Skip to main content

Trip from Boston, NY to New York City, NY

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

Drive Time

7h 44m

Distance

365.2 mi

588 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$60

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 28 min
4 AM
7h 36m ★
6 AM
7h 45m
8 AM
8h 4m
10 AM
7h 52m
12 PM
7h 50m
3 PM
7h 52m
5 PM
8h 3m
8 PM
7h 39m

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

town in New York, USA

Boston, NY

Wikimedia Commons

most populous city in the United States

New York City, NY

Wikimedia Commons

Trip Overview

Spanning 365.2 miles from Boston to New York City, this trip takes approximately 7 hours and 44 minutes of drive time. Because it is a highway-focused route, you can realistically complete the journey in a single day, though it requires sustained focus behind the wheel. Budget around $58 for fuel to cover the distance between these two Northeast locations. You will primarily utilize the Southern Tier Expressway, the Keystone Shortway, and I-81 to navigate through the state. Whether this trip suits you depends on your comfort with long-haul interstate driving, but it remains a straightforward, efficient path for connecting these two points.

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

2 planned breaks

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

Midpoint

182.6 miles from Boston, NY

A natural place for your longest stop of the day , about 3h 55m into the drive .

Main Roads

Road Distance Duration
Southern Tier Expressway 104.5 mi 2h 2m
Keystone Shortway 63.3 mi 1h 19m
I 81 53.4 mi 1h 3m
I 380 23.6 mi 25m
Genesee Expressway 22.2 mi 25m
State Highway 39 18.2 mi 25m
Essex Freeway 15.8 mi 20m
Nunda-Dansville Road 12.4 mi 16m
Longest stretch: Southern Tier Expressway — 104.5 mi, about 2h 2m

Turn-by-Turn Driving Directions

Step-by-step road directions between Boston, NY and New York City, NY.

1

Start on Boston Cross Road

33 ft · 8 sec · Boston Cross Road
2

Turn sharp left onto Boston State Road

1.7 mi · 2 min · Boston State Road
3

Continue on Springville Boston Road

6.4 mi · 9 min · Springville Boston Road
4

Turn left onto CR 410

1.6 mi · 3 min · Middle Road
5

Turn right onto NY 240

1.5 mi · 2 min · Vaughn Street
6

Turn left onto NY 39

7.7 mi · 8 min · Springville Sardinia Highway
7

Continue on NY 39

0.2 mi · 10 sec · State Highway 39
8

Continue on NY 39

1.4 mi · 1 min · Schutt Road
9

Turn right onto NY 16; NY 39

0.6 mi · 56 sec · State Highway 16
10

Continue on NY 16; NY 39

0.2 mi · 26 sec · Olean Road
11

Turn left onto NY 39

1.1 mi · 2 min · State Route 39
12

Continue on NY 39

2.3 mi · 5 min · West Main Street
13

Continue on NY 39

18 mi · 25 min · State Highway 39
14

Turn right onto NY 436

1.8 mi · 2 min · Denton Corners Road
15

Turn right onto NY 19A; NY 436

2.2 mi · 3 min · NY 19A; NY 436
16

Turn left onto NY 436

0.3 mi · 46 sec · Hamilton Street
17

Turn left onto NY 436

360 ft · 8 sec · Main Street
18

Continue on NY 436

5.6 mi · 8 min · Portage Street
19

Continue on NY 436

1.0 mi · 1 min · Mill Street
20

Continue on NY 436

12 mi · 16 min · Nunda-Dansville Road
21

Continue on NY 436

0.7 mi · 1 min · Ossian Street
22

Turn right onto Spruce Street

0.1 mi · 32 sec · Spruce Street
23

Turn slight right onto NY 36

0.9 mi · 1 min · Clara Barton Street
24

Continue on NY 36

0.1 mi · 11 sec · Hornell Road
25

Take the ramp

0.3 mi · 33 sec
26

Merge onto I 390

22 mi · 25 min · Genesee Expressway
27

Merge onto I 86

105 mi · 2 hr 2 min · Southern Tier Expressway
28

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.
29

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.
30

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.
31

Keep slight right at fork onto I 380

24 mi · 25 min · I 380
Exit 4 Toward I 380 South: Mount Pocono
32

Keep slight left at fork

1.0 mi · 1 min
Exit 1B Toward I 80 East: Stroudsburg
33

Merge onto I 80

63 mi · 1 hr 19 min · Keystone Shortway
Use the straight / right lanes.
34

Take the exit

0.7 mi · 49 sec
Exit 47A Toward I 280 East: The Oranges, Newark
35

Continue on I 280

16 mi · 20 min · Essex Freeway
Use the straight / right lanes.
36

Take the exit

0.6 mi · 1 min
Exit 17A Toward CR 508 East: Jersey City
37

Merge onto CR 508

2.0 mi · 3 min · Newark-Jersey City Turnpike
Use the straight / slight right lanes.
38

Continue on NJ 7

0.5 mi · 43 sec · New Wittpenn Bridge
Use the straight / slight right lanes.
39

Take the exit

0.2 mi · 28 sec
Toward NJ 139 East: Hoboken, Holland Tunnel Use the slight right lane.
40

Keep slight left at fork

0.4 mi · 47 sec
Toward Holland Tunnel, Lincoln Tunnel Use the straight / slight left lanes.
41

Turn straight

0.3 mi · 35 sec
Use the straight lane.
42

Merge onto NJ 139

0.7 mi · 1 min · Conrail Viaduct
43

Continue on NJ 139

0.4 mi · 32 sec · 12th Street Viaduct
44

Continue on I 78

0.3 mi · 54 sec · 12th Street
Use the straight / right lanes.
45

Keep slight left at fork onto I 78

2.0 mi · 4 min · Holland Tunnel
Toward Holland Tunnel, Manhattan
46

Take the exit

305 ft · 10 sec
Toward Brooklyn Use the straight / slight right lanes.
47

Continue on Beach Street

121 ft · 7 sec · Beach Street
Toward Brooklyn, 6th Avenue, Walker Street Use the straight lane.
48

Turn slight right onto Walker Street

0.2 mi · 1 min · Walker Street
Use the straight / slight right lanes.
49

Turn right onto Broadway

0.4 mi · 1 min · Broadway
Use the straight lane.
50

Arrive at destination

Broadway

Trip Plan

To manage the 7-hour and 44-minute drive effectively, plan for at least two deliberate stops to break up the monotony of the highway. Leaving early in the morning is your best strategy to avoid fatigue and better navigate the final approach into the city. Since the longest stretch covers 104.5 miles on the Southern Tier Expressway, try to time your first break shortly after completing that segment. Keep your $58 fuel budget in mind, but remember to factor in potential traffic delays as you approach your destination, which can impact your overall fuel efficiency. Flexibility is your greatest asset on this route, so don't hesitate to extend your rest periods if the highway traffic feels particularly heavy.

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.

You can normally do this drive in one day.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 182.6 miles from Boston, NY, or about 3h 55m into the drive.
The longest continuous stretch on this route runs about 104.5 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 80 miles or 1h 55m in

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

Halfway reset

Around 182.6 miles or 3h 55m in

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

Final approach

Final hour starts around 6h 20m

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

Before You Leave

+

Open the route before leaving Boston, 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.

Day 1

Settle into the route from Boston, NY

This is one driving day of about 365.2 miles and 7h 44m.

Your first comfortable stop window is around 80 miles from Boston, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on Southern Tier Expressway for about 104.5 miles.

Where to Stop

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

Downtown Endwell, NY, NY

Mid-route town

Meal stop

Endwell, NY

183 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.

Popular next leg

Endwell, NY to New York City, NY

181.5 mi · 3h 51m

Pacing Suggestions

Hornell, NY

Fuel and coffee

A short stop after about 80 miles helps settle the day before fatigue starts building.

Endwell, NY

Meal break

The midpoint is around 182.6 miles from Boston, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before Southern Tier Expressway if your tank is already low. That segment runs about 104.5 miles.

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 Restaurant

Le Coucou

4.5 ★ ★ ★ ★ ★

New York, New York

Near the end, right off the route

0.5 mi from route ~1 min detour $100 or ab mile 365.2

Hours: 11:30 am–2 pm

+12122714252

Visit website

Coppola Cafe

4.6 ★ ★ ★ ★ ★

New York, New York

1.3 mi

Veselka

4.6 ★ ★ ★ ★ ★

New York, New York

1.4 mi

Top Coffee Stop

Amano Cafe

4.5 ★ ★ ★ ★ ★

New York, New York

Near the end, short detour

1.3 mi from route ~3 min detour $1 to $10 mile 365.2

Hours: 7 am–6 pm

+15858883232

Visit website

Le Cafe Coffee

4.3 ★ ★ ★ ★ ☆

New York, New York

1.6 mi

Aleef Cafe

4.8 ★ ★ ★ ★ ★

New York, New York

3 mi

Le Coucou

4.5 ★ ★ ★ ★ ★

Near the end, right off the route

0.5 mi from route ~1 min detour $100 or ab mile 365.2

New York, New York

Hours: 11:30 am–2 pm

+12122714252

Visit website

Coppola Cafe

4.6 ★ ★ ★ ★ ★

Near the end, short detour

1.3 mi from route ~3 min detour $1 to $10 mile 365.2

New York, New York

Hours: 7 am–7 pm

+19294309955

Veselka

4.6 ★ ★ ★ ★ ★

Near the end, short detour

1.4 mi from route ~4 min detour $20 to $30 mile 365.2

New York, New York

Hours: 8 am–11 pm

+12122289682

Visit website

Bosphorus Restaurant

4.6 ★ ★ ★ ★ ★

Near the end, short detour

1.6 mi from route ~4 min detour $20 to $30 mile 339.1

Lake Hiawatha, New Jersey

Hours: 10:30 am–9 pm

+19733359690

Visit website

Triplets Family Restaurant

4.5 ★ ★ ★ ★ ★

Later in the drive, short detour

1.8 mi from route ~5 min detour $10 to $20 mile 286.9

Stroudsburg, Pennsylvania

Hours: 5 am–9 pm

+15704216566

Visit website

Dekalb Market Hall

4.6 ★ ★ ★ ★ ★

Near the end, short detour

2 mi from route ~5 min detour Inexpensiv mile 365.2

Brooklyn, New York

Hours: 11 am–10 pm

+19293596555

Visit website

Hapgoods Restaurant & Bar

4.6 ★ ★ ★ ★ ★

Near the end, short detour

2.3 mi from route ~6 min detour $20 to $30 mile 339.1

Mountain Lakes, New Jersey

Hours: 7 am–9 pm

+19732993399

Visit website

Grace Street Coffee & Desserts

4.5 ★ ★ ★ ★ ★

Near the end, short detour

2.5 mi from route ~6 min detour $10 to $20 mile 365.2

New York, New York

Hours: 11 am–11 pm

+19175402776

Visit website

Amano Cafe

4.5 ★ ★ ★ ★ ★

Near the end, short detour

1.3 mi from route ~3 min detour $1 to $10 mile 365.2

New York, New York

Hours: 7 am–6 pm

+15858883232

Visit website

Le Cafe Coffee

4.3 ★ ★ ★ ★ ☆

Near the end, short detour

1.6 mi from route ~4 min detour $1 to $10 mile 365.2

New York, New York

Hours: 7 am–7 pm

+12123651060

Visit website

Aleef Cafe

4.8 ★ ★ ★ ★ ★

Near the end, short detour

3 mi from route ~7 min detour $10 to $20 mile 365.2

New York, New York

Hours: 7 am–8 pm

+12125642723

51st Bakery & Cafe

4.5 ★ ★ ★ ★ ★

Near the end, short detour

3.3 mi from route ~8 min detour $10 to $20 mile 365.2

Long Island City, New York

Hours: 7:30 am–5 pm

+17187070554

Visit website

Roots Cafe

4.7 ★ ★ ★ ★ ★

Near the end, ~9 min detour

3.6 mi from route ~9 min detour $10 to $20 mile 365.2

Brooklyn, New York

Hours: 7:30 am–4 pm

+19293015535

Visit website

Sweetleaf Coffee Roasters

4.4 ★ ★ ★ ★ ☆

Near the end, ~9 min detour

3.5 mi from route ~9 min detour $1 to $10 mile 365.2

Long Island City, New York

Hours: 7 am–7 pm

+19178326726

Visit website

Cafe Grumpy - Park Slope

4.5 ★ ★ ★ ★ ★

Near the end, ~9 min detour

3.6 mi from route ~9 min detour $1 to $10 mile 365.2

Brooklyn, New York

Hours: 7 am–7 pm

+17184994404

Visit website

Artpresso Cafe

4.5 ★ ★ ★ ★ ★

Near the end, ~12 min detour

4.6 mi from route ~12 min detour mile 365.2

Long Island City, New York

Hours: 7:30 am–5 pm

+19178327021

Visit website

Electrify America Charging Station

4.5 ★ ★ ★ ★ ★

Around the midpoint, right off the route

0.2 mi from route ~1 min detour mile 130.4

Horseheads, New York

Hours: Open 24 hours

+18336322778

Visit website

Blink Charging Station

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

0.4 mi from route ~1 min detour mile 365.2

New York, New York

Hours: Open 24 hours

+18889982546

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Near the end, right off the route

0.5 mi from route ~1 min detour mile 365.2

New York, New York

Hours: Open 24 hours

+18887584389

Visit website

Tesla Supercharger

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

2.1 mi from route ~5 min detour mile 130.4

Elmira, New York

Hours: Open 24 hours

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

2.1 mi from route ~5 min detour mile 182.6

Vestal, New York

Hours: Open 24 hours

+18887584389

Visit website

Tesla Supercharger

3.8 ★ ★ ★ ★ ☆

Near the end, short detour

2 mi from route ~5 min detour mile 365.2

Jersey City, New Jersey

Hours: Open 24 hours

+18777983752

Visit website

Tesla Supercharger

2.0 ★ ★ ☆ ☆ ☆

Near the end, right off the route

0.5 mi from route ~1 min detour mile 365.2

New York, New York

Hours: Open 24 hours

+18777983752

Visit website

EVgo Charging Station

3.5 ★ ★ ★ ★ ☆

Near the end, short detour

1.9 mi from route ~5 min detour mile 365.2

Jersey City, New Jersey

Hours: Open 24 hours

+18774943833

Visit website

Rest area

0 mi from route

Rest Area

0 mi from route

Nichols Rest Area

0 mi from route

Rest Area

0 mi from route

Campbell Rest Area

0 mi from route

Crescent Lake Rest Area

0 mi from route

Rest Area

0 mi from route

Rest Area

0.1 mi from route

Pilot Travel Center

0.1 mi from route

Flying J Travel Center

0.1 mi from route

Owego Rest Area

0.1 mi from route

Broome Gateway Rest Area

0.1 mi from route

Pennsylvania Welcome Center

0.1 mi from route

Rest Area

0.1 mi from route

Onvo Travel Plaza

0.1 mi from route

Rest Area

0.1 mi from route

Kanona Rest Area

0.1 mi from route

Onvo Travel Plaza

0.1 mi from route

Love's Travel Stop

0.1 mi from route

TA

0.1 mi from route

Penn-Can Travel Plaza

0.1 mi from route

Service Plaza

0.1 mi from route

Service Plaza

0.1 mi from route

Rest Area

0.1 mi from route

TA

0.2 mi from route

Erwin Text Zone / Parking Area

0.2 mi from route

Love's Travel Stop

0.3 mi from route

Valley Settlement House

0.4 mi from route

TA

0.4 mi from route

Onvo Travel Plaza

0.4 mi from route

Rest Area

0.6 mi from route

Rest Area

0.6 mi from route

Rest Area

0.8 mi from route

Pilot Travel Center

1.9 mi from route

Alexander Hamilton Service Area

2.1 mi from route

African Burial Ground National Monument

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

0.1 mi from route mile 365.2

New York, New York

Hours: 10 am–4 pm

+12122384367

Visit website

BrainXcape Escape Room NYC

4.9 ★ ★ ★ ★ ★

Near the end, right off the route

0.4 mi from route ~1 min detour mile 365.2

New York, New York

Hours: 11 am–10:30 pm

+13476961408

Visit website

Pier 25 at Hudson River Park

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

0.6 mi from route ~1 min detour mile 365.2

New York, New York

Hours: 6 am–1 pm

+12126272020

Visit website

Veterans Memorial Park

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

0.4 mi from route ~1 min detour mile 339.1

Parsippany, New Jersey

Hours: 9 am–8 pm

+19732637254

Visit website

Pier 15 East River Esplanade

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

0.7 mi from route ~2 min detour mile 365.2

New York, New York

Hours: 6 am–12 pm

Visit website

Brooklyn Bridge Park - Pier 1

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

1 mi from route ~2 min detour mile 365.2

Brooklyn, New York

Hours: Open 24 hours

Visit website

New York City Fire Museum

4.5 ★ ★ ★ ★ ★

Near the end, right off the route

0.8 mi from route ~2 min detour mile 365.2

New York, New York

+12126911303

Visit website

Brooklyn Bridge Park

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

1 mi from route ~2 min detour mile 365.2

Brooklyn, New York

Hours: 6 am–1 pm

Visit website

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

Heads-up: tricky spots

5 of 32

5 decision points cluster between mile 194.9 and 360.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

7
194.9 mi into trip | ~4h 10m 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
248.2 mi into trip | ~5h 13m 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...
6
252.7 mi into trip | ~5h 19m in | I 380

Keep slight right at fork onto I 380 toward I 380 South: Mount Pocono

Highway fork - watch signs carefully

Exit 4 Toward I 380 South: Mount Pocono
7
360.3 mi into trip | ~7h 32m in

Take the exit toward NJ 139 East: Hoboken, Holland Tunnel

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Toward NJ 139 East: Hoboken, Holland Tunnel
8
360.5 mi into trip | ~7h 33m in

Keep slight left at fork toward Holland Tunnel, Lincoln Tunnel

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

Use the straight / slight left lanes. Toward Holland Tunnel, Lincoln Tunnel

Fuel & Cost

Regular Gas

$60.11 one way

$120.23 round trip

$4.18/gal 25.4 MPG avg 128 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $65.00 $130.01
premium $4.92 $70.78 $141.57
diesel $5.61 $80.63 $161.26

Estimated Tolls: $16.14

Holland Tunnel $16.00
Newark-Jersey City 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

$60

Tolls

$16

Meals

$25–$50

Total

$101–$126

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

Estimated CO2 emission: 127.8 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $38 in charging · 1 stop · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 109.6 1 $38.35 $17.53
Efficient EV 91.3 1 $31.96 $14.61
EV Truck/SUV 146.1 1 $51.13 $23.37

Gas CO2

128 kg

EV CO2

43 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

Boston, NY

Morning in Boston on Sunday

Local time

10:57 AM

EDT

Current temp

39°F

Unavailable

Live forecast

Destination

New York City, NY

Morning in New York City on Sunday

Local time

10:57 AM

EDT

Current temp

59°F

Patchy Fog then Mostly Sunny

E 6 to 14 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

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

20 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

7h 44m on the road

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

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.

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...

0 mi from route Free near mile 365.2
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...

1 mi from route ~2 min detour Free near mile 365.2
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...

1 mi from route ~1 min detour Free near mile 365.2
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...

1 mi from route ~3 min detour Free near mile 365.2
View on nps.gov
Governors Island National Monument

Governors Island National Monument

National Monument

From 1794 to 1966, the U.S. Army presence on Governors Island played a vital role in the social, political, and economic life of New York City. The island then served as the headquarters of the U.S. C...

2 mi from route ~4 min detour Free near mile 365.2
View on nps.gov
Statue Of Liberty National Monument

Statue Of Liberty National Monument

National Monument

A gift of friendship from the people of France to the United States "The Statue of Liberty Enlightening the World" is recognized as a universal symbol of freedom and democracy. It was dedicated by Pre...

3 mi from route ~7 min detour Free near mile 365.2
View on nps.gov

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

What kind of drive is this?

Expect a trip defined by efficiency, as 67% of your travel occurs on major highways. You will spend a significant portion of the journey on the Southern Tier Expressway, which features the route's longest uninterrupted stretch of 104.5 miles. This interstate-heavy profile provides a consistent, high-speed pace that favors predictability over technical winding roads. While the landscape transitions from the quieter regions of Boston toward the high-density environment of New York City, the road surface remains largely consistent. It is a no-nonsense driving experience designed to minimize travel time rather than offer a scenic, slow-paced tour.

67% highway — fuel and pacing are the main things to plan.
50 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 104.5 mi on Southern Tier Expressway.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on Southern Tier Expressway and Keystone Shortway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 194.9 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 32 significant decision points across 365.2 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 194.9 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 248.2 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 252.7 miles (I 380): Highway fork - watch signs carefully.

Elevation Profile

Gently rolling terrain

1,834 ft 34 ft

Total Climb

1,805 ft

Total Descent

2,715 ft

Highest Point

1,834 ft

~273.9 mi in

Elevation Range

1,800 ft

Notable High Points

1,834 ft at ~273.9 miles +612 ft prominence

Towns Mentioned on Route Signs

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

Between Boston, NY and New York City, NY, road signs point toward Mt Pocono, Milford and Newark.

Mt Pocono

248.2 mi in | ~5h 13m | via US 6

Milford

249 mi in | ~5h 14m | via I 84; I 380

Newark

340.6 mi in | ~7h 5m

About the Cities

Starting in Boston, NY

Full guide →

Founded 1817

Arriving in New York City, NY

Full guide →

“The City That Never Sleeps” · Founded 1624

New York (known as "The Big Apple", "NYC," and often called "New York City") is a global center for media, entertainment, art, fashion, research, finance, and trade. The bustling, cosmopolitan heart of the 4th largest metropolis in the world and by far the most populous city in the United States, New York has long been a key entry point and a defining city for the nation. From the Statue of Liberty in the harbor to the Empire State Building towering over the Manhattan skyline, from the tunnels of the subway to the riches of Wall Street, from the bright signs of Times Square to the naturalistic beauty of Central Park, and from Yankee Stadium in the Bronx to Coney Island in Brooklyn, New York's landmarks are quintessential American landmarks. The city's neighborhoods and streets are so iconic they have become ingrained into the American consciousness.

Top landmarks

  • Statue of Liberty — American icon in New York, United States
  • National September 11 Memorial & Museum — memorial & museum in New York City commemorating the September 11, 2001 attacks
  • Plaza Hotel — hotel in Midtown Manhattan, New York City

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

A 365.2-mile journey with nearly 8 hours of driving is a solid full day, making this route feasible for a weekend trip, but it will eat up a significant chunk of your precious Saturday or Sunday.

Family Friendly

With a 10/10 complexity rating, navigating this 365.2-mile route with kids will require serious pre-planning for entertainment, and the 2 suggested breaks will be essential for keeping everyone happy on this long drive.

Solo Traveler

This 365.2-mile drive is totally doable solo if you break it up with a couple of planned stops. The 7 hours and 44 minutes of driving time, with 67% on highways, makes for an engaging, albeit long, day.

Frequently Asked Questions

The longest stretch is about 104.5 miles on Southern Tier Expressway. The full list of main roads is in the Roads section above.

Expect about $16.14 in tolls one way, starting with Holland Tunnel. 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 35 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 New York City, 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. There are 35 rest areas along the route for bathroom stops.

The main spots that need attention: at 194.9 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 248.2 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 252.7 miles (I 380): Highway fork - watch signs carefully.

Yes — African Burial Ground National Monument, Castle Clinton National Monument and Federal Hall National Memorial (6 total within detour distance). See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 7.7 hours each way, a round trip means 15.5 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at New York City, 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, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.

Was this helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

Explore more options from Boston, NY or browse trips ending in New York City, NY.

Looking for more statewide routes? Browse NY road trips.