This 264.5-mile drive from Trumansburg, NY, to Oyster Bay, NY, is a manageable one-day trip, estimated to take about 5 hours and 38 minutes. You'll be navigating a mix of major routes, including parts of the Keystone Shortway and I-81, before transitioning to I-380. With a highway share of 49%, expect a balanced experience between faster travel and more winding local roads. The estimated fuel cost for this journey is around $44, making it a relatively budget-friendly option. This route stays within the Northeast region, offering a consistent feel throughout your travel.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
132.2 miles from Trumansburg, NY
A natural place for your longest stop of the day
, about 2h 47m into the drive
.
Main Roads
Road
Distance
Duration
Keystone Shortway
80 mi
1h 37m
I 81
73.5 mi
1h 28m
I 380
23.6 mi
25m
State Highway 79
15.2 mi
17m
Northern Boulevard
14.5 mi
24m
Slaterville Road
11.1 mi
16m
Trumansburg Road
8.7 mi
12m
Cross Bronx Expressway
6.6 mi
8m
Longest stretch:
Keystone Shortway
— 80 mi, about 1h 37m
Traffic on I-80
Hour-of-day weekday pattern from 336 FHWA count stations on your route.
Peak
3 PM
~4,190 veh/hr typical
· worst 4,979
Quietest
1 AM
~446 veh/hr
Peak-to-quiet ratio
9.4×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 103 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Trumansburg, NY and Oyster Bay, NY.
1
Start on NY 96
1.1 mi·1 min·West Main Street
2
Continue on NY 96
8.7 mi·12 min·Trumansburg Road
3
Continue on NY 96
1.0 mi·2 min·Cliff Street
4
Continue on NY 96
0.2 mi·22 sec·West Buffalo Street
5
Turn right onto Taughannock Boulevard
523 ft·24 sec·Taughannock Boulevard
6
Turn left onto NY 79
510 ft·11 sec·West State Street
7
Turn right onto NY 13; NY 34; NY 96; NY 79
345 ft·12 sec·South Fulton Street
Use the right lane.
8
Turn left onto NY 79
0.8 mi·2 min·West Green Street
Use the slight left lane.
9
Continue on NY 79
1.1 mi·2 min·East State Street
10
Continue on NY 79
11 mi·16 min·Slaterville Road
11
Continue on NY 79
15 mi·17 min·State Highway 79
12
Continue on NY 79
3.1 mi·3 min·Main Street
13
Turn right onto NY 26
0.6 mi·47 sec·NY 26
14
Take the exit
0.3 mi·40 sec
Toward I 81 South
15
Merge onto I 81
20 mi·24 min·I 81
16
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
17
Keep slight right at fork onto US 6
0.8 mi·1 min·US 6
Exit 187Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt PoconoUse the slight left / slight right lanes.
18
Continue on I 84; I 380
3.7 mi·4 min·I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, MilfordUse the straight lane.
19
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
20
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward I 80 East: Stroudsburg
21
Merge onto I 80
80 mi·1 hr 37 min·Keystone Shortway
Use the straight / right lanes.
22
Keep slight right at fork onto I 80
5.5 mi·5 min·Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower LevelUse the slight right lane.
23
Keep slight left at fork
0.3 mi·23 sec
Toward I 95 North: George Washington Bridge, New York CityUse the straight / slight right lanes.
24
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
25
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse the straight / slight right lanes.
26
Turn straight onto CR 56
454 ft·9 sec·Degraw Avenue
27
Continue on CR 56
1.1 mi·2 min·Fort Lee Road
Use the straight / right lanes.
28
Continue on CR 56
469 ft·13 sec·Main Street
29
Take the ramp
472 ft·12 sec
Toward George Washington Bridge
30
Merge onto US 1; US 9; US 46
0.3 mi·28 sec·Bergen Boulevard
Use the straight / slight right lanes.
31
Take the exit
312 ft·4 sec
Toward George Washington Bridge Upper Level
32
Merge onto I 95 EXPR
0.3 mi·20 sec·I 95 EXPR
Use the straight / slight right lanes.
33
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
34
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
35
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
36
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
37
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.
38
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
39
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
40
Continue on I 295
2.0 mi·2 min·Clearview Expressway
Use the straight / slight right lanes.
41
Take the exit
0.2 mi·32 sec
Exit 5Toward NY 25A: Northern BoulevardUse the straight / slight right lanes.
42
Continue on Clearview Expressway
457 ft·17 sec·Clearview Expressway
43
Turn left onto NY 25A
15 mi·24 min·Northern Boulevard
Use the left lane.
44
Turn left onto NY 106
0.3 mi·29 sec·Jericho Oyster Bay Road
45
Turn straight onto NY 106
0.5 mi·46 sec·Oyster Bay Road
46
Keep slight left at fork onto NY 106
260 ft·4 sec·Oyster Bay Road
47
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
Use the left lane.
48
Continue on NY 106
105 ft·5 sec·South Street
49
Turn right onto Berry Hill Road
112 ft·9 sec·Berry Hill Road
50
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
51
Arrive at destination
Berry Hill Road
Trip Plan
Given the 5-hour and 38-minute duration, starting your trip from Trumansburg in the morning is advisable to maximize daylight and allow for a relaxed pace. With only one recommended stop, you have flexibility in choosing where to break up the 264.5 miles. Keep an eye on your fuel levels, especially as you transition between the Keystone Shortway, I-81, and I-380, as services can vary. A specific tip for this route: be prepared for the 'turn-heavy' sections, as they require more active navigation compared to pure interstate cruising.
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 132.2 miles from Trumansburg, NY, or about 2h 47m into the drive.
The longest continuous stretch on this route runs about 80 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 58 miles or 1h 19m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 132.2 miles or 2h 47m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 28m
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 Trumansburg, 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 Trumansburg, NY
This is one driving day of about 264.5 miles and 5h 38m.
Your first comfortable stop window is around 58 miles from Trumansburg, 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 Keystone Shortway for about 80 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 29
5 decision points cluster between mile 63.7 and 241.3 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
63.7 mi into trip|~1h 26m in|I 81
Keep slight right at fork onto I 81 toward I 81 South: Scranton
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight lane.
Toward I 81 South: Scranton
9
117 mi into trip|~2h 30m in|US 6
Keep slight right at fork onto US 6 toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 187
Toward I 84 East, I 380 South, US 6 East: Carbo...
8
231.6 mi into trip|~4h 46m in
Keep slight left at fork toward I 95 North: George Washington Bridge, New York City
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 95 North: George Washington Bridge, Ne...
9
231.9 mi into trip|~4h 46m in
Keep slight right at fork toward Leonia, Teaneck
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 70A-B
Toward Leonia, Teaneck
8
241.3 mi into trip|~5h 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
$46.30 one way
$92.60 round trip
$4.45/gal25.4 MPG avg93 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.82
$50.17
$100.34
premium
$5.23
$54.46
$108.92
diesel
$6.28
$65.35
$130.71
Estimated Tolls: $22.55
George Washington Bridge
$16.00
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
$46
Tolls
$23
Meals
$25–$50
Total
$94–$119
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 92.5 kg one way.
Prices: EIA weekly data, 2026-10-19.
Driving Electric?
About $28 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
79.4
0
$27.77
$12.70
Efficient EV
66.1
0
$23.14
$10.58
EV Truck/SUV
105.8
1
$37.03
$16.93
Gas CO2
93 kg
EV CO2
31 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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 Oct 19, 2026
Origin
Trumansburg, NY
Morning
in Trumansburg on Sunday
Local time
7:03 AM
EDT
Current temp
65°F
Sunny
SE 2 to 6 mph0% chanceLive forecast
Destination
Oyster Bay, NY
Morning
in Oyster Bay on Sunday
Local time
7:03 AM
EDT
Current temp
62°F
Sunny
NE 6 to 9 mph0% chanceLive 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
5h 38m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
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.
Hamilton Grange National Memorial
National Memorial
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...
2 mi from route
~6 min detour
Free
near mile 240.7
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 240.7
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 240.7
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
~25 min detour
Free
near mile 240.7
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 240.7
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 240.7
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a 'turn-heavy local drive' profile for much of this journey. While you'll experience 49% highway driving, the character shifts between efficient interstate travel and more engaging local road segments. The longest uninterrupted stretch you'll encounter is 80 miles on the Keystone Shortway, offering a good period of sustained driving. As you progress, the route will likely involve more turns and potentially varying speed limits, requiring your attention and keeping the driving experience dynamic rather than monotonous.
Only 49% highway — the rest is turn-by-turn surface driving.
51 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 80 mi on Keystone Shortway.
How Hard Is This Drive?
10/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 63.7 miles in near I 81.
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 29 significant decision points across 264.5 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 63.7 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 117 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 231.6 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Elevation Profile
Gently rolling terrain
1,767 ft-5 ft
Total Climb
1,446 ft
Total Descent
2,363 ft
Highest Point
1,767 ft
~132.2 mi in
Elevation Range
1,772 ft
Notable High Points
1,767 ft at ~132.2 miles+733 ft prominence
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Trumansburg, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Trumansburg is a village the Finger Lakes region of central New York, between Cayuga and Seneca Lakes. It offers a distinctive mix of an old rural village and modern funkiness. Named after Abner Truman, it is in the Town of Ulysses.
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.
Doable as a same-day drive at 5h 38m. Total distance: 264.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 38m drive, comfortable solo distance.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 80 miles on Keystone Shortway. 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.
Yes — we found about 26 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
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. There are 26 rest areas along the route for bathroom stops.
The main spots that need attention: at 63.7 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 117 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 231.6 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — Hamilton Grange National Memorial, General Grant National Memorial and Stonewall National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 5.6 hours each way, a round trip means 11.3 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Oyster Bay, NY before the return drive.
