The drive from Middletown, NY to Islip, NY covers 108.9 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 Southern State Parkway, NY 17, NJ 17 for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 24.7 miles on Southern State Parkway.
At current regular gas prices, budget about $17.93 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 Middletown, NY
A natural place for your longest stop of the day
, about 1h 10m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 2h 27m. Total distance: 108.9 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 (75%). Some complex stretches to watch for.
Drive Character
This is a 2h 27m highway drive covering 108.9 miles, with most of the trip on Southern State Parkway and NY 17. The longest continuous stretch is about 24.7 miles on Southern State Parkway.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 48 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Southern State Parkway is the longest continuous segment at about 24.7 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on Southern State Parkway and NY 17. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 20.5 miles in.
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 29 significant decision points across 108.9 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 20.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 35.7 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 37.1 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 29 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
8
20.5 mi into trip|~26m in
Keep slight left at fork toward I 87, NYST: Albany, New York City
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward I 87, NYST: Albany, New York City
9
35.7 mi into trip|~44m in|NY 17
Keep slight right at fork onto NY 17 toward I 287 South, NJ 17 South: New Jersey
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 15
Toward I 287 South, NJ 17 South: New Jersey
8
37.1 mi into trip|~46m in|NJ 17
Keep slight left at fork onto NJ 17 toward NJ 17 South: Mahwah
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / straight lanes.
Exit 66
Toward NJ 17 South: Mahwah
8
66.2 mi into trip|~1h 26m in|I 295 / Cross Bronx Expressway
Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight left lanes.
Exit 6B
Toward I 295 South: Throgs Neck Bridge
9
104.3 mi into trip|~2h 18m 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 Middletown, NY and Islip, NY, road signs point toward Nyst: Albany, New York City, Gsp South: Paterson, Fort Lee, New York and Cross Island Parkway South - among others.
Nyst: Albany
20.5 mi in|~26m
New York City
20.5 mi in|~26m
Gsp South: Paterson
51.2 mi in|~1h 4m
Fort Lee
51.2 mi in|~1h 4m
New York
51.2 mi in|~1h 4m
Cross Island Parkway South
77.6 mi in|~1h 42m
Southern State Parkway East
79.1 mi in|~1h 45m
Eastern Long Island
79.1 mi in|~1h 45m
Main Roads
Road
Distance
Duration
Southern State Parkway
24.7 mi
31m
NY 17
18.5 mi
21m
NJ 17
14.1 mi
18m
New York State Thruway
13.7 mi
15m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
Clearview Expressway
5 mi
5m
Throgs Neck Bridge
2 mi
3m
Longest stretch:
Southern State Parkway
— 24.7 mi, about 31m
Turn-by-Turn Driving Directions
Step-by-step road directions between Middletown, NY and Islip, NY.
1
Start on Mill Street
81 ft·8 sec·Mill Street
2
Turn left onto West Main Street
0.1 mi·17 sec·West Main Street
3
Turn right onto Highland Avenue
0.1 mi·22 sec·Highland Avenue
4
Turn slight right onto NY 17M; NY 211
1.0 mi·1 min·Wickham Avenue
5
Continue on NY 211
1.3 mi·2 min·Route 211 East
Use the straight / right lanes.
6
Take the ramp
428 ft·11 sec
Toward NY 17 East: Goshen, New York CityUse the right lane.
7
Continue on this road
0.3 mi·33 sec·this road
Exit 121WToward I 84 West: ScrantonUse the right lane.
8
Merge onto NY 17
18 mi·20 min·NY 17
Use the straight / slight right lanes.
9
Keep slight left at fork
0.7 mi·59 sec
Toward I 87, NYST: Albany, New York CityUse the slight right lane.
10
Keep slight right at fork
0.9 mi·1 min
Toward I 87 Toll South: New York CityUse the slight right lane.
11
Merge onto I 87
14 mi·15 min·New York State Thruway
Use the straight / slight right lanes.
12
Keep slight right at fork onto NY 17
0.9 mi·59 sec·NY 17
Exit 15Toward I 287 South, NJ 17 South: New JerseyUse the slight right lane.
13
Continue on I 287; NJ 17
0.5 mi·39 sec·I 287; NJ 17
14
Keep slight left at fork onto NJ 17
14 mi·18 min·NJ 17
Exit 66Toward NJ 17 South: MahwahUse the slight left / straight lanes.
15
Take the exit
0.1 mi·19 sec
Toward NJ 4, GSP South: Paterson, Fort Lee, New York
16
Keep slight left at fork
0.5 mi·1 min
Toward NJ 4 East: Fort Lee, New York
17
Merge onto NJ 4
0.3 mi·24 sec·NJ 4
Use the right lane.
18
Continue on NJ 4
6.4 mi·8 min·NJ 4
Use the straight / slight right lanes.
19
Take the exit
0.2 mi·18 sec
Toward I 95 North: George Washington BridgeUse the straight / slight left lanes.
20
Merge onto I 95 EXPR
0.7 mi·54 sec·I 95 EXPR
Use the straight / slight right lanes.
21
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
22
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
23
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
24
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
25
Keep slight right at fork onto I 295
2.0 mi·2 min·Cross Bronx Expressway
Exit 6BToward I 295 South: Throgs Neck BridgeUse the straight / slight left lanes.
26
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
27
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
28
Continue on I 295
5.0 mi·5 min·Clearview Expressway
Use the straight / slight right lanes.
29
Continue on NY 24
0.7 mi·1 min·Hollis Court Boulevard
Use the straight lane.
30
At end of road, turn left onto NY 24
0.2 mi·35 sec·Jamaica Avenue
Use the left lane.
31
Turn right onto Hempstead Avenue
0.9 mi·2 min·Hempstead Avenue
32
Turn right onto 225th Street
228 ft·9 sec·225th Street
Use the right lane.
33
Take the ramp
0.2 mi·28 sec
Toward Cross Island Parkway South, Verrazano Bridge
34
Merge onto CI
1.3 mi·1 min·Cross Island Parkway
Use the straight / slight right lanes.
35
Take the exit
0.5 mi·1 min
Exit 25AToward Southern State Parkway East, Eastern Long IslandUse the slight left / straight lanes.
36
Merge onto SO
25 mi·31 min·Southern State Parkway
Use the straight / slight right lanes.
37
Keep slight left at fork onto SO
0.2 mi·16 sec·Southern State Parkway
Use the straight / slight right lanes.
38
Take the exit
0.2 mi·31 sec
Exit 41SToward Bay Shore Road South, Bay ShoreUse the slight right lane.
39
Turn straight onto CR 57
0.5 mi·1 min·Bay Shore Road
40
Continue on CR 57
0.3 mi·43 sec·Howells Road
41
Turn straight onto CR 57
341 ft·6 sec·Sunrise Highway
42
Keep slight right at fork onto CR 57
0.6 mi·1 min·Howells Road
Toward Howells Road SouthUse the right lane.
43
Continue on CR 57
0.2 mi·24 sec·Roosevelt Street
44
Continue on CR 57
0.7 mi·1 min·3rd Avenue
45
At end of road, turn left onto NY 27A
1.1 mi·1 min·East Main Street
46
Continue on Montauk Highway
0.2 mi·17 sec·Montauk Highway
47
Continue on NY 27A
0.8 mi·1 min·Main Street
48
Arrive at destination
NY 27A
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 Middletown, NY, or about 1h 10m into the drive.
The longest continuous stretch on this route runs about 24.7 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 24 miles or 31m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 54.5 miles or 1h 10m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 59m
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 Middletown, 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 Middletown, NY
This is one driving day of about 108.9 miles and 2h 27m.
Your first comfortable stop window is around 24 miles from Middletown, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Southern State Parkway for about 24.7 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 54.5 mi from Middletown, NY
· 1h 10m 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 60.1
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 60.1
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 60.1
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 60.1
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
$11.43
$5.23
Efficient EV
27.2
0
$9.53
$4.36
EV Truck/SUV
43.6
0
$15.25
$6.97
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 13, 2026
Origin
Middletown, NY
Morning
in Middletown on Friday
Local time
8:03 AM
EDT
Current temp
41°F
Unavailable
Live forecast
Destination
Islip, NY
Morning
in Islip on Friday
Local time
8:03 AM
EDT
Current temp
63°F
Slight Chance Rain Showers
SW 15 mph16% chanceLive 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
22 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
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 Middletown, NY to Islip, NY covers 108.9 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 Southern State Parkway, NY 17, 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 Middletown, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $17.93 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 29 significant decision points across 108.9 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 20.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 35.7 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 37.1 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Between Middletown, NY and Islip, NY, road signs point toward Nyst: Albany, New York City, Gsp South: Paterson, Fort Lee, New York and Cross Island Parkway 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.
