Traveling from Islip to Milford covers 222.3 miles and typically takes about 5 hours and 5 minutes. This highway-focused journey relies on major arteries like the Southern State Parkway, NJ 17, and NY 17 to navigate the Northeast corridor. You can comfortably tackle this trip in a single day, making it an efficient option if you are looking to get from Long Island to the Milford area without an overnight stay. With an estimated fuel cost of $36, it is a relatively budget-friendly route for a weekend getaway or a quick change of scenery. Because the drive is straightforward, you have plenty of flexibility to plan your departure around your personal schedule.
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
111.1 miles from Islip, NY
A natural place for your longest stop of the day
, about 2h 27m into the drive
.
Main Roads
Road
Distance
Duration
NY 17
83.4 mi
1h 39m
Southern State Parkway
24.7 mi
31m
NJ 17
14.7 mi
18m
State Highway 206
13.7 mi
24m
State Highway 28
13 mi
18m
Franklin-Walton Road
9 mi
12m
Main Street
7.9 mi
12m
NJ 4
6.7 mi
9m
Longest stretch:
NY 17
— 83.4 mi, about 1h 39m
Traffic on I-95
Hour-of-day weekday pattern from 13 FHWA count stations on your route.
Peak
7 AM
~4,026 veh/hr typical
Quietest
2 AM
~1,234 veh/hr
Peak-to-quiet ratio
3.3×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 21 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip, NY and Milford, 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
69 mi·1 hr 22 min·NY 17
Use the straight / slight right lanes.
48
Take the exit
0.1 mi·27 sec
Exit 94Toward NY 206: Roscoe, Walton
49
Turn left onto NY 206; CR 179
0.5 mi·53 sec·Old Route 17
50
Continue on NY 206; CR 91
1.6 mi·2 min·Rockland Road
51
Continue on NY 206; CR 7
4.7 mi·8 min·State Highway 206
52
Continue on NY 206; CR 7
4.6 mi·8 min·Cat Hollow Road
53
At end of road, turn left onto NY 30; NY 206
2.8 mi·4 min·State Highway 30
54
Continue on NY 30; NY 206
0.3 mi·49 sec·Bridge Street
55
Continue on NY 206
9.0 mi·16 min·State Highway 206
56
Continue on NY 206
0.9 mi·1 min·Stockton Avenue
57
Turn right onto NY 206
0.1 mi·21 sec·Bridge Street
58
At end of road, turn left onto NY 10; NY 206
242 ft·6 sec·Delaware Street
59
Turn right onto CR 21
0.9 mi·2 min·Townsend Street
60
At end of road, turn left onto CR 21
0.1 mi·19 sec·Franklin Road
61
Continue on CR 21
1.2 mi·1 min·West Brook Road
62
Keep slight right at fork onto CR 21
2.4 mi·3 min·West Brook Road
63
Continue on CR 21
9.0 mi·12 min·Franklin-Walton Road
64
Turn straight onto NY 357
0.3 mi·37 sec·State Highway 357
65
Continue on NY 357
6.1 mi·9 min·Main Street
66
Enter roundabout onto NY 28NY 28
134 ft·2 sec·State Highway 28
67
Continue on NY 28NY 28
5.6 mi·8 min·State Highway 28
68
Turn left onto NY 23; NY 28
0.2 mi·21 sec·James F. Lettis Highway
69
Take the ramp onto NY 28
4.6 mi·5 min·NY 28
70
Take the exit onto NY 28
0.4 mi·49 sec·NY 28
Exit 17Toward NY 28 North: Colliersville, Cooperstown
71
Turn left onto NY 28
1.4 mi·2 min·Gersoni Road
72
Continue on NY 28
7.4 mi·10 min·State Highway 28
73
Continue on NY 28
0.3 mi·33 sec·South Main Street
74
Continue on NY 166
94 ft·2 sec·East Main Street
75
Arrive at destination
NY 166
Trip Plan
To make the most of your 5-hour trek, plan for at least one dedicated stop to stretch your legs and refuel. Leaving early in the morning is your best strategy to avoid the heaviest regional traffic, especially when navigating the parkways near the start of your journey. Since you have a single long stretch of over 80 miles on NY 17, ensure your vehicle is prepped for sustained highway speeds before you depart. Keep your $36 fuel budget in mind when planning your stops, and take advantage of the route's simplicity to adjust your pace if traffic conditions change.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 111.1 miles from Islip, NY, or about 2h 27m into the drive.
The longest continuous stretch on this route runs about 83.4 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 49 miles or 1h 9m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 111.1 miles or 2h 27m 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 6m
Traffic, exits, and arrival timing usually matter more near Milford, 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 222.3 miles and 5h 5m.
Your first comfortable stop window is around 49 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 NY 17 for about 83.4 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 41
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
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
Fuel & Cost
Regular Gas
$36.13 one way
$72.26 round trip
$4.13/gal25.4 MPG avg78 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.47
$39.10
$78.21
premium
$4.87
$42.59
$85.17
diesel
$5.40
$47.29
$94.57
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
$36
Tolls
$23
Meals
$25–$50
Total
$84–$109
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 77.8 kg one way.
Prices: EIA weekly data, 2026-04-20.
Driving Electric?
About $23 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
66.7
0
$23.34
$10.67
Efficient EV
55.6
0
$19.45
$8.89
EV Truck/SUV
88.9
1
$31.12
$14.23
Gas CO2
78 kg
EV CO2
26 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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 Sunday
Local time
6:59 AM
EDT
Current temp
44°F
Unavailable
Live forecast
Destination
Milford, NY
Morning
in Milford on Sunday
Local time
6:59 AM
EDT
Current temp
40°F
Unavailable
Live forecast
38°F
Chester, NY
111 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
4 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
5h 5m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
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...
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...
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...
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...
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...
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
You will spend 81% of your time on highways, giving the route a fast-paced and consistent feel. The journey features a mix of high-speed parkways and state routes, punctuated by a significant 83.4-mile stretch along NY 17. As you transition between these major roads, expect the driving environment to shift from the busy suburban infrastructure of the Long Island area to the more open stretches found further inland. While the road is designed for efficient movement, the variety of highway types keeps the drive from feeling like a singular, monotonous grind.
81% highway — fuel and pacing are the main things to plan.
75 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 83.4 mi on NY 17.
How Hard Is This Drive?
10/10
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 41 significant decision points across 222.3 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 Milford, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Gsp South - 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 5h 5m. Total distance: 222.3 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 5m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (81%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 83.4 miles on NY 17. The full list of main roads is in the Roads section above.
Expect about $22.55 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 Milford, 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 5.1 hours each way, a round trip means 10.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Milford, NY before the return drive.
