Chatham to Oyster Bay is 147.5 miles and takes about 3h 23m via Taconic State Parkway, I 684, and I 84, with a fuel budget near $24 and enough daylight to finish in a day. This trip stays within New York, taking you from the Northeast region to another part of the Northeast. It’s a highway-focused drive, making it a practical option if you're looking for a straightforward journey. With a recommended one-day duration, you can expect a relatively quick transit between these two points.
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
73.7 miles from Chatham, NY
A natural place for your longest stop of the day
, about 1h 40m into the drive
.
Main Roads
Road
Distance
Duration
Taconic State Parkway
62.3 mi
1h 24m
I 684
26.8 mi
31m
I 84
15.5 mi
18m
Northern Boulevard
14.5 mi
24m
Hutchinson River Parkway
13.6 mi
19m
Throgs Neck Expressway
2.2 mi
3m
Clearview Expressway
2.1 mi
2m
Throgs Neck Bridge
2 mi
3m
Longest stretch:
Taconic State Parkway
— 62.3 mi, about 1h 24m
Turn-by-Turn Driving Directions
Step-by-step road directions between Chatham, NY and Oyster Bay, NY.
1
Start on Austerlitz Street
34 ft·1 sec·Austerlitz Street
2
Enter roundabout onto NY 66
111 ft·1 sec·Main Street
3
Continue on NY 66
0.1 mi·19 sec·Main Street
4
Continue on NY 66
0.5 mi·1 min·Hudson Avenue
5
Turn left onto NY 203
0.3 mi·30 sec·Coleman Street
6
Continue on NY 203
1.0 mi·1 min·State Highway 203
7
Take the ramp
0.3 mi·1 min
8
Merge onto Taconic State Parkway
62 mi·1 hr 24 min·Taconic State Parkway
9
Take the exit
0.3 mi·47 sec
Toward I 84 East: Danbury
10
Merge onto I 84
15 mi·18 min·I 84
11
Take the exit
0.6 mi·1 min
Exit 68AToward I 684 South: White PlainsUse the right lane.
12
Merge onto I 684
27 mi·31 min·I 684
13
Keep slight left at fork
1.5 mi·2 min
Exit 1Toward Hutchinson River Parkway, New York CityUse the straight lane.
14
Merge onto Hutchinson River Parkway
7.7 mi·10 min·Hutchinson River Parkway
Use the straight / slight right lanes.
15
Keep slight right at fork onto Hutchinson River Parkway
5.9 mi·8 min·Hutchinson River Parkway
Toward Whitestone BridgeUse the straight / slight right lanes.
16
Take the exit
141 ft·4 sec
Exit 2AToward I 95 South: George Washington Bridge, Stillwell AvenueUse the straight / slight right lanes.
17
Keep slight right at fork
0.2 mi·47 sec
Toward I 95 South: George Washington BridgeUse the straight / right lanes.
18
Merge onto I 95
0.4 mi·31 sec·New England Thruway
19
Continue on I 95
1.3 mi·2 min·Bruckner Expressway
Use the straight / right lanes.
20
Keep slight left at fork onto I 695
2.2 mi·3 min·Throgs Neck Expressway
Exit 7AToward I 695 South: Throgs Neck Bridge, Long IslandUse the slight left / slight right lanes.
21
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
22
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
23
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
24
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
25
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
26
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
27
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
28
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
29
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
30
Continue on NY 106
105 ft·5 sec·South Street
31
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
32
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
33
Arrive at destination
Berry Hill Road
Trip Plan
Given the manageable 3h 23m duration, this drive is easily completed in a single day. Aim to depart Chatham in the morning to maximize daylight and allow for any unexpected traffic. The longest uninterrupted stretch is 62.3 miles on the Taconic State Parkway, so plan your fuel and rest stops accordingly before you embark on that segment. With a fuel cost estimated around $24, keeping your tank topped off should be straightforward and budget-friendly throughout 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 73.7 miles from Chatham, NY, or about 1h 40m into the drive.
The longest continuous stretch on this route runs about 62.3 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 32 miles or 45m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 73.7 miles or 1h 40m 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 39m
Traffic, exits, and arrival timing usually matter more near Oyster Bay, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Chatham, 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 Chatham, NY
This is one driving day of about 147.5 miles and 3h 23m.
Your first comfortable stop window is around 32 miles from Chatham, 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 Taconic State Parkway for about 62.3 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 19
5 decision points cluster between mile 80.3 and 124.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
80.3 mi into trip|~1h 48m in
Take the exit toward I 684 South: White Plains
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the right lane.
Exit 68A
Toward I 684 South: White Plains
9
107.7 mi into trip|~2h 21m in
Keep slight left at fork toward Hutchinson River Parkway, New York City
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight lane.
Exit 1
Toward Hutchinson River Parkway, New York City
8
122.8 mi into trip|~2h 42m in
Take the exit toward I 95 South: George Washington Bridge, Stillwell Avenue
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 2A
Toward I 95 South: George Washington Bridge, St...
8
122.8 mi into trip|~2h 42m in
Keep slight right at fork toward I 95 South: George Washington Bridge
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / right lanes.
Toward I 95 South: George Washington Bridge
9
124.7 mi into trip|~2h 46m in|I 695 / Throgs Neck Expressway
Keep slight left at fork onto I 695 / Throgs Neck Expressway toward I 695 South: Throgs Neck Bridge, Long Island
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 7A
Toward I 695 South: Throgs Neck Bridge, Long Is...
Fuel & Cost
Regular Gas
$24.28 one way
$48.56 round trip
$4.18/gal25.4 MPG avg52 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$26.25
$52.51
premium
$4.92
$28.59
$57.18
diesel
$5.61
$32.57
$65.13
Estimated Tolls: $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
$7
Meals
$25–$50
Total
$56–$81
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 51.6 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
44.3
0
$15.49
$7.08
Efficient EV
36.9
0
$12.91
$5.90
EV Truck/SUV
59
0
$20.65
$9.44
Gas CO2
52 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 19, 2026
Origin
Chatham, NY
Afternoon
in Chatham on Tuesday
Local time
12:12 PM
EDT
Current temp
43°F
Unavailable
Live forecast
Destination
Oyster Bay, NY
Afternoon
in Oyster Bay on Tuesday
Local time
12:12 PM
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
15 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
3h 23m 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.
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...
8 mi from route
~21 min detour
Free
near mile 122.1
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...
8 mi from route
~19 min detour
Free
near mile 122.1
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...
12 mi from route
~30 min detour
Free
near mile 127.1
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...
13 mi from route
~32 min detour
Free
near mile 127.1
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...
13 mi from route
~34 min detour
Free
near mile 127.1
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...
14 mi from route
~35 min detour
Free
near mile 127.1
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is predominantly a highway-focused drive, with 85% of the journey utilizing major roadways. You'll experience stretches on the Taconic State Parkway, including one continuous segment of 62.3 miles, which offers a different feel than standard interstates. The transition to I 684 and then I 84 will provide a more typical highway driving experience for the latter portion of your trip. Expect efficient travel with minimal interruptions for the bulk of this 147.5-mile drive.
85% highway — fuel and pacing are the main things to plan.
33 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 62.3 mi on Taconic State Parkway.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on Taconic State Parkway and I 684. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 80.3 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 19 significant decision points across 147.5 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 80.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 107.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 122.8 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 Chatham, NY and Oyster Bay, NY, road signs point toward New York City and Long Island.
Oyster Bay is one of three towns in Nassau County, on Long Island, New York.
The town of Oyster Bay comprises a large portion of eastern Nassau County and includes a slew of villages and other communities. This article covers North Oyster Bay – the area closest to Oyster Bay itself (in other words, everything that is north of the Long Island Expressway). See South Oyster Bay for the southern half of the town (in other words, the area south of the expressway). See the article for Glen Cove for communities in the northwest part of the town that are closest to that city.
Top landmarks
•Christ Church — historic Episcopal parish in Oyster Bay, New York, USA
Doable as a same-day drive at 3h 23m. Total distance: 147.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
3h 23m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (85%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 62.3 miles on Taconic State Parkway. The full list of main roads is in the Roads section above.
Expect about $6.55 in tolls one way, starting with Throgs Neck 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 Oyster Bay, 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 80.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 107.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 122.8 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 3.4 hours each way, an in-and-out day trip would put you behind the wheel for 6.8 hours — manageable with a long break at Oyster Bay, NY, but most travelers stay overnight.
