Planning a 178.3-mile trip from Jamaica, NY, to Windsor, NY? This drive is efficiently covered in about 3 hours and 48 minutes, making it a very manageable one-day adventure. The route primarily utilizes major highways, with a substantial 96% of the journey on these faster roads. Expect a fuel cost of around $29 for this trip. Given its highway-focused nature and relatively short duration, this route is perfectly suited for a single-day excursion without the need for an overnight stop. You'll be staying within the Northeast region throughout your journey, transitioning from the bustling New York City area to a more rural destination.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
1 planned break
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
89.1 miles from Jamaica, NY
A natural place for your longest stop of the day
, about 1h 57m into the drive
.
Main Roads
Road
Distance
Duration
NY 17
135 mi
2h 45m
NJ 17
14.7 mi
18m
NJ 4
6.7 mi
9m
Van Wyck Expressway
5.7 mi
7m
I 95
4.8 mi
6m
Whitestone Expressway
2 mi
2m
Bronx-Whitestone Bridge
1.3 mi
1m
I 95 EXPR
1.2 mi
1m
Longest stretch:
NY 17
— 135 mi, about 2h 45m
Turn-by-Turn Driving Directions
Step-by-step road directions between Jamaica, NY and Windsor, 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
0.8 mi·1 min·Hutchinson River Expressway
Use the straight / slight right lanes.
10
Take the exit
0.2 mi·28 sec
Exit 19S-W; 19NToward I 95 South, I 278 West, I 95 North: George Washington Bridge, Manhattan, New Haven ConnecticutUse the straight / slight right lanes.
11
Keep slight left at fork
0.3 mi·50 sec
Exit 19S-WToward I 95 South, I 278 West: George Washington Bridge, ManhattanUse the slight left lane.
12
Keep slight right at fork
0.3 mi·44 sec
Toward I 95 South
13
Merge onto I 95
4.8 mi·6 min·I 95
Use the straight / slight right lanes.
14
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
15
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
16
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
17
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.
18
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
19
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
20
Keep slight right at fork
0.2 mi·23 sec
Exit 72AToward NJ 4 West: ParamusUse the slight left / slight right lanes.
21
Merge onto NJ 4
6.7 mi·9 min·NJ 4
Use the slight right lane.
22
Take the exit
0.2 mi·26 sec
Toward GSP South, NJ 17 South, GSP North, NJ 17 North: Grand State Plaza, Newark, MahwahUse the straight lane.
23
Keep slight right at fork
0.2 mi·36 sec
Toward NJ 17 North: MahwahUse the straight / slight right lanes.
24
Merge onto NJ 17
3.3 mi·4 min·NJ 17
Use the straight / slight right lanes.
25
Continue on NJ 17
7.3 mi·9 min·NJ 17
Use the straight / right lanes.
26
Continue on NJ 17
0.7 mi·50 sec·NJ 17
27
Continue on NJ 17
3.3 mi·4 min·NJ 17
28
Continue on I 287; NY 17
0.2 mi·10 sec·I 287; NY 17
29
Keep slight left at fork onto NY 17
14 mi·16 min·NY 17
Toward I 87 North, NY 17 North, New York State Thruway North: Albany
30
Take the exit
1.5 mi·3 min
Exit 16Toward US 6, NY 17: HarrimanUse the slight right lane.
31
Continue on this road
152 ft·3 sec·this road
Use the straight / slight right lanes.
32
Keep slight left at fork
0.4 mi·30 sec
Toward NY 17 West: BinghamtonUse the straight / slight right lanes.
33
Continue on NY 17
121 mi·2 hr 29 min·NY 17
Use the straight / slight right lanes.
34
Take the exit
0.2 mi·32 sec
Exit 79Toward Windsor
35
Turn right onto CR 28
0.4 mi·37 sec·Chapel Street
36
Turn slight right
116 ft·5 sec
37
Arrive at destination
Trip Plan
To make the most of this 3-hour and 48-minute drive, consider departing early in the morning to avoid potential traffic leaving the New York City area. With only one recommended stop and a substantial 135-mile stretch on NY 17, plan your fuel and rest breaks accordingly. You'll want to ensure you have enough gas before embarking on that longer segment. Since this is a straightforward, highway-centric route, flexibility is your advantage; you can easily adjust your timing. Keep an eye out for the transition onto NY 17, as it will be your primary artery for a significant portion of the journey.
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 89.1 miles from Jamaica, NY, or about 1h 57m into the drive.
The longest continuous stretch on this route runs about 135 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 39 miles or 55m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 89.1 miles or 1h 57m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 7m
Traffic, exits, and arrival timing usually matter more near Windsor, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Jamaica, 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 Jamaica, NY
This is one driving day of about 178.3 miles and 3h 48m.
Your first comfortable stop window is around 39 miles from Jamaica, 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 135 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 24
5 decision points cluster between mile 10.3 and 25.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
10.3 mi into trip|~15m in
Take the exit toward I 95 South, I 278 West, I 95 North: George Washington Bridge, Manhattan, New Haven Connecticut
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 19S-W; 19N
Toward I 95 South, I 278 West, I 95 North: Geor...
10
10.5 mi into trip|~16m in
Keep slight left at fork toward I 95 South, I 278 West: George Washington Bridge, Manhattan
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left lane.
Exit 19S-W
Toward I 95 South, I 278 West: George Washingto...
8
18.4 mi into trip|~27m in
Take the exit toward I 95 South, NJTP South: Hackensack
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.
Toward I 95 South, NJTP South: Hackensack
9
18.6 mi into trip|~27m 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
8
25.6 mi into trip|~37m in
Keep slight right at fork toward NJ 17 North: Mahwah
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward NJ 17 North: Mahwah
Fuel & Cost
Regular Gas
$29.35 one way
$58.70 round trip
$4.18/gal25.4 MPG avg62 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$31.74
$63.47
premium
$4.92
$34.56
$69.12
diesel
$5.61
$39.37
$78.73
Estimated Tolls: $22.55
George Washington Bridge
$16.00
Whitestone Bridge
$6.55
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
$29
Tolls
$23
Meals
$25–$50
Total
$77–$102
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 62.4 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $19 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
53.5
0
$18.72
$8.56
Efficient EV
44.6
0
$15.60
$7.13
EV Truck/SUV
71.3
0
$24.96
$11.41
Gas CO2
62 kg
EV CO2
21 kg (66% 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 15, 2026
Origin
Jamaica, NY
Morning
in Jamaica on Tuesday
Local time
8:43 AM
EDT
Current temp
61°F
Slight Chance Showers And Thunderstorms then Partly Cloudy
SW 6 to 10 mph19% chanceLive forecast
Destination
Windsor, NY
Morning
in Windsor on Tuesday
Local time
8:43 AM
EDT
Current temp
58°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
3 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
3h 48m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
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 18.4
Caution: Lower Crypt Access Subject to Safe Conditions
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...
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 18.4
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
~24 min detour
Free
near mile 6.1
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...
10 mi from route
~26 min detour
Free
near mile 6.1
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...
10 mi from route
~25 min detour
Free
near mile 6.1
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This is largely a highway-focused drive, designed for covering distance efficiently. You'll spend most of your time on well-maintained roads like NY 17 and NJ 17, with a brief segment on NJ 4. The profile is predominantly high-speed, allowing for consistent progress. The longest uninterrupted stretch you'll encounter is a significant 135 miles on NY 17, so be prepared for extended periods of highway driving. While the overall feel is one of straightforward transit, the character shifts as you move from the more urban northern New Jersey corridors into the expansive stretches of upstate New York.
96% highway — fuel and pacing are the main things to plan.
37 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 135 mi on NY 17.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on NY 17 and NJ 17. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 10.3 miles in.
Driving Effort10/10
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 24 significant decision points across 178.3 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 10.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 10.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 18.4 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 Jamaica, NY and Windsor, NY, road signs point toward Manhattan, New Haven Connecticut, Upper Level, Njtp South: Hackensack, Gsp South and Gsp North - among others.
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.
Doable as a same-day drive at 3h 48m. Total distance: 178.3 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
3h 48m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (96%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 135 miles on NY 17. The full list of main roads is in the Roads section above.
Expect about $22.55 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.
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 Windsor, 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 10.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 10.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 18.4 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — General Grant National Memorial, Hamilton Grange National Memorial and Stonewall National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Possible but tiring. At 3.8 hours each way, an in-and-out day trip would put you behind the wheel for 7.6 hours — manageable with a long break at Windsor, NY, but most travelers stay overnight.
