Monticello, NY to Oyster Bay, NY is 111.8 miles and takes about 2h 31m via NY 17 and Northern Boulevard, with a fuel budget near $18 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 manageable drive, primarily focused on highway travel, making it a straightforward option for a single-day excursion. Consider this route if you're looking for an efficient way to get from one point to another without extensive detours.
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
55.9 miles from Monticello, NY
A natural place for your longest stop of the day
, about 1h 8m into the drive
.
Main Roads
Road
Distance
Duration
NY 17
41.4 mi
49m
Northern Boulevard
14.5 mi
24m
NJ 17
14.1 mi
18m
New York State Thruway
13.7 mi
15m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
Broadway
2.2 mi
3m
Clearview Expressway
2.1 mi
2m
Longest stretch:
NY 17
— 41.4 mi, about 49m
Turn-by-Turn Driving Directions
Step-by-step road directions between Monticello, NY and Oyster Bay, NY.
1
Start on NY 42
2.2 mi·3 min·Broadway
2
Enter roundabout
224 ft·12 sec
Toward NY 17
3
Continue
85 ft·1 sec
Toward NY 17
4
Take the ramp
0.2 mi·25 sec
Toward NY 17 East: New York City
5
Merge onto NY 17
40 mi·48 min·NY 17
Use the straight / slight right lanes.
6
Keep slight left at fork
0.7 mi·59 sec
Toward I 87, NYST: Albany, New York CityUse the slight right lane.
7
Keep slight right at fork
0.9 mi·1 min
Toward I 87 Toll South: New York CityUse the slight right lane.
8
Merge onto I 87
14 mi·15 min·New York State Thruway
Use the straight / slight right lanes.
9
Keep slight right at fork onto NY 17
0.9 mi·59 sec·NY 17
Exit 15Toward I 287 South, NJ 17 South: New JerseyUse the slight right lane.
10
Continue on I 287; NJ 17
0.5 mi·39 sec·I 287; NJ 17
11
Keep slight left at fork onto NJ 17
14 mi·18 min·NJ 17
Exit 66Toward NJ 17 South: MahwahUse the slight left / straight lanes.
12
Take the exit
0.1 mi·19 sec
Toward NJ 4, GSP South: Paterson, Fort Lee, New York
13
Keep slight left at fork
0.5 mi·1 min
Toward NJ 4 East: Fort Lee, New York
14
Merge onto NJ 4
0.3 mi·24 sec·NJ 4
Use the right lane.
15
Continue on NJ 4
6.4 mi·8 min·NJ 4
Use the straight / slight right lanes.
16
Take the exit
0.2 mi·18 sec
Toward I 95 North: George Washington BridgeUse the straight / slight left lanes.
17
Merge onto I 95 EXPR
0.7 mi·54 sec·I 95 EXPR
Use the straight / slight right lanes.
18
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
19
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
20
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
21
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
22
Keep slight right at fork onto I 295
2.0 mi·2 min·Cross Bronx Expressway
Exit 6BToward I 295 South: Throgs Neck BridgeUse the straight / slight left lanes.
23
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
24
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
25
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
26
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
27
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
28
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
29
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
30
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
31
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
32
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
33
Continue on NY 106
105 ft·5 sec·South Street
34
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
35
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
36
Arrive at destination
Berry Hill Road
Trip Plan
With a total duration of around 2.5 hours, this trip is easily completed in a single day, offering flexibility in your departure time. Aim to leave Monticello in the morning to have ample daylight for the entire drive and any brief stops you might need. The fuel cost is estimated at $18, so budget accordingly. Given the relatively short distance and the longest stretch being just over 41 miles, you won't need to plan for extensive breaks, but it's always wise to take advantage of rest areas when they appear, especially before entering more developed areas near your destination. Keep an eye out for changes in speed limits as you transition from the main highways to local roads in the Oyster Bay area.
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 55.9 miles from Monticello, NY, or about 1h 8m into the drive.
The longest continuous stretch on this route runs about 41.4 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 25 miles or 31m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 55.9 miles or 1h 8m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 57m
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 Monticello, 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 Monticello, NY
This is one driving day of about 111.8 miles and 2h 31m.
Your first comfortable stop window is around 25 miles from Monticello, 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 41.4 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 22
5 decision points cluster between mile 42.9 and 88.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
42.9 mi into trip|~52m in
Keep slight left at fork toward I 87, NYST: Albany, New York City
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward I 87, NYST: Albany, New York City
7
43.6 mi into trip|~53m in
Keep slight right at fork toward I 87 Toll South: New York City
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Toward I 87 Toll South: New York City
9
58.2 mi into trip|~1h 11m in|NY 17
Keep slight right at fork onto NY 17 toward I 287 South, NJ 17 South: New Jersey
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 15
Toward I 287 South, NJ 17 South: New Jersey
8
59.6 mi into trip|~1h 13m in|NJ 17
Keep slight left at fork onto NJ 17 toward NJ 17 South: Mahwah
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / straight lanes.
Exit 66
Toward NJ 17 South: Mahwah
8
88.6 mi into trip|~1h 53m in|I 295 / Cross Bronx Expressway
Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight left lanes.
Exit 6B
Toward I 295 South: Throgs Neck Bridge
Fuel & Cost
Regular Gas
$18.40 one way
$36.81 round trip
$4.18/gal25.4 MPG avg39 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$19.90
$39.80
premium
$4.92
$21.67
$43.34
diesel
$5.61
$24.68
$49.37
Estimated Tolls: $23.23
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
New York State Thruway
(13.7 mi)$0.68
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
$18
Tolls
$23
Meals
$25–$50
Total
$67–$92
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 39.1 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $12 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
33.5
0
$11.74
$5.37
Efficient EV
28
0
$9.78
$4.47
EV Truck/SUV
44.7
0
$15.65
$7.16
Gas CO2
39 kg
EV CO2
13 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 18, 2026
Origin
Monticello, NY
Morning
in Monticello on Sunday
Local time
10:22 AM
EDT
Current temp
54°F
Unavailable
Live forecast
Destination
Oyster Bay, NY
Morning
in Oyster Bay on Sunday
Local time
10:22 AM
EDT
Current temp
51°F
Scattered Rain Showers then Partly Cloudy
E 5 to 8 mph32% chanceLive forecast
49°F
Ramapo, NY
56 mi in
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
2h 31m 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
~9 min detour
Free
near mile 84.8
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 84.8
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
~26 min detour
Free
near mile 84.8
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...
11 mi from route
~28 min detour
Free
near mile 84.8
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...
11 mi from route
~27 min detour
Free
near mile 84.8
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This drive is largely highway-focused, with 66% of the route utilizing major roads like NY 17 and NJ 17. Expect a good portion of your journey to be at higher speeds, conducive to making good time. The longest uninterrupted stretch you'll encounter is 41.4 miles on NY 17, so you can settle in for a solid period of consistent driving. As you approach your destination, the roads will transition, likely offering a mix of highway and more local artery driving as you navigate towards Oyster Bay.
66% highway — fuel and pacing are the main things to plan.
36 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 41.4 mi on NY 17.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on NY 17 and Northern Boulevard. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 42.9 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 22 significant decision points across 111.8 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 42.9 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 43.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 58.2 miles (NY 17): Highway fork - watch signs carefully. 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 Monticello, NY and Oyster Bay, NY, road signs point toward Nyst: Albany, New York City, Gsp South: Paterson, Fort Lee and New York.
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 2h 31m. Total distance: 111.8 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
2h 31m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (66%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 41.4 miles on NY 17. The full list of main roads is in the Roads section above.
Expect about $23.23 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.
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 42.9 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 43.6 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 58.2 miles (NY 17): Highway fork - watch signs carefully. 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.
Yes. A round trip is manageable in a single day if you plan a break at Oyster Bay, NY before heading back.
