Skip to main content

Trip from Smithtown, NY to Westmoreland, NY

Pin this trip

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Oct 25, 2026 · Editorial standards

Drive Time

5h 48m

Distance

285.7 mi

460 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$50

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 39 min
4 AM
5h 35m ★
6 AM
5h 48m
8 AM
6h 14m
10 AM
5h 57m
12 PM
5h 55m
3 PM
5h 59m
5 PM
6h 13m
8 PM
5h 40m

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

town in Suffolk County, New York, United States

Smithtown, NY

Wikimedia Commons

Downtown Westmoreland, NY, NY

Westmoreland, NY

Renan Tagliaferro

Trip Overview

Smithtown, NY to Westmoreland, NY is 285.7 miles and takes about 5h 48m via NY 17 and the New York State Thruway, with a fuel budget near $47 and enough daylight to finish in a day. This trip stays within New York, moving from the Northeast region to another part of the Northeast. The route is mostly highway driving, making it a straightforward option for a single-day trip. You'll primarily be on major arteries, so expect consistent travel speeds for much of the way.

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

142.8 miles from Smithtown, NY

A natural place for your longest stop of the day , about 3h 1m into the drive .

Main Roads

Road Distance Duration
NY 17 117.5 mi 2h 15m
New York State Thruway 95.6 mi 1h 50m
Long Island Expressway 24.8 mi 33m
NJ 17 14.7 mi 18m
NJ 4 6.7 mi 9m
Cross Bronx Expressway 6.6 mi 8m
Jericho Turnpike 4 mi 6m
Cross Island Parkway 3.1 mi 4m
Longest stretch: NY 17 — 117.5 mi, about 2h 15m

Traffic on I-495

Hour-of-day weekday pattern from 32 FHWA count stations on your route.

Peak

3 PM

~4,892 veh/hr typical

Quietest

2 AM

~524 veh/hr

Peak-to-quiet ratio

9.3×

busier at peak than in the quiet hours

12a 6a noon 6p 11p

Averaged across 74 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 Smithtown, NY and Westmoreland, NY.

1

Start on NY 25; NY 25A

0.6 mi · 51 sec · West Main Street
2

Keep slight left at fork onto NY 25; NY 25A

179 ft · 5 sec · West Main Street
3

Continue on NY 25

4.0 mi · 6 min · Jericho Turnpike
4

Take the ramp

0.2 mi · 27 sec
Toward SM South: Bay Shore
5

Merge onto SM

1.9 mi · 2 min · Sunken Meadow State Parkway
6

Continue on SA

0.8 mi · 49 sec · Sagtikos State Parkway
7

Take the exit

0.1 mi · 16 sec
Exit S1W Toward I 495 West: New York Use the slight right lane.
8

Keep slight left at fork

0.2 mi · 23 sec
Toward I 495 West: New York Use the straight / slight right lanes.
9

Turn straight onto LIE North Service Road

0.4 mi · 33 sec · LIE North Service Road
10

Turn straight onto North Service Road

0.1 mi · 14 sec · North Service Road
11

Take the ramp

0.2 mi · 21 sec
Toward I 495 West: New York
12

Merge onto I 495

25 mi · 33 min · Long Island Expressway
Use the straight / slight right lanes.
13

Take the exit

0.2 mi · 27 sec
Exit 31N-S Toward Cross Island Parkway, Whitestone Bridge, Kennedy Airport Use the straight / slight right lanes.
14

Keep slight right at fork

0.3 mi · 38 sec
Exit 31N Toward Cross Island Parkway North, Whitestone Bridge Use the slight left / slight right lanes.
15

Merge onto CI

3.1 mi · 4 min · Cross Island Parkway
Use the straight / slight right lanes.
16

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.
17

Merge onto I 295

1.8 mi · 3 min · Throgs Neck Bridge
18

Continue on I 295

0.7 mi · 1 min · Throgs Neck Expressway
Use the straight / slight right lanes.
19

Keep slight left at fork onto I 295

6.6 mi · 8 min · Cross Bronx Expressway
Use the straight / slight right lanes.
20

Keep slight left at fork onto I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
Toward Upper Level
21

Continue on I 95; US 1

0.6 mi · 59 sec · George Washington Bridge (upper level)
22

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
23

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.
24

Keep slight left at fork onto I 95 EXPR; NJTP

0.1 mi · 8 sec · I 95 EXPR; NJTP
25

Take the exit

0.2 mi · 22 sec
Toward I 95 South, NJTP South: Hackensack Use the straight / slight right lanes.
26

Keep slight right at fork

0.2 mi · 23 sec
Exit 72A Toward NJ 4 West: Paramus Use the slight left / slight right lanes.
27

Merge onto NJ 4

6.7 mi · 9 min · NJ 4
Use the slight right lane.
28

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.
29

Keep slight right at fork

0.2 mi · 36 sec
Toward NJ 17 North: Mahwah Use the straight / slight right lanes.
30

Merge onto NJ 17

3.3 mi · 4 min · NJ 17
Use the straight / slight right lanes.
31

Continue on NJ 17

7.3 mi · 9 min · NJ 17
Use the straight / right lanes.
32

Continue on NJ 17

0.7 mi · 50 sec · NJ 17
33

Continue on NJ 17

3.3 mi · 4 min · NJ 17
34

Continue on I 287; NY 17

0.2 mi · 10 sec · I 287; NY 17
35

Keep slight left at fork onto NY 17

118 mi · 2 hr 15 min · NY 17
Toward I 87 North, NY 17 North, New York State Thruway North: Albany Use the straight / slight right lanes.
36

Keep slight left at fork onto I 90

96 mi · 1 hr 50 min · New York State Thruway
Toward I 90 West: Buffalo
37

Take the exit

0.7 mi · 1 min
Exit 32 Toward NY 233: Westmoreland, Rome Use the slight right lane.
38

Turn right onto Cider Street

0.1 mi · 22 sec · Cider Street
39

Turn left onto NY 233

0.3 mi · 33 sec · NY 233
Use the left lane.
40

Arrive at destination

NY 233

Trip Plan

Given the 5-hour 48-minute duration and 285.7-mile distance, this is easily a same-day trip. To make the most of your travel time, consider departing from Smithtown, NY, early in the morning to avoid any potential traffic on the Long Island Expressway. With a fuel cost estimated at $47, keep an eye on your gauge, especially during the 117.5-mile stretch on NY 17, where services might be less frequent. Planning one stop around the halfway point should provide a good opportunity to refuel and stretch your legs before completing the drive.

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 142.8 miles from Smithtown, NY, or about 3h 1m into the drive.
The longest continuous stretch on this route runs about 117.5 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 63 miles or 1h 28m in

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

Halfway reset

Around 142.8 miles or 3h 1m in

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

Final approach

Final hour starts around 4h 47m

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

Before You Leave

+

Open the route before leaving Smithtown, 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 Smithtown, NY

This is one driving day of about 285.7 miles and 5h 48m.

Your first comfortable stop window is around 63 miles from Smithtown, 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 117.5 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

143 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

Tarrytown, NY

Fuel and coffee

A short stop after about 63 miles helps settle the day before fatigue starts building.

Tarrytown, NY

Meal break

The midpoint is around 142.8 miles from Smithtown, 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 117.5 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 · early in the drive

Golden Krust Carribean Restaurant

4.8 ★ ★ ★ ★ ★

Newburgh, New York

Around the midpoint, short detour

Early stretch · 2h 4m in 1.1 mi from route ~3 min detour $10 to $20

Hours: 8:15 am–7:45 pm

+18457874527

Visit website

Tool's Restaurant

4.3 ★ ★ ★ ★ ☆

Delmar, New York

2.1 mi

Mi Ecuador Restaurant

4.6 ★ ★ ★ ★ ★

Rensselaer, New York

2.8 mi

Best coffee break · final third

Cafe Madison

4.4 ★ ★ ★ ★ ☆

Albany, New York

Around the midpoint, short detour

Final third · 2h 4m to go 2.2 mi from route ~5 min detour $20 to $30

Hours: 7:30 am–2 pm

+15189351094

Visit website

Honey Day Cafe

4.7 ★ ★ ★ ★ ★

Glen Rock, New Jersey

2.6 mi

Golden Krust Carribean Restaurant

4.8 ★ ★ ★ ★ ★

Around the midpoint, short detour

Early stretch 1.1 mi from route ~3 min detour $10 to $20

Newburgh, New York

Hours: 8:15 am–7:45 pm

+18457874527

Visit website

Tool's Restaurant

4.3 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Final third 2.1 mi from route ~5 min detour $10 to $20

Delmar, New York

Hours: 7 am–8 pm

+15184399111

Visit website

Mi Ecuador Restaurant

4.6 ★ ★ ★ ★ ★

Around the midpoint, short detour

Final third 2.8 mi from route ~7 min detour $10 to $20

Rensselaer, New York

Hours: 9 am–8 pm

+15182750565

Visit website

Canali's Italian & American Restaurant

4.6 ★ ★ ★ ★ ★

Later in the drive, ~9 min detour

Final third 3.6 mi from route ~9 min detour $20 to $30

Schenectady, New York

Hours: 4–9 pm

+15183555323

Visit website

Barcelona Restaurant-Wine Bar

4.5 ★ ★ ★ ★ ★

Around the midpoint, ~9 min detour

Final third 3.6 mi from route ~9 min detour Moderately

Albany, New York

Hours: 11 am–2 pm

+15184381144

Visit website

Caribe Spanish Restaurant & Sports Bar

4.8 ★ ★ ★ ★ ★

Later in the drive, ~10 min detour

Final third 4 mi from route ~10 min detour Moderately

Schenectady, New York

Hours: 11 am–10 pm

+15182806277

Visit website

Hainan

4.5 ★ ★ ★ ★ ★

Near the start, ~12 min detour

First break 4.6 mi from route ~12 min detour $20 to $30

Flushing, New York

Hours: 11 am–10 pm

+19175637223

Visit website

Sage Restaurant

4.5 ★ ★ ★ ★ ★

Early in the drive, ~12 min detour

Early stretch 4.7 mi from route ~12 min detour Moderately

Fair Lawn, New Jersey

Hours: 4–9 pm

+12017970500

Visit website

Cafe Madison

4.4 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Final third 2.2 mi from route ~5 min detour $20 to $30

Albany, New York

Hours: 7:30 am–2 pm

+15189351094

Visit website

Honey Day Cafe

4.7 ★ ★ ★ ★ ★

Early in the drive, short detour

Early stretch 2.6 mi from route ~7 min detour $20 to $30

Glen Rock, New Jersey

Hours: 8:30 am–3 pm

+12013893535

Visit website

Saddle River Cafe

4.4 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 3.2 mi from route ~8 min detour Expensive

Saddle River, New Jersey

Hours: 11:30 am–3 pm

+12012822300

Visit website

Bite Food & Coffee Co

4.4 ★ ★ ★ ★ ☆

Early in the drive, ~9 min detour

Early stretch 3.5 mi from route ~9 min detour Moderately

Fair Lawn, New Jersey

Hours: 9 am–8 pm

+15512248072

Visit website

Sabor Restaurant & Bakery

4.0 ★ ★ ★ ★ ☆

Near the start, short detour

First break 3.1 mi from route ~8 min detour $10 to $20

College Point, New York

Hours: 6:30 am–10 pm

+13473684407

Visit website

Bellevue Cafe

4.6 ★ ★ ★ ★ ★

Later in the drive, ~10 min detour

Final third 3.9 mi from route ~10 min detour $10 to $20

Schenectady, New York

Hours: 7 am–9 pm

+15183937720

Visit website

Juany's Cafe

4.7 ★ ★ ★ ★ ★

Early in the drive, ~11 min detour

Early stretch 4.3 mi from route ~11 min detour $10 to $20

Fair Lawn, New Jersey

Hours: 9 am–3 pm

+15512248030

Visit website

Tesla Supercharger

4.3 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Early stretch 1.2 mi from route ~3 min detour

Newburgh, New York

Hours: Open 24 hours

+18777983752

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Later in the drive, right off the route

Final third 0.9 mi from route ~2 min detour

Fultonville, New York

Hours: Open 24 hours

+18887584389

Visit website

Rivian Adventure Network

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

Early stretch 1.1 mi from route ~3 min detour

Newburgh, New York

Hours: Open 24 hours

+18337484267

Visit website

Applegreen Electric Charging Station

4.3 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour

Rome, New York

Hours: Open 24 hours

+18885577099

Visit website

Tesla Supercharger

4.4 ★ ★ ★ ★ ☆

Near the start, short detour

First break 1.3 mi from route ~3 min detour

Syosset, New York

Hours: Open 24 hours

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

Early stretch 1.2 mi from route ~3 min detour

Newburgh, New York

Hours: Open 24 hours

+18887584389

Visit website

Electrify America Charging Station

3.6 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Early stretch 1.3 mi from route ~3 min detour

Newburgh, New York

Hours: Open 24 hours

+18336322778

Visit website

Tesla Supercharger

3.0 ★ ★ ★ ☆ ☆

Around the midpoint, right off the route

Early stretch 0.2 mi from route

Newburgh, New York

Hours: Open 24 hours

+18777983752

Rest Area

0 mi from route

Sloatsburg Service Area

0 mi from route

Iroquois Travel Plaza

0 mi from route

I-90 Eastbound Parking/Rest Area

0 mi from route

I-90 Westbound Parking/Rest Area

0 mi from route

Rest Area I-87 (South Bound)

0 mi from route

Plattkill Service Area

0 mi from route

Malden Service Area

0.1 mi from route

Modena Travel Plaza

0.1 mi from route

Mohawk Valley Welcome Center

0.1 mi from route

Indian Castle Travel Plaza

0.1 mi from route

Pattersonville Travel Plaza

0.1 mi from route

Guilderland Travel Plaza

0.1 mi from route

Schuyler Travel Plaza

0.1 mi from route

Long Island Welcome Center

0.1 mi from route

Ulster Travel Plaza

0.1 mi from route

Modena Service Plaza

0.1 mi from route

Pilot Travel Center

0.1 mi from route

Pilot Travel Center

0.1 mi from route

Rest Area

0.1 mi from route

TA

0.2 mi from route

Mohawk Travel Plaza

0.2 mi from route

Rest Area

0.4 mi from route

Oneida Travel Plaza

0.6 mi from route

Pilot Travel Center

0.9 mi from route

Plaza 23 Truck Stop

1.3 mi from route

Fred R. Harrison Service Complex

1.6 mi from route

Service Plaza

1.6 mi from route

Pilot Travel Center

2 mi from route

Lake Ronkonkoma County Park Home of Syag Sports

4.4 ★ ★ ★ ★ ☆

Near the start, ~10 min detour

4.1 mi from route ~10 min detour

Lake Ronkonkoma, New York

Hours: 7 am–6 pm

+16318544949

Visit website

Claremont Park

4.2 ★ ★ ★ ★ ☆

Near the start, ~11 min detour

First break 4.4 mi from route ~11 min detour

Bronx, NY

Hours: 6 am–10 pm

+12126399675

Visit website

St. Mary's Park

4.2 ★ ★ ★ ★ ☆

Near the start, ~11 min detour

First break 4.6 mi from route ~11 min detour

Bronx, New York

Hours: 6 am–10 pm

+17184025155

Visit website

The Bronx Museum of the Arts

4.4 ★ ★ ★ ★ ☆

Near the start, ~12 min detour

First break 4.9 mi from route ~12 min detour

Bronx, New York

Hours: 11 am–6 pm

+17186816000

Visit website

American Italian Heritage Museum

4.7 ★ ★ ★ ★ ★

Around the midpoint, ~11 min detour

Final third 4.4 mi from route ~11 min detour

Albany, New York

Hours: 12–2 pm

+15184351979

Visit website

Hudson River Islands State Park

4.6 ★ ★ ★ ★ ★

Around the midpoint, ~11 min detour

Halfway reset 4.4 mi from route ~11 min detour

Coxsackie, New York

Hours: 6 am–6 pm

+15187320187

Visit website

Fun things to do in Saratoga -- Food Tours, Ghost Tours, Craft Beer Tours, Bike Tours & much more

Later in the drive, ~10 min detour

Final third 4.2 mi from route ~10 min detour

Hours: 9 am–5 pm

+15188323796

Visit website

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

Heads-up: tricky spots

5 of 27

5 decision points cluster between mile 7.6 and 49.3 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

8
7.6 mi into trip | ~10m in

Keep slight left at fork toward I 495 West: New York

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight right lanes. Toward I 495 West: New York
8
33.3 mi into trip | ~46m in

Take the exit toward Cross Island Parkway, Whitestone Bridge, Kennedy Airport

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 31N-S Toward Cross Island Parkway, Whitestone Bridge,...
10
33.5 mi into trip | ~46m in

Keep slight right at fork toward Cross Island Parkway North, Whitestone Bridge

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

Use the slight left / slight right lanes. Exit 31N Toward Cross Island Parkway North, Whitestone B...
8
36.9 mi into trip | ~51m 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,...
9
49.3 mi into trip | ~1h 10m 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

Fuel & Cost

Regular Gas

$50.01 one way

$100.02 round trip

$4.45/gal 25.4 MPG avg 100 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.82 $54.19 $108.39
premium $5.23 $58.83 $117.65
diesel $6.28 $70.59 $141.19

Estimated Tolls: $27.61

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
New York State Thruway (95.6 mi) $4.78
Jericho Turnpike (4 mi) $0.28

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

$50

Tolls

$28

Meals

$25–$50

Total

$103–$128

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

Estimated CO2 emission: 100 kg one way. Prices: EIA weekly data, 2026-10-19.

Driving Electric?

About $30 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 85.7 1 $30.00 $13.71
Efficient EV 71.4 0 $25.00 $11.43
EV Truck/SUV 114.3 1 $40.00 $18.28

Gas CO2

100 kg

EV CO2

33 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 Oct 24, 2026

Origin

Smithtown, NY

Late night in Smithtown on Sunday

Local time

1:59 AM

EDT

Current temp

60°F

Patchy Frost then Partly Sunny

N 5 mph 0% chance Live forecast

Destination

Westmoreland, NY

Late night in Westmoreland on Sunday

Local time

1:59 AM

EDT

Current temp

60°F

Sunny

N 1 mph 0% chance 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

Very similar conditions

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

Road read

5h 48m 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 ~8 min detour Free near mile 49.3
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 49.3
View on nps.gov
Fort Stanwix National Monument

Fort Stanwix National Monument

National Monument

For centuries, the Oneida Carrying Place, a six-mile portage connecting the Mohawk River and Wood Creek, served as a vital link for those traveling by water from the ocean to the Great Lakes. When Eur...

7 mi from route ~18 min detour Free near mile 285.7
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 ~22 min detour Free near mile 49.3
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 49.3
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 49.3
View on nps.gov

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

What kind of drive is this?

This drive is predominantly highway, with 64% of the 285.7 miles on major roads like the Long Island Expressway, NY 17, and the New York State Thruway. Your longest continuous stretch on a single road will be 117.5 miles on NY 17. You'll experience a significant amount of highway cruising, but be prepared for the transition to surface roads as you near Westmoreland, NY.

64% highway — fuel and pacing are the main things to plan.
40 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 117.5 mi on NY 17.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on NY 17 and New York State Thruway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 7.6 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 27 significant decision points across 285.7 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.

Where does it get tricky?

The main spots that need attention: at 7.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 33.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 33.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

Elevation Profile

Gently rolling terrain

527 ft 36 ft

Total Climb

1,095 ft

Total Descent

622 ft

Highest Point

527 ft

~285.7 mi in

Elevation Range

491 ft

Towns Mentioned on Route Signs

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

Between Smithtown, NY and Westmoreland, NY, road signs point toward Kennedy Airport, Cross Island Parkway North, Bronx, New England, Upper Level and Njtp South: Hackensack - among others.

Kennedy Airport

33.3 mi in | ~46m

Cross Island Parkway North

33.5 mi in | ~46m

Bronx

36.9 mi in | ~51m

New England

36.9 mi in | ~51m

Upper Level

46.6 mi in | ~1h 5m | via I 95; US 1

Njtp South: Hackensack

49.1 mi in | ~1h 9m

Gsp South

56.2 mi in | ~1h 19m

Gsp North

56.2 mi in | ~1h 19m

Newark

56.2 mi in | ~1h 19m

Mahwah

56.2 mi in | ~1h 19m

New York State Thruway North: Albany

71.4 mi in | ~1h 39m | via NY 17

About the Cities

Starting in Smithtown, NY

Full guide →

Smithtown is a town of 117,000 people (2016) in Suffolk County, on Long Island, in New York. Smithtown is comprised of the villages and hamlets of Commack (in part, with the Town of Huntington), Fort Salonga (in part, with the Town of Huntington), Hauppauge (in part, with the Town of Islip), Head of the Harbor, Kings Park, Lake Ronkonkoma (in part with the Town of Brookhaven and Town of Islip), Nesconset, Nissequogue, Smithtown, St. James, & Village of the Branch.

Arriving in Westmoreland, NY

Full guide →

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 5h 48m. Total distance: 285.7 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

5h 48m drive, comfortable solo distance.

Frequently Asked Questions

The longest stretch is about 117.5 miles on NY 17. The full list of main roads is in the Roads section above.

Expect about $27.61 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 29 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 Westmoreland, 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 29 rest areas along the route for bathroom stops.

The main spots that need attention: at 7.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 33.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 33.5 miles: 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 Fort Stanwix National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 5.8 hours each way, a round trip means 11.6 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Westmoreland, 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, NPS for national parks, and FHWA TMAS for hourly traffic volumes. 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 Smithtown, NY or browse trips ending in Westmoreland, NY.

Looking for more statewide routes? Browse NY road trips.