Embarking on the 258.9-mile journey from Hempstead to Southport takes you across the Northeast region of New York. Expect a total drive time of approximately 5 hours and 19 minutes, which is manageable as a single-day trip if you prefer to reach your destination without an overnight stay. Budgeting around $42 for fuel is a smart way to prepare for the trip's costs. Since this route involves a turn-heavy local drive rather than a straight highway shot, you should account for a more engaged pace behind the wheel. Given the nature of these local roads, planning for at least one stop will help keep you refreshed throughout the day.
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
129.5 miles from Hempstead, NY
A natural place for your longest stop of the day
, about 2h 44m into the drive
.
Main Roads
Road
Distance
Duration
Christopher Columbus Highway
68.2 mi
1h 20m
I 81
58.1 mi
1h 9m
I 86
54.7 mi
1h 4m
I 380
27.7 mi
30m
Keystone Shortway
17.3 mi
24m
Cross Bronx Expressway
6.6 mi
8m
Clearview Expressway
5 mi
5m
Clemens Center Parkway
2.5 mi
3m
Longest stretch:
Christopher Columbus Highway
— 68.2 mi, about 1h 20m
Turn-by-Turn Driving Directions
Step-by-step road directions between Hempstead, NY and Southport, NY.
1
Start on Peninsula Boulevard
77 ft·1 sec·Peninsula Boulevard
2
Turn left onto Clinton Street
359 ft·17 sec·Clinton Street
Use the left lane.
3
Turn left onto NY 102
1.1 mi·1 min·Front Street
4
Turn slight left onto NY 24
2.0 mi·3 min·Hempstead Turnpike
5
Turn right onto New Hyde Park Road
0.4 mi·53 sec·New Hyde Park Road
6
Turn left onto Tulip Avenue
2.0 mi·3 min·Tulip Avenue
Use the left lane.
7
Turn left onto NY 25
0.7 mi·1 min·Jamaica Avenue
8
Turn slight right onto NY 25
1.2 mi·2 min·Braddock Avenue
9
Turn left onto NY 25
0.7 mi·1 min·Hillside Avenue
10
Turn right onto I 295
5.0 mi·5 min·Clearview Expressway
Toward I 295 North: Clearview Expressway, Through Neck BridgeUse the straight / right lanes.
11
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
12
Continue on I 295
0.7 mi·1 min·Throgs Neck Expressway
Use the straight / slight right lanes.
13
Keep slight left at fork onto I 295
6.6 mi·8 min·Cross Bronx Expressway
Use the straight / slight right lanes.
14
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
15
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
16
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
17
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.
18
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
19
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
20
Keep slight left at fork
0.4 mi·29 sec
Toward I 95 South, NJTP South: HackensackUse the slight left / slight right lanes.
21
Merge onto I 95; NJTP
2.0 mi·2 min·New Jersey Turnpike
Use the straight / slight right lanes.
22
Take the exit
0.8 mi·1 min
Exit 69Toward I 80 West: Paterson, HackensackUse the straight / slight right lanes.
23
Continue on I 80
68 mi·1 hr 20 min·Christopher Columbus Highway
Use the straight / slight right lanes.
24
Keep slight left at fork onto I 80
5.5 mi·8 min·Keystone Shortway
Use the straight / slight right lanes.
25
Keep slight left at fork onto I 80
12 mi·15 min·Keystone Shortway
26
Take the exit
0.7 mi·46 sec
Exit 293Toward I 380 North: Scranton
27
Continue on I 380
28 mi·30 min·I 380
Use the straight lane.
28
Merge onto I 81
58 mi·1 hr 9 min·I 81
Use the straight lane.
29
Keep slight left at fork onto I 86; NY 17
55 mi·1 hr 4 min·I 86; NY 17
Toward I 86: Corning
30
Take the exit
0.2 mi·27 sec
Exit 56Toward NY 352: Elmira, Jerusalem Hill
31
Keep slight left at fork
103 ft·6 sec
32
Turn left onto NY 352
0.8 mi·1 min·East Water Street
33
Turn left onto Madison Avenue
460 ft·9 sec·Madison Avenue
34
Continue on Sly Street
0.2 mi·22 sec·Sly Street
35
Continue on Pennsylvania Avenue
0.2 mi·23 sec·Pennsylvania Avenue
36
Turn left onto NY 14
2.5 mi·3 min·Clemens Center Parkway
37
Arrive at destination
NY 14
Trip Plan
Because this route relies entirely on local roads, flexibility is your greatest asset for a smooth arrival in Southport. Leaving early in the morning is highly recommended to avoid the potential congestion often found on turn-heavy local thoroughfares. Since you have 258.9 miles of non-highway driving ahead, make sure to utilize your one planned stop to stretch and reset before tackling the latter half of the trip. Keep a close eye on your navigation as you maneuver through the turns on Hempstead Turnpike and beyond. By staying aware of your fuel levels early, you can comfortably manage the $42 expense while navigating the local road network.
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 129.5 miles from Hempstead, NY, or about 2h 44m into the drive.
The longest continuous stretch on this route runs about 68.2 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 57 miles or 1h 16m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 129.5 miles or 2h 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 4h 22m
Traffic, exits, and arrival timing usually matter more near Southport, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Hempstead, 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 Hempstead, NY
This is one driving day of about 258.9 miles and 5h 19m.
Your first comfortable stop window is around 57 miles from Hempstead, 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 Christopher Columbus Highway for about 68.2 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 23
5 decision points cluster between mile 8.1 and 27.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
8.1 mi into trip|~15m in|I 295 / Clearview Expressway
Turn right onto I 295 / Clearview Expressway toward I 295 North: Clearview Expressway, Through Neck Bridge
Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / right lanes.
Toward I 295 North: Clearview Expressway, Throu...
6
15.8 mi into trip|~25m in|I 295 / Cross Bronx Expressway
Keep slight left at fork onto I 295 / Cross Bronx Expressway
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
8
24.9 mi into trip|~37m 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
25.2 mi into trip|~38m 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
8
27.5 mi into trip|~41m in
Take the exit toward I 80 West: Paterson, 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.
Exit 69
Toward I 80 West: Paterson, Hackensack
Fuel & Cost
Regular Gas
$42.62 one way
$85.23 round trip
$4.18/gal25.4 MPG avg91 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$46.08
$92.16
premium
$4.92
$50.18
$100.36
diesel
$5.61
$57.16
$114.32
Estimated Tolls: $22.97
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
New Jersey Turnpike
(2 mi)$0.28
Hempstead Turnpike
(2 mi)$0.14
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
$43
Tolls
$23
Meals
$25–$50
Total
$91–$116
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 90.6 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $27 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
77.7
0
$27.18
$12.43
Efficient EV
64.7
0
$22.65
$10.36
EV Truck/SUV
103.6
1
$36.25
$16.57
Gas CO2
91 kg
EV CO2
30 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
Hempstead, NY
Late night
in Hempstead on Sunday
Local time
4:48 AM
EDT
Current temp
56°F
Unavailable
Live forecast
Destination
Southport, NY
Late night
in Southport on Sunday
Local time
4:48 AM
EDT
Current temp
41°F
Unavailable
Live forecast
49°F
Ramapo, NY
129 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
15 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 19m 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.
More Details
What kind of drive is this?
Forget the monotony of the interstate; this route is defined by its turn-heavy, local personality. You will spend your time navigating through streets like Clinton Street, Front Street, and the Hempstead Turnpike rather than cruising at high speeds on a major highway. With a 0% highway share, the driving experience is constant and requires your full attention as you move through the local landscape. You won't find any long, uninterrupted stretches here, so be prepared for a drive that demands consistent engagement with the road. It is a practical, ground-level look at the region that favors local character over high-speed transit.
62% highway — fuel and pacing are the main things to plan.
37 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 68.2 mi on Christopher Columbus Highway.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on Christopher Columbus Highway and I 81. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 8.1 miles in near I 295 / Clearview Expressway.
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 23 significant decision points across 258.9 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 8.1 miles (I 295 / Clearview Expressway): Lane positioning matters here. Multiple destination signs - pick the right one; at 15.8 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here; at 24.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Hempstead, NY and Southport, NY, road signs point toward Upper Level, Njtp South: Hackensack and Hackensack.
Hempstead is the most populous town in America, with a whopping 700,000 residents, located on the South Shore of Nassau County, New York. The town is highly urbanized and fragmented, containing 22 semi-autonomous villages within its boundaries, and forty other neighborhoods.
Garden City, encompassing the "Nassau Hub" region, has its own article. The other prominent communities in Hempstead include Floral Park, Hempstead Village, Valley Stream, Rockville Centre, Freeport, Merrick, and the Five Towns area.
Top landmarks
•Mitchel Air Force Base — US Air Force base in Long Island, New York
Doable as a same-day drive at 5h 19m. Total distance: 258.9 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 19m drive, comfortable solo distance.
Frequently Asked Questions
The longest stretch is about 68.2 miles on Christopher Columbus Highway. The full list of main roads is in the Roads section above.
Expect about $22.97 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 Southport, 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 8.1 miles (I 295 / Clearview Expressway): Lane positioning matters here. Multiple destination signs - pick the right one; at 15.8 miles (I 295 / Cross Bronx Expressway): Highway fork - watch signs carefully. Lane positioning matters here; at 24.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Not recommended in a single day. At 5.3 hours each way, a round trip means 10.6 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Southport, NY before the return drive.
