This 299.6-mile drive from Sherrill, NY, to Islip, NY, is estimated to take about 6 hours and 9 minutes, making it a manageable one-day trip. You'll primarily navigate the New York State Thruway and the Southern State Parkway, with a brief stint on NJ 17. With an estimated fuel cost of $49, it's an economically feasible journey. The route is characterized by a turn-heavy local drive feel, so be prepared for frequent adjustments. This trip is firmly within the Northeast region, connecting two points within New York State.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
149.8 miles from Sherrill, NY
A natural place for your longest stop of the day
, about 2h 58m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 9m. Total distance: 299.6 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 9m drive, plan rest stops for pacing.
Scenic Drive
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a drive that leans towards local road navigation, indicated by its 'turn-heavy local drive' profile. While 21% of the journey is on highways, the majority will involve more frequent turns and varying road conditions. The longest uninterrupted stretch you'll encounter is 221.7 miles on the New York State Thruway, offering a period of more consistent travel before transitioning to other road types. This suggests a progression from potentially faster highway speeds to more intricate local routes as you approach your destination.
This route has more turning and local-road decision points than a simple highway run.
There are about 47 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
New York State Thruway is the longest continuous segment at about 221.7 miles.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 108.2 miles in near New York State Thruway.
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 28 significant decision points across 299.6 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 108.2 miles (New York State Thruway): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 226.4 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 227.8 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 28 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
8
108.2 mi into trip|~2h 10m in|New York State Thruway
Keep slight right at fork onto New York State Thruway toward I 87 South: New York, Boston
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward I 87 South: New York, Boston
9
226.4 mi into trip|~4h 27m 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
227.8 mi into trip|~4h 28m 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
256.8 mi into trip|~5h 8m 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
295 mi into trip|~6h 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 Sherrill, NY and Islip, NY, road signs point toward Boston, Gsp South: Paterson, Fort Lee, New York, Cross Island Parkway South and Southern State Parkway East - among others.
Boston
108.2 mi in|~2h 10m|via New York State Thruway
Gsp South: Paterson
241.9 mi in|~4h 47m
Fort Lee
241.9 mi in|~4h 47m
New York
241.9 mi in|~4h 47m
Cross Island Parkway South
268.3 mi in|~5h 25m
Southern State Parkway East
269.8 mi in|~5h 27m
Eastern Long Island
269.8 mi in|~5h 27m
Main Roads
Road
Distance
Duration
New York State Thruway
221.7 mi
4h 15m
Southern State Parkway
24.7 mi
31m
NJ 17
14.1 mi
18m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
Clearview Expressway
5 mi
5m
Throgs Neck Bridge
2 mi
3m
I 95 EXPR
1.5 mi
2m
Longest stretch:
New York State Thruway
— 221.7 mi, about 4h 15m
Turn-by-Turn Driving Directions
Step-by-step road directions between Sherrill, NY and Islip, NY.
1
Start on Sherrill Road
0.2 mi·31 sec·Sherrill Road
2
Continue on East Seneca Street
0.4 mi·1 min·East Seneca Street
3
Turn left onto CR 48A
1.1 mi·2 min·Williams Street
4
Continue on CR 48A
0.7 mi·1 min·Beacon Light Road
5
Turn left onto CR 48A
0.9 mi·2 min·Patrick Road
6
Turn right onto NY 365
0.3 mi·29 sec·NY 365
7
Take the ramp
0.5 mi·1 min
Toward I 90
8
Keep slight right at fork
0.4 mi·53 sec
Toward I 90 East
9
Merge onto I 90
104 mi·1 hr 59 min·New York State Thruway
10
Keep slight right at fork onto New York State Thruway
118 mi·2 hr 16 min·New York State Thruway
Toward I 87 South: New York, BostonUse the slight right lane.
11
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.
12
Continue on I 287; NJ 17
0.5 mi·39 sec·I 287; NJ 17
13
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.
14
Take the exit
0.1 mi·19 sec
Toward NJ 4, GSP South: Paterson, Fort Lee, New York
15
Keep slight left at fork
0.5 mi·1 min
Toward NJ 4 East: Fort Lee, New York
16
Merge onto NJ 4
0.3 mi·24 sec·NJ 4
Use the right lane.
17
Continue on NJ 4
6.4 mi·8 min·NJ 4
Use the straight / slight right lanes.
18
Take the exit
0.2 mi·18 sec
Toward I 95 North: George Washington BridgeUse the straight / slight left lanes.
19
Merge onto I 95 EXPR
0.7 mi·54 sec·I 95 EXPR
Use the straight / slight right lanes.
20
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
21
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
22
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
23
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
24
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.
25
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
26
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
27
Continue on I 295
5.0 mi·5 min·Clearview Expressway
Use the straight / slight right lanes.
28
Continue on NY 24
0.7 mi·1 min·Hollis Court Boulevard
Use the straight lane.
29
At end of road, turn left onto NY 24
0.2 mi·35 sec·Jamaica Avenue
Use the left lane.
30
Turn right onto Hempstead Avenue
0.9 mi·2 min·Hempstead Avenue
31
Turn right onto 225th Street
228 ft·9 sec·225th Street
Use the right lane.
32
Take the ramp
0.2 mi·28 sec
Toward Cross Island Parkway South, Verrazano Bridge
33
Merge onto CI
1.3 mi·1 min·Cross Island Parkway
Use the straight / slight right lanes.
34
Take the exit
0.5 mi·1 min
Exit 25AToward Southern State Parkway East, Eastern Long IslandUse the slight left / straight lanes.
35
Merge onto SO
25 mi·31 min·Southern State Parkway
Use the straight / slight right lanes.
36
Keep slight left at fork onto SO
0.2 mi·16 sec·Southern State Parkway
Use the straight / slight right lanes.
37
Take the exit
0.2 mi·31 sec
Exit 41SToward Bay Shore Road South, Bay ShoreUse the slight right lane.
38
Turn straight onto CR 57
0.5 mi·1 min·Bay Shore Road
39
Continue on CR 57
0.3 mi·43 sec·Howells Road
40
Turn straight onto CR 57
341 ft·6 sec·Sunrise Highway
41
Keep slight right at fork onto CR 57
0.6 mi·1 min·Howells Road
Toward Howells Road SouthUse the right lane.
42
Continue on CR 57
0.2 mi·24 sec·Roosevelt Street
43
Continue on CR 57
0.7 mi·1 min·3rd Avenue
44
At end of road, turn left onto NY 27A
1.1 mi·1 min·East Main Street
45
Continue on Montauk Highway
0.2 mi·17 sec·Montauk Highway
46
Continue on NY 27A
0.8 mi·1 min·Main Street
47
Arrive at destination
NY 27A
Trip Plan
Given the 6-hour duration, starting your drive from Sherrill, NY, early in the morning is advisable to maximize daylight and minimize potential traffic. The route features one recommended stop, but you might want to plan for additional brief breaks, especially during the 221.7-mile stretch on the New York State Thruway. Keep an eye on your fuel levels, as the estimated cost is $49. A practical tip for this drive: be extra mindful of the transition from the New York State Thruway to the Southern State Parkway, as this is where the 'turn-heavy local drive' character becomes more pronounced and requires heightened attention.
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 149.8 miles from Sherrill, NY, or about 2h 58m into the drive.
The longest continuous stretch on this route runs about 221.7 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 66 miles or 1h 21m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 149.8 miles or 2h 58m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 53m
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 Sherrill, 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 Sherrill, NY
This is one driving day of about 299.6 miles and 6h 9m.
Your first comfortable stop window is around 66 miles from Sherrill, 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 New York State Thruway for about 221.7 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 149.8 mi from Sherrill, NY
· 2h 58m into the drive
The midpoint is around 149.8 miles from Sherrill, NY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel check
Top up before New York State Thruway if your tank is already low. That segment runs about 221.7 miles.
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.
After long uninterrupted mileage, take five minutes before the last urban segment to reset and refocus on exits, merges, and city traffic.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
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...
4 mi from route
~11 min detour
Free
near mile 256.5
For centuries, the Oneida Carrying Place, a six-mile portage connecting the Mohawk River and Wood Creek, served as a vital link for those traveling by water from the ocean to the Great Lakes. When Eur...
5 mi from route
~13 min detour
Free
near mile 10.7
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...
5 mi from route
~12 min detour
Free
near mile 256.5
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...
10 mi from route
~25 min detour
Free
near mile 256.5
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...
11 mi from route
~29 min detour
Free
near mile 256.5
Immerse yourself in an enchanting collage of coastal life and history. Rhythmic waves, high dunes, ancient maritime forests, historic landmarks and glimpses of wildlife, Fire Island has been a special...
11 mi from route
~28 min detour
Free
near mile 310
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$49.32 one way
$98.63 round trip
$4.18/gal25.4 MPG avg105 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$53.33
$106.65
premium
$4.92
$58.07
$116.14
diesel
$5.61
$66.15
$132.30
Estimated Tolls: $33.64
George Washington Bridge
$16.00
New York State Thruway
(221.7 mi)$11.09
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
$49
Tolls
$34
Meals
$25–$50
Total
$108–$133
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 104.8 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $31 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
89.9
1
$31.46
$14.38
Efficient EV
74.9
0
$26.22
$11.98
EV Truck/SUV
119.8
1
$41.94
$19.17
Gas CO2
105 kg
EV CO2
35 kg (67% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
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
Sherrill, NY
Night
in Sherrill on Thursday
Local time
11:45 PM
EDT
Current temp
41°F
Unavailable
Live forecast
Destination
Islip, NY
Night
in Islip on Thursday
Local time
11:45 PM
EDT
Current temp
44°F
Unavailable
Live forecast
57°F
Ramapo, NY
150 mi in
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
3 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
6h 9m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Sherrill, NY to Islip, NY covers 299.6 miles and takes about 6h 9m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are New York State Thruway, Southern State Parkway, NJ 17. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 149.8 miles from Sherrill, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $49.32 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a demanding drive. With 28 significant decision points across 299.6 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 108.2 miles (New York State Thruway): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 226.4 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 227.8 miles (NJ 17): Highway fork - watch signs carefully. Lane positioning matters here.
Between Sherrill, NY and Islip, NY, road signs point toward Boston, Gsp South: Paterson, Fort Lee, New York, Cross Island Parkway South and Southern State Parkway East - among others.
Yes. Nearby national parks include Hamilton Grange National Memorial, Fort Stanwix National Monument and General Grant National Memorial. There are 6 parks within detour distance of this route.
