If you are looking for a quick getaway from New York City, this 37.9-mile trip to Ossining is an ideal day-trip option. You can expect to reach your destination in approximately 1 hour and 5 minutes, making it a highly accessible excursion for any schedule. Budgeting about $6 for fuel is sufficient for this short commute within the Northeast region. Because the total distance is manageable, there is no need to plan for an overnight stay; you can easily complete the round trip in a single day. The drive relies heavily on major parkways, providing a straightforward transition from the city into Westchester County.
Main Roads
Road
Distance
Duration
Sprain Brook Parkway
11.5 mi
15m
Henry Hudson Parkway
4.7 mi
7m
Major Deegan Expressway
4.5 mi
6m
NY 9A
2.4 mi
3m
New York State Thruway
2.3 mi
3m
12th Avenue
1.8 mi
5m
Taconic State Parkway
1.8 mi
2m
West Street
1.8 mi
5m
Longest stretch:
Sprain Brook Parkway
— 11.5 mi, about 15m
Turn-by-Turn Driving Directions
Step-by-step road directions between New York City, NY and Ossining, NY.
1
Start on Broadway
79 ft·7 sec·Broadway
2
Turn right onto Chambers Street
0.4 mi·1 min·Chambers Street
3
Turn right onto NY 9A
1.8 mi·5 min·West Street
Use the right lane.
4
Continue on NY 9A
0.4 mi·1 min·11th Avenue
Use the straight lane.
5
Continue on NY 9A
1.8 mi·5 min·12th Avenue
Use the straight / right lanes.
6
Continue on NY 9A
0.8 mi·1 min·West Side Highway
7
Continue on HH; NY 9A
4.7 mi·7 min·Henry Hudson Parkway
Use the straight / slight right lanes.
8
Take the exit
0.6 mi·1 min
Exit 14Toward I 95: George Washington BrigdeUse the straight / slight right lanes.
9
Keep slight left at fork
0.1 mi·18 sec
Toward I 95 North: Cross Bronx ExpresswayUse the slight left lane.
10
Merge onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
11
Take the exit
0.2 mi·29 sec
Exit 1C-DToward I 87 South, I 87 North: Queens, Albany, Yankee StadiumUse the straight / slight right lanes.
12
Keep slight right at fork
0.6 mi·1 min
Exit 1CToward I 87 North: AlbanyUse the slight right lane.
13
Merge onto I 87
4.5 mi·6 min·Major Deegan Expressway
Use the straight / slight right lanes.
14
Continue on I 87
2.3 mi·3 min·New York State Thruway
Use the straight / slight right lanes.
15
Take the exit
0.1 mi·21 sec
Exit 5Toward NY 100: Central Park Avenue, White PlainsUse the straight / slight right lanes.
16
Turn straight onto NY 100
1.0 mi·1 min·Central Park Avenue
17
Turn left
0.2 mi·22 sec
Toward Sprain Brook Parkway NorthUse the left lane.
18
Merge onto Sprain Brook Parkway
12 mi·15 min·Sprain Brook Parkway
Use the straight / slight right lanes.
19
Continue on Taconic State Parkway
1.8 mi·2 min·Taconic State Parkway
Use the straight / slight right lanes.
20
Take the exit
0.5 mi·1 min
Exit 5Toward NY 9A, NY 100 NorthUse the slight right lane.
21
Continue on NY 9A; NY 100
2.4 mi·3 min·NY 9A; NY 100
22
Turn left onto Chappaqua Road
471 ft·17 sec·Chappaqua Road
23
Turn straight onto Pleasantville Road
0.8 mi·2 min·Pleasantville Road
24
At end of road, turn left onto NY 133
0.3 mi·50 sec·Croton Avenue
25
Continue on NY 133
0.4 mi·1 min·Upper Croton Avenue
26
Arrive at destination
NY 133
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
The midpoint is around 19 miles from New York City, 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 14
5 decision points cluster between mile 9.9 and 33.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
9.9 mi into trip|~21m in
Take the exit toward I 95: George Washington Brigde
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 14
Toward I 95: George Washington Brigde
8
11.3 mi into trip|~24m in
Take the exit toward I 87 South, I 87 North: Queens, Albany, Yankee Stadium
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 1C-D
Toward I 87 South, I 87 North: Queens, Albany,...
8
11.5 mi into trip|~24m in
Keep slight right at fork toward I 87 North: Albany
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Exit 1C
Toward I 87 North: Albany
8
18.8 mi into trip|~35m in
Take the exit toward NY 100: Central Park Avenue, White Plains
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 5
Toward NY 100: Central Park Avenue, White Plain...
8
33.5 mi into trip|~56m in
Take the exit toward NY 9A, NY 100 North
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 5
Toward NY 9A, NY 100 North
Fuel & Cost
Regular Gas
$6.24 one way
$12.48 round trip
$4.18/gal25.4 MPG avg13 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$6.75
$13.49
premium
$4.92
$7.35
$14.69
diesel
$5.61
$8.37
$16.74
Estimated Tolls: $0.11
New York State Thruway
(2.3 mi)$0.11
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Drive Cost (one way)
Fuel
$6
Tolls
$0
Total
$6
Estimated CO2 emission: 13.3 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging
· 0 stops
· 69% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
11.4
0
$3.98
$1.82
Efficient EV
9.5
0
$3.32
$1.52
EV Truck/SUV
15.2
0
$5.31
$2.43
Gas CO2
13 kg
EV CO2
4 kg (69% 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 18, 2026
Origin
New York City, NY
Morning
in New York City on Sunday
Local time
6:21 AM
EDT
Current temp
59°F
Patchy Fog then Mostly Sunny
E 6 to 14 mph0% chanceLive forecast
Wind Advisory
Wind Advisory issued April 18 at 2:37AM EDT until April 19 at 12:00AM EDT by NWS Burlington VT
Destination
Ossining, NY
Morning
in Ossining on Sunday
Local time
6:21 AM
EDT
Current temp
56°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
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
1h 5m 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.
More Details
What kind of drive is this?
Expect a highway-focused experience, as 61% of your journey takes place on high-speed routes. You will navigate a sequence of roads including the Henry Hudson Parkway, the Major Deegan Expressway, and the Sprain Brook Parkway. The longest uninterrupted stretch you will encounter is an 11.5-mile segment on the Sprain Brook Parkway, which offers a consistent rhythm behind the wheel. While the route is designed for efficiency rather than leisure, the transition from urban congestion to the more open parkway environment provides a distinct change in pace. Prepare for a functional, fast-moving drive that prioritizes direct travel over technical or winding backroads.
61% highway — fuel and pacing are the main things to plan.
26 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 11.5 mi on Sprain Brook Parkway.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on Sprain Brook Parkway and Henry Hudson Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 9.9 miles in.
Driving Effort10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 37.9 miles you will encounter 14 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 9.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 11.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.5 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Elevation Profile
Mostly flat terrain
331 ft10 ft
Total Climb
529 ft
Total Descent
328 ft
Highest Point
331 ft
~26.9 mi in
Elevation Range
321 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between New York City, NY and Ossining, NY, road signs point toward Albany, Yankee Stadium, White Plains and Sprain Brook Parkway North.
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
This is a perfect 1-hour, 37.9-mile round trip for a weekend getaway. You'll be back home before you know it, with minimal time spent on the road.
Family Friendly
While the drive is short at 37.9 miles, the 10/10 complexity rating might make navigating with kids a bit stressful. It's doable, but be prepared for some potentially tricky highway segments.
Solo Traveler
At just over an hour and 37.9 miles, this drive is a breeze for a solo traveler. However, the 10/10 complexity rating means you'll need to stay sharp on the highway.
EV Driver
With a total distance of 37.9 miles, this route is easily manageable on a single charge for most EVs. You won't need to worry about finding charging stations on this short trip.
First-Time Driver
Mostly highway driving (61%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 11.5 miles on Sprain Brook Parkway. The full list of main roads is in the Roads section above.
Expect about $0.11 in tolls one way, starting with New York State Thruway. 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 Ossining, 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 9.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 11.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.5 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes — African Burial Ground National Monument, General Grant National Memorial and Castle Clinton 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 Ossining, NY before heading back.
