Skip to main content

Trip from Islip, NY to Kinderhook, NY

Pin this trip

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards

Drive Time

3h 46m

Distance

167.2 mi

269 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$28

one way

EV Charging

Unknown

Best Time to Leave

Save up to 38 min
4 AM
3h 34m ★
6 AM
3h 47m
8 AM
4h 12m
10 AM
3h 56m
12 PM
3h 53m
3 PM
3h 57m
5 PM
4h 11m
8 PM
3h 39m

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

town in Suffolk County, New York, United States

Islip, NY

Wikimedia Commons

town in Columbia County, New York, United States of America

Kinderhook, NY

Wikimedia Commons

Trip Overview

Islip, NY to Kinderhook, NY is 167.2 miles and takes about 3h 46m via Taconic State Parkway and I 684, with a fuel budget near $28 and enough daylight to finish in a day. This trip stays within New York, moving from the Northeast region to another part of the Northeast. With 92% of the drive on highways, expect a relatively straightforward trip that's well-suited for a single day. It's a practical route for getting from Long Island up into the Hudson Valley.

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

83.6 miles from Islip, NY

A natural place for your longest stop of the day , about 1h 53m into the drive .

Main Roads

Road Distance Duration
Taconic State Parkway 42.7 mi 57m
I 684 27 mi 31m
Southern State Parkway 24.7 mi 31m
State Highway 9H 16.2 mi 22m
I 84 15.4 mi 18m
Hutchinson River Parkway 13.5 mi 19m
Clearview Expressway 5 mi 5m
State Highway 82 4.9 mi 6m
Longest stretch: Taconic State Parkway — 42.7 mi, about 57m

Turn-by-Turn Driving Directions

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

1

Start on NY 27A

0.8 mi · 1 min · Main Street
2

Continue on Montauk Highway

0.2 mi · 19 sec · Montauk Highway
3

Continue on NY 27A

1.1 mi · 1 min · Main Street
4

Turn right onto 3rd Avenue

0.6 mi · 1 min · 3rd Avenue
5

Continue on CR 57

0.3 mi · 36 sec · Rossevelt Street
6

Continue on CR 57

0.7 mi · 1 min · Howells Road
Use the left lane.
7

Turn straight onto Sunrise Highway

163 ft · 3 sec · Sunrise Highway
8

Keep slight right at fork onto CR 57

0.3 mi · 36 sec · Howells Road
Toward Howells Road, Deer Park Use the right lane.
9

Continue on CR 57

0.6 mi · 1 min · Bay Shore Road
10

Take the ramp

0.1 mi · 19 sec
Toward SO West: New York
11

Continue on this road

363 ft · 8 sec · this road
12

Merge onto SO

25 mi · 31 min · Southern State Parkway
Use the straight / right lanes.
13

Take the exit

0.3 mi · 43 sec
Toward Cross Island Parkway North, Whitestone Bridge Use the slight right lane.
14

Merge onto CI

1.3 mi · 1 min · Cross Island Parkway
15

Take the exit

317 ft · 9 sec
Exit 26B Toward NY 24: UBS Arena-Belmont Park Use the slight right lane.
16

Keep slight left at fork

437 ft · 12 sec
Toward NY 24 West: Hempstead Avenue Use the slight left / slight right lanes.
17

Keep slight right at fork

0.1 mi · 15 sec
Toward Cross Island Parkway North, Hempstead Avenue West
18

Keep slight right at fork

266 ft · 8 sec
Toward Hempstead Avenue West Use the slight left / slight right lanes.
19

Continue on this road

0.1 mi · 13 sec · this road
Toward Grandstand, Hempstead Avenue West
20

Keep slight left at fork

100 ft · 4 sec
Toward Hempstead Avenue
21

Turn right onto NY 24

1.0 mi · 2 min · Hempstead Avenue
Use the right lane.
22

Turn left onto Jamaica Avenue

0.1 mi · 17 sec · Jamaica Avenue
23

Turn right onto NY 24

0.7 mi · 1 min · 212th Street
24

Continue on I 295

5.0 mi · 5 min · Clearview Expressway
Toward I 295 North: Clearview Expressway, Through Neck Bridge Use the straight / slight right lanes.
25

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
26

Continue on I 295

0.7 mi · 1 min · Throgs Neck Expressway
Use the straight / slight right lanes.
27

Keep slight right at fork onto I 695

1.8 mi · 2 min · Throgs Neck Expressway
Exit 10 Toward I 695 North: New Haven Use the straight / slight right lanes.
28

Merge onto I 95

1.0 mi · 1 min · Bruckner Expressway
29

Continue on I 95

0.2 mi · 18 sec · New England Thruway
30

Take the exit

430 ft · 14 sec
Exit 9 Toward Hutchinson Parkway North Use the slight right lane.
31

Keep slight left at fork

0.2 mi · 31 sec
Toward Hutchinson River Parkway North Use the straight / right lanes.
32

Merge onto HR

14 mi · 19 min · Hutchinson River Parkway
Use the straight / slight right lanes.
33

Keep slight left at fork

1.6 mi · 2 min
Exit 16A Toward I 684 North: Brewster Use the slight left lane.
34

Merge onto I 684

26 mi · 30 min · I 684
35

Continue on I 684

0.8 mi · 1 min · I 684
Exit |; 9W|9E
36

Take the exit

0.3 mi · 1 min
Exit 9W Toward I 84 West: Newburgh Use the right lane.
37

Merge onto I 84

15 mi · 18 min · I 84
38

Take the exit

0.5 mi · 1 min
Exit 52B Toward Taconic State Parkway North, Albany Use the slight right lane.
39

Merge onto Taconic State Parkway

43 mi · 57 min · Taconic State Parkway
40

Take the exit

0.2 mi · 31 sec
Toward NY 82: Ancram, Hudson
41

Keep slight right at fork

401 ft · 14 sec
42

Turn straight onto NY 82

4.9 mi · 6 min · State Highway 82
43

Turn right onto NY 9H; NY 23

16 mi · 22 min · State Highway 9H
44

Take the exit

378 ft · 10 sec
45

Continue on this road

387 ft · 11 sec · this road
46

Turn right onto Hudson Street

0.6 mi · 1 min · Hudson Street
47

Turn right onto US 9

59 ft · 1 sec · Chatham Street
48

Arrive at destination

US 9

Trip Plan

Given the 3h 46m duration, leaving Islip in the morning should allow you to reach Kinderhook with plenty of time. The route has only one recommended stop, so you can decide whether to take it or push through. Keep an eye on your fuel levels, as the estimated cost is around $28, and it's wise to fill up before heading out or when you see a good opportunity, especially before longer highway stretches. Since this is a single-day drive, you have the flexibility to adjust your departure time based on traffic or your preferences.

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 83.6 miles from Islip, NY, or about 1h 53m into the drive.
The longest continuous stretch on this route runs about 42.7 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 37 miles or 52m in

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

Halfway reset

Around 83.6 miles or 1h 53m in

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

Final approach

Final hour starts around 3h 3m

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

Before You Leave

+

Open the route before leaving Islip, 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 Islip, NY

This is one driving day of about 167.2 miles and 3h 46m.

Your first comfortable stop window is around 37 miles from Islip, 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 Taconic State Parkway for about 42.7 miles.

Where to Stop

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

town in Westchester County, New York, United States

Mid-route town

Meal stop

Ossining, NY

84 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

Hillside, NY

Fuel and coffee

A short stop after about 37 miles helps settle the day before fatigue starts building.

Ossining, NY

Meal break

The midpoint is around 83.6 miles from Islip, NY, which is a good place for a longer meal and fuel stop.

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

Heads-up: tricky spots

5 of 32

5 decision points cluster between mile 3.6 and 43.9 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

9
3.6 mi into trip | ~6m in | CR 57 / Howells Road

Keep slight right at fork onto CR 57 / Howells Road toward Howells Road, Deer Park

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

Use the right lane. Toward Howells Road, Deer Park
8
31.1 mi into trip | ~43m in

Keep slight left at fork toward NY 24 West: Hempstead Avenue

Highway fork - watch signs carefully. Lane positioning matters here

Use the slight left / slight right lanes. Toward NY 24 West: Hempstead Avenue
8
31.2 mi into trip | ~43m in

Keep slight right at fork toward Hempstead Avenue West

Highway fork - watch signs carefully. Lane positioning matters here

Use the slight left / slight right lanes. Toward Hempstead Avenue West
8
40.9 mi into trip | ~58m in | I 695 / Throgs Neck Expressway

Keep slight right at fork onto I 695 / Throgs Neck Expressway toward I 695 North: New Haven

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight right lanes. Exit 10 Toward I 695 North: New Haven
8
43.9 mi into trip | ~1h 2m in

Take the exit toward Hutchinson Parkway North

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Exit 9 Toward Hutchinson Parkway North

Fuel & Cost

Regular Gas

$27.52 one way

$55.04 round trip

$4.18/gal 25.4 MPG avg 59 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $29.76 $59.52
premium $4.92 $32.41 $64.81
diesel $5.61 $36.92 $73.83

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

$28

Tolls

$7

Meals

$25–$50

Total

$59–$84

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

Estimated CO2 emission: 58.5 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $18 in charging · 0 stops · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 50.2 0 $17.56 $8.03
Efficient EV 41.8 0 $14.63 $6.69
EV Truck/SUV 66.9 0 $23.41 $10.70

Gas CO2

59 kg

EV CO2

20 kg (66% 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 15, 2026

Origin

Islip, NY

Morning in Islip on Tuesday

Local time

8:13 AM

EDT

Current temp

44°F

Unavailable

Live forecast

Destination

Kinderhook, NY

Morning in Kinderhook on Tuesday

Local time

8:13 AM

EDT

Current temp

59°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

15 degrees warmer at arrival

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

Road read

3h 46m 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.

What kind of drive is this?

You'll spend most of your time on highways, with 92% of the 167.2 miles on these types of roads. The longest continuous stretch on a highway is 42.7 miles along the Taconic State Parkway. You'll experience a significant amount of highway driving before transitioning to surface roads closer to Kinderhook.

92% highway — fuel and pacing are the main things to plan.
48 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 42.7 mi on Taconic State Parkway.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on Taconic State Parkway and I 684. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 3.6 miles in near CR 57 / Howells Road.

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 32 significant decision points across 167.2 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 3.6 miles (CR 57 / Howells Road): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 31.1 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 31.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Towns Mentioned on Route Signs

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

Between Islip, NY and Kinderhook, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Hutchinson Parkway North, Hutchinson River Parkway North and Taconic State Parkway North - among others.

Cross Island Parkway North

29.4 mi in | ~40m

Hempstead Avenue West

31.1 mi in | ~43m

Grandstand

31.3 mi in | ~43m

Hutchinson Parkway North

43.9 mi in | ~1h 2m

Hutchinson River Parkway North

44 mi in | ~1h 2m

Taconic State Parkway North

101.9 mi in | ~2h 15m

Albany

101.9 mi in | ~2h 15m

Hudson

145 mi in | ~3h 14m

About the Cities

Starting in Islip, NY

Full guide →

Founded 1683

Islip (pronounced "ICE-lip") is a town on Long Island in the state of New York. Located within Suffolk County, the Town of Islip includes the villages of Brightwaters, Islandia, Ocean Beach and Saltaire. It also includes numerous hamlets including Bay Shore and Sayville which are ferry terminals for Fire Island. Other prominent communities are Bayport, Brentwood, Central Islip, Hauppauge, Islip village (the town seat), and Ronkonkoma.

Top landmarks

  • Bayport Aerodrome — airport in Suffolk County, New York, United States
  • Connetquot River State Park Preserve — state park in New York
  • Modesty — oyster-dredging sloop built in Long Island

Arriving in Kinderhook, NY

Full guide →

Founded 1750

Kinderhook is a village and a township in Columbia County in the state of New York, about 20 miles (32 km) south of Albany. The village of Kinderhook is a pretty town in a very rural area of New York State. Its center is small and well worth looking at, and some very nice private houses extend for some way to the south on Route 9, blending without a break into the village of Stuyvesant. One of its principle claims to fame is being the hometown of Martin Van Buren, the 8th President of the United States.

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 3h 46m. Total distance: 167.2 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

3h 46m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (92%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 42.7 miles on Taconic State Parkway. The full list of main roads is in the Roads section above.

Expect about $6.55 in tolls one way, starting with Throgs Neck Bridge. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.

We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.

It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Kinderhook, NY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.

Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.

The main spots that need attention: at 3.6 miles (CR 57 / Howells Road): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 31.1 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 31.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Possible but tiring. At 3.8 hours each way, an in-and-out day trip would put you behind the wheel for 7.6 hours — manageable with a long break at Kinderhook, NY, but most travelers stay overnight.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, and EIA for fuel prices. See our methodology for refresh cadence and limitations.

Was this helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

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

Looking for more statewide routes? Browse NY road trips.