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Trip from Jamaica, NY to Lewisboro, NY

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards

Drive Time

1h 18m

Distance

50.6 mi

81 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$8

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 19 min
4 AM
1h 12m ★
6 AM
1h 19m
8 AM
1h 31m
10 AM
1h 23m
12 PM
1h 22m
3 PM
1h 23m
5 PM
1h 30m
8 PM
1h 15m

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

neighborhood of Queens, New York City, United States

Jamaica, NY

Wikimedia Commons

town in Westchester County, New York, United States

Lewisboro, NY

Wikimedia Commons

Trip Overview

This 50.6-mile drive from Jamaica, NY, to Lewisboro, NY, is a straightforward 1-hour-and-18-minute trip that works perfectly as a single-day excursion. You'll navigate through familiar Northeast terrain, with the majority of the journey utilizing major roadways. With an estimated fuel cost of $8, this route is quite budget-friendly for a day trip. The overall feel is one of efficient travel, connecting two points within New York State without extensive deviations. It’s a practical option for getting from point A to point B without significant time commitment.

Main Roads

Road Distance Duration
New England Thruway 22.5 mi 30m
Smith Ridge Road 6.1 mi 11m
Van Wyck Expressway 5.7 mi 7m
Hutchinson River Parkway 4.1 mi 6m
South Avenue 2.3 mi 3m
Whitestone Expressway 2 mi 2m
Middlesex Road 2 mi 3m
Bronx-Whitestone Bridge 1.3 mi 1m
Longest stretch: New England Thruway — 22.5 mi, about 30m

Turn-by-Turn Driving Directions

Step-by-step road directions between Jamaica, NY and Lewisboro, NY.

1

Start on Tuskegee Airmen Way

303 ft · 17 sec · Tuskegee Airmen Way
2

Turn right onto Pinegrove Street

0.2 mi · 44 sec · Pinegrove Street
3

At end of road, turn left onto Liberty Avenue

435 ft · 13 sec · Liberty Avenue
4

Turn right onto Van Wyck Expressway East

77 ft · 1 sec · Van Wyck Expressway East
5

Take the ramp

0.2 mi · 20 sec
Toward I 678 North: Van Wyck Expressway, Whitestone Bridge, Bronx
6

Merge onto I 678

5.7 mi · 7 min · Van Wyck Expressway
Use the slight right lane.
7

Merge onto I 678

2.0 mi · 2 min · Whitestone Expressway
Use the straight / slight right lanes.
8

Continue on I 678

1.3 mi · 1 min · Bronx-Whitestone Bridge
9

Continue on I 678

1.2 mi · 1 min · Hutchinson River Expressway
Use the straight / slight right lanes.
10

Continue on HR

4.1 mi · 6 min · Hutchinson River Parkway
Use the straight / right lanes.
11

Take the exit

0.3 mi · 44 sec
Exit 4A Toward I 95 North: New Haven Use the straight / slight right lanes.
12

Merge onto I 95

23 mi · 30 min · New England Thruway
Use the straight / slight right lanes.
13

Take the exit

0.2 mi · 38 sec
Exit 10 Toward Noroton Use the straight / slight right lanes.
14

Turn left onto Noroton Avenue

0.7 mi · 1 min · Noroton Avenue
Use the straight lane.
15

Turn right onto Middlesex Road

0.5 mi · 56 sec · Middlesex Road
16

Keep slight left at fork onto Middlesex Road

1.2 mi · 2 min · Middlesex Road
17

Continue on Middlesex Road

0.2 mi · 28 sec · Middlesex Road
18

Turn left onto CT 124

1.0 mi · 2 min · Mansfield Avenue
19

Continue on CT 124

2.3 mi · 3 min · South Avenue
20

Turn right onto CT 106; CT 124

337 ft · 13 sec · Cherry Street
21

Turn left onto CT 106; CT 124

0.2 mi · 23 sec · Main Street
Use the left lane.
22

Turn right onto Locust Avenue

502 ft · 16 sec · Locust Avenue
23

Turn left onto Forest Street

0.4 mi · 39 sec · Forest Street
24

Turn right onto Smith Ridge Road

147 ft · 7 sec · Smith Ridge Road
25

Continue on CT 123

6.1 mi · 11 min · Smith Ridge Road
26

Turn right onto Shady Lane

148 ft · 6 sec · Shady Lane
27

Arrive at destination

Shady Lane

Where to Stop

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

city in Westchester County, New York, United States

Mid-route town

Meal stop

Rye, NY

25 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

The Bronx, NY

Fuel and coffee

A short stop after about 11 miles helps settle the day before fatigue starts building.

Rye, NY

Meal break

The midpoint is around 25.3 miles from Jamaica, NY, which is a good place for a longer meal and fuel stop.

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

Heads-up: tricky spots

5 of 19

5 decision points cluster between mile 0.1 and 43.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0.1 mi into trip | ~0m in | Pinegrove Street

Turn right onto Pinegrove Street

Navigation decision point

7
14.7 mi into trip | ~22m in

Take the exit toward I 95 North: New Haven

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the straight / slight right lanes. Exit 4A Toward I 95 North: New Haven
7
37.5 mi into trip | ~53m in

Take the exit toward Noroton

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the straight / slight right lanes. Exit 10 Toward Noroton
6
37.7 mi into trip | ~54m in | Noroton Avenue

Turn left onto Noroton Avenue

Lane positioning matters here

Use the straight lane.
7
43.8 mi into trip | ~1h 5m in | CT 106; CT 124 / Main Street

Turn left onto CT 106; CT 124 / Main Street

Lane positioning matters here

Use the left lane.

Fuel & Cost

Regular Gas

$8.33 one way

$16.66 round trip

$4.18/gal 25.4 MPG avg 18 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $9.01 $18.01
premium $4.92 $9.81 $19.61
diesel $5.61 $11.17 $22.34

Estimated Tolls: $8.13

Whitestone Bridge $6.55
New England Thruway (22.5 mi) $1.58

Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.

Drive Cost (one way)

Fuel

$8

Tolls

$8

Total

$16

Estimated CO2 emission: 17.7 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $5 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 15.2 0 $5.31 $2.43
Efficient EV 12.7 0 $4.43 $2.02
EV Truck/SUV 20.2 0 $7.08 $3.24

Gas CO2

18 kg

EV CO2

6 kg (67% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

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

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 16, 2026

Origin

Jamaica, NY

Late night in Jamaica on Tuesday

Local time

5:41 AM

EDT

Current temp

85°F

Mostly Sunny

SW 6 to 12 mph 3% chance Live forecast

Flood Warning

Flood Warning issued April 15 at 11:57PM EDT by NWS Binghamton NY

Destination

Lewisboro, NY

Late night in Lewisboro on Tuesday

Local time

5:41 AM

EDT

Current temp

61°F

Unavailable

Live forecast

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

24 degrees cooler at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

1h 18m on the road

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

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

What kind of drive is this?

Expect a "turn-heavy local drive" for this 50.6-mile journey, with about 26% of the route on highways. You'll experience a mix of driving styles, transitioning from the Van Wyck Expressway to the New England Thruway before heading onto Smith Ridge Road. The longest uninterrupted stretch you’ll encounter is 22.5 miles on the New England Thruway. This suggests a drive that requires your attention, with various road types and potential turns as you progress toward Lewisboro.

Only 26% highway — the rest is turn-by-turn surface driving.
27 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 22.5 mi on New England Thruway.

How Hard Is This Drive?

8/10

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.1 miles in near Pinegrove Street.

Driving Effort 8/10

Demanding - plan breaks and stay ahead of the key maneuvers

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 50.6 miles you will encounter 19 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: at 0.1 miles (Pinegrove Street): Navigation decision point; at 14.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 37.5 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.

Towns Mentioned on Route Signs

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

On the drive from Jamaica, NY to Lewisboro, NY, road signs begin pointing toward Noroton along the way.

Noroton

37.5 mi in | ~53m

About the Cities

Starting in Jamaica, NY

Full guide →

Jamaica is an expansive neighborhood located in eastern Queens. Historically consisting of predominantly black communities, Jamaica now is home to an extremely diverse array of peoples and cultures.

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 1h 18m. Total distance: 50.6 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 18m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

Scenic Drive

Mostly surface roads route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 22.5 miles on New England Thruway. The full list of main roads is in the Roads section above.

Expect about $8.13 in tolls one way, starting with Whitestone Bridge. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.

It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Lewisboro, NY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.

Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.

The main spots that need attention: at 0.1 miles (Pinegrove Street): Navigation decision point; at 14.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 37.5 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.

Yes — Hamilton Grange National Memorial, General Grant National Memorial and African Burial Ground National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.

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

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.

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