How far is Oyster Bay, NY from Sleepy Hollow, NY?
The driving distance from Oyster Bay, NY to Sleepy Hollow, NY is about 43 miles (69.2 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 22.8 miles (36.7 km).
- For a round trip, plan for roughly 02h 24m 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 12m.
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.
Rain Showers Likely
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Oyster Bay and Sleepy Hollow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Sleepy Hollow.
-
1
Start on Berry Hill Road
88 m · 21 sec · Berry Hill Road
-
2
Turn sharp left onto South Street
131 m · 9 sec · South Street
-
3
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
-
4
Continue on Oyster Bay Road
1.2 km · 1 min · Oyster Bay Road
-
5
Turn right onto Northern Boulevard
13.4 mi · 23 min · Northern Boulevard
-
6
Take the ramp right toward Cross Island Parkway North, Whitestone Bridge
1178 ft · 29 sec
-
7
Merge slight left onto Cross Island Parkway
2.3 mi · 3 min · Cross Island Parkway
-
8
Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England
2905 ft · 1 min
-
9
Merge slight left onto Throgs Neck Bridge
1.8 mi · 3 min · Throgs Neck Bridge
-
10
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
-
11
Keep slight right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
-
12
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
-
13
Continue on New England Thruway
2 mi · 3 min · New England Thruway
-
14
Take the exit slight right toward Conner Street
107 m · 17 sec
-
15
Turn left onto Tillotson Avenue
650 ft · 22 sec · Tillotson Avenue
-
16
Turn left onto Conner Street
1329 ft · 31 sec · Conner Street
-
17
Continue on Provost Avenue
1825 ft · 59 sec · Provost Avenue
-
18
Continue on South 3rd Avenue
891 ft · 17 sec · South 3rd Avenue
-
19
Turn slight right onto South Columbus Avenue
2.3 mi · 4 min · South Columbus Avenue
-
20
Take the ramp left toward Cross County Parkway West
1512 ft · 38 sec
-
21
Merge slight left onto Cross County Parkway
1.3 km · 1 min · Cross County Parkway
-
22
Keep slight right to continue on Cross County Parkway (local lanes)
3001 ft · 57 sec · Cross County Parkway (local lanes)
-
23
Take the exit slight right toward Central Park Avenue North
1512 ft · 32 sec
-
24
Turn straight onto Central Park Avenue
1141 ft · 32 sec · Central Park Avenue
-
25
Take the ramp straight toward I 87 North, New York State Thruway North: Governor Mario M. Cuomo Bridge, Albany
906 ft · 22 sec
-
26
Merge slight left onto New York State Thruway
9.8 mi · 13 min · New York State Thruway
-
27
Take the exit slight right toward US 9: Tarrytown, Sleepy Hollow
1414 ft · 48 sec
-
28
Turn left onto White Plains Road
1350 ft · 42 sec · White Plains Road
-
29
At the end of the road, turn right onto South Broadway
1.6 mi · 5 min · South Broadway
-
30
Arrive at your destination
0 m · 1 sec · North Broadway
Car Route Details
A richer read on the saved driving route between Oyster Bay and Sleepy Hollow.
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 right onto Northern Boulevard
13.4 mi · 00h 23m
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 near Sleepy Hollow.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Sleepy Hollow?
The road trip is about 43 miles (69.2 km) and usually takes 01h 12m 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 21.5 miles from Oyster Bay and 21.5 miles from Sleepy Hollow.
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 20.2 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 4:06 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.09 one way or $12.19 round trip. Estimated CO2 is about 13.5 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Oyster Bay and Showers And Thunderstorms near Sleepy Hollow.
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 Oyster Bay and Sleepy Hollow. Straight-line distance: 22.82 mi (36.73 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 Sleepy Hollow
Village in New York
| Population | 10,055 |
| Coordinates | 41.0856500, -73.8584700 |
| Altitude | 27 |
| Country | United States |
End: Sleepy Hollow (-73.85847, 41.08565)
Estimated Travel Time
Distance: 69 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 25m |
| 40 mph (64.37 km/h) | 01h 04m |
| 50 mph (80.47 km/h) | 00h 51m |
| 60 mph (96.56 km/h) | 00h 42m |
| 70 mph (112.65 km/h) | 00h 36m |
| 80 mph (129 km/h) | 00h 32m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $6.09 | $12.19 |
| Mid-grade | $4.48 | $6.81 | $13.62 |
| Premium | $4.86 | $7.39 | $14.78 |
| Diesel | $4.69 | $7.13 | $14.27 |
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.