Skip to main content

Trip from Oswego, NY to Oyster Bay, NY

Pin this trip

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Jul 21, 2026 · Editorial standards

Drive Time

6h 32m

Distance

313.8 mi

505 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$51

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 36 min
4 AM
6h 21m ★
6 AM
6h 33m
8 AM
6h 57m
10 AM
6h 41m
12 PM
6h 39m
3 PM
6h 43m
5 PM
6h 56m
8 PM
6h 25m

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

city in and county seat of Oswego County, New York, United States

Oswego, NY

Wikimedia Commons

town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Trip Overview

Embarking from Oswego, NY, to Oyster Bay, NY, this 313.8-mile journey is designed as a single-day adventure, taking approximately 6 hours and 32 minutes. You'll navigate primarily via I-81 and I-380, with a significant portion on the Keystone Shortway, totaling about 64% highway driving. With an estimated fuel cost of $52, this route focuses on efficient travel across the Northeast. While it's a manageable day trip, remember that the longest continuous stretch without a planned stop is 128.7 miles on I-81, so plan your breaks accordingly. The drive offers a straightforward path, making it a practical option for reaching your destination.

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

156.9 miles from Oswego, NY

A natural place for your longest stop of the day , about 3h 12m into the drive .

Main Roads

Road Distance Duration
I 81 128.7 mi 2h 32m
Keystone Shortway 80 mi 1h 37m
I 380 23.6 mi 25m
State Route 48 16.4 mi 24m
Northern Boulevard 14.5 mi 24m
I 690 8.7 mi 10m
NY 690 7 mi 7m
Cross Bronx Expressway 6.6 mi 8m
Longest stretch: I 81 — 128.7 mi, about 2h 32m

Traffic on I-80

Hour-of-day weekday pattern from 336 FHWA count stations on your route.

Peak

3 PM

~4,210 veh/hr typical · worst 4,900

Quietest

1 AM

~430 veh/hr

Peak-to-quiet ratio

9.8×

busier at peak than in the quiet hours

12a 6a noon 6p 11p

Averaged across 52 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 Oswego, NY and Oyster Bay, NY.

1

Start on Water Street

18 ft · 6 sec · Water Street
2

Turn left onto NY 48

1.0 mi · 1 min · West 1st Street
3

Continue on NY 48

1.2 mi · 1 min · West River Road
4

Continue on NY 48

7.7 mi · 11 min · State Route 48
5

Continue on NY 48

2.4 mi · 3 min · West 1st Street North
6

Continue on NY 48

8.7 mi · 13 min · State Route 48
7

Continue on NY 690

7.0 mi · 7 min · NY 690
8

Continue on I 690

8.7 mi · 10 min · I 690
Use the straight / slight right lanes.
9

Take the exit

0.2 mi · 30 sec
Toward I 81 South: Binghamton Use the straight / slight right lanes.
10

Merge onto I 81

2.8 mi · 4 min · I 81
Use the straight / slight right lanes.
11

Continue on I-81

0.8 mi · 48 sec · I-81
12

Continue on I 81

73 mi · 1 hr 25 min · I 81
Use the straight / slight right lanes.
13

Keep slight right at fork onto I 81

53 mi · 1 hr 3 min · I 81
Toward I 81 South: Scranton Use the straight lane.
14

Keep slight right at fork onto US 6

0.8 mi · 1 min · US 6
Exit 187 Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono Use the slight left / slight right lanes.
15

Continue on I 84; I 380

3.7 mi · 4 min · I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, Milford Use the straight lane.
16

Keep slight right at fork onto I 380

24 mi · 25 min · I 380
Exit 4 Toward I 380 South: Mount Pocono
17

Keep slight left at fork

1.0 mi · 1 min
Exit 1B Toward I 80 East: Stroudsburg
18

Merge onto I 80

80 mi · 1 hr 37 min · Keystone Shortway
Use the straight / right lanes.
19

Keep slight right at fork onto I 80

5.5 mi · 5 min · Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower Level Use the slight right lane.
20

Keep slight left at fork

0.3 mi · 23 sec
Toward I 95 North: George Washington Bridge, New York City Use the straight / slight right lanes.
21

Keep slight right at fork

0.4 mi · 38 sec
Exit 70A-B Toward Leonia, Teaneck Use the slight right lane.
22

Turn right

0.2 mi · 35 sec
Exit 70A Toward Leonia Use the straight / slight right lanes.
23

Turn straight onto CR 56

454 ft · 9 sec · Degraw Avenue
24

Continue on CR 56

1.1 mi · 2 min · Fort Lee Road
Use the straight / right lanes.
25

Continue on CR 56

469 ft · 13 sec · Main Street
26

Take the ramp

472 ft · 12 sec
Toward George Washington Bridge
27

Merge onto US 1; US 9; US 46

0.3 mi · 28 sec · Bergen Boulevard
Use the straight / slight right lanes.
28

Take the exit

312 ft · 4 sec
Toward George Washington Bridge Upper Level
29

Merge onto I 95 EXPR

0.3 mi · 20 sec · I 95 EXPR
Use the straight / slight right lanes.
30

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR
31

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)
Use the straight / slight right lanes.
32

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
33

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway
Use the straight / slight right lanes.
34

Keep slight right at fork onto I 295

2.0 mi · 2 min · Cross Bronx Expressway
Exit 6B Toward I 295 South: Throgs Neck Bridge Use the straight / slight left lanes.
35

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway
36

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
37

Continue on I 295

2.0 mi · 2 min · Clearview Expressway
Use the straight / slight right lanes.
38

Take the exit

0.2 mi · 32 sec
Exit 5 Toward NY 25A: Northern Boulevard Use the straight / slight right lanes.
39

Continue on Clearview Expressway

457 ft · 17 sec · Clearview Expressway
40

Turn left onto NY 25A

15 mi · 24 min · Northern Boulevard
Use the left lane.
41

Turn left onto NY 106

0.3 mi · 29 sec · Jericho Oyster Bay Road
42

Turn straight onto NY 106

0.5 mi · 46 sec · Oyster Bay Road
43

Keep slight left at fork onto NY 106

260 ft · 4 sec · Oyster Bay Road
44

Continue on NY 106

0.9 mi · 1 min · Pine Hollow Road
Use the left lane.
45

Continue on NY 106

105 ft · 5 sec · South Street
46

Turn right onto Berry Hill Road

112 ft · 9 sec · Berry Hill Road
47

Continue on Berry Hill Road

64 ft · 2 sec · Berry Hill Road
48

Arrive at destination

Berry Hill Road

Trip Plan

To make the most of this 6-hour, 32-minute drive, consider an early morning departure from Oswego to maximize daylight and avoid potential afternoon traffic. With only one recommended stop, pacing is key; plan your break around the 128.7-mile mark on I-81 for optimal rest. The estimated fuel cost of $52 is budget-friendly, but it’s always wise to top off before departing. Given the highway-centric nature, keep an eye on your speed and be aware of potential construction zones, especially on the I-81 corridor, which can impact travel time.

Morning Departure

Start early — leave by 6-7 AM to arrive at a reasonable hour.

Evening Departure

This is a long drive — plan for a morning departure or consider splitting it into two days.

You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 156.9 miles from Oswego, NY, or about 3h 12m into the drive.
The longest continuous stretch on this route runs about 128.7 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 69 miles or 1h 28m in

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

Halfway reset

Around 156.9 miles or 3h 12m in

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

Final approach

Final hour starts around 5h 12m

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 Oswego, 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 Oswego, NY

This is one driving day of about 313.8 miles and 6h 32m.

Your first comfortable stop window is around 69 miles from Oswego, 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 I 81 for about 128.7 miles.

Where to Stop

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

most populous city in the United States

Mid-route town

Meal stop

New York City, NY

157 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

Cortland, NY

Fuel and coffee

A short stop after about 69 miles helps settle the day before fatigue starts building.

Barton, NY

Meal break

The midpoint is around 156.9 miles from Oswego, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 81 if your tank is already low. That segment runs about 128.7 miles.

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

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop · home stretch

Fusion 27 restaurant and catering services

4.8 ★ ★ ★ ★ ★

Totowa, New Jersey

Near the end, right off the route

Home stretch · 56min to go 0.6 mi from route ~1 min detour Moderately

Hours: 11:30 am–3 pm

+19735955595

Visit website

Best coffee break · around the midpoint

Country Cafe

4.5 ★ ★ ★ ★ ★

Moscow, Pennsylvania

Around the midpoint, short detour

Halfway reset · 3h 45m in / 2h 48m to go 2.8 mi from route ~7 min detour Inexpensiv

Hours: 7 AM–3 PM

+15708423663

Visit website

Fusion 27 restaurant and catering services

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.6 mi from route ~1 min detour Moderately

Totowa, New Jersey

Hours: 11:30 am–3 pm

+19735955595

Visit website

Lumis Restaurant

4.6 ★ ★ ★ ★ ★

Near the end, ~9 min detour

Home stretch 3.7 mi from route ~9 min detour $50 to $10

Fairfield, New Jersey

Hours: 12–9:30 pm

+19739442049

Visit website

Hainan

4.5 ★ ★ ★ ★ ★

Near the end, ~12 min detour

Home stretch 4.8 mi from route ~12 min detour $20 to $30

Flushing, New York

Hours: 11 am–10 pm

+19175637223

Visit website

Country Cafe

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.8 mi from route ~7 min detour Inexpensiv

Moscow, Pennsylvania

Hours: 7 AM–3 PM

+15708423663

Visit website

Sabor Restaurant & Bakery

4.0 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 3.1 mi from route ~8 min detour $10 to $20

College Point, New York

Hours: 6:30 am–10 pm

+13473684407

Visit website

Eagle Rock Cafe

4.7 ★ ★ ★ ★ ★

Near the end, ~10 min detour

Home stretch 3.9 mi from route ~10 min detour $1 to $10

Montclair, New Jersey

Hours: 7:30 am–5:30 pm

+19733586543

Visit website

Juany's Cafe

4.7 ★ ★ ★ ★ ★

Near the end, ~12 min detour

Home stretch 4.7 mi from route ~12 min detour $10 to $20

Fair Lawn, New Jersey

Hours: 9 am–3 pm

+15512248030

Visit website

Mocha Cafe

4.5 ★ ★ ★ ★ ★

Near the end, ~12 min detour

Home stretch 4.8 mi from route ~12 min detour $10 to $20

Bronx, New York

Hours: 6 am–10 pm

+13472027123

Visit website

Electrify America Charging Station

4.1 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

Early stretch 0.6 mi from route ~2 min detour

Binghamton, New York

Hours: Open 24 hours

+18336322778

Visit website

Flying J EV Charging Station

4.0 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

Halfway reset 0.6 mi from route ~2 min detour

New Milford, Pennsylvania

Hours: Open 24 hours

+15704652974

Visit website

EVgo Charging Station

3.6 ★ ★ ★ ★ ☆

Around the midpoint, right off the route

Halfway reset 0.6 mi from route ~2 min detour

New Milford, Pennsylvania

Hours: Open 24 hours

+15704652974

Visit website

EV Connect Charging Station

5.0 ★ ★ ★ ★ ★

Later in the drive, short detour

Final third 1.8 mi from route ~4 min detour

Dover, New Jersey

Hours: Open 24 hours

+18668167584

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Near the end, right off the route

Home stretch 0.4 mi from route ~1 min detour

Oyster Bay, New York

Hours: Open 24 hours

+18887584389

Visit website

Electrify America Charging Station

4.6 ★ ★ ★ ★ ★

Around the midpoint, ~9 min detour

Early stretch 3.7 mi from route ~9 min detour

Binghamton, New York

Hours: Open 24 hours

+18336322778

Visit website

Tesla Supercharger

4.1 ★ ★ ★ ★ ☆

Around the midpoint, ~10 min detour

Early stretch 3.9 mi from route ~10 min detour

Binghamton, New York

Hours: Open 24 hours

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Later in the drive, ~9 min detour

Final third 3.5 mi from route ~9 min detour

Randolph, New Jersey

Hours: Open 24 hours

+18887584389

Visit website

Rest area

0 mi from route

Rest Area

0 mi from route

Rest Area

0 mi from route

Crescent Lake Rest Area

0 mi from route

Rest Area

0 mi from route

Rest Area

0.1 mi from route

Flying J Travel Center

0.1 mi from route

Broome Gateway Rest Area

0.1 mi from route

Whitney Point Rest Area

0.1 mi from route

Pennsylvania Welcome Center

0.1 mi from route

Rest Area

0.1 mi from route

Onvo Travel Plaza

0.1 mi from route

Preble

0.1 mi from route

Rest Area

0.1 mi from route

Onvo Travel Plaza

0.1 mi from route

TA

0.1 mi from route

Penn-Can Travel Plaza

0.1 mi from route

Pennsylvania Welcome Center

0.1 mi from route

Love's Travel Stop

0.3 mi from route

TA

0.4 mi from route

Onvo Travel Plaza

0.4 mi from route

Service Plaza

0.7 mi from route

Service Plaza

0.7 mi from route

Service Plaza

1.2 mi from route

Warners Travel Plaza

2 mi from route

Flying J Travel Center

2.1 mi from route

Children's Museum of Oswego (CMOO)

4.8 ★ ★ ★ ★ ★

Near the start, right off the route

0.1 mi from route

Oswego, New York

Hours: 9 am–4 pm

+13152166387

Visit website

Theodore Roosevelt Memorial Park

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour

Oyster Bay, New York

+15166246202

Visit website

CNY Living History Center

4.8 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.8 mi from route ~2 min detour

Cortland, New York

Hours: Closed

+16072994185

Visit website

H. Lee White Maritime Museum

4.7 ★ ★ ★ ★ ★

Near the start, right off the route

0.7 mi from route ~2 min detour

Oswego, New York

Hours: 1–5 pm

+13153420480

Visit website

Claremont Park

4.2 ★ ★ ★ ★ ☆

Near the end, ~10 min detour

Home stretch 4.1 mi from route ~10 min detour

Bronx, NY

Hours: 6 am–10 pm

+12126399675

Visit website

St. Mary's Park

4.2 ★ ★ ★ ★ ☆

Near the end, ~11 min detour

Home stretch 4.4 mi from route ~11 min detour

Bronx, New York

Hours: 6 am–10 pm

+17184025155

Visit website

The Bronx Museum of the Arts

4.4 ★ ★ ★ ★ ☆

Near the end, ~12 min detour

Home stretch 4.6 mi from route ~12 min detour

Bronx, New York

Hours: 11 am–6 pm

+17186816000

Visit website

Yankee Stadium

4.7 ★ ★ ★ ★ ★

Near the end, ~12 min detour

Home stretch 5 mi from route ~12 min detour

Bronx, New York

+12129265337

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 25

5 decision points cluster between mile 113 and 290.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

7
113 mi into trip | ~2h 20m 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
166.4 mi into trip | ~3h 24m 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
281 mi into trip | ~5h 40m 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
281.2 mi into trip | ~5h 40m 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
290.7 mi into trip | ~5h 54m 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

$50.76 one way

$101.53 round trip

$4.11/gal 25.4 MPG avg 110 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.46 $55.09 $110.18
premium $4.85 $59.89 $119.79
diesel $4.80 $59.25 $118.50

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

$51

Tolls

$23

Meals

$25–$50

Total

$98–$123

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

Estimated CO2 emission: 109.8 kg one way. Prices: EIA weekly data, 2026-07-13.

Driving Electric?

About $33 in charging · 1 stop · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 94.1 1 $32.95 $15.06
Efficient EV 78.5 0 $27.46 $12.55
EV Truck/SUV 125.5 1 $43.93 $20.08

Gas CO2

110 kg

EV CO2

37 kg (66% less)

Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.

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 Jul 17, 2026

Origin

Oswego, NY

Evening in Oswego on Monday

Local time

8:39 PM

EDT

Current temp

80°F

Sunny

N 3 to 7 mph 0% chance Live forecast

Destination

Oyster Bay, NY

Evening in Oyster Bay on Monday

Local time

8:39 PM

EDT

Current temp

86°F

Areas Of Smoke

NW 6 mph 0% chance 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

6 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

6h 32m on the road

Start early — leave by 6-7 AM to arrive at a reasonable hour.

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

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...

4 mi from route ~11 min detour Free near mile 281.4
Caution: Lower Crypt Access Subject to Safe Conditions
View on nps.gov
Hamilton Grange National Memorial

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...

4 mi from route ~11 min detour Free near mile 281.4
View on nps.gov
Stonewall National Monument

Stonewall National Monument

National Monument

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 ~23 min detour Free near mile 281.4
View on nps.gov
African Burial Ground National Monument

African Burial Ground National Monument

National Monument

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 281.4
View on nps.gov
Castle Clinton National Monument

Castle Clinton National Monument

National Monument

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 281.4
View on nps.gov
Federal Hall National Memorial

Federal Hall National Memorial

National Memorial

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 281.4
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

What kind of drive is this?

This route is largely highway-focused, with 64% of the drive utilizing major interstates. You'll spend a good portion of your time on I-81, including a substantial 128.7-mile segment that forms the longest uninterrupted stretch. Expect a consistent pace for much of the trip, particularly on the Keystone Shortway and I-380, which contribute to the overall highway feel. While primarily interstate, the transition between these main roads offers a dynamic driving experience, keeping the journey engaging without feeling overly monotonous.

64% highway — fuel and pacing are the main things to plan.
48 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 128.7 mi on I 81.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on I 81 and Keystone Shortway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 113 miles in near I 81.

Driving Effort 10/10

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 25 significant decision points across 313.8 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 113 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 166.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 281 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

Elevation Profile

Gently rolling terrain

1,883 ft 16 ft

Total Climb

2,166 ft

Total Descent

2,407 ft

Highest Point

1,883 ft

~179.3 mi in

Elevation Range

1,868 ft

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Oswego, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.

Mt Pocono

166.4 mi in | ~3h 24m | via US 6

Milford

167.2 mi in | ~3h 25m | via I 84; I 380

New York City

281 mi in | ~5h 40m

Leonia

281.2 mi in | ~5h 40m

Teaneck

281.2 mi in | ~5h 40m

George Washington Bridge Upper Level

283.5 mi in | ~5h 44m

Detours Along the Way

Tagged by where each one fits in your drive — first break, midpoint, final stretch.

Port City Cafe & Bakery

Cafe

Near the start, right off the route

0 mi from route

Oswego, NY

Cuisine: deli;mediterranean

Hours: Mo-Fr 07:00-21:00; Sa 08:00-18:00; Su 08...

Visit website

Nora's Oswego

Cafe

Near the start, right off the route

0 mi from route

Oswego, NY

Cuisine: breakfast;deli;sandwich;sushi;vietnamese

Hours: Mo-Sa 10:00-15:00

Starbucks

Cafe

Later in the drive, right off the route

Final third 0.4 mi from route ~1 min detour

Stroudsburg, PA

Cuisine: coffee_shop

Visit website

Starbucks

Cafe

Early in the drive, right off the route

Early stretch 0.5 mi from route ~1 min detour

Cortland, NY

Cuisine: coffee_shop

Hours: Mo-Fr 05:30-21:00; Sa,Su 06:00-21:00

Visit website

Sweet Creams Cafe

Cafe

Later in the drive, right off the route

Final third 0.2 mi from route

Stroudsburg, PA

The Cure Cafe

Cafe

Later in the drive, right off the route

Final third 0.2 mi from route ~1 min detour

Stroudsburg, PA

Cuisine: breakfast;lunch;coffee_shop

Red Sun Fire Roasting Co.

Restaurant

Near the start, right off the route

0 mi from route

Oswego, NY

Cuisine: italian;pizza

Hours: Mo-Sa 11:30-14:00

Visit website

Bistro 197

Restaurant

Near the start, right off the route

0.1 mi from route

Oswego, NY

Cuisine: regional

Hours: Mo-We 16:00-20:00; Th-Sa 16:00-21:00

Visit website

Wendy's

Fast_food

Early in the drive, right off the route

Early stretch 0.4 mi from route ~1 min detour

Cortland, NY

Cuisine: burger

Hours: 07:00-22:00

Visit website

Dunkin'

Fast_food

Near the end, right off the route

Home stretch 0.4 mi from route ~1 min detour

Oyster Bay, NY

Cuisine: donut;coffee_shop

Hours: 05:00-21:00

Visit website

G.S. Steamers

Restaurant

Near the start, right off the route

0.2 mi from route ~1 min detour

Cuisine: regional

Hours: Mo-Th 15:00-23:00; Fr-Sa 15:00-24:00; Su...

Visit website

Brooklyn Pickle

Fast_food

Near the start, right off the route

First break 0.4 mi from route ~1 min detour

Syracuse, NY

Cuisine: sandwich

Hours: Mo-Sa 10:00-20:00; Su off

Visit website

Waterfall Overlook

Viewpoint

Later in the drive, right off the route

Final third 0.2 mi from route ~1 min detour

White Oaks Park

Park

Near the start, right off the route

First break 1 mi from route ~2 min detour
Visit website

Fitzhugh Park

Park

Near the start, right off the route

0.8 mi from route ~2 min detour

Dragon Master Games

Attraction

Early in the drive, short detour

Early stretch 1.1 mi from route ~3 min detour

Hours: Sa-Su 12:00-19:00; Tu-Th 12:00-21:00; Fr...

Wolfe Park

Park

Early in the drive, short detour

Early stretch 1.1 mi from route ~3 min detour

Terhune Park

Park

Near the end, short detour

Home stretch 1.6 mi from route ~4 min detour

Theodore Roosevelt Rough Rider

Monument

Near the end, right off the route

Home stretch 0 mi from route

Monroe County Historical Association

Museum

Later in the drive, right off the route

Final third 0.6 mi from route ~2 min detour

Stroudsburg, PA

Visit website

Former Oswego High School

Building

Near the start, right off the route

0.1 mi from route

Historic Fire Station Number 3

Building

Near the start, right off the route

0.5 mi from route ~1 min detour

NY

Saint Mary's Parochial School

Yes

Near the start, right off the route

0.4 mi from route ~1 min detour

New York State Grange Museum

Museum

Early in the drive, right off the route

Early stretch 0.6 mi from route ~2 min detour

Econo Lodge

Motel

Early in the drive, short detour

Early stretch 1.1 mi from route ~3 min detour

Cortland, NY

Visit website

Imperial Motel

Motel

Early in the drive, short detour

Early stretch 1.2 mi from route ~3 min detour

Cortland Motel

Motel

Early in the drive, short detour

Early stretch 1.4 mi from route ~4 min detour

Stroudsmoor Country Inn

Hotel

Later in the drive, short detour

Final third 1.6 mi from route ~4 min detour

Glass Tower

Guest_house

Early in the drive, short detour

Early stretch 1.9 mi from route ~5 min detour

Shey Hall

Guest_house

Early in the drive, short detour

Early stretch 1.9 mi from route ~5 min detour

Points of interest from OpenStreetMap contributors. Listings may not reflect current hours or availability.

About the Cities

Starting in Oswego, NY

Full guide →

Founded 1796

Oswego (population 17,000 in 2020) is a small city in Central New York on the southeastern shore of Lake Ontario at the mouth of the Oswego River.

Top landmarks

  • Fort Ontario — state historic site of New York, United States
  • Nash — World War II U.S. Army Large Tug (LT) class seagoing tugboat
  • Safe Haven Museum and Education Center — in Oswego, New York

Arriving in Oyster Bay, NY

Full guide →

Founded 1667

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

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 6h 32m. Total distance: 313.8 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

6h 32m drive, plan rest stops for pacing.

Frequently Asked Questions

The longest stretch is about 128.7 miles on I 81. 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 113 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 166.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 281 miles: 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.

Not recommended in a single day. At 6.5 hours each way, a round trip means 13.1 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.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.

Was this helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

Explore more options from Oswego, NY or browse trips ending in Oyster Bay, NY.

Looking for more statewide routes? Browse NY road trips.