The drive from Gravesend, NY to Southold, NY covers 99.9 miles and takes about 2h 23m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Sunrise Highway, Belt Parkway, Middle Road for much of the mileage,
and the overall profile is turn-heavy local drive.
The longest uninterrupted segment is about 60.1 miles on Sunrise Highway.
At current regular gas prices, budget about $16.44 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.
Midpoint
49.9 miles from Gravesend, NY
A natural place for your longest stop of the day
, about 1h 11m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 2h 23m. Total distance: 99.9 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
2h 23m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (15%). Some complex stretches to watch for.
Scenic Drive
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a 2h 23m drive with frequent turns across 99.9 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 22 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Sunrise Highway is the longest continuous segment at about 60.1 miles.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. You will hit about 13 points where you need to pay attention to lane position or signs. The trickiest moment comes early in the drive near Avenue U.
Driving Effort5/10
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 99.9 miles you will encounter 13 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: near the start (Avenue U): Navigation decision point; at 1.7 miles (BP / Belt Parkway): Merge point - match speed before joining. Lane positioning matters here; at 15.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 13 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
5
0 mi into trip|~0m in|Avenue U
Turn right onto Avenue U
Navigation decision point
5
1.7 mi into trip|~4m in|BP / Belt Parkway
Merge onto BP / Belt Parkway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
8
15.8 mi into trip|~25m in
Take the exit toward NY 27: Sunrise Highway, Brookville Boulevard
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 23B
Toward NY 27: Sunrise Highway, Brookville Boule...
5
77.1 mi into trip|~1h 48m in
Take the exit toward CR 31 North: Riverhead
Exit ramp - move to the correct lane early
Exit 63 N
Toward CR 31 North: Riverhead
6
99.3 mi into trip|~2h 21m in
Take the exit toward Southold
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the right lane.
Toward Southold
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Gravesend, NY and Southold, NY, road signs point toward Cr 31 North: Riverhead, Northville and Orient Point.
Cr 31 North: Riverhead
77.1 mi in|~1h 48m
Northville
79.8 mi in|~1h 52m|via CR 105
Orient Point
79.8 mi in|~1h 52m|via CR 105
Main Roads
Road
Distance
Duration
Sunrise Highway
60.1 mi
1h 21m
Belt Parkway
14.2 mi
21m
Middle Road
8.8 mi
12m
Sound Avenue
5.4 mi
8m
Cross River Drive
4.8 mi
6m
Quogue Riverhead Road
1.5 mi
2m
Coney Island Avenue
1.1 mi
2m
South Conduit Avenue
1 mi
1m
Longest stretch:
Sunrise Highway
— 60.1 mi, about 1h 21m
Turn-by-Turn Driving Directions
Step-by-step road directions between Gravesend, NY and Southold, NY.
1
Start on Ocean Parkway
99 ft·8 sec·Ocean Parkway
2
Turn right onto Avenue U
0.2 mi·33 sec·Avenue U
3
Turn right onto Coney Island Avenue
1.0 mi·2 min·Coney Island Avenue
4
Continue on Coney Island Avenue
398 ft·25 sec·Coney Island Avenue
Use the straight / left lanes.
5
Continue on Shore Parkway
392 ft·13 sec·Shore Parkway
6
Continue on Shore Parkway
0.2 mi·18 sec·Shore Parkway
7
Take the ramp
0.1 mi·13 sec
8
Merge onto BP
14 mi·21 min·Belt Parkway
Use the straight / slight right lanes.
9
Take the exit
0.1 mi·22 sec
Exit 23BToward NY 27: Sunrise Highway, Brookville BoulevardUse the slight right lane.
10
Continue on NY 27
1.0 mi·1 min·South Conduit Avenue
Use the straight / right lanes.
11
Continue on NY 27
60 mi·1 hr 21 min·Sunrise Highway
Use the slight right lane.
12
Take the exit
0.3 mi·44 sec
Exit 63 NToward CR 31 North: Riverhead
13
Continue on CR 31
0.8 mi·1 min·Old Riverhead Road
14
Enter roundabout onto CR 104
161 ft·2 sec·Quogue Riverhead Road
15
Continue on CR 104
1.5 mi·2 min·Quogue Riverhead Road
16
Turn straight onto CR 105
4.8 mi·6 min·Cross River Drive
Toward Northville, Orient PointUse the right lane.
17
Turn right onto CR 43
0.5 mi·1 min·Northville Turnpike
Use the right lane.
18
Turn right onto Sound Avenue
5.4 mi·8 min·Sound Avenue
19
Continue on CR 48; Truck NY 25
8.8 mi·12 min·Middle Road
Use the left lane.
20
Take the exit
232 ft·12 sec
Toward SoutholdUse the right lane.
21
Turn slight right onto Youngs Avenue
0.5 mi·1 min·Youngs Avenue
Use the right lane.
22
Arrive at destination
Youngs Avenue
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 49.9 miles from Gravesend, NY, or about 1h 11m into the drive.
The longest continuous stretch on this route runs about 60.1 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 22 miles or 34m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 49.9 miles or 1h 11m 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 55m
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 Gravesend, 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 Gravesend, NY
This is one driving day of about 99.9 miles and 2h 23m.
Your first comfortable stop window is around 22 miles from Gravesend, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Sunrise Highway for about 60.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 49.9 mi from Gravesend, NY
· 1h 11m into the drive
Place data sourced from public business listings. Hours and availability may vary.
Fuel & Cost
Regular Gas
$16.44 one way
$32.89 round trip
$4.18/gal25.4 MPG avg35 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$17.78
$35.56
premium
$4.92
$19.36
$38.73
diesel
$5.61
$22.06
$44.11
Estimated Tolls: $0.04
Northville Turnpike
(0.5 mi)$0.04
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
$16
Tolls
$0
Meals
$25–$50
Total
$41–$66
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 35 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $10 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
30
0
$10.49
$4.80
Efficient EV
25
0
$8.74
$4.00
EV Truck/SUV
40
0
$13.99
$6.39
Gas CO2
35 kg
EV CO2
12 kg (66% 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.
Forecast as of Apr 15, 2026
Origin
Gravesend, NY
Late night
in Gravesend on Friday
Local time
1:37 AM
EDT
Current temp
55°F
Unavailable
Live forecast
Destination
Southold, NY
Late night
in Southold on Friday
Local time
1:37 AM
EDT
Current temp
54°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
1 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
2h 23m 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 Gravesend, NY to Southold, NY covers 99.9 miles and takes about 2h 23m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Sunrise Highway, Belt Parkway, Middle Road. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 49.9 miles from Gravesend, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $16.44 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.
This drive requires moderate attention. Across 99.9 miles you will encounter 13 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: near the start (Avenue U): Navigation decision point; at 1.7 miles (BP / Belt Parkway): Merge point - match speed before joining. Lane positioning matters here; at 15.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Gravesend, NY and Southold, NY, road signs point toward Cr 31 North: Riverhead, Northville and Orient Point.
