Origin
Hempstead, NY
Afternoon in Hempstead on Monday
Local time
4:38 PM
EDT
Current temp
54°F
Unavailable
Live forecast
Trip from Hempstead, NY to Southold, NY
Drive Time
1h 49m
Distance
76.5 mi
123 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$12
one way
EV Charging
Loading...
station data
Best Time to Leave
4 AM
1h 41m
★
6 AM
1h 49m
8 AM
2h 6m
10 AM
1h 55m
12 PM
1h 53m
3 PM
1h 56m
5 PM
2h 5m
8 PM
1h 45m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Southold, NY
Wikimedia Commons
Trip Overview
The drive from Hempstead, NY to Southold, NY covers 76.5 miles and takes about 1h 49m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Front Street, William Street, Jerusalem Avenue for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $12.45 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
0 planned breaks
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
38.2 miles from Hempstead, NY
A natural place for your longest stop of the day , about 54m into the drive .
Drive Character
Expect a 1h 49m drive with frequent turns across 76.5 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 31 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Front Street is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple — set it and forget it for most of the drive.
Route Complexity
1/10
Very easy - short and simple to drive
The drive from Hempstead, NY to Southold, NY is easy. At 1h 49m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Hempstead, NY to Southold, NY is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Front Street | Unavailable | Refreshing |
| William Street | Unavailable | Refreshing |
| Jerusalem Avenue | Unavailable | Refreshing |
| Merrick Avenue North | Unavailable | Refreshing |
| SO East | Unavailable | Refreshing |
| Southern State Parkway | Unavailable | Refreshing |
| Sagtikos State Parkway | Unavailable | Refreshing |
| I 495 East | Unavailable | Refreshing |
Per-road distance and duration are being refreshed from OSRM for this route.
Longest stretch:
Front Street
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Hempstead, NY and Southold, NY.
1
Start on Peninsula Boulevard
0.1 mi
·
12 sec
·
Peninsula Boulevard
2
Turn slight right onto Front Street
0.2 mi
·
15 sec
·
Front Street
3
Turn slight right
112 ft
·
4 sec
4
Turn straight onto William Street
0.4 mi
·
1 min
·
William Street
5
At the end of the road, turn left onto Jerusalem Avenue
2.0 mi
·
3 min
·
Jerusalem Avenue
6
Keep slight right to continue on Jerusalem Avenue
0.6 mi
·
1 min
·
Jerusalem Avenue
7
Turn slight right onto Merrick Avenue North
0.1 mi
·
16 sec
·
Merrick Avenue North
8
Take the ramp slight right toward SO East: East Islip
0.1 mi
·
17 sec
·
SO East: East Islip
9
Merge slight left onto Southern State Parkway
15 mi
·
18 min
·
Southern State Parkway
10
Keep slight left to continue on Southern State Parkway
0.8 mi
·
1 min
·
Southern State Parkway
11
Keep slight left to continue on Sagtikos State Parkway
4.1 mi
·
5 min
·
Sagtikos State Parkway
12
Take the exit slight right toward I 495 East: Riverhead
0.2 mi
·
28 sec
·
I 495 East: Riverhead
13
Keep slight left to continue on I 495 East: Riverhead
0.2 mi
·
28 sec
·
I 495 East: Riverhead
14
Merge slight left onto Long Island Expressway
29 mi
·
39 min
·
Long Island Expressway
15
Take the exit slight right toward NY 24: Hampton Bays, Calverton
0.2 mi
·
25 sec
·
NY 24: Hampton Bays, Calverton
16
Keep slight right to continue on NY 24 East, CR 94 East: Suffolk County Center, Hampton Bays, Montauk, Riverhead
230 ft
·
5 sec
·
NY 24 East, CR 94 East: Suffolk County Center, Hampton Bays, Montauk, Riverhead
17
Turn right onto Edwards Avenue
0.2 mi
·
17 sec
·
Edwards Avenue
18
Continue on Nugent Drive
3.8 mi
·
5 min
·
Nugent Drive
19
Take the exit slight left toward CR 94A north: Supreme Court, Riverhead Business District
384 ft
·
11 sec
·
CR 94A north: Supreme Court, Riverhead Business District
20
Merge slight right onto Nugent Drive
30 ft
·
1 sec
·
Nugent Drive
21
Turn slight right onto Center Drive Spur
0.1 mi
·
18 sec
·
Center Drive Spur
22
Continue on Court Street
0.2 mi
·
36 sec
·
Court Street
23
At the end of the road, turn left onto Griffing Avenue
148 ft
·
8 sec
·
Griffing Avenue
24
Turn right onto Railroad Avenue
0.1 mi
·
27 sec
·
Railroad Avenue
25
Turn left onto Roanoke Avenue
138 ft
·
12 sec
·
Roanoke Avenue
26
Turn right onto Northville Turnpike
3.4 mi
·
6 min
·
Northville Turnpike
27
Turn right onto Sound Avenue
5.4 mi
·
8 min
·
Sound Avenue
28
Continue on Middle Road
8.8 mi
·
12 min
·
Middle Road
29
Take the exit right toward Southold
233 ft
·
13 sec
·
Southold
30
Turn slight right onto Youngs Avenue
0.5 mi
·
1 min
·
Youngs Avenue
31
Arrive at your destination
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 38.2 miles from Hempstead, NY, or about 54m into the drive.
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 76.5 miles or 1h 49m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 38.2 miles or 54m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 33m
Traffic, exits, and arrival timing usually matter more near Southold, 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 76.5 miles and 1h 49m.
Your first comfortable stop window is around 80 miles from Hempstead, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
You may only need one short stretch stop if conditions stay smooth.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 38.2 mi from Hempstead, NY · 54m into the drive
Mid-route town
Meal stop
38 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
Fuel and coffee
A short stop after about 76.5 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 38.2 miles from Hempstead, NY, which is a good place for a longer meal and fuel stop.
Arriving in Southold, NY
The final approach into Southold, 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 Southold, NY.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$12.45 one way
$24.91 round trip
$4.14/gal
25.4 MPG avg
27 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.48 | $13.50 | $26.99 |
| premium | $4.88 | $14.71 | $29.41 |
| diesel | $5.64 | $17.00 | $33.99 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$12
Meals
$25–$50
Total
$37–$62
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 26.8 kg one way. Prices: EIA weekly data, 2026-04-06.
Driving Electric?
About $8 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 23 | 0 | $8.03 | $3.67 |
| Efficient EV | 19.1 | 0 | $6.69 | $3.06 |
| EV Truck/SUV | 30.6 | 0 | $10.71 | $4.90 |
Gas CO2
27 kg
EV CO2
9 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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.
Destination
Southold, NY
Afternoon in Southold on Monday
Local time
4:38 PM
EDT
Current temp
59°F
Unavailable
Live forecast
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
5 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
1h 49m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Hempstead, NY to Southold, NY covers 76.5 miles and takes about 1h 49m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Front Street, William Street, Jerusalem Avenue. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 38.2 miles from Hempstead, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $12.45 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Hempstead, NY to Southold, NY is easy. At 1h 49m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Hempstead, NY to Southold, NY is straightforward, with well-signed roads and simple exits.
The route from Hempstead, NY to Southold, NY does not surface many named destination signs beyond the main corridor.
Was this route helpful?
Thanks for your feedback!
Your tip has been submitted. Thanks!
/500
Recent Tips
·
Explore More
Continue From Southold, NY
More trips to Southold, NY
Explore more options from Hempstead, NY or browse trips ending in Southold, NY.
Looking for more statewide routes? Browse NY road trips.
Explore maps for Hempstead, NY or Southold, NY on MapSof.net.