How far is Middletown, NY from Oyster Bay, NY?
The driving distance from Middletown, NY to Oyster Bay, NY is about 94.9 miles (152.8 km), with a travel time of about 01h 56m by car.
- The straight-line flight distance is about 61.3 miles (98.6 km).
- For a round trip, plan for roughly 03h 52m 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 56m.
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.
Census-designated place in Rockland County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny then Slight Chance Showers And Thunderstorms
Slight Chance Rain Showers then Partly Sunny
Driving Route Map
The map below follows the saved road route between Middletown and Oyster Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middletown and Oyster Bay.
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1
Start on Mill Street
25 m · 9 sec · Mill Street
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2
Turn left onto West Main Street
589 ft · 17 sec · West Main Street
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3
Turn right onto Highland Avenue
758 ft · 23 sec · Highland Avenue
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4
Turn slight right onto Wickham Avenue
1 mi · 2 min · Wickham Avenue
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5
Continue on Route 211 East
1.3 mi · 3 min · Route 211 East
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6
Take the ramp slight right toward NY 17 East: Goshen, New York City
130 m · 12 sec
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7
Continue on I 84 West: Scranton
1354 ft · 33 sec
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8
Merge slight left
17.6 mi · 20 min
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9
Keep slight left to continue on I 87, NYST: Albany, New York City
1.1 km · 60 sec
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10
Keep slight right to continue on I 87 Toll South: New York City
1.5 km · 2 min
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11
Merge slight left onto New York State Thruway
13.7 mi · 16 min · New York State Thruway
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12
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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13
Continue straight
2496 ft · 39 sec
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14
Keep slight left to continue on NJ 17 South: Mahwah
14.1 mi · 19 min
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15
Take the exit slight right toward NJ 4, GSP South: Paterson, Fort Lee, New York
566 ft · 19 sec
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16
Keep slight left to continue on NJ 4 East: Fort Lee, New York
2455 ft · 1 min
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17
Merge slight left
1417 ft · 24 sec
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18
Continue straight
6.4 mi · 9 min
-
19
Take the exit slight left toward I 95 North: George Washington Bridge
1124 ft · 18 sec
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20
Merge slight left
1.2 km · 55 sec
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21
Keep slight left
1.3 km · 1 min
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22
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
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23
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
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24
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
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25
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
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26
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
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27
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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28
Continue on Clearview Expressway
2 mi · 2 min · Clearview Expressway
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29
Take the exit slight right toward NY 25A: Northern Boulevard
1133 ft · 32 sec
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30
Continue on Clearview Expressway
139 m · 18 sec · Clearview Expressway
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31
Turn left onto Northern Boulevard
14.5 mi · 25 min · Northern Boulevard
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32
Turn left onto Jericho Oyster Bay Road
1358 ft · 30 sec · Jericho Oyster Bay Road
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33
Turn straight onto Oyster Bay Road
2534 ft · 47 sec · Oyster Bay Road
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34
Keep slight left to continue on Oyster Bay Road
79 m · 4 sec · Oyster Bay Road
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35
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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36
Continue on South Street
32 m · 6 sec · South Street
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37
Turn right onto Berry Hill Road
34 m · 9 sec · Berry Hill Road
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38
Continue on Berry Hill Road
19 m · 3 sec · Berry Hill Road
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39
Arrive at your destination
0 m · 1 sec · Berry Hill Road
Car Route Details
A richer read on the saved driving route between Middletown and Oyster Bay.
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.
I 84 West
Merge slight left
17.6 mi · 00h 20m
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 then Slight Chance Showers And Thunderstorms leaving Middletown and Slight Chance Rain Showers then Partly Sunny near Oyster Bay.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middletown to Oyster Bay?
The road trip is about 94.9 miles (152.8 km) and usually takes 01h 56m 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?
Pearl River is a useful midpoint, sitting about 44.6 miles from Middletown and 50.3 miles from Oyster Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 61.3 miles (98.6 km), while the road route adds roughly 33.6 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:38 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.43 one way or $26.86 round trip. Estimated CO2 is about 29.8 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny then Slight Chance Showers And Thunderstorms around Middletown and Slight Chance Rain Showers then Partly Sunny near Oyster Bay.
Stop Ideas Near Pearl River
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 Pearl River.
Yonkers station
Croton–Harmon station
New Rochelle station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Middletown and Oyster Bay. Straight-line distance: 61.28 mi (98.62 km).
#1 Middletown
City in Orange County, New York, United States
| Population | 28,023 |
| Coordinates | 41.4459300, -74.4229300 |
| Altitude | 170 |
| 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: 153 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 09m |
| 40 mph (64.37 km/h) | 02h 22m |
| 50 mph (80.47 km/h) | 01h 53m |
| 60 mph (96.56 km/h) | 01h 34m |
| 70 mph (112.65 km/h) | 01h 21m |
| 80 mph (129 km/h) | 01h 11m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $13.43 | $26.86 |
| Mid-grade | $4.48 | $15.01 | $30.02 |
| Premium | $4.86 | $16.28 | $32.57 |
| Diesel | $4.69 | $15.72 | $31.45 |
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.