How far is Sleepy Hollow, NY from Oyster Bay, NY?
The driving distance from Sleepy Hollow, NY to Oyster Bay, NY is about 47.4 miles (76.3 km), with a travel time of about 01h 07m by car.
- The straight-line flight distance is about 22.8 miles (36.7 km).
- For a round trip, plan for roughly 02h 15m 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 07m.
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.
The fourth most populous borough of New York City.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Sleepy Hollow and Oyster Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Sleepy Hollow and Oyster Bay.
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1
Start on North Broadway
1.8 mi · 5 min · North Broadway
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2
Take the ramp left
1187 ft · 29 sec
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3
Merge slight left onto New York State Thruway
1.5 km · 1 min · New York State Thruway
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4
Keep slight right to continue on New York State Thruway
8.8 mi · 12 min · New York State Thruway
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5
Take the exit slight right toward Cross County Parkway, Mile Square Road
1552 ft · 39 sec
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6
Turn straight onto Central Park Avenue
1986 ft · 57 sec · Central Park Avenue
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7
Take the ramp slight right toward Cross County Parkway East
1167 ft · 29 sec
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8
Merge slight left onto Cross County Parkway (local lanes)
1.6 mi · 3 min · Cross County Parkway (local lanes)
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9
Take the exit slight right toward NY 22: North Columbus Avenue, Mount Vernon
1154 ft · 35 sec
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10
Turn straight onto Parkway South
116 m · 16 sec · Parkway South
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11
Turn right onto North Columbus Avenue
2.3 mi · 3 min · North Columbus Avenue
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12
Continue on South 3rd Avenue
891 ft · 17 sec · South 3rd Avenue
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13
Continue on Provost Avenue
1825 ft · 1 min · Provost Avenue
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14
Continue on Conner Street
843 ft · 21 sec · Conner Street
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15
Turn right onto New England Thruway
2894 ft · 60 sec · New England Thruway
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16
Take the ramp straight toward I 95 South
576 ft · 14 sec
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17
Merge slight left onto New England Thruway
1.5 mi · 2 min · New England Thruway
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18
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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19
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
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20
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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21
Continue on Clearview Expressway
2 mi · 2 min · Clearview Expressway
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22
Take the exit slight right toward NY 25A: Northern Boulevard
1133 ft · 32 sec
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23
Continue on Clearview Expressway
139 m · 18 sec · Clearview Expressway
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24
Turn left onto Northern Boulevard
14.5 mi · 25 min · Northern Boulevard
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25
Turn left onto Jericho Oyster Bay Road
1358 ft · 30 sec · Jericho Oyster Bay Road
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26
Turn straight onto Oyster Bay Road
2534 ft · 47 sec · Oyster Bay Road
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27
Keep slight left to continue on Oyster Bay Road
79 m · 4 sec · Oyster Bay Road
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28
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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29
Continue on South Street
32 m · 6 sec · South Street
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30
Turn right onto Berry Hill Road
34 m · 9 sec · Berry Hill Road
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31
Continue on Berry Hill Road
19 m · 3 sec · Berry Hill Road
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32
Arrive at your destination
0 m · 1 sec · Berry Hill Road
Car Route Details
A richer read on the saved driving route between Sleepy Hollow 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.
Northern Boulevard
Turn left onto Northern Boulevard
14.5 mi · 00h 25m
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.
Showers And Thunderstorms leaving Sleepy Hollow and Rain Showers Likely near Oyster Bay.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Sleepy Hollow to Oyster Bay?
The road trip is about 47.4 miles (76.3 km) and usually takes 01h 07m 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?
The Bronx is a useful midpoint, sitting about 21.9 miles from Sleepy Hollow and 25.5 miles from Oyster Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 22.8 miles (36.7 km), while the road route adds roughly 24.6 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 4:14 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.70 one way or $13.39 round trip. Estimated CO2 is about 14.8 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Sleepy Hollow and Rain Showers Likely near Oyster Bay.
Stop Ideas Near The Bronx
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Radio City Music Hall
The Yard: City Hall Park NYC
CITY HALL LOBBY
Diamond City Hall Photography
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to The Bronx.
Yonkers station
New Rochelle station
Pennsylvania Station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Sleepy Hollow and Oyster Bay. Straight-line distance: 22.82 mi (36.73 km).
#1 Sleepy Hollow
Village in New York
| Population | 10,055 |
| Coordinates | 41.0856500, -73.8584700 |
| Altitude | 27 |
| 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: 76 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 34m |
| 40 mph (64.37 km/h) | 01h 11m |
| 50 mph (80.47 km/h) | 00h 56m |
| 60 mph (96.56 km/h) | 00h 47m |
| 70 mph (112.65 km/h) | 00h 40m |
| 80 mph (129 km/h) | 00h 35m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $6.70 | $13.39 |
| Mid-grade | $4.48 | $7.48 | $14.97 |
| Premium | $4.86 | $8.12 | $16.24 |
| Diesel | $4.69 | $7.84 | $15.68 |
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.