Skip to main content

Trip from Pine Plains, NY to Islip, NY

Last recalculated Apr 17, 2026

Drive Time

3h 5m

Distance

137.2 mi

221 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$23

one way

EV Charging

Unknown

Best Time to Leave

Save up to 34 min
4 AM
2h 54m ★
6 AM
3h 5m
8 AM
3h 28m
10 AM
3h 13m
12 PM
3h 11m
3 PM
3h 15m
5 PM
3h 27m
8 PM
2h 58m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

town in New York, United States of America

Pine Plains, NY

Wikimedia Commons

town in Suffolk County, New York, United States

Islip, NY

Wikimedia Commons

Trip Overview

This 138.8-mile drive from Pine Plains, NY to Islip, NY takes approximately 2 hours and 35 minutes, making it a manageable day trip. You'll primarily navigate local roads like South Main Street and Highway 82, eventually connecting to the Taconic State Parkway. With a fuel cost estimated at $23, this route offers a straightforward journey within the Northeast region. The generally turn-heavy nature of the drive means you'll be actively engaged behind the wheel for its entirety. Given its relatively short duration, this trip is ideal for a single day, allowing for flexibility in your schedule.

Trip Pace

Same-day drive is realistic

A same-day return is realistic if you keep stops short.

Break Rhythm

1 planned break

A short stop every 2 to 3 hours is enough for this drive.

Midpoint

68.6 miles from Pine Plains, NY

A natural place for your longest stop of the day , about 1h 29m into the drive .

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 3h 5m. Total distance: 137.2 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

3h 5m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (91%). Some complex stretches to watch for.

Drive Character

Expect a turn-heavy local drive for most of this 138.8-mile journey. With a 0% highway share, you won't encounter any interstate cruising here. Instead, you'll be navigating a more intricate network of roads, starting on South Main Street and Highway 82 before transitioning to the Taconic State Parkway. The absence of long, uninterrupted stretches means you'll be making frequent adjustments. This profile suggests a drive where attention to navigation and road conditions is key, rather than one focused on covering distance quickly.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 40 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 684 is the longest continuous segment at about 26.8 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on I 684 and Southern State Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 77.8 miles in.

Driving Effort 10/10

High effort - long or complex enough to need steady focus all day

Balances navigation complexity with total wheel time.

This is a demanding drive. With 26 significant decision points across 137.2 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.

Where does it get tricky?

The main spots that need attention: at 77.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 92.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 92.9 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Critical Maneuvers

5 of 26 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

9
77.8 mi into trip | ~1h 40m in

Keep slight left at fork toward Hutchinson River Parkway, New York City

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight lane. Exit 1 Toward Hutchinson River Parkway, New York City
8
92.9 mi into trip | ~2h 1m in

Take the exit toward I 95 South: George Washington Bridge, Stillwell Avenue

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Exit 2A Toward I 95 South: George Washington Bridge, St...
8
92.9 mi into trip | ~2h 1m in

Keep slight right at fork toward I 95 South: George Washington Bridge

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / right lanes. Toward I 95 South: George Washington Bridge
9
94.8 mi into trip | ~2h 5m in | I 695 / Throgs Neck Expressway

Keep slight left at fork onto I 695 / Throgs Neck Expressway toward I 695 South: Throgs Neck Bridge, Long Island

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight left / slight right lanes. Exit 7A Toward I 695 South: Throgs Neck Bridge, Long Is...
9
132.6 mi into trip | ~2h 56m in

Take the exit toward Bay Shore Road South, Bay Shore

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 41S Toward Bay Shore Road South, Bay Shore

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Pine Plains, NY and Islip, NY, road signs point toward New York City, Long Island, Cross Island Parkway South, Southern State Parkway East and Eastern Long Island.

New York City

77.8 mi in | ~1h 40m

Long Island

94.8 mi in | ~2h 5m | via I 695

Cross Island Parkway South

105.9 mi in | ~2h 21m

Southern State Parkway East

107.4 mi in | ~2h 23m

Eastern Long Island

107.4 mi in | ~2h 23m

Main Roads

Road Distance Duration
I 684 26.8 mi 31m
Southern State Parkway 24.7 mi 31m
Taconic State Parkway 17.9 mi 24m
I 84 15.5 mi 18m
State Highway 82 15.2 mi 21m
Hutchinson River Parkway 13.6 mi 19m
Clearview Expressway 5 mi 5m
Throgs Neck Expressway 2.2 mi 3m
Longest stretch: I 684 — 26.8 mi, about 31m

Turn-by-Turn Driving Directions

Step-by-step road directions between Pine Plains, NY and Islip, NY.

1

Start on NY 82; NY 199

48 ft · 9 sec · East Church Street
2

Turn left onto NY 82

0.6 mi · 1 min · South Main Street
3

Continue on NY 82

15 mi · 21 min · State Highway 82
4

At end of road, turn right onto US 44

0.8 mi · 1 min · US 44
5

Take the exit

0.2 mi · 25 sec
6

Merge onto Taconic State Parkway

18 mi · 24 min · Taconic State Parkway
7

Take the exit

0.3 mi · 47 sec
Toward I 84 East: Danbury
8

Merge onto I 84

15 mi · 18 min · I 84
9

Take the exit

0.6 mi · 1 min
Exit 68A Toward I 684 South: White Plains Use the right lane.
10

Merge onto I 684

27 mi · 31 min · I 684
11

Keep slight left at fork

1.5 mi · 2 min
Exit 1 Toward Hutchinson River Parkway, New York City Use the straight lane.
12

Merge onto Hutchinson River Parkway

7.7 mi · 10 min · Hutchinson River Parkway
Use the straight / slight right lanes.
13

Keep slight right at fork onto Hutchinson River Parkway

5.9 mi · 8 min · Hutchinson River Parkway
Toward Whitestone Bridge Use the straight / slight right lanes.
14

Take the exit

141 ft · 4 sec
Exit 2A Toward I 95 South: George Washington Bridge, Stillwell Avenue Use the straight / slight right lanes.
15

Keep slight right at fork

0.2 mi · 47 sec
Toward I 95 South: George Washington Bridge Use the straight / right lanes.
16

Merge onto I 95

0.4 mi · 31 sec · New England Thruway
17

Continue on I 95

1.3 mi · 2 min · Bruckner Expressway
Use the straight / right lanes.
18

Keep slight left at fork onto I 695

2.2 mi · 3 min · Throgs Neck Expressway
Exit 7A Toward I 695 South: Throgs Neck Bridge, Long Island Use the slight left / slight right lanes.
19

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
20

Continue on I 295

5.0 mi · 5 min · Clearview Expressway
Use the straight / slight right lanes.
21

Continue on NY 24

0.7 mi · 1 min · Hollis Court Boulevard
Use the straight lane.
22

At end of road, turn left onto NY 24

0.2 mi · 35 sec · Jamaica Avenue
Use the left lane.
23

Turn right onto Hempstead Avenue

0.9 mi · 2 min · Hempstead Avenue
24

Turn right onto 225th Street

228 ft · 9 sec · 225th Street
Use the right lane.
25

Take the ramp

0.2 mi · 28 sec
Toward Cross Island Parkway South, Verrazano Bridge
26

Merge onto CI

1.3 mi · 1 min · Cross Island Parkway
Use the straight / slight right lanes.
27

Take the exit

0.5 mi · 1 min
Exit 25A Toward Southern State Parkway East, Eastern Long Island Use the slight left / straight lanes.
28

Merge onto SO

25 mi · 31 min · Southern State Parkway
Use the straight / slight right lanes.
29

Keep slight left at fork onto SO

0.2 mi · 16 sec · Southern State Parkway
Use the straight / slight right lanes.
30

Take the exit

0.2 mi · 31 sec
Exit 41S Toward Bay Shore Road South, Bay Shore Use the slight right lane.
31

Turn straight onto CR 57

0.5 mi · 1 min · Bay Shore Road
32

Continue on CR 57

0.3 mi · 43 sec · Howells Road
33

Turn straight onto CR 57

341 ft · 6 sec · Sunrise Highway
34

Keep slight right at fork onto CR 57

0.6 mi · 1 min · Howells Road
Toward Howells Road South Use the right lane.
35

Continue on CR 57

0.2 mi · 24 sec · Roosevelt Street
36

Continue on CR 57

0.7 mi · 1 min · 3rd Avenue
37

At end of road, turn left onto NY 27A

1.1 mi · 1 min · East Main Street
38

Continue on Montauk Highway

0.2 mi · 17 sec · Montauk Highway
39

Continue on NY 27A

0.8 mi · 1 min · Main Street
40

Arrive at destination

NY 27A

Trip Plan

For this 2 hour and 35 minute drive, consider an early departure to maximize your time at your destination in Islip. With only one recommended stop and a fuel cost around $23, you have a good deal of flexibility. Pay close attention to navigation as the route is described as turn-heavy, especially on local roads like South Main Street and Highway 82. The Taconic State Parkway offers a different driving experience, so be prepared for potential changes in road character. This short trip is best enjoyed without rushing, allowing you to appreciate the local scenery as you go.

Morning Departure

An early start around 7-8 AM gets you there with plenty of daylight left.

Evening Departure

A late afternoon start means arriving after dark. Morning is better.

You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 68.6 miles from Pine Plains, NY, or about 1h 29m into the drive.
The longest continuous stretch on this route runs about 26.8 miles.

This is a comfortable same-day trip.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 30 miles or 42m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 68.6 miles or 1h 29m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Final hour starts around 2h 30m

Traffic, exits, and arrival timing usually matter more near Islip, NY than in the middle of the route.

Before You Leave

+

Open the route before leaving Pine Plains, NY so your first major turns are already loaded.

+

Leave with enough water and a charging cable within reach, not packed away.

+

Check your fuel range against the first long segment, especially if you are starting outside city service areas.

Day 1

Settle into the route from Pine Plains, NY

This is one driving day of about 137.2 miles and 3h 5m.

Your first comfortable stop window is around 30 miles from Pine Plains, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 684 for about 26.8 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 68.6 mi from Pine Plains, NY · 1h 29m into the drive

city in Westchester County, New York, United States

Mid-route town

Meal stop

Rye, NY

69 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Beekman, NY

Fuel and coffee

A short stop after about 30 miles helps settle the day before fatigue starts building.

White Plains, NY

Meal break

The midpoint is around 68.6 miles from Pine Plains, NY, which is a good place for a longer meal and fuel stop.

Arriving in Islip, NY

The final approach into Islip, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Islip, NY.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$22.58 one way

$45.17 round trip

$4.18/gal 25.4 MPG avg 48 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $24.42 $48.84
premium $4.92 $26.59 $53.18
diesel $5.61 $30.29 $60.58

Estimated Tolls: $6.55

Throgs Neck Bridge $6.55

Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.

Estimated Trip Cost (one way, 1 person)

Fuel

$23

Tolls

$7

Meals

$25–$50

Total

$54–$79

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 48 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $14 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 41.2 0 $14.41 $6.59
Efficient EV 34.3 0 $12.00 $5.49
EV Truck/SUV 54.9 0 $19.21 $8.78

Gas CO2

48 kg

EV CO2

16 kg (67% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 16, 2026

Origin

Pine Plains, NY

Night in Pine Plains on Thursday

Local time

9:03 PM

EDT

Current temp

64°F

Unavailable

Live forecast

Destination

Islip, NY

Night in Islip on Thursday

Local time

9:03 PM

EDT

Current temp

44°F

Unavailable

Live forecast

Seasonal Notes

Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.

Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.

Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

20 degrees cooler at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

3h 5m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Pine Plains, NY to Islip, NY covers 137.2 miles and takes about 3h 5m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 684, Southern State Parkway, Taconic State Parkway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 68.6 miles from Pine Plains, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $22.58 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. A short stop every 2 to 3 hours is enough for this drive.
This is a demanding drive. With 26 significant decision points across 137.2 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: at 77.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 92.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 92.9 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Between Pine Plains, NY and Islip, NY, road signs point toward New York City, Long Island, Cross Island Parkway South, Southern State Parkway East and Eastern Long Island.

Was this helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

Explore more options from Pine Plains, NY or browse trips ending in Islip, NY.

Looking for more statewide routes? Browse NY road trips.

Explore maps for Pine Plains, NY or Islip, NY on MapSof.net.