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Trip from Islip, NY to Oswego, NY

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

Drive Time

6h 55m

Distance

334 mi

538 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$55

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 35 min
4 AM
6h 44m ★
6 AM
6h 56m
8 AM
7h 19m
10 AM
7h 4m
12 PM
7h 1m
3 PM
7h 5m
5 PM
7h 18m
8 PM
6h 49m

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

city in and county seat of Oswego County, New York, United States

Oswego, NY

Wikimedia Commons

Trip Overview

This 334-mile drive from Islip, NY to Oswego, NY will take approximately 6 hours and 55 minutes, making it a feasible, though long, day trip. With a highway share of 67%, this route is primarily focused on efficient travel. The estimated fuel cost is around $55, and you can expect to encounter one main stop along the way. Given its length and highway-focused nature, you'll spend most of your time covering ground. This trip stays within the Northeast region, traversing 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

167 miles from Islip, NY

A natural place for your longest stop of the day , about 3h 31m into the drive .

Main Roads

Road Distance Duration
I 81 129.5 mi 2h 33m
Christopher Columbus Highway 68.2 mi 1h 20m
I 380 27.7 mi 30m
Southern State Parkway 24.7 mi 31m
Keystone Shortway 17.3 mi 24m
Oswego Road 8.7 mi 12m
I 690 8.6 mi 10m
State Route 48 7.7 mi 11m
Longest stretch: I 81 — 129.5 mi, about 2h 33m

Turn-by-Turn Driving Directions

Step-by-step road directions between Islip, NY and Oswego, 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 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: Hackensack Use the straight / slight right lanes.
34

Keep slight left at fork

0.4 mi · 29 sec
Toward I 95 South, NJTP South: Hackensack Use 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 69 Toward I 80 West: Paterson, Hackensack Use 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 293 Toward 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

66 mi · 1 hr 17 min · I 81
Toward I 81 North: Syracuse Use the straight / slight right lanes.
45

Keep slight left at fork onto I 81

0.2 mi · 17 sec · I 81
Toward Syracuse Use the straight lane.
46

Continue on I-81

0.4 mi · 26 sec · I-81
47

Continue on I 81

2.9 mi · 4 min · I 81
Use the straight lane.
48

Take the exit

0.2 mi · 23 sec
Toward I 690 West: Fairgrounds, Baldwinsville Use the slight right lane.
49

Merge onto I 690

8.6 mi · 10 min · I 690
Toward Fairgrounds, Baldwinsville Use the straight / slight right lanes.
50

Continue on NY 690

7.0 mi · 7 min · NY 690
51

Continue on NY 48

8.7 mi · 12 min · Oswego Road
52

Continue on NY 48

2.4 mi · 3 min · West 1st Street South
53

Continue on NY 48

7.7 mi · 11 min · State Route 48
54

Continue on NY 48

1.2 mi · 1 min · West River Road
55

Continue on NY 48

1.0 mi · 1 min · West 1st Street
56

Turn right onto Water Street

18 ft · 0 sec · Water Street
57

Arrive at destination

Water Street

Trip Plan

To make the most of this 6-hour, 55-minute drive, consider an early morning departure from Islip to avoid potential traffic. With only one recommended stop and a significant longest stretch of 129.5 miles on I 81, plan your breaks strategically to stay comfortable. The $55 fuel cost is a good estimate, but it's always wise to have a little extra. Keep an eye on your fuel gauge, especially before entering longer highway segments where services might be less frequent.

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 167 miles from Islip, NY, or about 3h 31m into the drive.
The longest continuous stretch on this route runs about 129.5 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 73 miles or 1h 38m in

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

Halfway reset

Around 167 miles or 3h 31m in

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

Final approach

Final hour starts around 5h 38m

Traffic, exits, and arrival timing usually matter more near Oswego, 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 334 miles and 6h 55m.

Your first comfortable stop window is around 73 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 I 81 for about 129.5 miles.

Where to Stop

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

town in Rockland County, New York, United States

Mid-route town

Meal stop

Ramapo, NY

167 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

Ramapo, NY

Fuel and coffee

A short stop after about 73 miles helps settle the day before fatigue starts building.

Endicott, NY

Meal break

The midpoint is around 167 miles from Islip, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 81 if your tank is already low. That segment runs about 129.5 miles.

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

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop · early in the drive

Lumis Restaurant

4.6 ★ ★ ★ ★ ★

Fairfield, New Jersey

Early in the drive, short detour

Early stretch · 1h 29m in 2.4 mi from route ~6 min detour $50 to $10

Hours: 12–9:30 pm

+19739442049

Visit website

Best coffee break · first break window

Duaa’s Cafe

4.8 ★ ★ ★ ★ ★

New York, New York

Near the start, right off the route

First break · 59min in 0.8 mi from route ~2 min detour $10 to $20

+19172614093

Lumis Restaurant

4.6 ★ ★ ★ ★ ★

Early in the drive, short detour

Early stretch 2.4 mi from route ~6 min detour $50 to $10

Fairfield, New Jersey

Hours: 12–9:30 pm

+19739442049

Visit website

Bosphorus Restaurant

4.6 ★ ★ ★ ★ ★

Early in the drive, short detour

Early stretch 3.1 mi from route ~8 min detour $20 to $30

Lake Hiawatha, New Jersey

Hours: 10:30 am–9 pm

+19733359690

Visit website

Park Cafe

4.8 ★ ★ ★ ★ ★

Near the start, ~9 min detour

First break 3.6 mi from route ~9 min detour $1 to $10

New York, New York

Hours: 8 am–6 pm

+15167490697

Effy's Cafe

4.4 ★ ★ ★ ★ ☆

Near the start, ~10 min detour

First break 4.2 mi from route ~10 min detour $10 to $20

New York, New York

Hours: 8 am–9 pm

+12122806200

Visit website

Fasil Mediterranean Restaurant

4.5 ★ ★ ★ ★ ★

Early in the drive, ~11 min detour

Early stretch 4.5 mi from route ~11 min detour $20 to $30

Boonton, New Jersey

Hours: 11 am–10 pm

+19739173334

Visit website

Paola's

4.5 ★ ★ ★ ★ ★

Near the start, ~11 min detour

First break 4.5 mi from route ~11 min detour $50 to $10

New York, New York

Hours: 11 am–3 pm

+12127941890

Visit website

Crabtree's Restaurant

4.6 ★ ★ ★ ★ ★

Near the start, ~12 min detour

First break 4.8 mi from route ~12 min detour Moderately

Floral Park, New York

Hours: 12–10 pm

+15163267769

Visit website

Duaa’s Cafe

4.8 ★ ★ ★ ★ ★

Near the start, right off the route

First break 0.8 mi from route ~2 min detour $10 to $20

New York, New York

+19172614093

Cafe Amrita

4.1 ★ ★ ★ ★ ☆

Near the start, ~9 min detour

First break 3.4 mi from route ~9 min detour $10 to $20

New York, New York

Hours: 8 am–11 pm

+12122220683

Visit website

Lily and Liam

4.4 ★ ★ ★ ★ ☆

Near the start, ~10 min detour

First break 3.8 mi from route ~10 min detour

Englewood, New Jersey

Hours: Closed

+12015675111

Visit website

Tesla Supercharger

3.6 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Halfway reset 1.5 mi from route ~4 min detour

Mt Pocono, Pennsylvania

Hours: Open 24 hours

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.3 mi from route ~6 min detour

Scranton, Pennsylvania

Hours: Open 24 hours

+18887584389

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.4 mi from route ~6 min detour

Scranton, Pennsylvania

Hours: Open 24 hours

+18887584389

Visit website

IONNA Charging Station

4.2 ★ ★ ★ ★ ☆

Around the midpoint, ~9 min detour

Halfway reset 3.5 mi from route ~9 min detour

Scranton, Pennsylvania

Hours: Open 24 hours

+18334662474

Visit website

ChargePoint Charging Station

4.0 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Halfway reset 3.1 mi from route ~8 min detour

Scranton, Pennsylvania

Hours: 12–8 am

+18887584389

Visit website

Electrify America Charging Station

3.0 ★ ★ ★ ☆ ☆

Around the midpoint, short detour

Halfway reset 3.3 mi from route ~8 min detour

Scranton, Pennsylvania

Hours: Open 24 hours

+18336322778

Visit website

Electric Vehicle Charge Point

5.0 ★ ★ ★ ★ ★

Near the start, ~10 min detour

First break 4.1 mi from route ~10 min detour

New York, New York

Blink Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, ~10 min detour

Halfway reset 4.2 mi from route ~10 min detour

Scranton, Pennsylvania

Hours: Open 24 hours

+18889982546

Visit website

Children's Museum of Oswego (CMOO)

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.1 mi from route

Oswego, New York

Hours: 9 am–4 pm

+13152166387

Visit website

J. Hood Wright Park

4.6 ★ ★ ★ ★ ★

Near the start, right off the route

First break 0.4 mi from route ~1 min detour

New York, NY

Hours: 6 am–1 pm

+12126399675

Visit website

Bennett Park

4.5 ★ ★ ★ ★ ★

Near the start, right off the route

First break 0.5 mi from route ~1 min detour

New York, NY

Hours: 6 am–1 pm

+12126399675

Visit website

Roberto Clemente State Park

4.5 ★ ★ ★ ★ ★

Near the start, right off the route

First break 0.8 mi from route ~2 min detour

Bronx, New York

Hours: 8:30 am–8:30 pm

+17182998750

Visit website

H. Lee White Maritime Museum

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.7 mi from route ~2 min detour

Oswego, New York

Hours: 1–5 pm

+13153420480

Visit website

Fort Tryon Park

4.7 ★ ★ ★ ★ ★

Near the start, short detour

First break 1.1 mi from route ~3 min detour

New York, New York

Hours: 6 am–1 pm

+12127951388

Visit website

Fort Tryon

4.8 ★ ★ ★ ★ ★

Near the start, short detour

First break 1 mi from route ~3 min detour

New York, New York

Hours: 6 am–1 pm

Visit website

Yankee Stadium

4.7 ★ ★ ★ ★ ★

Near the start, short detour

First break 1.3 mi from route ~3 min detour

Bronx, New York

+12129265337

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 33

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

$54.98 one way

$109.96 round trip

$4.18/gal 25.4 MPG avg 117 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $59.45 $118.90
premium $4.92 $64.74 $129.47
diesel $5.61 $73.74 $147.49

Estimated Tolls: $22.83

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
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

$55

Tolls

$23

Meals

$25–$50

Total

$103–$128

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

Estimated CO2 emission: 116.9 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $35 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 100.2 1 $35.07 $16.03
Efficient EV 83.5 0 $29.22 $13.36
EV Truck/SUV 133.6 1 $46.76 $21.38

Gas CO2

117 kg

EV CO2

39 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 16, 2026

Origin

Islip, NY

Late night in Islip on Tuesday

Local time

4:50 AM

EDT

Current temp

78°F

Mostly Sunny

SW 7 to 10 mph 3% chance Live forecast

Flood Warning

Flood Warning issued April 15 at 11:57PM EDT by NWS Binghamton NY

Destination

Oswego, NY

Late night in Oswego on Tuesday

Local time

4:50 AM

EDT

Current temp

43°F

Unavailable

Live forecast

63°F

Ramapo, NY

167 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

35 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

6h 55m 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

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...

3 mi from route ~8 min detour Free near mile 46.1
View on nps.gov
General Grant National Memorial

General Grant National Memorial

National Memorial

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...

4 mi from route ~10 min detour Free near mile 46.1
View on nps.gov
Stonewall National Monument

Stonewall National Monument

National Monument

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 ~23 min detour Free near mile 46.1
View on nps.gov
African Burial Ground National Monument

African Burial Ground National Monument

National Monument

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 ~26 min detour Free near mile 46.1
View on nps.gov
Castle Clinton National Monument

Castle Clinton National Monument

National Monument

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 ~29 min detour Free near mile 46.1
View on nps.gov
Federal Hall National Memorial

Federal Hall National Memorial

National Memorial

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...

11 mi from route ~28 min detour Free near mile 46.1
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

What kind of drive is this?

Expect a highway-focused drive for much of this journey, with 67% of the route utilizing major interstates. You'll experience a substantial uninterrupted stretch of 129.5 miles on I 81, which will be the longest continuous segment of your trip. The drive progresses through a mix of these faster-paced highway sections, including Christopher Columbus Highway and I 380, before reaching your destination. It's designed for covering distance efficiently rather than for leisurely sightseeing.

67% highway — fuel and pacing are the main things to plan.
57 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 129.5 mi on I 81.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on I 81 and Christopher Columbus Highway. 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 33 significant decision points across 334 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 Oswego, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Hackensack - 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

Hackensack

52.6 mi in | ~1h 14m

Albany

225.4 mi in | ~4h 41m | via I 81

Syracuse

293.7 mi in | ~6h | via I 81

Baldwinsville

297.2 mi in | ~6h 5m

Fairgrounds

297.4 mi in | ~6h 6m | via I 690

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 Oswego, NY

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Founded 1796

Oswego (population 17,000 in 2020) is a small city in Central New York on the southeastern shore of Lake Ontario at the mouth of the Oswego River.

Top landmarks

  • Fort Ontario — state historic site of New York, United States
  • Nash — World War II U.S. Army Large Tug (LT) class seagoing tugboat
  • Safe Haven Museum and Education Center — in Oswego, New York

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 6h 55m. Total distance: 334 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

6h 55m drive, plan rest stops for pacing.

Frequently Asked Questions

The longest stretch is about 129.5 miles on I 81. The full list of main roads is in the Roads section above.

Expect about $22.83 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 Oswego, 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.

Yes — Hamilton Grange National Memorial, General Grant National Memorial and Stonewall National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 6.9 hours each way, a round trip means 13.9 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Oswego, NY before the return drive.

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, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.

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

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