How far is Bennington, NY from Oyster Bay, NY?
The driving distance from Bennington, NY to Oyster Bay, NY is about 381.1 miles (613.4 km), with a travel time of about 06h 36m by car.
- The straight-line flight distance is about 285 miles (458.6 km).
- For a round trip, plan for roughly 13h 12m 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 36m.
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.
City in Steuben County, New York, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Bennington and Oyster Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bennington and Oyster Bay.
-
1
Start on Clinton Street
134 m · 12 sec · Clinton Street
-
2
Turn right
159 m · 20 sec
-
3
Turn right onto Alleghany Road
4 mi · 5 min · Alleghany Road
-
4
Continue on State Highway 77
1.3 km · 1 min · State Highway 77
-
5
Turn left onto Varysburg Road
10.9 mi · 16 min · Varysburg Road
-
6
Continue on West Buffalo Road
1.7 mi · 2 min · West Buffalo Road
-
7
Continue on West Buffalo Street
4.6 mi · 9 min · West Buffalo Street
-
8
Continue on Perry Center Road
7.4 mi · 11 min · Perry Center Road
-
9
Continue on Perry Road
2.3 mi · 3 min · Perry Road
-
10
Turn right onto Mount Morris Road
1.3 mi · 2 min · Mount Morris Road
-
11
Continue on North Main Street
1.8 mi · 5 min · North Main Street
-
12
Continue on Sonyea Road
4.1 mi · 7 min · Sonyea Road
-
13
Take the ramp slight right
1375 ft · 34 sec
-
14
Merge slight left onto Genesee Expressway
32.6 mi · 38 min · Genesee Expressway
-
15
Merge slight right onto Southern Tier Expressway
104.5 mi · 2 hr 2 min · Southern Tier Expressway
-
16
Keep slight right to continue on I 81 South: Scranton
53.4 mi · 1 hr 3 min
-
17
Keep slight right to continue on Grand Army of the Republic Highway
1.2 km · 1 min · Grand Army of the Republic Highway
-
18
Continue on I 84 East, I 380 South: Mount Pocono, Milford
3.7 mi · 5 min
-
19
Keep slight right to continue on I 380 South: Mount Pocono
23.6 mi · 26 min
-
20
Keep slight left to continue on I 80 East: Stroudsburg
1 mi · 1 min
-
21
Merge slight right onto Keystone Shortway
80 mi · 1 hr 37 min · Keystone Shortway
-
22
Keep slight right to continue on Christopher Columbus Highway
5.5 mi · 6 min · Christopher Columbus Highway
-
23
Keep slight left to continue on I 95 North: George Washington Bridge, New York City
1503 ft · 23 sec
-
24
Keep slight right to continue on Leonia, Teaneck
2128 ft · 38 sec
-
25
Turn right onto Leonia
1032 ft · 35 sec
-
26
Turn straight onto Degraw Avenue
138 m · 9 sec · Degraw Avenue
-
27
Continue on Fort Lee Road
1.1 mi · 2 min · Fort Lee Road
-
28
Continue on Main Street
143 m · 13 sec · Main Street
-
29
Take the ramp left toward George Washington Bridge
144 m · 12 sec
-
30
Merge slight left onto Bergen Boulevard
1552 ft · 29 sec · Bergen Boulevard
-
31
Take the exit slight left toward George Washington Bridge Upper Level
95 m · 5 sec
-
32
Merge slight left
1649 ft · 20 sec
-
33
Keep slight left
1.3 km · 1 min
-
34
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
-
35
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
-
36
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
-
37
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
-
38
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
-
39
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
-
40
Continue on Clearview Expressway
2 mi · 2 min · Clearview Expressway
-
41
Take the exit slight right toward NY 25A: Northern Boulevard
1133 ft · 32 sec
-
42
Continue on Clearview Expressway
139 m · 18 sec · Clearview Expressway
-
43
Turn left onto Northern Boulevard
14.5 mi · 25 min · Northern Boulevard
-
44
Turn left onto Jericho Oyster Bay Road
1358 ft · 30 sec · Jericho Oyster Bay Road
-
45
Turn straight onto Oyster Bay Road
2534 ft · 47 sec · Oyster Bay Road
-
46
Keep slight left to continue on Oyster Bay Road
79 m · 4 sec · Oyster Bay Road
-
47
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
-
48
Continue on South Street
32 m · 6 sec · South Street
-
49
Turn right onto Berry Hill Road
34 m · 9 sec · Berry Hill Road
-
50
Continue on Berry Hill Road
19 m · 3 sec · Berry Hill Road
-
51
Arrive at your destination
0 m · 1 sec · Berry Hill Road
Car Route Details
A richer read on the saved driving route between Bennington and Oyster Bay.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
Southern Tier Expressway
Merge slight right onto Southern Tier Expressway
105 mi · 02h 02m
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.
Showers And Thunderstorms leaving Bennington and Mostly Sunny near Oyster Bay.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bennington to Oyster Bay?
The road trip is about 381.1 miles (613.4 km) and usually takes 06h 36m 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?
Riverside is a useful midpoint, sitting about 188.4 miles from Bennington and 192.7 miles from Oyster Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 285 miles (458.6 km), while the road route adds roughly 96.1 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 $53.92 one way or $107.84 round trip. Estimated CO2 is about 119.5 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Bennington and Mostly Sunny near Oyster Bay.
Stop Ideas Near Riverside
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 Riverside.
Scranton, PA
Wilkes-Barre, PA
White Haven, PA
Flight Path Map
This map shows the direct air route between Bennington and Oyster Bay. Straight-line distance: 284.99 mi (458.64 km).
#1 Bennington
Town in New York, United States
| Population | 3,190 |
| Coordinates | 42.8370000, -78.3975200 |
| Altitude | 368 |
| 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: 613 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 12h 41m |
| 40 mph (64.37 km/h) | 09h 31m |
| 50 mph (80.47 km/h) | 07h 37m |
| 60 mph (96.56 km/h) | 06h 21m |
| 70 mph (112.65 km/h) | 05h 26m |
| 80 mph (129 km/h) | 04h 45m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $53.92 | $107.84 |
| Mid-grade | $4.48 | $60.27 | $120.54 |
| Premium | $4.86 | $65.38 | $130.76 |
| Diesel | $4.69 | $63.13 | $126.27 |
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 17, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.