How far is Islip, NY from Stockbridge, NY?
The driving distance from Islip, NY to Stockbridge, NY is about 275.4 miles (443.2 km), with a travel time of about 05h 58m by car.
- The straight-line flight distance is about 198.8 miles (319.9 km).
- For a round trip, plan for roughly 11h 56m 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 05h 58m.
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.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Sleet
Driving Route Map
The map below follows the saved road route between Islip and Stockbridge.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip and Stockbridge.
-
1
Start on Main Street
1.2 km · 1 min · Main Street
-
2
Continue on Montauk Highway
1014 ft · 19 sec · Montauk Highway
-
3
Continue on Main Street
1.1 mi · 2 min · Main Street
-
4
Turn right onto 3rd Avenue
2920 ft · 1 min · 3rd Avenue
-
5
Continue on Rossevelt Street
1821 ft · 37 sec · Rossevelt Street
-
6
Continue on Howells Road
1.1 km · 2 min · Howells Road
-
7
Turn straight onto Sunrise Highway
50 m · 3 sec · Sunrise Highway
-
8
Keep slight right to continue on Howells Road
1588 ft · 36 sec · Howells Road
-
9
Continue on Bay Shore Road
3165 ft · 1 min · Bay Shore Road
-
10
Take the ramp slight right toward SO West: New York
736 ft · 19 sec
-
11
Continue straight
111 m · 9 sec
-
12
Merge slight left onto Southern State Parkway
24.7 mi · 32 min · Southern State Parkway
-
13
Take the exit slight right toward Cross Island Parkway North, Whitestone Bridge
1780 ft · 43 sec
-
14
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
-
15
Take the exit slight right toward NY 24: UBS Arena-Belmont Park
97 m · 9 sec
-
16
Keep slight left to continue on NY 24 West: Hempstead Avenue
133 m · 12 sec
-
17
Keep slight right to continue on Cross Island Parkway North, Hempstead Avenue West
532 ft · 15 sec
-
18
Keep slight right to continue on Hempstead Avenue West
81 m · 8 sec
-
19
Continue on Grandstand, Hempstead Avenue West
549 ft · 14 sec
-
20
Keep slight left to continue on Hempstead Avenue
31 m · 5 sec
-
21
Turn right onto Hempstead Avenue
1.6 km · 2 min · Hempstead Avenue
-
22
Turn left onto Jamaica Avenue
553 ft · 17 sec · Jamaica Avenue
-
23
Turn right onto 212th Street
1.2 km · 1 min · 212th Street
-
24
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
-
25
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
-
26
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
-
27
Keep slight left to continue on Cross Bronx Expressway
6.6 mi · 9 min · Cross Bronx Expressway
-
28
Keep slight left to continue on Trans-Manhattan Expressway
1.1 km · 1 min · Trans-Manhattan Expressway
-
29
Continue on George Washington Bridge (upper level)
3167 ft · 60 sec · George Washington Bridge (upper level)
-
30
Continue straight
2659 ft · 48 sec
-
31
Keep slight left
3214 ft · 39 sec
-
32
Keep slight left
559 ft · 9 sec
-
33
Take the exit slight right toward I 95 South, NJTP South: Hackensack
1270 ft · 23 sec
-
34
Keep slight right to continue on NJ 4 West: Paramus
970 ft · 24 sec
-
35
Merge slight right
6.7 mi · 9 min
-
36
Take the exit straight toward GSP South, NJ 17 South, GSP North, NJ 17 North: Grand State Plaza, Newark, Mahwah
951 ft · 26 sec
-
37
Keep slight right to continue on NJ 17 North: Mahwah
1302 ft · 37 sec
-
38
Merge slight left
3.3 mi · 4 min
-
39
Continue straight
7.3 mi · 10 min
-
40
Continue straight
1.2 km · 50 sec
-
41
Continue straight
3.3 mi · 4 min
-
42
Continue straight
877 ft · 11 sec
-
43
Keep slight left to continue on I 87 North, NY 17 North, New York State Thruway North: Albany
14.3 mi · 16 min
-
44
Take the exit slight right toward US 6, NY 17: Harriman
1.5 mi · 3 min
-
45
Continue straight
46 m · 4 sec
-
46
Keep slight left to continue on NY 17 West: Binghamton
2294 ft · 30 sec
-
47
Continue straight
105.2 mi · 2 hr 11 min
-
48
Take the exit slight right toward NY 8, NY 10: Deposit, Walton
1978 ft · 1 min
-
49
Turn right onto State Highway 10
1126 ft · 14 sec · State Highway 10
-
50
Continue on Oak Street
1409 ft · 18 sec · Oak Street
-
51
Turn straight onto State Highway 8
19 mi · 22 min · State Highway 8
-
52
Continue on Airport Road
2256 ft · 29 sec · Airport Road
-
53
Continue on State Highway 8
17.8 mi · 20 min · State Highway 8
-
54
Turn left onto West Street
8.3 mi · 10 min · West Street
-
55
Turn right onto North Broad Street
2925 ft · 1 min · North Broad Street
-
56
Continue on State Highway 12
10.2 mi · 15 min · State Highway 12
-
57
Continue on South Main Street
1.4 mi · 2 min · South Main Street
-
58
Continue on State Highway 12B
3.7 mi · 6 min · State Highway 12B
-
59
Continue on South Main Street
1.4 mi · 2 min · South Main Street
-
60
Continue on State Route 12B
4.6 mi · 7 min · State Route 12B
-
61
Continue on Broad Street
1.1 mi · 2 min · Broad Street
-
62
Continue on Utica Street
1.1 mi · 2 min · Utica Street
-
63
Continue on State Route 12B
2 mi · 3 min · State Route 12B
-
64
Continue on State Route 46
1.4 mi · 2 min · State Route 46
-
65
Turn left
1149 ft · 22 sec
-
66
Turn straight onto Bear Path Road
5.9 mi · 8 min · Bear Path Road
-
67
Continue on Main Street
1.6 km · 1 min · Main Street
-
68
Continue on State Route 46
1 km · 1 min · State Route 46
-
69
Turn sharp right onto Haslauer Road
11 m · 4 sec · Haslauer Road
-
70
Turn left onto Middle Road
23 m · 2 sec · Middle Road
-
71
Arrive at your destination
0 m · 1 sec · Middle Road
Car Route Details
A richer read on the saved driving route between Islip and Stockbridge.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
NY 17 West
Continue straight
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.
Rain Showers Likely leaving Islip and Sleet near Stockbridge.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Islip to Stockbridge?
The road trip is about 275.4 miles (443.2 km) and usually takes 05h 58m 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?
South Fallsburg is a useful midpoint, sitting about 137.6 miles from Islip and 137.8 miles from Stockbridge.
How much longer is the road route than the straight-line distance?
The direct path is about 198.8 miles (319.9 km), while the road route adds roughly 76.6 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 5:04 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $38.97 one way or $77.93 round trip. Estimated CO2 is about 86.4 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Islip and Sleet near Stockbridge.
Stop Ideas Near South Fallsburg
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 South Fallsburg.
Poughkeepsie station
Rhinecliff–Kingston station
Croton–Harmon station
Hudson
Flight Path Map
This map shows the direct air route between Islip and Stockbridge. Straight-line distance: 198.79 mi (319.92 km).
#1 Islip
This Long Island community is situated on the south shore of Suffolk County, New York, at an elevation of 13 feet.
| Population | 322,328 |
| Coordinates | 40.7298200, -73.2103900 |
| Altitude | 4 |
| Country | United States |
#2 Stockbridge
Town of the United States
| Population | 1,993 |
| Coordinates | 42.9911800, -75.5993500 |
| Altitude | 204 |
| Country | United States |
End: Stockbridge (-75.59935, 42.99118)
Estimated Travel Time
Distance: 443 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 09h 10m |
| 40 mph (64.37 km/h) | 06h 53m |
| 50 mph (80.47 km/h) | 05h 30m |
| 60 mph (96.56 km/h) | 04h 35m |
| 70 mph (112.65 km/h) | 03h 56m |
| 80 mph (129 km/h) | 03h 26m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $38.97 | $77.93 |
| Mid-grade | $4.48 | $43.56 | $87.11 |
| Premium | $4.86 | $47.25 | $94.50 |
| Diesel | $4.69 | $45.63 | $91.25 |
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.