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Trip from Hempstead, NY to Sheridan, NY

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

Drive Time

8h 51m

Distance

414.7 mi

667 km

Drive Score

8/10

Great drive

Same Day?

2-day trip

Fuel Cost

$68

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 24 min
4 AM
8h 44m ★
6 AM
8h 52m
8 AM
9h 8m
10 AM
8h 57m
12 PM
8h 56m
3 PM
8h 58m
5 PM
9h 7m
8 PM
8h 47m

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

Downtown Sheridan, NY, NY

Sheridan, NY

Renan Tagliaferro

Trip Overview

This 414.7-mile journey from Hempstead, NY to Sheridan, NY spans approximately 8 hours and 51 minutes of driving time. Given the distance and duration, it's best planned as a two-day trip, allowing for a more relaxed pace and the opportunity to enjoy the drive. You'll primarily be navigating on I-86 and I-81, with a section of Christopher Columbus Highway. The estimated fuel cost for this route is around $68. This highway-focused drive stays within the Northeast region, offering a straightforward path across New York State. Planning for two stops along the way is recommended to break up the driving.

Trip Pace

Best split across 2 days

Treat the return leg as its own travel day rather than an afterthought.

Break Rhythm

2 planned breaks

Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Midpoint

207.3 miles from Hempstead, NY

A natural place for your longest stop of the day , about 4h 16m into the drive .

Main Roads

Road Distance Duration
I 86 100 mi 1h 56m
Christopher Columbus Highway 68.2 mi 1h 20m
I 81 58.1 mi 1h 9m
State Highway 39 35.6 mi 51m
I 380 27.7 mi 30m
Genesee Expressway 22.8 mi 26m
Keystone Shortway 17.3 mi 24m
Nunda-Dansville Road 12.4 mi 16m
Longest stretch: I 86 — 100 mi, about 1h 56m

Turn-by-Turn Driving Directions

Step-by-step road directions between Hempstead, NY and Sheridan, 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 Bridge Use 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: Hackensack Use the straight / slight right lanes.
20

Keep slight left at fork

0.4 mi · 29 sec
Toward I 95 South, NJTP South: Hackensack Use 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 69 Toward I 80 West: Paterson, Hackensack Use 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 293 Toward 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

100 mi · 1 hr 56 min · I 86; NY 17
Toward I 86: Corning
30

Keep slight left at fork onto I 390

23 mi · 26 min · Genesee Expressway
Toward I 390: Rochester
31

Take the exit

0.2 mi · 40 sec
Exit 4 Toward NY 36: Dansville
32

Turn left onto NY 36

0.4 mi · 37 sec · Clara Barton Street
33

Turn left onto Lincoln Street

0.2 mi · 51 sec · Lincoln Street
34

Turn left onto NY 36

0.7 mi · 1 min · Ossian Street
35

Continue on NY 436

12 mi · 16 min · Nunda-Dansville Road
36

Continue on NY 436

1.0 mi · 1 min · Mill Street
37

Continue on NY 436

5.6 mi · 8 min · Portage Street
38

Continue on NY 436

360 ft · 10 sec · Main Street
39

Turn right onto NY 436

0.3 mi · 43 sec · Hamilton Street
40

Continue on NY 19A; NY 436

2.2 mi · 3 min · NY 19A; NY 436
41

Turn left onto NY 436

1.8 mi · 2 min · Denton Corners Road
42

Turn left onto NY 39

2.7 mi · 3 min · State Highway 39
43

Continue on NY 39

15 mi · 22 min · State Highway 39
44

Continue on NY 39

2.3 mi · 5 min · East Main Street
45

Continue on NY 39

1.1 mi · 2 min · State Route 39
46

Turn right onto NY 16; NY 39

0.2 mi · 19 sec · Olean Road
47

Continue on NY 16; NY 39

0.6 mi · 1 min · State Highway 16
48

Turn left onto NY 39

1.4 mi · 1 min · Schutt Road
49

Turn slight left onto NY 39

0.2 mi · 10 sec · State Highway 39
50

Continue on NY 39

7.7 mi · 8 min · Springville Sardinia Highway
51

Continue on NY 39

2.5 mi · 6 min · East Main Street
52

Continue on NY 39

4.2 mi · 5 min · State Highway 39
53

Continue on NY 39

8.7 mi · 14 min · Main Street
54

At end of road, turn left onto US 62; NY 39

1.8 mi · 2 min · US 62; NY 39
55

Turn left onto US 62; NY 39

0.7 mi · 1 min · Buffalo Street
56

At end of road, turn right onto US 62; NY 39

468 ft · 10 sec · East Main Street
57

Continue on NY 39

0.5 mi · 47 sec · West Main Street
58

Continue on NY 39

0.9 mi · 1 min · State Highway 39
59

Continue on NY 39

1.6 mi · 2 min · State Highway 39
60

Continue on NY 39

1.1 mi · 1 min · Main Street
61

Continue on NY 39

8.0 mi · 11 min · State Highway 39
62

Continue on NY 39

0.6 mi · 1 min · Lodi Street
63

Continue on NY 39

0.5 mi · 43 sec · Main Street
64

Continue on NY 39

2.6 mi · 3 min · State Highway 39
65

Turn right onto CTR 79

1.4 mi · 3 min · Center Road
66

Turn sharp left onto US 20

95 ft · 2 sec · East Main Street
67

Arrive at destination

US 20

Trip Plan

To make the most of this 8-hour, 51-minute drive, consider splitting it over two days. Leaving early in the morning on your first day will help you cover a significant portion before stopping for the night. With two recommended stops, plan to break up the 414.7 miles to avoid fatigue. Keep an eye on your fuel levels, especially during the 100-mile stretch on I-86, as services can be spaced out. Having a good playlist or podcast ready will enhance your experience on the highway sections.

Morning Departure

Start early — leave by 6-7 AM to arrive at a reasonable hour.

Evening Departure

This is a long drive — plan for a morning departure or consider splitting it into two days.

This drive is better paced as a 2-day trip.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 207.3 miles from Hempstead, NY, or about 4h 16m into the drive.
The longest continuous stretch on this route runs about 100 miles.

Consider an overnight stop or starting very early.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 91 miles or 1h 56m in

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

Halfway reset

Around 207.3 miles or 4h 16m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Overnight split

Day 1 wrap after about 207.3 miles or 4h 16m

Stop before fatigue turns the last few hours into a grind. You want day two to start fresh, not just resumed.

Final approach

Final hour starts around 7h 17m

Traffic, exits, and arrival timing usually matter more near Sheridan, 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.

+

Pick one backup stop option before the midpoint in case traffic changes your pacing.

+

Treat this as a 2-day road trip and book the overnight stop before the busiest arrival window.

Day 1

Settle into the route from Hempstead, NY

Aim for roughly 207 miles and 4.4 hours of wheel time on this day.

Day 2

Finish the approach into Sheridan, NY

Aim for roughly 207 miles and 4.4 hours of wheel time on this day.

Your first comfortable stop window is around 91 miles from Hempstead, NY.
This route usually feels better as a 2-day drive than as one long push.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 86 for about 100 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Downtown Union, NY, NY

Mid-route town

Overnight candidate

Union, NY

207 mi into the route

Best for: Hotel check-in, dinner, and a fresh start

This lines up well with a realistic day-end stop if you are breaking the drive into stages.

Find hotels in Union, NY

Overnight Options

Night 1

Union, NY

207 mi · about 4.4h in

A practical overnight split lands near Union, NY after about 207 miles or 4.4 hours of driving.

Find hotels

Pacing Suggestions

Ramapo, NY

Fuel and coffee

A short stop after about 91 miles helps settle the day before fatigue starts building.

Vestal, NY

Meal break

The midpoint is around 207.3 miles from Hempstead, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 86 if your tank is already low. That segment runs about 100 miles.

Overnight split

Hotel stop

For a steadier pace, wrap day one after about 207 miles or 4.4 hours on the road.

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

Nearby Places

Restaurants, cafes, gas stations and more along your route.

Top Coffee Stop

Wonderland Play and Party

4.4 ★ ★ ★ ★ ☆

South Hackensack, New Jersey

Near the start, right off the route

0.4 mi from route ~1 min detour mile 29.6

Hours: 10 am–7 pm

+12014265898

Visit website

Marimba Cafe

4.8 ★ ★ ★ ★ ★

Hackensack, New Jersey

1.3 mi

Chuck E. Cheese

4.2 ★ ★ ★ ★ ☆

Near the start, short detour

3.3 mi from route ~8 min detour Moderately mile 29.6

Paramus, New Jersey

Hours: 11 am–9 pm

+12014871088

Visit website

Fiorentini Restaurant

4.5 ★ ★ ★ ★ ★

Near the start, ~11 min detour

4.3 mi from route ~11 min detour mile 29.6

Rutherford, New Jersey

Hours: 5–9:30 pm

+19737213404

Visit website

Hapgoods Restaurant & Bar

4.6 ★ ★ ★ ★ ★

Near the start, ~12 min detour

4.6 mi from route ~12 min detour $20 to $30 mile 59.2

Mountain Lakes, New Jersey

Hours: 7 am–9 pm

+19732993399

Visit website

Crabtree's Restaurant

4.6 ★ ★ ★ ★ ★

Near the start, ~12 min detour

4.7 mi from route ~12 min detour Moderately

Floral Park, New York

Hours: 12–10 pm

+15163267769

Visit website

Wonderland Play and Party

4.4 ★ ★ ★ ★ ☆

Near the start, right off the route

0.4 mi from route ~1 min detour mile 29.6

South Hackensack, New Jersey

Hours: 10 am–7 pm

+12014265898

Visit website

Marimba Cafe

4.8 ★ ★ ★ ★ ★

Near the start, short detour

1.3 mi from route ~3 min detour $10 to $20 mile 29.6

Hackensack, New Jersey

Hours: 7 am–7 pm

+12012563010

Visit website

Lily and Liam

4.4 ★ ★ ★ ★ ☆

Near the start, ~9 min detour

3.4 mi from route ~9 min detour mile 29.6

Englewood, New Jersey

Hours: Closed

+12015675111

Visit website

Tesla Supercharger

4.8 ★ ★ ★ ★ ★

Later in the drive, short detour

1 mi from route ~3 min detour mile 325.8

Dansville, New York

Hours: Open 24 hours

+18777983752

Visit website

Tesla Supercharger

4.3 ★ ★ ★ ★ ☆

Near the start, right off the route

0.9 mi from route ~2 min detour mile 59.2

Rockaway, New Jersey

Hours: Open 24 hours

Visit website

EVolve NY Charging Station

3.5 ★ ★ ★ ★ ☆

Later in the drive, right off the route

0.8 mi from route ~2 min detour mile 296.2

Bath, New York

Hours: Open 24 hours

+19142874200

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

1.2 mi from route ~3 min detour mile 207.3

Vestal, New York

Hours: Open 24 hours

+18887584389

Visit website

PISO EV Charging Station

3.5 ★ ★ ★ ★ ☆

Later in the drive, right off the route

0.8 mi from route ~2 min detour mile 296.2

Bath, New York

+18332172197

Visit website

IONNA Charging Station

4.2 ★ ★ ★ ★ ☆

Around the midpoint, short detour

2 mi from route ~5 min detour mile 148.1

Scranton, Pennsylvania

Hours: Open 24 hours

+18334662474

Visit website

Tesla Supercharger

3.6 ★ ★ ★ ★ ☆

Early in the drive, short detour

1.7 mi from route ~4 min detour mile 118.5

Mt Pocono, Pennsylvania

Hours: Open 24 hours

Visit website

EV Connect Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

2.1 mi from route ~5 min detour mile 237

Waverly, New York

Hours: Open 24 hours

+18668167584

Visit website

Bowler City

4.3 ★ ★ ★ ★ ☆

Near the start, short detour

1.1 mi from route ~3 min detour Moderately mile 29.6

Hackensack, New Jersey

Hours: 10 am–12 pm

+12013433545

Visit website

New Jersey Aviation Hall of Fame

4.7 ★ ★ ★ ★ ★

Near the start, short detour

1.2 mi from route ~3 min detour mile 29.6

Teterboro, New Jersey

Hours: 10:30 am–4 pm

+12012886344

Visit website

Overpeck Park Playground

4.7 ★ ★ ★ ★ ★

Near the start, short detour

1.8 mi from route ~5 min detour mile 29.6

Ridgefield Park, New Jersey

Hours: 7 am–10 pm

Long Island Children's Museum

4.5 ★ ★ ★ ★ ★

Near the start, short detour

1.8 mi from route ~4 min detour

Garden City, New York

Hours: 10 am–4 pm

+15162245800

Visit website

Catch Air Hasbrouck

4.7 ★ ★ ★ ★ ★

Near the start, short detour

2 mi from route ~5 min detour mile 29.6

Hasbrouck Heights, New Jersey

Hours: 10 am–8 pm

+12017132156

Visit website

Teaneck Creek Conservancy

4.5 ★ ★ ★ ★ ★

Near the start, short detour

1.8 mi from route ~5 min detour mile 29.6

Teaneck, New Jersey

Hours: 7 am–10 pm

+12018362403

Visit website

Hackensack Riverkeeper, Inc.

4.4 ★ ★ ★ ★ ☆

Near the start, short detour

1.2 mi from route ~3 min detour mile 29.6

Hackensack, New Jersey

Hours: 10 am–5 pm

+12019680808

Visit website

Overpeck County Park

4.6 ★ ★ ★ ★ ★

Near the start, short detour

2.3 mi from route ~6 min detour mile 29.6

Leonia, New Jersey

Hours: 6 am–10 pm

+12013367275

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 34

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

$68.26 one way

$136.52 round trip

$4.18/gal 25.4 MPG avg 145 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $73.81 $147.63
premium $4.92 $80.38 $160.75
diesel $5.61 $91.56 $183.12

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

$68

Tolls

$23

Hotel (1n)

$80–$140

Meals

$50–$100

Total

$221–$331

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

Estimated CO2 emission: 145.1 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $44 in charging · 1 stop · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 124.4 1 $43.54 $19.91
Efficient EV 103.7 1 $36.29 $16.59
EV Truck/SUV 165.9 2 $58.06 $26.54

Gas CO2

145 kg

EV CO2

49 kg (66% 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 18, 2026

Origin

Hempstead, NY

Late night in Hempstead on Sunday

Local time

3:47 AM

EDT

Current temp

53°F

Partly Cloudy

NE 5 mph 0% chance Live forecast

Wind Advisory

Wind Advisory issued April 18 at 2:37AM EDT until April 19 at 12:00AM EDT by NWS Burlington VT

Destination

Sheridan, NY

Late night in Sheridan on Sunday

Local time

3:47 AM

EDT

Current temp

61°F

Unavailable

Live forecast

53°F

Union, NY

207 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.

For long drives, weather on day two can matter just as much as conditions at departure, so check the whole travel window rather than only the first day.

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

8 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

8h 51m on the road

This is long enough that the arrival forecast matters almost as much as departure conditions. Recheck both ends before you roll.

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.

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 ~12 min detour Free near mile 28.6
Caution: Lower Crypt Access Subject to Safe Conditions
View on nps.gov
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...

5 mi from route ~13 min detour Free near mile 28.6
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 28.6
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 ~26 min detour Free near mile 28.6
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 28.6
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 28.6
View on nps.gov

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

What kind of drive is this?

Expect a highway-focused drive for about 64% of this route, featuring longer stretches of Interstate travel. The longest uninterrupted segment you'll encounter is a substantial 100 miles on I-86, which means you can settle in for some solid cruising. While primarily on major highways, the route isn't without its changes in scenery and road type as you transition between I-86, Christopher Columbus Highway, and I-81. It offers a consistent pace for much of the journey, making it efficient for covering ground.

64% highway — fuel and pacing are the main things to plan.
67 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 100 mi on I 86.

How Hard Is This Drive?

9/10

This is a straightforward highway drive that stays mostly on I 86 and Christopher Columbus Highway. 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 Effort 9/10

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 34 significant decision points across 414.7 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 Sheridan, NY, road signs point toward Upper Level, Njtp South: Hackensack and Hackensack.

Upper Level

22.4 mi in | ~34m | via I 95; US 1

Njtp South: Hackensack

24.9 mi in | ~37m

Hackensack

27.5 mi in | ~41m

About the Cities

Starting 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).

Frequently Asked Questions

The longest stretch is about 100 miles on I 86. The full list of main roads is in the Roads section above.

Yes — a 2-day pace is more comfortable than one long haul. A sensible stopping point is after roughly 207 miles on day one.

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 Sheridan, 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 2 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.

Yes — General Grant National Memorial, Hamilton Grange 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 8.9 hours each way, a round trip means 17.7 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Sheridan, 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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Explore more options from Hempstead, NY or browse trips ending in Sheridan, NY.

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