How far is Oyster Bay, NY from Pleasant Valley, NY?
The driving distance from Oyster Bay, NY to Pleasant Valley, NY is about 99.9 miles (160.8 km), with a travel time of about 02h 19m by car.
- The straight-line flight distance is about 62.6 miles (100.7 km).
- For a round trip, plan for roughly 04h 38m 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 02h 19m.
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 and town in Westchester County, New York, United States
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 Pleasant Valley.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Pleasant Valley.
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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 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
13.5 mi · 19 min · Hutchinson River Parkway
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17
Keep slight left to continue on I 684 North: Brewster
1.6 mi · 2 min
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18
Merge slight right
26.2 mi · 30 min
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19
Continue straight
1.3 km · 1 min
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20
Take the exit slight right toward I 84 West: Newburgh
1426 ft · 1 min
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21
Merge slight left
15.4 mi · 18 min
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22
Take the exit slight right toward Taconic State Parkway North, Albany
2570 ft · 1 min
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23
Merge slight left onto Taconic State Parkway
14.5 mi · 20 min · Taconic State Parkway
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24
Turn left onto Rossway Road
53 m · 6 sec · Rossway Road
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25
Continue on Rossway Road
1.6 mi · 3 min · Rossway Road
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26
Merge slight right
1.6 mi · 2 min
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27
Turn left onto South Avenue
115 m · 10 sec · South Avenue
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28
Arrive at your destination
0 m · 1 sec · South Avenue
Car Route Details
A richer read on the saved driving route between Oyster Bay and Pleasant Valley.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 684 North
Merge slight right
26.2 mi · 00h 30m
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 Pleasant Valley.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Pleasant Valley?
The road trip is about 99.9 miles (160.8 km) and usually takes 02h 19m 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?
Mount Kisco is a useful midpoint, sitting about 50 miles from Oyster Bay and 50 miles from Pleasant Valley.
How much longer is the road route than the straight-line distance?
The direct path is about 62.6 miles (100.7 km), while the road route adds roughly 37.3 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 1:52 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.11 one way or $28.22 round trip. Estimated CO2 is about 31.3 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 Pleasant Valley.
Stop Ideas Near Mount Kisco
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Old Town Hall
Greenwich Town Hall
Greenburgh Town Court
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Mount Kisco.
Croton–Harmon station
Stamford Transportation Center
Yonkers station
New Rochelle station
Flight Path Map
This map shows the direct air route between Oyster Bay and Pleasant Valley. Straight-line distance: 62.55 mi (100.67 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 Pleasant Valley
Human settlement in Dutchess County, New York, United States of America
| Population | 9,615 |
| Coordinates | 41.7445400, -73.8212400 |
| Altitude | 57 |
| Country | United States |
End: Pleasant Valley (-73.82124, 41.74454)
Estimated Travel Time
Distance: 161 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 19m |
| 40 mph (64.37 km/h) | 02h 29m |
| 50 mph (80.47 km/h) | 01h 59m |
| 60 mph (96.56 km/h) | 01h 39m |
| 70 mph (112.65 km/h) | 01h 25m |
| 80 mph (129 km/h) | 01h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $14.11 | $28.22 |
| Mid-grade | $4.48 | $15.77 | $31.55 |
| Premium | $4.86 | $17.11 | $34.22 |
| Diesel | $4.69 | $16.52 | $33.05 |
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.