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Trip from Painted Post, NY to Hempstead, NY

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards

Drive Time

5h 39m

Distance

276.5 mi

445 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$46

one way

EV Charging

Unknown

Best Time to Leave

Save up to 40 min
4 AM
5h 26m ★
6 AM
5h 39m
8 AM
6h 6m
10 AM
5h 49m
12 PM
5h 46m
3 PM
5h 50m
5 PM
6h 5m
8 PM
5h 31m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Downtown Painted Post, NY, NY

Painted Post, NY

Douglas Schneiders

Trip Overview

Painted Post, NY to Hempstead, NY is 276.5 miles and takes about 5h 39m via Keystone Shortway and Southern Tier Expressway, with a fuel budget near $46 and enough daylight to finish in a day. This is a highway-focused drive primarily within New York, making it a straightforward, single-day trip. You'll spend most of your time on major expressways, so expect consistent travel speeds. The route is generally efficient for getting from point A to point B without significant detours. Plan for a full day of driving, but it's manageable within daylight hours.

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

138.2 miles from Painted Post, NY

A natural place for your longest stop of the day , about 2h 45m into the drive .

Main Roads

Road Distance Duration
Keystone Shortway 80 mi 1h 37m
Southern Tier Expressway 79.7 mi 1h 33m
I 81 53.4 mi 1h 3m
I 380 23.6 mi 25m
Cross Bronx Expressway 6.6 mi 8m
Christopher Columbus Highway 5.5 mi 5m
Clearview Expressway 5 mi 5m
I 84 3.7 mi 4m
Longest stretch: Keystone Shortway — 80 mi, about 1h 37m

Turn-by-Turn Driving Directions

Step-by-step road directions between Painted Post, NY and Hempstead, NY.

1

Start on this road

135 ft · 12 sec · this road
2

Turn right onto Rand Avenue

287 ft · 13 sec · Rand Avenue
3

Turn right onto West High Street

0.2 mi · 43 sec · West High Street
4

At end of road, turn left onto Steuben Street

80 ft · 6 sec · Steuben Street
5

Turn right onto NY 415

0.6 mi · 58 sec · West High Street
6

Continue on NY 415

0.2 mi · 21 sec · Pulteney Street
7

Take the ramp

0.3 mi · 44 sec
8

Merge onto I 86; NY 17

80 mi · 1 hr 33 min · Southern Tier Expressway
9

Keep slight right at fork onto I 81

53 mi · 1 hr 3 min · I 81
Toward I 81 South: Scranton Use the straight lane.
10

Keep slight right at fork onto US 6

0.8 mi · 1 min · US 6
Exit 187 Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono Use the slight left / slight right lanes.
11

Continue on I 84; I 380

3.7 mi · 4 min · I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, Milford Use the straight lane.
12

Keep slight right at fork onto I 380

24 mi · 25 min · I 380
Exit 4 Toward I 380 South: Mount Pocono
13

Keep slight left at fork

1.0 mi · 1 min
Exit 1B Toward I 80 East: Stroudsburg
14

Merge onto I 80

80 mi · 1 hr 37 min · Keystone Shortway
Use the straight / right lanes.
15

Keep slight right at fork onto I 80

5.5 mi · 5 min · Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower Level Use the slight right lane.
16

Keep slight left at fork

0.3 mi · 23 sec
Toward I 95 North: George Washington Bridge, New York City Use the straight / slight right lanes.
17

Keep slight right at fork

0.4 mi · 38 sec
Exit 70A-B Toward Leonia, Teaneck Use the slight right lane.
18

Turn right

0.2 mi · 35 sec
Exit 70A Toward Leonia Use the straight / slight right lanes.
19

Turn straight onto CR 56

454 ft · 9 sec · Degraw Avenue
20

Continue on CR 56

1.1 mi · 2 min · Fort Lee Road
Use the straight / right lanes.
21

Continue on CR 56

469 ft · 13 sec · Main Street
22

Take the ramp

472 ft · 12 sec
Toward George Washington Bridge
23

Merge onto US 1; US 9; US 46

0.3 mi · 28 sec · Bergen Boulevard
Use the straight / slight right lanes.
24

Take the exit

312 ft · 4 sec
Toward George Washington Bridge Upper Level
25

Merge onto I 95 EXPR

0.3 mi · 20 sec · I 95 EXPR
Use the straight / slight right lanes.
26

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR
27

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)
Use the straight / slight right lanes.
28

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
29

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway
Use the straight / slight right lanes.
30

Keep slight right at fork onto I 295

2.0 mi · 2 min · Cross Bronx Expressway
Exit 6B Toward I 295 South: Throgs Neck Bridge Use the straight / slight left lanes.
31

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway
32

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
33

Continue on I 295

5.0 mi · 5 min · Clearview Expressway
Use the straight / slight right lanes.
34

Turn left onto NY 25

0.7 mi · 1 min · Hillside Avenue
Use the left lane.
35

Turn right onto NY 25

1.1 mi · 2 min · Braddock Avenue
36

Turn left onto NY 25

0.2 mi · 34 sec · Jamaica Avenue
37

Continue on NY 25

0.5 mi · 56 sec · Jericho Turnpike
38

Turn slight right onto Tulip Avenue

2.0 mi · 3 min · Tulip Avenue
Use the right lane.
39

Turn right onto New Hyde Park Road

0.4 mi · 56 sec · New Hyde Park Road
40

Turn left onto NY 24

2.0 mi · 3 min · Hempstead Turnpike
Use the left lane.
41

Turn slight right onto NY 102

0.8 mi · 1 min · Front Street
Use the right lane.
42

Turn right onto Greenwich Street

0.1 mi · 11 sec · Greenwich Street
Use the right lane.
43

Turn left onto Peninsula Boulevard

0.2 mi · 26 sec · Peninsula Boulevard
Use the straight / slight right lanes.
44

Arrive at destination

Peninsula Boulevard

Trip Plan

Given the 5h 39m estimated duration, leaving in the morning is advisable to ensure you arrive in Hempstead with ample daylight. While the total distance is under 300 miles, it's a full day's drive, so consider one planned stop for a break or meal. The longest uninterrupted stretch is 80 miles on the Keystone Shortway, so keep an eye on your fuel gauge before entering that segment. The estimated fuel cost is around $46, which is a good baseline for budgeting. Since this is a single-day trip, you have the flexibility to adjust your departure time slightly based on your preferences.

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 138.2 miles from Painted Post, NY, or about 2h 45m into the drive.
The longest continuous stretch on this route runs about 80 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 61 miles or 1h 13m in

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

Halfway reset

Around 138.2 miles or 2h 45m 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 30m

Traffic, exits, and arrival timing usually matter more near Hempstead, NY than in the middle of the route.

Before You Leave

+

Open the route before leaving Painted Post, 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 Painted Post, NY

This is one driving day of about 276.5 miles and 5h 39m.

Your first comfortable stop window is around 61 miles from Painted Post, 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 Keystone Shortway for about 80 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

138 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

Endwell, NY

Fuel and coffee

A short stop after about 61 miles helps settle the day before fatigue starts building.

City of Scranton, PA

Meal break

The midpoint is around 138.2 miles from Painted Post, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before Keystone Shortway if your tank is already low. That segment runs about 80 miles.

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

Heads-up: tricky spots

5 of 31

5 decision points cluster between mile 81.1 and 258.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

7
81.1 mi into trip | ~1h 37m in | I 81

Keep slight right at fork onto I 81 toward I 81 South: Scranton

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight lane. Toward I 81 South: Scranton
9
134.5 mi into trip | ~2h 40m in | US 6

Keep slight right at fork onto US 6 toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight left / slight right lanes. Exit 187 Toward I 84 East, I 380 South, US 6 East: Carbo...
8
249.1 mi into trip | ~4h 56m in

Keep slight left at fork toward I 95 North: George Washington Bridge, New York City

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Toward I 95 North: George Washington Bridge, Ne...
9
249.4 mi into trip | ~4h 56m in

Keep slight right at fork toward Leonia, Teaneck

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 70A-B Toward Leonia, Teaneck
8
258.8 mi into trip | ~5h 11m in | I 295 / Cross Bronx Expressway

Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight left lanes. Exit 6B Toward I 295 South: Throgs Neck Bridge

Fuel & Cost

Regular Gas

$45.51 one way

$91.03 round trip

$4.18/gal 25.4 MPG avg 97 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $49.21 $98.43
premium $4.92 $53.59 $107.18
diesel $5.61 $61.05 $122.10

Estimated Tolls: $22.73

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
Hempstead Turnpike (2 mi) $0.14
Jericho 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

$46

Tolls

$23

Meals

$25–$50

Total

$93–$118

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

Estimated CO2 emission: 96.7 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $29 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 83 1 $29.03 $13.27
Efficient EV 69.1 0 $24.19 $11.06
EV Truck/SUV 110.6 1 $38.71 $17.70

Gas CO2

97 kg

EV CO2

32 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

Painted Post, NY

Morning in Painted Post on Sunday

Local time

7:50 AM

EDT

Current temp

47°F

Unavailable

Live forecast

Destination

Hempstead, NY

Morning in Hempstead on Sunday

Local time

7:50 AM

EDT

Current temp

83°F

Partly Sunny

S 12 mph 2% chance Live forecast

49°F

Ramapo, NY

138 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

36 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

5h 39m 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

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...

4 mi from route ~11 min detour Free near mile 257.4
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...

5 mi from route ~13 min detour Free near mile 257.4
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 247.9
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...

11 mi from route ~27 min detour Free near mile 247.9
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 ~28 min detour Free near mile 247.9
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 247.9
View on nps.gov

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

What kind of drive is this?

This drive is largely highway-focused, with 64% of the journey on expressways, offering a consistent pace. You'll experience a significant stretch of 80 miles on the Keystone Shortway, which should feel like a continuous highway segment. As you transition to the Southern Tier Expressway and then I-81, the character remains primarily that of a major road designed for efficient travel. Expect a straightforward driving experience without many sharp turns or drastically changing road conditions. The profile suggests a drive that prioritizes getting you to your destination quickly and directly.

64% highway — fuel and pacing are the main things to plan.
44 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 80 mi on Keystone Shortway.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on Keystone Shortway and Southern Tier Expressway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 81.1 miles in near I 81.

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 31 significant decision points across 276.5 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 81.1 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 134.5 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.1 miles: Highway fork - watch signs carefully. 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 Painted Post, NY and Hempstead, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.

Mt Pocono

134.5 mi in | ~2h 40m | via US 6

Milford

135.3 mi in | ~2h 41m | via I 84; I 380

New York City

249.1 mi in | ~4h 56m

Leonia

249.4 mi in | ~4h 56m

Teaneck

249.4 mi in | ~4h 56m

George Washington Bridge Upper Level

251.6 mi in | ~5h 1m

About the Cities

Arriving in Hempstead, NY

Full guide →

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

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 5h 39m. Total distance: 276.5 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

5h 39m drive, comfortable solo distance.

Frequently Asked Questions

The longest stretch is about 80 miles on Keystone Shortway. The full list of main roads is in the Roads section above.

Expect about $22.73 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 Hempstead, 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 81.1 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 134.5 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 249.1 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

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 5.7 hours each way, a round trip means 11.3 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Hempstead, 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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