How far is Lenox, NY from Oyster Bay, NY?
The driving distance from Lenox, NY to Oyster Bay, NY is about 292.5 miles (470.8 km), with a travel time of about 04h 49m by car.
- The straight-line flight distance is about 188.2 miles (302.8 km).
- For a round trip, plan for roughly 09h 39m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 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 04h 49m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
Hamlet in Sullivan County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Slight Chance Rain Showers then Partly Sunny
Driving Route Map
The map below follows the saved road route between Lenox and Oyster Bay.
Turn-by-Turn Driving Directions
Step-by-step road directions between Lenox and Oyster Bay.
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1
Start on South Court Street
1050 ft · 36 sec · South Court Street
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2
Turn sharp left onto Clockville Road
1937 ft · 58 sec · Clockville Road
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3
Turn right onto Creek Road
1317 ft · 38 sec · Creek Road
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4
Turn left onto Mount Hope Avenue
3.3 mi · 8 min · Mount Hope Avenue
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5
At the end of the road, turn right onto State Route 46
5.6 mi · 8 min · State Route 46
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6
Continue on Main Street
1.6 km · 1 min · Main Street
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7
Continue on Bear Path Road
5.8 mi · 8 min · Bear Path Road
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8
Turn right
37 m · 9 sec
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9
Continue straight
1275 ft · 24 sec
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10
Continue on State Route 46
1.4 mi · 2 min · State Route 46
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11
Continue on State Route 12B
2 mi · 3 min · State Route 12B
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12
Continue on Utica Street
1.1 mi · 2 min · Utica Street
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13
Turn slight right onto Broad Street
1.1 mi · 2 min · Broad Street
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14
Continue on State Route 12B
4.6 mi · 7 min · State Route 12B
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15
Continue on North Main Street
1.4 mi · 2 min · North Main Street
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16
Continue on State Highway 12B
3.7 mi · 6 min · State Highway 12B
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17
Continue on North Main Street
1.4 mi · 2 min · North Main Street
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18
Continue on State Highway 12
10.2 mi · 15 min · State Highway 12
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19
Continue on North Broad Street
2925 ft · 2 min · North Broad Street
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20
Turn left onto Rexford Street
8.3 mi · 10 min · Rexford Street
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21
Turn right onto State Highway 8
17.8 mi · 20 min · State Highway 8
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22
Continue on Airport Road
2268 ft · 29 sec · Airport Road
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23
Continue on State Highway 8
19 mi · 22 min · State Highway 8
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24
Continue on Oak Street
1409 ft · 18 sec · Oak Street
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25
Continue on State Highway 10
2251 ft · 45 sec · State Highway 10
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26
Take the exit left toward NY 17 East
1287 ft · 27 sec
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27
Merge slight left
105.1 mi · 2 hr 11 min
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28
Keep slight left to continue on I 87, NYST: Albany, New York City
1.1 km · 60 sec
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29
Keep slight right to continue on I 87 Toll South: New York City
1.5 km · 2 min
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30
Merge slight left onto New York State Thruway
13.7 mi · 16 min · New York State Thruway
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31
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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32
Continue straight
2496 ft · 39 sec
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33
Keep slight left to continue on NJ 17 South: Mahwah
14.1 mi · 19 min
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34
Take the exit slight right toward NJ 4, GSP South: Paterson, Fort Lee, New York
566 ft · 19 sec
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35
Keep slight left to continue on NJ 4 East: Fort Lee, New York
2455 ft · 1 min
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36
Merge slight left
1417 ft · 24 sec
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37
Continue straight
6.4 mi · 9 min
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38
Take the exit slight left toward I 95 North: George Washington Bridge
1124 ft · 18 sec
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39
Merge slight left
1.2 km · 55 sec
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40
Keep slight left
1.3 km · 1 min
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41
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
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42
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
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43
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
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44
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
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45
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
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46
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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47
Continue on Clearview Expressway
2 mi · 2 min · Clearview Expressway
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48
Take the exit slight right toward NY 25A: Northern Boulevard
1133 ft · 32 sec
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49
Continue on Clearview Expressway
139 m · 18 sec · Clearview Expressway
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50
Turn left onto Northern Boulevard
14.5 mi · 25 min · Northern Boulevard
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51
Turn left onto Jericho Oyster Bay Road
1358 ft · 30 sec · Jericho Oyster Bay Road
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52
Turn straight onto Oyster Bay Road
2534 ft · 47 sec · Oyster Bay Road
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53
Keep slight left to continue on Oyster Bay Road
79 m · 4 sec · Oyster Bay Road
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54
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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55
Continue on South Street
32 m · 6 sec · South Street
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56
Turn right onto Berry Hill Road
34 m · 9 sec · Berry Hill Road
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57
Continue on Berry Hill Road
19 m · 3 sec · Berry Hill Road
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58
Arrive at your destination
0 m · 1 sec · Berry Hill Road
Car Route Details
A richer read on the saved driving route between Lenox and Oyster Bay.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
NY 17 East
Merge slight left
105 mi · 02h 11m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Chance Rain Showers leaving Lenox 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 Lenox to Oyster Bay?
The road trip is about 292.5 miles (470.8 km) and usually takes 04h 49m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Livingston Manor is a useful midpoint, sitting about 132.3 miles from Lenox and 160.3 miles from Oyster Bay.
How much longer is the road route than the straight-line distance?
The direct path is about 188.2 miles (302.8 km), while the road route adds roughly 104.3 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 7:20 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $41.37 one way or $82.75 round trip. Estimated CO2 is about 91.7 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Lenox and Slight Chance Rain Showers then Partly Sunny near Oyster Bay.
Stop Ideas Near Livingston Manor
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 Livingston Manor.
Rhinecliff–Kingston station
Poughkeepsie station
Scranton, PA
Hudson
Flight Path Map
This map shows the direct air route between Lenox and Oyster Bay. Straight-line distance: 188.16 mi (302.81 km).
#1 Lenox
City in Madison County, New York, United States of America
| Population | 8,762 |
| Coordinates | 43.0584000, -75.7043500 |
| Altitude | 161 |
| 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: 471 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 09h 44m |
| 40 mph (64.37 km/h) | 07h 18m |
| 50 mph (80.47 km/h) | 05h 51m |
| 60 mph (96.56 km/h) | 04h 52m |
| 70 mph (112.65 km/h) | 04h 10m |
| 80 mph (129 km/h) | 03h 38m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $41.37 | $82.75 |
| Mid-grade | $4.48 | $46.24 | $92.49 |
| Premium | $4.86 | $50.17 | $100.33 |
| Diesel | $4.69 | $48.44 | $96.88 |
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.