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Trip from Oyster Bay, NY to Highland, NY

Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 18, 2026 · Editorial standards

Drive Time

2h 17m

Distance

100.2 mi

161 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$16

one way

EV Charging

Unknown

Best Time to Leave

Save up to 29 min
4 AM
2h 8m ★
6 AM
2h 18m
8 AM
2h 37m
10 AM
2h 25m
12 PM
2h 23m
3 PM
2h 26m
5 PM
2h 36m
8 PM
2h 12m

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

town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Downtown Highland, NY, NY

Highland, NY

Abhishek Navlakha

Trip Overview

The drive from Oyster Bay, NY to Highland, NY covers 100.2 miles and takes about 2h 17m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on NY 17, NJ 17, Route 9W for much of the mileage, and the overall profile is mostly highway. The longest uninterrupted segment is about 29.9 miles on NY 17. At current regular gas prices, budget about $16.49 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

50.1 miles from Oyster Bay, NY

A natural place for your longest stop of the day , about 1h 15m into the drive .

Main Roads

Road Distance Duration
NY 17 29.9 mi 34m
NJ 17 14.7 mi 18m
Route 9W 14.5 mi 19m
Northern Boulevard 13.4 mi 22m
NJ 4 6.7 mi 9m
Cross Bronx Expressway 6.6 mi 8m
Cross Island Parkway 2.3 mi 3m
I 84 2.2 mi 2m
Longest stretch: NY 17 — 29.9 mi, about 34m

Turn-by-Turn Driving Directions

Step-by-step road directions between Oyster Bay, NY and Highland, NY.

1

Start on Berry Hill Road

288 ft · 21 sec · Berry Hill Road
2

Turn sharp left onto NY 106

429 ft · 9 sec · South Street
3

Continue on NY 106

0.9 mi · 1 min · Pine Hollow Road
4

Continue on NY 106

0.7 mi · 1 min · Oyster Bay Road
5

Turn right onto NY 25A

13 mi · 22 min · Northern Boulevard
Use the left lane.
6

Take the ramp

0.2 mi · 28 sec
Toward Cross Island Parkway North, Whitestone Bridge Use the right lane.
7

Merge onto CI

2.3 mi · 3 min · Cross Island Parkway
Use the straight / slight right lanes.
8

Take the exit

0.6 mi · 1 min
Exit 33 Toward I 295 North: Throgs Neck Bridge, Bronx, New England Use the straight / slight right lanes.
9

Merge onto I 295

1.8 mi · 3 min · Throgs Neck Bridge
10

Continue on I 295

0.7 mi · 1 min · Throgs Neck Expressway
Use the straight / slight right lanes.
11

Keep slight left at fork onto I 295

6.6 mi · 8 min · Cross Bronx Expressway
Use the straight / slight right lanes.
12

Keep slight left at fork onto I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
Toward Upper Level
13

Continue on I 95; US 1

0.6 mi · 59 sec · George Washington Bridge (upper level)
14

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
15

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.
16

Keep slight left at fork onto I 95 EXPR; NJTP

0.1 mi · 8 sec · I 95 EXPR; NJTP
17

Take the exit

0.2 mi · 22 sec
Toward I 95 South, NJTP South: Hackensack Use the straight / slight right lanes.
18

Keep slight right at fork

0.2 mi · 23 sec
Exit 72A Toward NJ 4 West: Paramus Use the slight left / slight right lanes.
19

Merge onto NJ 4

6.7 mi · 9 min · NJ 4
Use the slight right lane.
20

Take the exit

0.2 mi · 26 sec
Toward GSP South, NJ 17 South, GSP North, NJ 17 North: Grand State Plaza, Newark, Mahwah Use the straight lane.
21

Keep slight right at fork

0.2 mi · 36 sec
Toward NJ 17 North: Mahwah Use the straight / slight right lanes.
22

Merge onto NJ 17

3.3 mi · 4 min · NJ 17
Use the straight / slight right lanes.
23

Continue on NJ 17

7.3 mi · 9 min · NJ 17
Use the straight / right lanes.
24

Continue on NJ 17

0.7 mi · 50 sec · NJ 17
25

Continue on NJ 17

3.3 mi · 4 min · NJ 17
26

Continue on I 287; NY 17

0.2 mi · 10 sec · I 287; NY 17
27

Keep slight left at fork onto NY 17

30 mi · 34 min · NY 17
Toward I 87 North, NY 17 North, New York State Thruway North: Albany
28

Take the exit

0.1 mi · 12 sec
Exit 17 Toward I 84, NY 300, NY 17K: Scranton, Newburgh Use the slight right lane.
29

Keep slight left at fork

0.3 mi · 28 sec
Toward I 84, NY 300: Danbury, Scranton
30

Continue on this road

485 ft · 11 sec · this road
31

Keep slight right at fork

0.3 mi · 34 sec
Toward I 84 East: Danbury
32

Merge onto I 84

2.2 mi · 2 min · I 84
Use the straight / slight right lanes.
33

Take the exit

0.2 mi · 35 sec
Exit 39 Toward US 9W, NY 32: Highland, Newburgh Use the straight / slight right lanes.
34

Turn left onto US 9W; NY 32

410 ft · 13 sec · North Robinson Avenue
Use the left / straight lanes.
35

Continue on US 9W

14 mi · 19 min · Route 9W
Use the left lane.
36

Continue on US 9W; US 44; NY 55

297 ft · 10 sec · US 9W; US 44; NY 55
Use the straight / sharp right lanes.
37

Turn right onto White Street

0.3 mi · 1 min · White Street
38

Arrive at destination

White Street

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 50.1 miles from Oyster Bay, NY, or about 1h 15m into the drive.
The longest continuous stretch on this route runs about 29.9 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 36m in

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

Halfway reset

Around 50.1 miles or 1h 15m 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 52m

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

Before You Leave

+

Open the route before leaving Oyster Bay, 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 Oyster Bay, NY

This is one driving day of about 100.2 miles and 2h 17m.

Your first comfortable stop window is around 22 miles from Oyster Bay, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on NY 17 for about 29.9 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

50 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

The Bronx, NY

Fuel and coffee

A short stop after about 22 miles helps settle the day before fatigue starts building.

Ramapo, NY

Meal break

The midpoint is around 50.1 miles from Oyster Bay, NY, which is a good place for a longer meal and fuel stop.

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 24

5 decision points cluster between mile 17.6 and 82.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

8
17.6 mi into trip | ~29m in

Take the exit toward I 295 North: Throgs Neck Bridge, Bronx, New England

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 33 Toward I 295 North: Throgs Neck Bridge, Bronx,...
8
29.8 mi into trip | ~47m 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
9
30.1 mi into trip | ~48m in

Keep slight right at fork toward NJ 4 West: Paramus

Highway fork - watch signs carefully. Lane positioning matters here

Use the slight left / slight right lanes. Exit 72A Toward NJ 4 West: Paramus
8
37.1 mi into trip | ~57m in

Keep slight right at fork toward NJ 17 North: Mahwah

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight right lanes. Toward NJ 17 North: Mahwah
8
82.1 mi into trip | ~1h 51m in

Take the exit toward I 84, NY 300, NY 17K: Scranton, Newburgh

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 17 Toward I 84, NY 300, NY 17K: Scranton, Newburgh

Fuel & Cost

Regular Gas

$16.49 one way

$32.99 round trip

$4.18/gal 25.4 MPG avg 35 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $17.83 $35.67
premium $4.92 $19.42 $38.84
diesel $5.61 $22.12 $44.25

Estimated Tolls: $22.55

George Washington Bridge $16.00
Throgs Neck Bridge $6.55

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

$23

Meals

$25–$50

Total

$64–$89

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

Estimated CO2 emission: 35.1 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $11 in charging · 0 stops · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 30.1 0 $10.52 $4.81
Efficient EV 25.1 0 $8.77 $4.01
EV Truck/SUV 40.1 0 $14.03 $6.41

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 18, 2026

Origin

Oyster Bay, NY

Afternoon in Oyster Bay on Saturday

Local time

2:54 PM

EDT

Current temp

63°F

Patchy Fog then Mostly Sunny

E 6 to 10 mph 0% chance Live forecast

Destination

Highland, NY

Afternoon in Highland on Saturday

Local time

2:54 PM

EDT

Current temp

44°F

Unavailable

Live forecast

49°F

Ramapo, NY

50 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

19 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 17m on the road

The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.

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...

2 mi from route ~5 min detour Free near mile 27.6
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...

3 mi from route ~7 min detour Free near mile 27.6
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 ~21 min detour Free near mile 27.6
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...

10 mi from route ~25 min detour Free near mile 27.6
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...

10 mi from route ~26 min detour Free near mile 27.6
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 ~27 min detour Free near mile 27.6
View on nps.gov

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

What kind of drive is this?

100.2 mi in 2h 17m, mostly highway — 29.9 mi of that is on NY 17.

79% highway — fuel and pacing are the main things to plan.
38 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 29.9 mi on NY 17.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on NY 17 and NJ 17. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 17.6 miles in.

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 24 significant decision points across 100.2 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 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 30.1 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Oyster Bay, NY and Highland, NY, road signs point toward Cross Island Parkway North, Bronx, New England, Upper Level, Njtp South: Hackensack and Gsp South - among others.

Cross Island Parkway North

15.1 mi in | ~25m

Bronx

17.6 mi in | ~29m

New England

17.6 mi in | ~29m

Upper Level

27.3 mi in | ~43m | via I 95; US 1

Njtp South: Hackensack

29.8 mi in | ~47m

Gsp South

36.9 mi in | ~57m

Gsp North

36.9 mi in | ~57m

Newark

36.9 mi in | ~57m

Mahwah

36.9 mi in | ~57m

New York State Thruway North: Albany

52.2 mi in | ~1h 17m | via NY 17

Newburgh

82.1 mi in | ~1h 51m

Scranton

82.2 mi in | ~1h 52m

About the Cities

Starting in Oyster Bay, NY

Full guide →

Oyster Bay is one of three towns in Nassau County, on Long Island, New York. The town of Oyster Bay comprises a large portion of eastern Nassau County and includes a slew of villages and other communities. This article covers North Oyster Bay – the area closest to Oyster Bay itself (in other words, everything that is north of the Long Island Expressway). See South Oyster Bay for the southern half of the town (in other words, the area south of the expressway). See the article for Glen Cove for communities in the northwest part of the town that are closest to that city.

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 2h 17m. Total distance: 100.2 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

2h 17m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (79%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 29.9 miles on NY 17. The full list of main roads is in the Roads section above.

Expect about $22.55 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.

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 Highland, 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.

The main spots that need attention: at 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 30.1 miles: Highway fork - watch signs carefully. Lane positioning matters here.

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.

Yes. A round trip is manageable in a single day if you plan a break at Highland, NY before heading back.

How this page is built

Compiled by the Trip.ovh 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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