How far is Islip, NY from Callicoon, NY?
The driving distance from Islip, NY to Callicoon, NY is about 154.8 miles (249.1 km), with a travel time of about 03h 26m by car.
- The straight-line flight distance is about 119.7 miles (192.7 km).
- For a round trip, plan for roughly 06h 53m 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 03h 26m.
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.
Village in New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Islip and Callicoon.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip and Callicoon.
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1
Start on Main Street
1.2 km · 1 min · Main Street
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2
Continue on Montauk Highway
1014 ft · 19 sec · Montauk Highway
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3
Continue on Main Street
1.1 mi · 2 min · Main Street
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4
Turn right onto 3rd Avenue
2920 ft · 1 min · 3rd Avenue
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5
Continue on Rossevelt Street
1821 ft · 37 sec · Rossevelt Street
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6
Continue on Howells Road
1.1 km · 2 min · Howells Road
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7
Turn straight onto Sunrise Highway
50 m · 3 sec · Sunrise Highway
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8
Keep slight right to continue on Howells Road
1588 ft · 36 sec · Howells Road
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9
Continue on Bay Shore Road
3165 ft · 1 min · Bay Shore Road
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10
Take the ramp slight right toward SO West: New York
736 ft · 19 sec
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11
Continue straight
111 m · 9 sec
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12
Merge slight left onto Southern State Parkway
24.7 mi · 32 min · Southern State Parkway
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13
Take the exit slight right toward Cross Island Parkway North, Whitestone Bridge
1780 ft · 43 sec
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14
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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15
Take the exit slight right toward NY 24: UBS Arena-Belmont Park
97 m · 9 sec
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16
Keep slight left to continue on NY 24 West: Hempstead Avenue
133 m · 12 sec
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17
Keep slight right to continue on Cross Island Parkway North, Hempstead Avenue West
532 ft · 15 sec
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18
Keep slight right to continue on Hempstead Avenue West
81 m · 8 sec
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19
Continue on Grandstand, Hempstead Avenue West
549 ft · 14 sec
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20
Keep slight left to continue on Hempstead Avenue
31 m · 5 sec
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21
Turn right onto Hempstead Avenue
1.6 km · 2 min · Hempstead Avenue
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22
Turn left onto Jamaica Avenue
553 ft · 17 sec · Jamaica Avenue
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23
Turn right onto 212th Street
1.2 km · 1 min · 212th Street
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24
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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25
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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26
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
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27
Keep slight left to continue on Cross Bronx Expressway
6.6 mi · 9 min · Cross Bronx Expressway
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28
Keep slight left to continue on Trans-Manhattan Expressway
1.1 km · 1 min · Trans-Manhattan Expressway
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29
Continue on George Washington Bridge (upper level)
3167 ft · 60 sec · George Washington Bridge (upper level)
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30
Continue straight
2659 ft · 48 sec
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31
Keep slight left
3214 ft · 39 sec
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32
Keep slight left
559 ft · 9 sec
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33
Take the exit slight right toward I 95 South, NJTP South: Hackensack
1270 ft · 23 sec
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34
Keep slight right to continue on NJ 4 West: Paramus
970 ft · 24 sec
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35
Merge slight right
6.7 mi · 9 min
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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
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37
Keep slight right to continue on NJ 17 North: Mahwah
1302 ft · 37 sec
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38
Merge slight left
3.3 mi · 4 min
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39
Continue straight
7.3 mi · 10 min
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40
Continue straight
1.2 km · 50 sec
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41
Continue straight
3.3 mi · 4 min
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42
Continue straight
877 ft · 11 sec
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43
Keep slight left to continue on I 87 North, NY 17 North, New York State Thruway North: Albany
14.3 mi · 16 min
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44
Take the exit slight right toward US 6, NY 17: Harriman
1.5 mi · 3 min
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45
Continue straight
46 m · 4 sec
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46
Keep slight left to continue on NY 17 West: Binghamton
2294 ft · 30 sec
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47
Continue straight
43.7 mi · 53 min
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48
Take the exit slight right toward NY 17B: Raceway, Monticello
1539 ft · 52 sec
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49
Keep slight left to continue on NY 17B West: Monticello, Raceway
158 m · 18 sec
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50
Continue on State Highway 17B
15 mi · 22 min · State Highway 17B
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51
Continue on State Highway 17B
2486 ft · 42 sec · State Highway 17B
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52
Continue on State Highway 17B
1.2 mi · 2 min · State Highway 17B
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53
At the end of the road, turn left onto State Highway 17B
5.1 mi · 8 min · State Highway 17B
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54
Turn slight right onto Mill Street
130 m · 8 sec · Mill Street
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55
Turn right onto State Highway 97
952 ft · 18 sec · State Highway 97
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56
Turn right onto Hospital Road
7 m · 1 sec · Hospital Road
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57
Arrive at your destination
0 m · 1 sec · Hospital Road
Car Route Details
A richer read on the saved driving route between Islip and Callicoon.
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.
NY 17 West
Continue straight
43.7 mi · 00h 53m
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 Islip and Chance Rain Showers near Callicoon.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Islip to Callicoon?
The road trip is about 154.8 miles (249.1 km) and usually takes 03h 26m 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?
Tuxedo Park is a useful midpoint, sitting about 77.3 miles from Islip and 77.5 miles from Callicoon.
How much longer is the road route than the straight-line distance?
The direct path is about 119.7 miles (192.7 km), while the road route adds roughly 35.1 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 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:06 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $21.89 one way or $43.78 round trip. Estimated CO2 is about 48.5 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Islip and Chance Rain Showers near Callicoon.
Stop Ideas Near Tuxedo Park
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 Tuxedo Park.
Croton–Harmon station
Yonkers station
New Rochelle station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Islip and Callicoon. Straight-line distance: 119.72 mi (192.67 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 Callicoon
Town in Sullivan County, New York, United States
| Population | 2,924 |
| Coordinates | 41.7673100, -75.0562800 |
| Altitude | 258 |
| Country | United States |
End: Callicoon (-75.05628, 41.76731)
Estimated Travel Time
Distance: 249 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 09m |
| 40 mph (64.37 km/h) | 03h 52m |
| 50 mph (80.47 km/h) | 03h 05m |
| 60 mph (96.56 km/h) | 02h 34m |
| 70 mph (112.65 km/h) | 02h 12m |
| 80 mph (129 km/h) | 01h 55m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $21.89 | $43.78 |
| Mid-grade | $4.48 | $24.47 | $48.93 |
| Premium | $4.86 | $26.54 | $53.08 |
| Diesel | $4.69 | $25.63 | $51.26 |
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 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.