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Trip from Pittsfield, NY to Oyster Bay, NY

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Jul 20, 2026 · Editorial standards

Drive Time

4h 50m

Distance

222.9 mi

359 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$36

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 41 min
4 AM
4h 37m ★
6 AM
4h 51m
8 AM
5h 18m
10 AM
5h 0m
12 PM
4h 57m
3 PM
5h 1m
5 PM
5h 16m
8 PM
4h 43m

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

city and county seat of Berkshire County, Massachusetts, United States

Pittsfield, NY

Wikimedia Commons

town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Trip Overview

This 222.9-mile journey from Pittsfield, NY, to Oyster Bay, NY, is designed for a single day of travel, taking approximately 4 hours and 50 minutes. Primarily utilizing NY 17, State Highway 8, and Northern Boulevard, this route offers a highway-focused experience. With an estimated fuel cost of $37, it's an economical option for a one-day excursion. Both your origin and destination are within the Northeast region, making for a cohesive trip. This drive is well-suited for a straightforward trip, allowing you to reach your destination without the need for an overnight stop.

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

111.4 miles from Pittsfield, NY

A natural place for your longest stop of the day , about 2h 19m into the drive .

Main Roads

Road Distance Duration
NY 17 106 mi 2h 12m
State Highway 8 43.7 mi 51m
Northern Boulevard 14.5 mi 24m
NJ 17 14.1 mi 18m
New York State Thruway 13.7 mi 15m
NJ 4 6.7 mi 9m
Cross Bronx Expressway 6.6 mi 8m
State Route 80 2.7 mi 4m
Longest stretch: NY 17 — 106 mi, about 2h 12m

Traffic on I-95

Hour-of-day weekday pattern from 26 FHWA count stations on your route.

Peak

7 AM

~4,026 veh/hr typical

Quietest

2 AM

~1,234 veh/hr

Peak-to-quiet ratio

3.3×

busier at peak than in the quiet hours

12a 6a noon 6p 11p

Averaged across 21 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).

Turn-by-Turn Driving Directions

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

1

Start on NY 80

2.7 mi · 4 min · State Route 80
2

Continue on NY 80

0.3 mi · 37 sec · Genesee Street
3

Turn left onto NY 8

0.9 mi · 1 min · South Main Street
4

Continue on NY 8

25 mi · 30 min · State Highway 8
5

Continue on NY 8

0.4 mi · 29 sec · Airport Road
6

Continue on NY 8

19 mi · 21 min · State Highway 8
7

Continue on NY 8; NY 10

0.3 mi · 18 sec · Oak Street
8

Continue on NY 8; NY 10

0.4 mi · 44 sec · State Highway 10
9

Take the exit

0.2 mi · 27 sec
Toward NY 17 East
10

Merge onto NY 17

105 mi · 2 hr 11 min · NY 17
Use the straight / slight right lanes.
11

Keep slight left at fork

0.7 mi · 59 sec
Toward I 87, NYST: Albany, New York City Use the slight right lane.
12

Keep slight right at fork

0.9 mi · 1 min
Toward I 87 Toll South: New York City Use the slight right lane.
13

Merge onto I 87

14 mi · 15 min · New York State Thruway
Use the straight / slight right lanes.
14

Keep slight right at fork onto NY 17

0.9 mi · 59 sec · NY 17
Exit 15 Toward I 287 South, NJ 17 South: New Jersey Use the slight right lane.
15

Continue on I 287; NJ 17

0.5 mi · 39 sec · I 287; NJ 17
16

Keep slight left at fork onto NJ 17

14 mi · 18 min · NJ 17
Exit 66 Toward NJ 17 South: Mahwah Use the slight left / straight lanes.
17

Take the exit

0.1 mi · 19 sec
Toward NJ 4, GSP South: Paterson, Fort Lee, New York
18

Keep slight left at fork

0.5 mi · 1 min
Toward NJ 4 East: Fort Lee, New York
19

Merge onto NJ 4

0.3 mi · 24 sec · NJ 4
Use the right lane.
20

Continue on NJ 4

6.4 mi · 8 min · NJ 4
Use the straight / slight right lanes.
21

Take the exit

0.2 mi · 18 sec
Toward I 95 North: George Washington Bridge Use the straight / slight left lanes.
22

Merge onto I 95 EXPR

0.7 mi · 54 sec · I 95 EXPR
Use the straight / slight right lanes.
23

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR
24

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)
Use the straight / slight right lanes.
25

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
26

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway
Use the straight / slight right lanes.
27

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.
28

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway
29

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
30

Continue on I 295

2.0 mi · 2 min · Clearview Expressway
Use the straight / slight right lanes.
31

Take the exit

0.2 mi · 32 sec
Exit 5 Toward NY 25A: Northern Boulevard Use the straight / slight right lanes.
32

Continue on Clearview Expressway

457 ft · 17 sec · Clearview Expressway
33

Turn left onto NY 25A

15 mi · 24 min · Northern Boulevard
Use the left lane.
34

Turn left onto NY 106

0.3 mi · 29 sec · Jericho Oyster Bay Road
35

Turn straight onto NY 106

0.5 mi · 46 sec · Oyster Bay Road
36

Keep slight left at fork onto NY 106

260 ft · 4 sec · Oyster Bay Road
37

Continue on NY 106

0.9 mi · 1 min · Pine Hollow Road
Use the left lane.
38

Continue on NY 106

105 ft · 5 sec · South Street
39

Turn right onto Berry Hill Road

112 ft · 9 sec · Berry Hill Road
40

Continue on Berry Hill Road

64 ft · 2 sec · Berry Hill Road
41

Arrive at destination

Berry Hill Road

Trip Plan

Given the manageable 4-hour 50-minute duration, starting your drive from Pittsfield in the morning will allow you to arrive in Oyster Bay with ample daylight. With only one recommended stop and a longest stretch of 106 miles, you can plan your breaks strategically. Keep an eye on your fuel levels, especially during the longer segments on NY 17, to ensure you stay within your estimated $37 budget. This route's efficiency means you have the flexibility to depart when it suits you best, but an early start is always recommended for any road trip.

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 111.4 miles from Pittsfield, NY, or about 2h 19m into the drive.
The longest continuous stretch on this route runs about 106 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 49 miles or 1h 1m in

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

Halfway reset

Around 111.4 miles or 2h 19m in

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

Final approach

Final hour starts around 3h 48m

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

Before You Leave

+

Open the route before leaving Pittsfield, 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 Pittsfield, NY

This is one driving day of about 222.9 miles and 4h 50m.

Your first comfortable stop window is around 49 miles from Pittsfield, 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 NY 17 for about 106 miles.

Where to Stop

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

village in town of Greenburgh, Westchester County, New York, United States

Mid-route town

Meal stop

Tarrytown, NY

111 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

Norwich, NY

Fuel and coffee

A short stop after about 49 miles helps settle the day before fatigue starts building.

Tarrytown, NY

Meal break

The midpoint is around 111.4 miles from Pittsfield, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before NY 17 if your tank is already low. That segment runs about 106 miles.

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

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop · final third

Giovanna's Cafe

4.7 ★ ★ ★ ★ ★

Ramsey, New Jersey

Later in the drive, short detour

Final third · 1h 2m to go 1.1 mi from route ~3 min detour $20 to $30

Hours: 7 am–4 pm

+12018255835

Visit website

Café Panache

4.6 ★ ★ ★ ★ ★

Ramsey, New Jersey

0.9 mi

The Mindful Cafe

4.3 ★ ★ ★ ★ ☆

Ramsey, New Jersey

0.8 mi

Best coffee break · home stretch

Lily and Liam

4.4 ★ ★ ★ ★ ☆

Englewood, New Jersey

Near the end, right off the route

Home stretch · 42min to go 0.8 mi from route ~2 min detour

Hours: Closed

+12015675111

Visit website

Saddle River Cafe

4.4 ★ ★ ★ ★ ☆

Saddle River, New Jersey

2 mi

Giovanna's Cafe

4.7 ★ ★ ★ ★ ★

Later in the drive, short detour

Final third 1.1 mi from route ~3 min detour $20 to $30

Ramsey, New Jersey

Hours: 7 am–4 pm

+12018255835

Visit website

Café Panache

4.6 ★ ★ ★ ★ ★

Later in the drive, right off the route

Final third 0.9 mi from route ~2 min detour $50 to $10

Ramsey, New Jersey

Hours: 12–1:30 pm

+12019340030

Visit website

The Mindful Cafe

4.3 ★ ★ ★ ★ ☆

Later in the drive, right off the route

Final third 0.8 mi from route ~2 min detour $10 to $20

Ramsey, New Jersey

Hours: 8:30 am–5 pm

+12016493600

Visit website

Rumba Cafe

4.5 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.9 mi from route ~2 min detour $20 to $30

Leonia, New Jersey

Hours: 8 am–8 pm

+12013630008

Hainan

4.5 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.7 mi from route ~4 min detour $20 to $30

Flushing, New York

Hours: 11 am–10 pm

+19175637223

Visit website

Lima 33 Restaurant

4.4 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 2.1 mi from route ~5 min detour Moderately

Little Neck, New York

Hours: 1–9 pm

+17182254949

Visit website

Shogun Japan Japanese restaurant

4.2 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 2.7 mi from route ~7 min detour Moderately

Hollis, New York

Hours: 12–9 pm

+13322041966

Visit website

Luigi's Restaurant And Bar

4.5 ★ ★ ★ ★ ★

Near the end, ~9 min detour

Home stretch 3.4 mi from route ~9 min detour Moderately

Queens, New York

Hours: 11:30 am–10 pm

+17183477136

Visit website

Lily and Liam

4.4 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour

Englewood, New Jersey

Hours: Closed

+12015675111

Visit website

Saddle River Cafe

4.4 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 2 mi from route ~5 min detour Expensive

Saddle River, New Jersey

Hours: 11:30 am–3 pm

+12012822300

Visit website

Duaa’s Cafe

4.8 ★ ★ ★ ★ ★

Near the end, ~9 min detour

Home stretch 3.4 mi from route ~9 min detour $10 to $20

New York, New York

+19172614093

Marimba Cafe

4.8 ★ ★ ★ ★ ★

Near the end, ~9 min detour

Home stretch 3.5 mi from route ~9 min detour $10 to $20

Hackensack, New Jersey

Hours: 7 am–7 pm

+12012563010

Visit website

Wonderland Play and Party

4.4 ★ ★ ★ ★ ☆

Near the end, ~9 min detour

Home stretch 3.8 mi from route ~9 min detour

South Hackensack, New Jersey

Hours: 10 am–7 pm

+12014265898

Visit website

Tesla Supercharger

4.5 ★ ★ ★ ★ ★

Around the midpoint, right off the route

Halfway reset 0.4 mi from route ~1 min detour

Monticello, New York

Hours: Open 24 hours

+18777983752

Visit website

ViaLynk Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, right off the route

Final third 0.6 mi from route ~2 min detour

Goshen, New York

Hours: Open 24 hours

+15186913119

Visit website

ViaLynk Charging Station

4.0 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

Final third 0.7 mi from route ~2 min detour

Goshen, New York

Hours: Open 24 hours

+15186913119

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Near the end, right off the route

Home stretch 0.4 mi from route ~1 min detour

Oyster Bay, New York

Hours: Open 24 hours

+18887584389

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Around the midpoint, short detour

Final third 1.9 mi from route ~5 min detour

Goshen, New York

Hours: Open 24 hours

+18887584389

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Around the midpoint, short detour

Final third 2 mi from route ~5 min detour

Goshen, New York

Hours: Open 24 hours

+18887584389

Visit website

ChargeSmart EV Charging Station

4.0 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Final third 3.1 mi from route ~8 min detour

Goshen, New York

+18887174544

Visit website

Tesla Supercharger

4.4 ★ ★ ★ ★ ☆

Near the end, ~10 min detour

Home stretch 4 mi from route ~10 min detour

Syosset, New York

Hours: Open 24 hours

Visit website

Roscoe

0 mi from route

Rest Area

0 mi from route

Pilot Travel Center

0 mi from route

Sloatsburg Service Area

0.1 mi from route

East Branch Rest Area

0.1 mi from route

Rest Area

0.9 mi from route

Service Plaza

1.2 mi from route

Middletown Rest Area

2 mi from route

Xtreme Energy

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour

Englewood, New Jersey

Hours: Closed

+12014085555

Visit website

Theodore Roosevelt Memorial Park

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour

Oyster Bay, New York

+15166246202

Visit website

Sunshine Pottery & Paint

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.5 mi from route ~1 min detour

Englewood, New Jersey

Hours: 11 am–5 pm

+12015415559

Visit website

Escape Room NJ

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.3 mi from route ~3 min detour

Englewood, New Jersey

Hours: 10 am–1 pm

+12018151784

Visit website

Overpeck County Park

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.3 mi from route ~3 min detour

Leonia, New Jersey

Hours: 6 am–10 pm

+12013367275

Visit website

Bergen Performing Arts Center

4.5 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.3 mi from route ~3 min detour

Englewood, New Jersey

+12012271030

Visit website

Ross Dock Picnic Area

4.7 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.7 mi from route ~4 min detour

Fort Lee, New Jersey

Hours: 6 am–7 pm

+12017681360

Visit website

Englewood Picnic Area

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.6 mi from route ~4 min detour

Englewood Cliffs, New Jersey

Hours: 8 am–6 pm

+12017681360

Visit website

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

Heads-up: tricky spots

5 of 21

5 decision points cluster between mile 154 and 199.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

8
154 mi into trip | ~3h 12m in

Keep slight left at fork toward I 87, NYST: Albany, New York City

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

Use the slight right lane. Toward I 87, NYST: Albany, New York City
7
154.7 mi into trip | ~3h 13m in

Keep slight right at fork toward I 87 Toll South: New York City

Highway fork - watch signs carefully. Lane positioning matters here

Use the slight right lane. Toward I 87 Toll South: New York City
9
169.3 mi into trip | ~3h 30m in | NY 17

Keep slight right at fork onto NY 17 toward I 287 South, NJ 17 South: New Jersey

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

Use the slight right lane. Exit 15 Toward I 287 South, NJ 17 South: New Jersey
8
170.7 mi into trip | ~3h 32m in | NJ 17

Keep slight left at fork onto NJ 17 toward NJ 17 South: Mahwah

Highway fork - watch signs carefully. Lane positioning matters here

Use the slight left / straight lanes. Exit 66 Toward NJ 17 South: Mahwah
8
199.7 mi into trip | ~4h 12m 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

$36.06 one way

$72.12 round trip

$4.11/gal 25.4 MPG avg 78 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.46 $39.13 $78.26
premium $4.85 $42.54 $85.09
diesel $4.80 $42.09 $84.18

Estimated Tolls: $23.23

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
New York State Thruway (13.7 mi) $0.68

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

$36

Tolls

$23

Meals

$25–$50

Total

$84–$109

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

Estimated CO2 emission: 78 kg one way. Prices: EIA weekly data, 2026-07-13.

Driving Electric?

About $23 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 66.9 0 $23.40 $10.70
Efficient EV 55.7 0 $19.50 $8.92
EV Truck/SUV 89.2 1 $31.21 $14.27

Gas CO2

78 kg

EV CO2

26 kg (67% less)

Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.

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 Jul 18, 2026

Origin

Pittsfield, NY

Morning in Pittsfield on Monday

Local time

7:02 AM

EDT

Current temp

81°F

Patchy Smoke

SW 12 mph 98% chance Live forecast

Severe Thunderstorm Warning

Severe Thunderstorm Warning issued July 18 at 4:13PM EDT until July 18 at 4:45PM EDT by NWS Buffalo NY

Severe Thunderstorm Warning

Severe Thunderstorm Warning issued July 18 at 4:12PM EDT until July 18 at 5:15PM EDT by NWS Binghamton NY

Destination

Oyster Bay, NY

Morning in Oyster Bay on Monday

Local time

7:02 AM

EDT

Current temp

81°F

Areas Of Smoke

S 14 mph 94% chance Live forecast

Severe Thunderstorm Warning

Severe Thunderstorm Warning issued July 18 at 4:13PM EDT until July 18 at 4:45PM EDT by NWS Buffalo NY

Severe Thunderstorm Warning

Severe Thunderstorm Warning issued July 18 at 4:12PM EDT until July 18 at 5:15PM EDT by NWS Binghamton NY

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

Very similar conditions

Both ends of the route are sitting at about the same temperature right now.

Road read

4h 50m 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.

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 ~9 min detour Free near mile 192.2
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...

3 mi from route ~8 min detour Free near mile 192.2
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 192.2
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 ~26 min detour Free near mile 192.2
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 192.2
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 ~27 min detour Free near mile 192.2
View on nps.gov

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

What kind of drive is this?

Expect an 83% highway share on this trip, indicating a drive that leans heavily on faster-paced roads. The longest uninterrupted stretch you'll encounter is 106 miles on NY 17, offering a significant period of steady travel. While primarily highway, the inclusion of State Highway 8 and Northern Boulevard suggests a potential for some varied road conditions as you approach your final destination. This route offers a predominantly efficient drive, minimizing time spent on slower, more winding roads.

83% highway — fuel and pacing are the main things to plan.
41 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 106 mi on NY 17.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on NY 17 and State Highway 8. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 154 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 21 significant decision points across 222.9 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 154 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 154.7 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 169.3 miles (NY 17): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

Elevation Profile

Gently rolling terrain

1,745 ft 46 ft

Total Climb

997 ft

Total Descent

2,113 ft

Highest Point

1,745 ft

~95.5 mi in

Elevation Range

1,700 ft

Towns Mentioned on Route Signs

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

Between Pittsfield, NY and Oyster Bay, NY, road signs point toward Nyst: Albany, New York City, Gsp South: Paterson, Fort Lee and New York.

Nyst: Albany

154 mi in | ~3h 12m

New York City

154 mi in | ~3h 12m

Gsp South: Paterson

184.8 mi in | ~3h 51m

Fort Lee

184.8 mi in | ~3h 51m

New York

184.8 mi in | ~3h 51m

About the Cities

Starting in Pittsfield, NY

Full guide →

Arriving in Oyster Bay, NY

Full guide →

Founded 1667

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.

Top landmarks

  • Christ Church — historic Episcopal parish in Oyster Bay, New York, USA

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 4h 50m. Total distance: 222.9 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

4h 50m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (83%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 106 miles on NY 17. The full list of main roads is in the Roads section above.

Expect about $23.23 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.

Yes — we found about 8 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.

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 Oyster Bay, 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. There are 8 rest areas along the route for bathroom stops.

The main spots that need attention: at 154 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 154.7 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 169.3 miles (NY 17): Highway fork - watch signs carefully. 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.

Possible but tiring. At 4.8 hours each way, an in-and-out day trip would put you behind the wheel for 9.7 hours — manageable with a long break at Oyster Bay, NY, but most travelers stay overnight.

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, USGS 3DEP for elevation, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.

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