight right
58.1 mi · 1 hr 9 min
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27
Keep slight left to continue on I 86: Corning
60.9 mi · 1 hr 11 min
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28
Take the exit slight right toward NY 14 North, CR 64: Watkins Glen
1020 ft · 36 sec
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29
Turn left onto County Road 64
713 ft · 9 sec · County Road 64
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30
Take the exit slight right
782 ft · 22 sec
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31
Merge slight left onto Westinghouse Road
1.4 mi · 2 min · Westinghouse Road
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32
At the end of the road, turn left onto Watkins Road
5.6 mi · 8 min · Watkins Road
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33
Continue on Main Street
1.5 mi · 3 min · Main Street
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34
Continue on Watkins Road
6 mi · 8 min · Watkins Road
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35
Continue on South Franklin Street
2.3 mi · 5 min · South Franklin Street
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36
Continue on Lake Shore Drive
117 m · 5 sec · Lake Shore Drive
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37
Continue on North Madison Avenue
21.8 mi · 29 min · North Madison Avenue
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38
Turn left onto State Highway 54
4 mi · 6 min · State Highway 54
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39
Continue on Clinton Street
1.5 km · 2 min · Clinton Street
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40
Turn left onto Main Street
1160 ft · 23 sec · Main Street
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41
Turn right onto Elm Street
17 m · 1 sec · Elm Street
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42
Arrive at your destination
0 m · 1 sec · Elm Street
Car Route Details
A richer read on the saved driving route between Oyster Bay and Penn Yan.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
Christopher Columbus Highway
Continue on Christopher Columbus Highway
68.2 mi · 01h 21m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Mostly Sunny then Slight Chance Showers And Thunderstorms leaving Oyster Bay and Chance Showers And Thunderstorms near Penn Yan.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Penn Yan?
The road trip is about 310.4 miles (499.6 km) and usually takes 06h 33m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Tusten is a useful midpoint, sitting about 155.1 miles from Oyster Bay and 155.3 miles from Penn Yan.
How much longer is the road route than the straight-line distance?
The direct path is about 219.8 miles (353.7 km), while the road route adds roughly 90.6 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 6:00 AM to 7:30 AM EDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $43.94 one way or $87.88 round trip. Estimated CO2 is about 97.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Slight Chance Showers And Thunderstorms around Oyster Bay and Chance Showers And Thunderstorms near Penn Yan.
Stop Ideas Near Tusten
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 Tusten.
Scranton, PA
White Haven, PA
Wilkes-Barre, PA
Poughkeepsie station
Flight Path Map
This map shows the direct air route between Oyster Bay and Penn Yan. Straight-line distance: 219.81 mi (353.75 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 Penn Yan
Incorporated village in Yates County, New York, United States
| Population | 4,948 |
| Coordinates | 42.6609000, -77.0538600 |
| Altitude | 222 |
| Country | United States |
End: Penn Yan (-77.05386, 42.6609)
Estimated Travel Time
Distance: 500 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 20m |
| 40 mph (64.37 km/h) | 07h 45m |
| 50 mph (80.47 km/h) | 06h 12m |
| 60 mph (96.56 km/h) | 05h 10m |
| 70 mph (112.65 km/h) | 04h 26m |
| 80 mph (129 km/h) | 03h 52m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $43.94 | $87.88 |
| Mid-grade | $4.48 | $49.11 | $98.22 |
| Premium | $4.86 | $53.28 | $106.55 |
| Diesel | $4.69 | $51.45 | $102.89 |
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 15, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.