The drive from Islip, NY to Middletown, NY covers 109 miles and takes about 2h 27m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on NY 17, Southern State Parkway, NJ 17 for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 27.1 miles on NY 17.
At current regular gas prices, budget about $17.94 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
54.5 miles from Islip, NY
A natural place for your longest stop of the day
, about 1h 16m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 2h 27m. Total distance: 109 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
2h 27m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (86%). Some complex stretches to watch for.
Drive Character
This is a 2h 27m highway drive covering 109 miles, with most of the trip on NY 17 and Southern State Parkway. The longest continuous stretch is about 27.1 miles on NY 17.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 53 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
NY 17 is the longest continuous segment at about 27.1 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on NY 17 and Southern State Parkway. 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 Effort10/10
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 31 significant decision points across 109 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.
Critical Maneuvers
5 of 31 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
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
50 mi into trip|~1h 10m in
Take the exit toward I 95 South, NJTP South: Hackensack
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.
Toward I 95 South, NJTP South: Hackensack
9
50.3 mi into trip|~1h 11m in
Keep slight right at fork toward NJ 4 West: Paramus
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Exit 72A
Toward NJ 4 West: Paramus
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 Middletown, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Gsp South - 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
Upper Level
47.5 mi in|~1h 6m|via I 95; US 1
Njtp South: Hackensack
50 mi in|~1h 10m
Gsp South
57.1 mi in|~1h 20m
Gsp North
57.1 mi in|~1h 20m
Newark
57.1 mi in|~1h 20m
Mahwah
57.1 mi in|~1h 20m
New York State Thruway North: Albany
72.4 mi in|~1h 40m|via NY 17
Port Jervis
101.5 mi in|~2h 15m|via US 6; NY 17M
Main Roads
Road
Distance
Duration
NY 17
27.1 mi
31m
Southern State Parkway
24.7 mi
31m
NJ 17
14.7 mi
18m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
US 6
5.5 mi
8m
Clearview Expressway
5 mi
5m
Throgs Neck Bridge
2 mi
3m
Longest stretch:
NY 17
— 27.1 mi, about 31m
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip, NY and Middletown, 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 ParkUse 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 BridgeUse 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 26BToward NY 24: UBS Arena-Belmont ParkUse the slight right lane.
16
Keep slight left at fork
437 ft·12 sec
Toward NY 24 West: Hempstead AvenueUse 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 WestUse 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 BridgeUse 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 left at fork onto I 295
6.6 mi·8 min·Cross Bronx Expressway
Use the straight / slight right lanes.
28
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
29
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
30
Continue on I 95 EXPR; US 1 EXPR; US 9 EXPR
0.5 mi·48 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
31
Keep slight left at fork onto I 95 EXPR; US 1 EXPR; US 9 EXPR
0.6 mi·39 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
Use the straight / slight right lanes.
32
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
33
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
34
Keep slight right at fork
0.2 mi·23 sec
Exit 72AToward NJ 4 West: ParamusUse the slight left / slight right lanes.
35
Merge onto NJ 4
6.7 mi·9 min·NJ 4
Use the slight right lane.
36
Take the exit
0.2 mi·26 sec
Toward GSP South, NJ 17 South, GSP North, NJ 17 North: Grand State Plaza, Newark, MahwahUse the straight lane.
37
Keep slight right at fork
0.2 mi·36 sec
Toward NJ 17 North: MahwahUse the straight / slight right lanes.
38
Merge onto NJ 17
3.3 mi·4 min·NJ 17
Use the straight / slight right lanes.
39
Continue on NJ 17
7.3 mi·9 min·NJ 17
Use the straight / right lanes.
40
Continue on NJ 17
0.7 mi·50 sec·NJ 17
41
Continue on NJ 17
3.3 mi·4 min·NJ 17
42
Continue on I 287; NY 17
0.2 mi·10 sec·I 287; NY 17
43
Keep slight left at fork onto NY 17
14 mi·16 min·NY 17
Toward I 87 North, NY 17 North, New York State Thruway North: Albany
44
Take the exit
1.5 mi·3 min
Exit 16Toward US 6, NY 17: HarrimanUse the slight right lane.
45
Continue on this road
152 ft·3 sec·this road
Use the straight / slight right lanes.
46
Keep slight left at fork
0.4 mi·30 sec
Toward NY 17 West: BinghamtonUse the straight / slight right lanes.
47
Continue on NY 17
13 mi·14 min·NY 17
48
Take the exit onto US 6; NY 17M
5.5 mi·8 min·US 6; NY 17M
Exit 123Toward US 6, NY 17M: Middletown, Port Jervis
49
Continue on NY 17M
1.5 mi·2 min·NY 17M
Use the straight / right lanes.
50
Turn left onto NY 17M
0.4 mi·34 sec·Fulton Street
Use the left lane.
51
Turn slight right onto Harding Street
92 ft·5 sec·Harding Street
52
Turn right onto Mill Street
0.2 mi·37 sec·Mill Street
53
Arrive at destination
Mill Street
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 54.5 miles from Islip, NY, or about 1h 16m into the drive.
The longest continuous stretch on this route runs about 27.1 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 24 miles or 33m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 54.5 miles or 1h 16m 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 1m
Traffic, exits, and arrival timing usually matter more near Middletown, 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 109 miles and 2h 27m.
Your first comfortable stop window is around 24 miles from Islip, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on NY 17 for about 27.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 54.5 mi from Islip, NY
· 1h 16m into the drive
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
Hamilton Grange National Memorial
National Memorial
Merchant’s clerk, Revolutionary War soldier, first Secretary Treasury of the United States: Alexander Hamilton’s life is memorialized at The Grange, the home he built on a country estate in uptown Man...
The final resting place of President Ulysses S. Grant and his wife, Julia, is the largest mausoleum in North America. It testifies to a people’s gratitude for the man who ended the bloodiest conflict...
Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...
9 mi from route
~21 min detour
Free
near mile 48.8
The African Burial Ground stands as the oldest and largest known excavated burial site in North America for both free and enslaved Africans. It offers a profound testament to the enduring legacy of Af...
10 mi from route
~25 min detour
Free
near mile 48.8
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
10 mi from route
~26 min detour
Free
near mile 48.8
Located at the southern tip of Manhattan, Castle Clinton marks the place where New York City began and reflects the growth of both the city and the nation. Built to defend the harbor during the War of...
11 mi from route
~27 min detour
Free
near mile 48.8
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$17.94 one way
$35.88 round trip
$4.18/gal25.4 MPG avg38 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$19.40
$38.80
premium
$4.92
$21.13
$42.25
diesel
$5.61
$24.07
$48.13
Estimated Tolls: $22.55
George Washington Bridge
$16.00
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
$18
Tolls
$23
Meals
$25–$50
Total
$65–$90
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 38.1 kg one way.
Prices: EIA weekly data, 2026-04-13.
EV Charging Along Route
39 DC fast chargers
· Coverage: excellent
Electric Vehicle Charge Point
New York, New York
Other
1 DCFC
ViaLynk Charging Station
Goshen, New York
ViaLynk
1 DCFC
Blink Charging Station
Middletown, New York
Blink
1 DCFC
ChargePoint Charging Station
Mahwah, New Jersey
ChargePoint
1 DCFC
ChargePoint Charging Station
Middletown, New York
ChargePoint
1 DCFC
Tesla Supercharger
Middletown, New York
Tesla
1 DCFC
EV Connect Charging Station
Central Valley, New York
EV Connect
1 DCFC
ChargePoint Charging Station
New York, New York
ChargePoint
1 DCFC
ChargePoint: 20
Other: 9
ViaLynk: 2
Blink: 2
Tesla: 2
EV Connect: 2
EVgo: 1
Tesla Destination: 1
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $11 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
32.7
0
$11.44
$5.23
Efficient EV
27.3
0
$9.54
$4.36
EV Truck/SUV
43.6
0
$15.26
$6.98
Gas CO2
38 kg
EV CO2
13 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 14, 2026
Origin
Islip, NY
Morning
in Islip on Friday
Local time
9:19 AM
EDT
Current temp
54°F
Mostly Cloudy then Areas Of Fog
W 5 to 8 mph11% chanceLive forecast
Destination
Middletown, NY
Morning
in Middletown on Friday
Local time
9:19 AM
EDT
Current temp
41°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
13 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
2h 27m on the road
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Islip, NY to Middletown, NY covers 109 miles and takes about 2h 27m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are NY 17, Southern State Parkway, NJ 17. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 54.5 miles from Islip, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $17.94 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This is a demanding drive. With 31 significant decision points across 109 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 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.
Between Islip, NY and Middletown, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Gsp South - among others.
Yes. Nearby national parks include Hamilton Grange National Memorial, General Grant National Memorial and Stonewall National Monument. There are 6 parks within detour distance of this route.
How this page is built
Compiled and maintained by the Trip.ovh planning team at COD Solutions Oy (Helsinki). Each route is built from authoritative open government and mapping datasets rather than crowdsourced reviews. Distances and geometry come from
OSRM
over
OpenStreetMap.
Fuel cost uses
EIA
weekly regional averages.
EV charging comes from the
NREL Alternative Fuels
dataset.
National park proximity is from the
NPS API.
Pages are published only after passing our data-quality checks; our
methodology page
documents refresh cadence, editorial standards, and known limitations.
