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Trip from Oyster Bay, NY to Chatham, NY

Last recalculated Apr 16, 2026

Drive Time

3h 22m

Distance

145.9 mi

235 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$24

one way

Best Time to Leave

Save up to 36 min
4 AM
3h 11m ★
6 AM
3h 23m
8 AM
3h 47m
10 AM
3h 31m
12 PM
3h 29m
3 PM
3h 32m
5 PM
3h 46m
8 PM
3h 16m

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

town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Downtown Chatham, NY, NY

Chatham, NY

Peter Olexa

Trip Overview

The drive from Oyster Bay, NY to Chatham, NY covers 145.9 miles and takes about 3h 22m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on South Street, Pine Hollow Road, Oyster Bay Road for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $24.02 one way before food or hotel costs.

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

73 miles from Oyster Bay, NY

A natural place for your longest stop of the day , about 1h 41m into the drive .

Drive Character

Expect a 3h 22m drive with frequent turns across 145.9 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 29 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
South Street is one of the defining roads on this drive.

How Hard Is This Drive?

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.

Route Complexity 1/10

Very easy - short and simple to drive

The drive from Oyster Bay, NY to Chatham, NY is easy. At 3h 22m with 0% highway, most drivers will find it relaxed and low-stress.

Where does it get tricky?

This route does not have any notably tricky sections. Most of the drive from Oyster Bay, NY to Chatham, NY is straightforward, with well-signed roads and simple exits.

Main Roads

Road Distance Duration
South Street
Pine Hollow Road
Oyster Bay Road
Northern Boulevard
Cross Island Parkway North
Cross Island Parkway
I 295 North
Throgs Neck Bridge

Some road-level metrics are being recalculated.

Longest stretch: South Street — detailed segment metrics are refreshing.

Turn-by-Turn Driving Directions

Step-by-step road directions between Oyster Bay, NY and Chatham, NY.

1

Start on Berry Hill Road

289 ft · 21 sec · Berry Hill Road
2

Turn sharp left onto South Street

430 ft · 9 sec · South Street
3

Continue on Pine Hollow Road

0.9 mi · 1 min · Pine Hollow Road
4

Continue on Oyster Bay Road

0.7 mi · 1 min · Oyster Bay Road
5

Turn right onto Northern Boulevard

13 mi · 22 min · Northern Boulevard
6

Take the ramp right toward Cross Island Parkway North, Whitestone Bridge

0.2 mi · 29 sec · Cross Island Parkway North, Whitestone Bridge
7

Merge slight left onto Cross Island Parkway

2.3 mi · 3 min · Cross Island Parkway
8

Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England

0.6 mi · 1 min · I 295 North: Throgs Neck Bridge, Bronx, New England
9

Merge slight left onto Throgs Neck Bridge

1.8 mi · 3 min · Throgs Neck Bridge
10

Continue on Throgs Neck Expressway

0.7 mi · 1 min · Throgs Neck Expressway
11

Keep slight right to continue on Throgs Neck Expressway

1.8 mi · 2 min · Throgs Neck Expressway
12

Merge slight right onto Bruckner Expressway

1.0 mi · 1 min · Bruckner Expressway
13

Continue on New England Thruway

0.2 mi · 18 sec · New England Thruway
14

Take the exit slight right toward Hutchinson Parkway North

430 ft · 15 sec · Hutchinson Parkway North
15

Keep slight left to continue on Hutchinson River Parkway North

0.2 mi · 31 sec · Hutchinson River Parkway North
16

Merge slight left onto Hutchinson River Parkway

14 mi · 19 min · Hutchinson River Parkway
17

Keep slight left to continue on I 684 North: Brewster

1.6 mi · 2 min · I 684 North: Brewster
18

Merge slight right

26 mi · 30 min
19

Continue straight

0.8 mi · 1 min
20

Take the exit slight right toward I 84 West: Newburgh

0.3 mi · 1 min · I 84 West: Newburgh
21

Merge slight left

15 mi · 18 min
22

Take the exit slight right toward Taconic State Parkway North, Albany

0.5 mi · 1 min · Taconic State Parkway North, Albany
23

Merge slight left onto Taconic State Parkway

62 mi · 1 hr 24 min · Taconic State Parkway
24

Take the exit slight right toward NY 203: Austerlitz, Chatham

0.2 mi · 39 sec · NY 203: Austerlitz, Chatham
25

Keep slight right

338 ft · 13 sec
26

Turn straight onto State Highway 203

0.1 mi · 12 sec · State Highway 203
27

Turn right onto Hogel Hill Road

0.7 mi · 1 min · Hogel Hill Road
28

Continue on Austerlitz Street

0.5 mi · 2 min · Austerlitz Street
29

Arrive at your destination

Trip Plan

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 73 miles from Oyster Bay, NY, or about 1h 41m into the drive.

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 32 miles or 44m in

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

Halfway reset

Around 73 miles or 1h 41m in

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

Final approach

Final hour starts around 2h 46m

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

Before You Leave

+

Open the route before leaving Oyster Bay, 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 Oyster Bay, NY

This is one driving day of about 145.9 miles and 3h 22m.

Your first comfortable stop window is around 32 miles from Oyster Bay, 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.

Where to Stop

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

Halfway Point

Midpoint

About 73 mi from Oyster Bay, NY · 1h 41m into the drive

town in Dutchess County, New York, United States

Mid-route town

Meal stop

Beekman, NY

73 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

New Rochelle, NY

Fuel and coffee

A short stop after about 32 miles helps settle the day before fatigue starts building.

Beekman, NY

Meal break

The midpoint is around 73 miles from Oyster Bay, NY, which is a good place for a longer meal and fuel stop.

Arriving in Chatham, NY

The final approach into Chatham, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Chatham, NY.

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

Fuel & Cost

Regular Gas

$24.02 one way

$48.03 round trip

$4.18/gal 25.4 MPG avg 51 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $25.97 $51.94
premium $4.92 $28.28 $56.56
diesel $5.61 $32.21 $64.43

Estimated Tolls: $13.10

Whitestone Bridge $6.55
Throgs Neck 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

$24

Tolls

$13

Meals

$25–$50

Total

$62–$87

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

Estimated CO2 emission: 51 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $15 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 43.8 0 $15.32 $7.00
Efficient EV 36.5 0 $12.77 $5.84
EV Truck/SUV 58.4 0 $20.43 $9.34

Gas CO2

51 kg

EV CO2

17 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 15, 2026

Origin

Oyster Bay, NY

Late night in Oyster Bay on Thursday

Local time

12:21 AM

EDT

Current temp

46°F

Unavailable

Live forecast

Destination

Chatham, NY

Late night in Chatham on Thursday

Local time

12:21 AM

EDT

Current temp

28°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

18 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 22m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

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

Frequently Asked Questions

The drive from Oyster Bay, NY to Chatham, NY covers 145.9 miles and takes about 3h 22m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are South Street, Pine Hollow Road, Oyster Bay Road. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 73 miles from Oyster Bay, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $24.02 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. A short stop every 2 to 3 hours is enough for this drive.
The drive from Oyster Bay, NY to Chatham, NY is easy. At 3h 22m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Oyster Bay, NY to Chatham, NY is straightforward, with well-signed roads and simple exits.
The route from Oyster Bay, NY to Chatham, NY does not surface many named destination signs beyond the main corridor.

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