Skip to main content
US Trip Planner Logo
US Trip Planner

Trip from Bennington, NY to Brooklyn, 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 30m

Distance

353.8 mi

569 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$58

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 31 min
4 AM
7h 20m ★
6 AM
7h 30m
8 AM
7h 51m
10 AM
7h 37m
12 PM
7h 35m
3 PM
7h 38m
5 PM
7h 50m
8 PM
7h 24m

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

Best Time Drive vs Fly
Google Maps Waze Apple Maps
Download GPX
Downtown Bennington, NY, NY

Bennington, NY

Dom Bucci

borough of New York City, New York, United States

Brooklyn, NY

Wikimedia Commons

Trip Overview

This 353.8-mile drive from Bennington, NY to Brooklyn, NY is a substantial undertaking, estimated to take around 7 hours and 30 minutes. Primarily utilizing the Southern Tier Expressway, Keystone Shortway, and I-81, this route is heavily highway-focused at 68% highway share. With a fuel cost estimated at $58, it's feasible as a single-day trip, though you'll want to plan for at least two stops along the way. The longest uninterrupted stretch clocks in at 104.5 miles on the Southern Tier Expressway, so be prepared for extended periods of consistent driving. This journey keeps you within the Northeast region, moving from western New York towards the metropolitan area.

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

176.9 miles from Bennington, NY

A natural place for your longest stop of the day , about 3h 42m 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
Genesee Expressway 32.6 mi 37m
I 380 23.6 mi 25m
Essex Freeway 15.8 mi 20m
Varysburg Road 10.9 mi 15m
Perry Center Road 7.4 mi 10m
Longest stretch: Southern Tier Expressway — 104.5 mi, about 2h 2m

Turn-by-Turn Driving Directions

Step-by-step road directions between Bennington, NY and Brooklyn, NY.

1

Start on NY 354

441 ft · 12 sec · Clinton Street
2

Turn right

520 ft · 20 sec
3

Turn right onto NY 77

4.0 mi · 5 min · Alleghany Road
4

Continue on NY 77

0.8 mi · 1 min · State Highway 77
5

Turn left onto US 20A

11 mi · 15 min · Varysburg Road
6

Continue on US 20A

1.7 mi · 2 min · West Buffalo Road
7

Continue on US 20A

4.6 mi · 8 min · West Buffalo Street
8

Continue on US 20A

7.4 mi · 10 min · Perry Center Road
9

Continue on CR 64

2.3 mi · 3 min · Perry Road
10

Turn right onto NY 36

1.3 mi · 1 min · Mount Morris Road
11

Continue on NY 36

1.8 mi · 4 min · North Main Street
12

Continue on NY 36

4.1 mi · 7 min · Sonyea Road
13

Take the ramp

0.3 mi · 33 sec
14

Merge onto I 390

33 mi · 37 min · Genesee Expressway
15

Merge onto I 86

105 mi · 2 hr 2 min · Southern Tier Expressway
16

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.
17

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.
18

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.
19

Keep slight right at fork onto I 380

24 mi · 25 min · I 380
Exit 4 Toward I 380 South: Mount Pocono
20

Keep slight left at fork

1.0 mi · 1 min
Exit 1B Toward I 80 East: Stroudsburg
21

Merge onto I 80

63 mi · 1 hr 19 min · Keystone Shortway
Use the straight / right lanes.
22

Take the exit

0.7 mi · 49 sec
Exit 47A Toward I 280 East: The Oranges, Newark
23

Continue on I 280

16 mi · 20 min · Essex Freeway
Use the straight / right lanes.
24

Take the exit

0.6 mi · 1 min
Exit 17A Toward CR 508 East: Jersey City
25

Merge onto CR 508

2.0 mi · 3 min · Newark-Jersey City Turnpike
Use the straight / slight right lanes.
26

Continue on NJ 7

0.5 mi · 43 sec · New Wittpenn Bridge
Use the straight / slight right lanes.
27

Take the exit

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

Keep slight left at fork

0.4 mi · 47 sec
Toward Holland Tunnel, Lincoln Tunnel Use the straight / slight left lanes.
29

Turn straight

0.3 mi · 35 sec
Use the straight lane.
30

Merge onto NJ 139

0.7 mi · 1 min · Conrail Viaduct
31

Continue on NJ 139

0.4 mi · 32 sec · 12th Street Viaduct
32

Continue on I 78

0.3 mi · 54 sec · 12th Street
Use the straight / right lanes.
33

Keep slight left at fork onto I 78

1.9 mi · 4 min · Holland Tunnel
Toward Holland Tunnel, Manhattan
34

Take the exit

428 ft · 14 sec
Toward NY 9A
35

Turn slight left onto Laight Street

0.2 mi · 48 sec · Laight Street
Toward NY 9A
36

At end of road, turn left onto NY 9A

0.9 mi · 2 min · West Street
Use the straight lane.
37

Take the exit

2.6 mi · 5 min
Exit 2 Toward Hugh L Carey Tunnel, Brooklyn Use the left lane.
38

Continue on I 278

0.6 mi · 50 sec · Gowanus Expressway
39

Take the exit onto NY 27

1.5 mi · 2 min · NY 27
Exit 24 Toward NY 27 East: Prospect Expressway Use the slight left / straight lanes.
40

Take the exit onto NY 27

0.4 mi · 47 sec · NY 27
Exit 5 Toward NY 27 East: SUNY Downstate Medical Center Use the slight right lane.
41

Turn left onto NY 27

1.2 mi · 2 min · Caton Avenue
Use the straight / right lanes.
42

Continue on NY 27

0.4 mi · 31 sec · Linden Boulevard
Use the left lane.
43

Turn right onto Nostrand Avenue

0.2 mi · 35 sec · Nostrand Avenue
44

Arrive at destination

Nostrand Avenue

Trip Plan

To make the most of this 353.8-mile drive from Bennington to Brooklyn, consider an early morning departure to maximize daylight and minimize traffic as you approach your destination. With a 7-hour and 30-minute estimated duration and two planned stops, you should have ample time to rest and refuel. The longest stretch without a break is 104.5 miles on the Southern Tier Expressway, so be sure to take advantage of your earlier stops to stretch your legs. Keep an eye on your fuel gauge, especially during the longer highway segments, to avoid any surprises on this Northeast corridor trip.

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 176.9 miles from Bennington, NY, or about 3h 42m 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 78 miles or 1h 46m in

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

Halfway reset

Around 176.9 miles or 3h 42m 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 1m

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

Before You Leave

+

Open the route before leaving Bennington, 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 Bennington, NY

This is one driving day of about 353.8 miles and 7h 30m.

Your first comfortable stop window is around 78 miles from Bennington, 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.

town in Broome County, New York, United States

Mid-route town

Meal stop

Vestal, NY

177 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

Howard, NY

Fuel and coffee

A short stop after about 78 miles helps settle the day before fatigue starts building.

Endwell, NY

Meal break

The midpoint is around 176.9 miles from Bennington, 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 Coffee Stop

Lips Cafe

4.6 ★ ★ ★ ★ ★

Brooklyn, New York

Near the end, right off the route

0.1 mi from route $10 to $20 mile 353.8

Hours: 9 am–8 pm

+13472404439

Visit website

Roasted Coffee Bar

4.9 ★ ★ ★ ★ ★

Owego, New York

0.9 mi

F and M coffee shop

4.9 ★ ★ ★ ★ ★

Brooklyn, New York

1.3 mi

Dekalb Market Hall

4.6 ★ ★ ★ ★ ★

Near the end, short detour

3.3 mi from route ~8 min detour Inexpensiv mile 353.8

Brooklyn, New York

Hours: 11 am–10 pm

+19293596555

Visit website

Tabbouleh Cafe & restaurant

4.8 ★ ★ ★ ★ ★

Near the end, ~9 min detour

3.6 mi from route ~9 min detour $10 to $20 mile 353.8

Brooklyn, New York

Hours: 11 am–1 pm

+17186738301

Visit website

ACherry Restaurant

4.5 ★ ★ ★ ★ ★

Near the end, ~9 min detour

3.7 mi from route ~9 min detour Moderately mile 353.8

Brooklyn, New York

Hours: 10 am–12 pm

+17188664460

Visit website

Cinar Mediterranean Restaurant

4.6 ★ ★ ★ ★ ★

Near the end, ~9 min detour

3.6 mi from route ~9 min detour Moderately mile 328.5

Livingston, New Jersey

Hours: 11:30 am–8:30 pm

+19733151616

Visit website

18th Ave Cafe G

4.9 ★ ★ ★ ★ ★

Near the end, ~10 min detour

4.1 mi from route ~10 min detour $30 to $40 mile 353.8

Brooklyn, New York

Hours: 12–10:45 pm

+16463408230

Tofubox

4.8 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.2 mi from route ~11 min detour $10 to $20 mile 353.8

Brooklyn, New York

Hours: 11:30 am–10 pm

+17183884232

Visit website

Giorgio's Restaurant

4.7 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.3 mi from route ~11 min detour Moderately mile 328.5

South Orange Village, New Jersey

Hours: 12–3 pm

+19737624440

Visit website

Land-O-Fun

4.0 ★ ★ ★ ★ ☆

Near the end, ~11 min detour

4.6 mi from route ~11 min detour mile 353.8

Brooklyn, New York

Hours: 10 am–8 pm

+17188915263

Visit website

Lips Cafe

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

0.1 mi from route $10 to $20 mile 353.8

Brooklyn, New York

Hours: 9 am–8 pm

+13472404439

Visit website

Roasted Coffee Bar

4.9 ★ ★ ★ ★ ★

Around the midpoint, right off the route

0.9 mi from route ~2 min detour $10 to $20 mile 151.6

Owego, New York

Hours: 8 am–5 pm

+16072231652

Visit website

F and M coffee shop

4.9 ★ ★ ★ ★ ★

Near the end, short detour

1.3 mi from route ~3 min detour $10 to $20 mile 353.8

Brooklyn, New York

Hours: 5 am–4 pm

+17184380447

Cafe Grumpy - Park Slope

4.5 ★ ★ ★ ★ ★

Near the end, short detour

2 mi from route ~5 min detour $1 to $10 mile 353.8

Brooklyn, New York

Hours: 7 am–7 pm

+17184994404

Visit website

Roots Cafe

4.7 ★ ★ ★ ★ ★

Near the end, short detour

2.4 mi from route ~6 min detour $10 to $20 mile 353.8

Brooklyn, New York

Hours: 7:30 am–4 pm

+19293015535

Visit website

Next Move Cafe

5.0 ★ ★ ★ ★ ★

Near the end, ~10 min detour

4 mi from route ~10 min detour $10 to $20 mile 353.8

Brooklyn, New York

Hours: 2 pm–12 am

+17186769679

Visit website

Just Fun for Kids | Kids Parties & Events

5.0 ★ ★ ★ ★ ★

Near the end, ~10 min detour

4 mi from route ~10 min detour mile 353.8

Brooklyn, New York

Hours: 10 am–6 pm

+13476819102

Visit website

Healing Bean Cafe | Arts and Coffee

4.9 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.4 mi from route ~11 min detour $1 to $10 mile 353.8

Brooklyn, New York

Hours: 7 am–9 pm

+13474974202

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, right off the route

0.3 mi from route ~1 min detour mile 227.4

Scranton, Pennsylvania

Hours: Open 24 hours

+18887584389

Visit website

IONNA Charging Station

4.2 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

0.9 mi from route ~2 min detour mile 227.4

Scranton, Pennsylvania

Hours: Open 24 hours

+18334662474

Visit website

Electrify America Charging Station

4.1 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

0.9 mi from route ~2 min detour mile 176.9

Binghamton, New York

Hours: Open 24 hours

+18336322778

Visit website

EvGateway Charging Station

4.3 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

0.5 mi from route ~1 min detour mile 151.6

Owego, New York

Hours: Open 24 hours

+19499452000

Visit website

EVolve NY Charging Station

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

1 mi from route ~3 min detour mile 151.6

Owego, New York

Hours: Open 24 hours

+18336322778

Visit website

EVolve NY Charging Station

3.5 ★ ★ ★ ★ ☆

Early in the drive, short detour

1.3 mi from route ~3 min detour mile 75.8

Bath, New York

Hours: Open 24 hours

+19142874200

Visit website

Tesla Supercharger

4.8 ★ ★ ★ ★ ★

Near the start, short detour

2.1 mi from route ~5 min detour mile 50.5

Dansville, New York

Hours: Open 24 hours

+18777983752

Visit website

Blink Charging Station

2.5 ★ ★ ★ ☆ ☆

Around the midpoint, right off the route

0.2 mi from route ~1 min detour mile 227.4

Scranton, Pennsylvania

Hours: Open 24 hours

+18889982546

Visit website

Wingate Park

4.4 ★ ★ ★ ★ ☆

Near the end, right off the route

0.7 mi from route ~2 min detour mile 353.8

Brooklyn, New York

Hours: 6 am–1 pm

+12126399675

Visit website

Prospect Park

4.7 ★ ★ ★ ★ ★

Near the end, short detour

1.2 mi from route ~3 min detour mile 353.8

Brooklyn, New York

Hours: 6 am–1 pm

+17189658951

Visit website

Prospect Park Zoo

4.5 ★ ★ ★ ★ ★

Near the end, short detour

1.3 mi from route ~3 min detour mile 353.8

Brooklyn, New York

Hours: 10 am–5 pm

+17183997339

Visit website

Brooklyn Botanic Garden

4.7 ★ ★ ★ ★ ★

Near the end, short detour

1.5 mi from route ~4 min detour mile 353.8

Brooklyn, New York

Hours: 8 am–8 pm

+17186237200

Visit website

Prospect Park Carousel

4.5 ★ ★ ★ ★ ★

Near the end, short detour

1.2 mi from route ~3 min detour mile 353.8

Brooklyn, New York

Hours: 12–5 pm

+17189656961

Visit website

Brooklyn Museum

4.7 ★ ★ ★ ★ ★

Near the end, short detour

1.6 mi from route ~4 min detour mile 353.8

Brooklyn, New York

Hours: 11 am–6 pm

+17186385000

Visit website

Farmland Animal Park

4.6 ★ ★ ★ ★ ★

Around the midpoint, short detour

1.6 mi from route ~4 min detour mile 126.4

Chemung, New York

Hours: 8 am–8 pm

+16075293371

Visit website

Grover Cleveland Park

4.8 ★ ★ ★ ★ ★

Near the end, short detour

1.9 mi from route ~5 min detour mile 328.5

Essex Fells, NJ

Hours: 7 am–9 pm

+19732683500

Visit website

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

Heads-up: tricky spots

5 of 28

5 decision points cluster between mile 176.4 and 347.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

7
176.4 mi into trip | ~3h 41m 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
229.8 mi into trip | ~4h 45m 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...
7
341.9 mi into trip | ~7h 4m 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
342.1 mi into trip | ~7h 5m 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
8
347.1 mi into trip | ~7h 17m in

Take the exit toward Hugh L Carey Tunnel, Brooklyn

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

Use the left lane. Exit 2 Toward Hugh L Carey Tunnel, Brooklyn

Fuel & Cost

Regular Gas

$58.24 one way

$116.48 round trip

$4.18/gal 25.4 MPG avg 124 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $62.97 $125.95
premium $4.92 $68.57 $137.15
diesel $5.61 $78.11 $156.23

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

$58

Tolls

$16

Meals

$25–$50

Total

$99–$124

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

Estimated CO2 emission: 123.8 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $37 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 106.1 1 $37.15 $16.98
Efficient EV 88.5 1 $30.96 $14.15
EV Truck/SUV 141.5 1 $49.53 $22.64

Gas CO2

124 kg

EV CO2

41 kg (67% less)

Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 15, 2026

Origin

Bennington, NY

Morning in Bennington on Sunday

Local time

8:50 AM

EDT

Current temp

43°F

Unavailable

Live forecast

Destination

Brooklyn, NY

Morning in Brooklyn on Sunday

Local time

8:50 AM

EDT

Current temp

49°F

Unavailable

Live forecast

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

6 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 30m 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...

4 mi from route ~11 min detour Free near mile 341.6
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...

4 mi from route ~11 min detour Free near mile 341.6
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...

4 mi from route ~11 min detour Free near mile 341.6
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...

4 mi from route ~10 min detour Free near mile 341.6
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...

4 mi from route ~11 min detour Free near mile 341.6
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...

5 mi from route ~11 min detour Free near mile 353.8
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 experience for the majority of this 353.8-mile journey, with 68% of the route dedicated to interstates. You'll spend a good portion of your time on the Southern Tier Expressway, which offers a consistent 104.5-mile stretch without significant breaks. The character of the drive leans towards efficient travel rather than winding scenic byways. While primarily interstate, the shift between the Southern Tier Expressway, Keystone Shortway, and I-81 will provide some variation in the road ahead. Prepare for a steady pace for the bulk of your 7-hour and 30-minute travel time.

68% highway — fuel and pacing are the main things to plan.
44 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 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 176.4 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 28 significant decision points across 353.8 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 176.4 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 229.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 341.9 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 Bennington, NY and Brooklyn, NY, road signs point toward Mt Pocono, Milford and Newark.

Mt Pocono

229.8 mi in | ~4h 45m | via US 6

Milford

230.6 mi in | ~4h 46m | via I 84; I 380

Newark

322.2 mi in | ~6h 37m

About the Cities

Arriving in Brooklyn, NY

Full guide →

Founded 1634

Brooklyn, the "Borough of Homes and Churches," is one of the five boroughs of New York City. It used to be a separate city, and still feels much like one. It has about 2.5 million inhabitants. If separated from the rest of New York City, Brooklyn would be the 4th most populous American city. Brooklyn is on the westernmost point of Long Island and shares a land boundary with Queens, which partially encircles Brooklyn to the north, east and south; Manhattan lies across the East River to the west and north of Brooklyn, and Staten Island is across the Verrazano-Narrows Bridge to the southwest. Brooklyn is enjoying a period of growth and affluence not seen since before World War II. The Brooklyn Academy of Music boasts world-class theater performances, and the nearby Barclays Center is the home of the NBA's Brooklyn Nets.

Top landmarks

  • • Brooklyn Bridge — bridge in New York City, crossing the East River
  • • Brooklyn Museum — art museum in Brooklyn, New York

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

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 7h 30m. Total distance: 353.8 miles.

Family Friendly

Moderate complexity with 2 natural rest stops along the way.

Solo Traveler

7h 30m drive, plan rest stops for pacing.

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.

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 Brooklyn, 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 176.4 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 229.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 341.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.

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 7.5 hours each way, a round trip means 15.0 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Brooklyn, 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.

Was this helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

Continue From Brooklyn, NY

Buffalo, NY 384.5 mi · 8h 6m Collins, NY 380.3 mi · 8h 4m Lakewood, NY 377.7 mi · 8h 7m Fort Covington, NY 374.1 mi · 7h 49m

More from Bennington, NY

East Flatbush, NY 354.6 mi · 7h 33m Staten Island, NY 350.5 mi · 7h 28m Syracuse, NY 129.5 mi · 2h 40m

More trips to Brooklyn, NY

Ripley, NY 401.5 mi Lewiston, NY 400.7 mi Leon, NY 397.8 mi Niagara Falls, NY 396.1 mi Fredonia, NY 395.9 mi Dayton, NY 393.3 mi
Escape planner: Bennington, NY Scenic drives in NY

Explore more options from Bennington, NY or browse trips ending in Brooklyn, NY.

Looking for more statewide routes? Browse NY road trips.