Islip to Pittsford is 355.6 miles and takes about 7h 34m via I 81 and New York State Thruway, with a fuel budget near $59 and enough daylight to finish in a day. This drive stays within New York, traversing the Northeast region from Long Island to western parts of the state. With a significant portion on major highways, it's a practical choice for getting between these two points efficiently. Expect a mix of driving conditions as you navigate different road types to reach your destination.
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
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
177.8 miles from Islip, NY
A natural place for your longest stop of the day
, about 3h 44m into the drive
.
Main Roads
Road
Distance
Duration
I 81
97.3 mi
1h 55m
Christopher Columbus Highway
68.2 mi
1h 20m
New York State Thruway
30.3 mi
34m
I 380
27.7 mi
30m
Southern State Parkway
24.7 mi
31m
Keystone Shortway
17.3 mi
24m
Clinton Street
10.5 mi
15m
East Lake Road
9.9 mi
14m
Longest stretch:
I 81
— 97.3 mi, about 1h 55m
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip, NY and Pittsford, 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 left at fork
0.4 mi·29 sec
Toward I 95 South, NJTP South: HackensackUse the slight left / slight right lanes.
35
Merge onto I 95; NJTP
2.0 mi·2 min·New Jersey Turnpike
Use the straight / slight right lanes.
36
Take the exit
0.8 mi·1 min
Exit 69Toward I 80 West: Paterson, HackensackUse the straight / slight right lanes.
37
Continue on I 80
68 mi·1 hr 20 min·Christopher Columbus Highway
Use the straight / slight right lanes.
38
Keep slight left at fork onto I 80
5.5 mi·8 min·Keystone Shortway
Use the straight / slight right lanes.
39
Keep slight left at fork onto I 80
12 mi·15 min·Keystone Shortway
40
Take the exit
0.7 mi·46 sec
Exit 293Toward I 380 North: Scranton
41
Continue on I 380
28 mi·30 min·I 380
Use the straight lane.
42
Merge onto I 81
58 mi·1 hr 9 min·I 81
Use the straight lane.
43
Keep slight right at fork onto I 81
1.8 mi·2 min·I 81
Toward I 81 North: Syracuse, Albany
44
Keep slight left at fork onto I 81
37 mi·43 min·I 81
Toward I 81 North: Syracuse
45
Take the exit
0.1 mi·21 sec
Exit 52Toward NY 13: Cortland
46
Turn right onto NY 13
39 ft·5 sec·Clinton Avenue
47
Turn left onto Locust Avenue
1.2 mi·2 min·Locust Avenue
48
Continue on Albany Street
0.6 mi·1 min·Albany Street
49
At end of road, turn right onto US 11; NY 41
0.4 mi·1 min·South Main Street
50
Turn left onto NY 41
10 mi·15 min·Clinton Street
51
Continue on NY 41
0.5 mi·49 sec·East Lake Road
52
Continue on NY 41
4.8 mi·7 min·State Route 41
53
Continue on NY 41
9.4 mi·13 min·East Lake Road
54
Continue on NY 41
0.5 mi·48 sec·East Lake Street
55
Turn left onto US 20
7.3 mi·13 min·East Genesee Street
56
Turn right onto US 20
0.2 mi·12 sec·North Fulton Street
57
Turn left onto US 20; NY 5
0.4 mi·1 min·Arterial West
58
Continue on US 20; NY 5; NY 38
9.8 mi·11 min·Chase Street
Use the left lane.
59
Continue on US 20; NY 5
1.9 mi·2 min·Auburn Road
60
Turn right onto NY 318
4.1 mi·7 min·NY 318
61
Continue on NY 318
319 ft·10 sec·NY 318
Use the right lane.
62
Turn right onto NY 414
0.3 mi·28 sec·State Route 414
Use the right lane.
63
Continue on NY 414
217 ft·11 sec·Ridge Road
Use the left lane.
64
Take the ramp
0.2 mi·23 sec
Use the left lane.
65
Keep slight left at fork
0.6 mi·1 min
Toward I 90 West: BuffaloUse the straight / right lanes.
66
Merge onto I 90
30 mi·34 min·New York State Thruway
67
Take the exit
0.4 mi·51 sec
Exit 45Toward I 490: RochesterUse the slight right lane.
68
Continue on I 490
5.4 mi·6 min·Eastern Expressway
69
Take the exit
0.2 mi·27 sec
Exit 26Toward NY 31: Palmyra, PittsfordUse the right lane.
70
Keep slight right at fork
170 ft·4 sec
Toward NY 31 West: PittsfordUse the slight left / slight right lanes.
71
Merge onto NY 31
1.4 mi·2 min·Palmyra Road
72
Continue on NY 31
0.4 mi·1 min·State Street
73
Turn left
43 ft·3 sec
74
Arrive at destination
Trip Plan
Given the 7h 34m estimated drive time, this trip is achievable in a single day, but starting early will give you more flexibility. Plan for your two recommended stops to break up the journey and refuel, as the longest stretch without a major change is over 97 miles. The fuel cost is estimated at $59, so keep that in mind for your budget. Pay attention to the 'turn-heavy local drive' profile; it suggests that navigation will be key, especially in the latter half of the trip as you transition off major highways.
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 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 177.8 miles from Islip, NY, or about 3h 44m into the drive.
The longest continuous stretch on this route runs about 97.3 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 78 miles or 1h 44m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 177.8 miles or 3h 44m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 6h 16m
Traffic, exits, and arrival timing usually matter more near Pittsford, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from Islip, NY
This is one driving day of about 355.6 miles and 7h 34m.
Your first comfortable stop window is around 78 miles from Islip, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 81 for about 97.3 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 47
5 decision points cluster between mile 3.6 and 50.3 — 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
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
8
50.3 mi into trip|~1h 11m in
Keep slight left at fork toward I 95 South, NJTP South: Hackensack
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Toward I 95 South, NJTP South: Hackensack
Fuel & Cost
Regular Gas
$58.53 one way
$117.07 round trip
$4.18/gal25.4 MPG avg124 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$63.29
$126.59
premium
$4.92
$68.92
$137.84
diesel
$5.61
$78.51
$157.02
Estimated Tolls: $24.35
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
New York State Thruway
(30.3 mi)$1.52
New Jersey Turnpike
(2 mi)$0.28
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
$59
Tolls
$24
Meals
$25–$50
Total
$108–$133
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 124.4 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $37 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
106.7
1
$37.34
$17.07
Efficient EV
88.9
1
$31.12
$14.22
EV Truck/SUV
142.2
1
$49.78
$22.76
Gas CO2
124 kg
EV CO2
42 kg (66% 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
Islip, NY
Morning
in Islip on Tuesday
Local time
7:30 AM
EDT
Current temp
44°F
Unavailable
Live forecast
Destination
Pittsford, NY
Morning
in Pittsford on Tuesday
Local time
7:30 AM
EDT
Current temp
47°F
Unavailable
Live forecast
63°F
Ramapo, NY
178 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
7h 34m 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.
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...
Women’s Rights National Historical Park tells the story of the first Women’s Rights Convention, held in Seneca Falls, New York on July 19-20, 1848. It is a story of struggles for civil rights, human r...
5 mi from route
~12 min detour
Free
near mile 318.9
Harriet Tubman was guided by a deep faith and devotion to family, freedom, and community. After emancipating herself and members of her family, she moved them from Ontario, Canada to Fleming and Aubur...
6 mi from route
~15 min detour
Free
near mile 306.6
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 49.1
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 49.1
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route offers a turn-heavy local drive, with 51% of it on highways like I 81 and the Christopher Columbus Highway. While there's a substantial highway component, be prepared for a more varied experience than a pure interstate journey. The longest uninterrupted stretch you'll encounter is 97.3 miles on I 81, providing a good opportunity for consistent progress. As you travel, the road character will shift, incorporating more local roads and turns, especially as you approach your destination in Pittsford.
Only 51% highway — the rest is turn-by-turn surface driving.
74 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 97.3 mi on I 81.
How Hard Is This Drive?
10/10
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 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 47 significant decision points across 355.6 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 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 Pittsford, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Hackensack - among others.
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
Doable as a same-day drive at 7h 34m. Total distance: 355.6 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 34m drive, plan rest stops for pacing.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 97.3 miles on I 81. The full list of main roads is in the Roads section above.
Expect about $24.35 in tolls one way, starting with George Washington 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 Pittsford, 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 2 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.
Yes — Hamilton Grange National Memorial, General Grant National Memorial and Women's Rights National Historical Park (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 7.6 hours each way, a round trip means 15.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Pittsford, NY before the return drive.
