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Trip from Thompson, NY to Oyster Bay, NY

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards

Drive Time

6h 43m

Distance

308.8 mi

497 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 35 min
4 AM
6h 32m ★
6 AM
6h 43m
8 AM
7h 7m
10 AM
6h 52m
12 PM
6h 49m
3 PM
6h 53m
5 PM
7h 6m
8 PM
6h 36m

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

Best Time Drive vs Fly
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town in Sullivan County, New York, United States

Thompson, NY

Wikimedia Commons

town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Trip Overview

This 308.8-mile drive from Thompson, NY to Oyster Bay, NY will take approximately 6 hours and 43 minutes, making it a feasible, though long, day trip. You'll spend about 52% of your time on highways, primarily utilizing I-81 and I-380, with a significant portion on the Keystone Shortway. The estimated fuel cost for this journey is around $51. Given the duration and the turn-heavy nature of some local segments, consider an early start or splitting it if you prefer a more relaxed pace. This trip stays within the Northeast region, offering a consistent travel experience.

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

154.4 miles from Thompson, NY

A natural place for your longest stop of the day , about 3h 26m into the drive .

Main Roads

Road Distance Duration
I 81 98.8 mi 1h 57m
Keystone Shortway 80 mi 1h 37m
I 380 23.6 mi 25m
Northern Boulevard 14.5 mi 24m
East Lake Road 9.9 mi 14m
State Highway 41 9.8 mi 13m
Clark Street Road 9.6 mi 11m
Cross Bronx Expressway 6.6 mi 8m
Longest stretch: I 81 — 98.8 mi, about 1h 57m

Turn-by-Turn Driving Directions

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

1

Start on Townline Road

0.9 mi · 3 min · Townline Road
2

Turn right onto Avery Road

0.7 mi · 3 min · Avery Road
3

Turn left onto NY 14

2.8 mi · 3 min · NY 14
4

Take the exit

0.1 mi · 18 sec
Use the right lane.
5

Keep slight right at fork

0.3 mi · 33 sec
Toward I 90 East: Albany
6

Merge onto I 90

6.3 mi · 7 min · New York State Thruway
7

Take the exit

0.5 mi · 58 sec
Exit 41 Toward NY 414: Waterloo, Clyde Use the slight right lane.
8

Keep slight right at fork

327 ft · 7 sec
9

Continue on NY 414

0.3 mi · 35 sec · State Route 414
10

Turn left onto NY 318

4.1 mi · 7 min · NY 318
Use the left lane.
11

At end of road, turn left onto US 20; NY 5

1.9 mi · 2 min · Auburn Road
12

Continue on US 20; NY 5

9.6 mi · 11 min · Clark Street Road
Use the straight lane.
13

Turn right onto State Street

226 ft · 12 sec · State Street
14

Turn left onto Dill Street

0.1 mi · 21 sec · Dill Street
15

Continue on Loop Road

458 ft · 16 sec · Loop Road
16

Turn left onto Genesee Street

5.5 mi · 9 min · Genesee Street
17

Continue on US 20

2.2 mi · 4 min · West Genesee Street Road
18

Turn right onto NY 41

0.5 mi · 45 sec · East Lake Street
19

Continue on NY 41

9.4 mi · 13 min · East Lake Road
20

Continue on NY 41

4.8 mi · 7 min · State Route 41
21

Continue on NY 41

0.5 mi · 49 sec · East Lake Road
22

Continue on NY 41

9.8 mi · 13 min · State Highway 41
23

Turn right onto NY 281

1.2 mi · 2 min · North West Street
24

Take the ramp

0.7 mi · 1 min
Use the left lane.
25

Keep slight right at fork

0.3 mi · 34 sec
Toward I 81 South: Binghamton
26

Merge onto I 81

45 mi · 54 min · I 81
Use the straight / slight right lanes.
27

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.
28

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.
29

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.
30

Keep slight right at fork onto I 380

24 mi · 25 min · I 380
Exit 4 Toward I 380 South: Mount Pocono
31

Keep slight left at fork

1.0 mi · 1 min
Exit 1B Toward I 80 East: Stroudsburg
32

Merge onto I 80

80 mi · 1 hr 37 min · Keystone Shortway
Use the straight / right lanes.
33

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.
34

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.
35

Keep slight right at fork

0.4 mi · 38 sec
Exit 70A-B Toward Leonia, Teaneck Use the slight right lane.
36

Turn right

0.2 mi · 35 sec
Exit 70A Toward Leonia Use the straight / slight right lanes.
37

Turn straight onto CR 56

454 ft · 9 sec · Degraw Avenue
38

Continue on CR 56

1.1 mi · 2 min · Fort Lee Road
Use the straight / right lanes.
39

Continue on CR 56

469 ft · 13 sec · Main Street
40

Take the ramp

472 ft · 12 sec
Toward George Washington Bridge
41

Merge onto US 1; US 9; US 46

0.3 mi · 28 sec · Bergen Boulevard
Use the straight / slight right lanes.
42

Take the exit

312 ft · 4 sec
Toward George Washington Bridge Upper Level
43

Merge onto I 95 EXPR

0.3 mi · 20 sec · I 95 EXPR
Use the straight / slight right lanes.
44

Keep slight left at fork onto I 95 EXPR

0.8 mi · 1 min · I 95 EXPR
45

Continue on I 95; US 1; US 9

0.6 mi · 1 min · George Washington Bridge (upper level)
Use the straight / slight right lanes.
46

Continue on I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
47

Continue on I 95; US 1

4.7 mi · 6 min · Cross Bronx Expressway
Use the straight / slight right lanes.
48

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.
49

Merge onto I 295

0.6 mi · 58 sec · Throgs Neck Expressway
50

Continue on I 295

2.0 mi · 3 min · Throgs Neck Bridge
Use the straight / slight right lanes.
51

Continue on I 295

2.0 mi · 2 min · Clearview Expressway
Use the straight / slight right lanes.
52

Take the exit

0.2 mi · 32 sec
Exit 5 Toward NY 25A: Northern Boulevard Use the straight / slight right lanes.
53

Continue on Clearview Expressway

457 ft · 17 sec · Clearview Expressway
54

Turn left onto NY 25A

15 mi · 24 min · Northern Boulevard
Use the left lane.
55

Turn left onto NY 106

0.3 mi · 29 sec · Jericho Oyster Bay Road
56

Turn straight onto NY 106

0.5 mi · 46 sec · Oyster Bay Road
57

Keep slight left at fork onto NY 106

260 ft · 4 sec · Oyster Bay Road
58

Continue on NY 106

0.9 mi · 1 min · Pine Hollow Road
Use the left lane.
59

Continue on NY 106

105 ft · 5 sec · South Street
60

Turn right onto Berry Hill Road

112 ft · 9 sec · Berry Hill Road
61

Continue on Berry Hill Road

64 ft · 2 sec · Berry Hill Road
62

Arrive at destination

Berry Hill Road

Trip Plan

With a 6 hour and 43 minute estimated duration, an early morning departure is highly recommended to maximize daylight and minimize traffic, especially as you approach the Oyster Bay area. Plan for at least one stop to break up the 308.8 miles; the longest stretch without a significant change in road type is 98.8 miles on I-81. Keep an eye on your fuel, as the estimated cost is $51, and stops for gas might be more frequent on the local road segments. Be mindful of the 'turn-heavy' nature of this drive and adjust your speed accordingly.

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 154.4 miles from Thompson, NY, or about 3h 26m into the drive.
The longest continuous stretch on this route runs about 98.8 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 68 miles or 1h 43m in

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

Halfway reset

Around 154.4 miles or 3h 26m 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 23m

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 Thompson, 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 Thompson, NY

This is one driving day of about 308.8 miles and 6h 43m.

Your first comfortable stop window is around 68 miles from Thompson, 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 98.8 miles.

Where to Stop

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

town in Rockland County, New York, United States

Mid-route town

Meal stop

Ramapo, NY

154 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 68 miles helps settle the day before fatigue starts building.

Binghamton, NY

Meal break

The midpoint is around 154.4 miles from Thompson, 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 98.8 miles.

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

Nearby Places

Restaurants, cafes, gas stations and more along your route.

Top Restaurant

Fusion 27 restaurant and catering services

4.8 ★ ★ ★ ★ ★

Totowa, New Jersey

Near the end, short detour

1.1 mi from route ~3 min detour Moderately mile 264.7

Hours: 11:30 am–3 pm

+19735955595

Visit website

Sabor Restaurant & Bakery

4.0 ★ ★ ★ ★ ☆

College Point, New York

3 mi

Fusion 27 restaurant and catering services

4.8 ★ ★ ★ ★ ★

Near the end, short detour

1.1 mi from route ~3 min detour Moderately mile 264.7

Totowa, New Jersey

Hours: 11:30 am–3 pm

+19735955595

Visit website

Triplets Family Restaurant

4.5 ★ ★ ★ ★ ★

Around the midpoint, ~9 min detour

3.4 mi from route ~9 min detour $10 to $20 mile 198.5

Stroudsburg, Pennsylvania

Hours: 5 am–9 pm

+15704216566

Visit website

Sabor Restaurant & Bakery

4.0 ★ ★ ★ ★ ☆

Near the end, short detour

3 mi from route ~8 min detour $10 to $20 mile 286.7

College Point, New York

Hours: 6:30 am–10 pm

+13473684407

Visit website

Juany's Cafe

4.7 ★ ★ ★ ★ ★

Near the end, ~10 min detour

4.1 mi from route ~10 min detour $10 to $20 mile 264.7

Fair Lawn, New Jersey

Hours: 9 am–3 pm

+15512248030

Visit website

Lumis Restaurant

4.6 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.3 mi from route ~11 min detour $50 to $10 mile 264.7

Fairfield, New Jersey

Hours: 12–9:30 pm

+19739442049

Visit website

Hainan

4.5 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.6 mi from route ~11 min detour $20 to $30 mile 286.7

Flushing, New York

Hours: 11 am–10 pm

+19175637223

Visit website

Sage Restaurant

4.5 ★ ★ ★ ★ ★

Near the end, ~11 min detour

4.5 mi from route ~11 min detour Moderately mile 264.7

Fair Lawn, New Jersey

Hours: 4–9 pm

+12017970500

Visit website

Bite Food & Coffee Co

4.4 ★ ★ ★ ★ ☆

Near the end, ~12 min detour

4.7 mi from route ~12 min detour Moderately mile 264.7

Fair Lawn, New Jersey

Hours: 9 am–8 pm

+15512248072

Visit website

Eagle Rock Cafe

4.7 ★ ★ ★ ★ ★

Near the end, ~10 min detour

4.1 mi from route ~10 min detour $1 to $10 mile 264.7

Montclair, New Jersey

Hours: 7:30 am–5:30 pm

+19733586543

Visit website

EV Connect Charging Station

5.0 ★ ★ ★ ★ ★

Later in the drive, short detour

1.7 mi from route ~4 min detour mile 242.6

Dover, New Jersey

Hours: Open 24 hours

+18668167584

Visit website

ChargePoint Charging Station

3.0 ★ ★ ★ ☆ ☆

Near the end, right off the route

0.4 mi from route ~1 min detour mile 308.8

Oyster Bay, New York

Hours: Open 24 hours

+18887584389

Visit website

Electrify America Charging Station

4.1 ★ ★ ★ ★ ☆

Around the midpoint, short detour

2.4 mi from route ~6 min detour mile 110.3

Binghamton, New York

Hours: Open 24 hours

+18336322778

Visit website

Flying J EV Charging Station

4.0 ★ ★ ★ ★ ☆

Around the midpoint, short detour

2.2 mi from route ~5 min detour mile 132.3

New Milford, Pennsylvania

Hours: Open 24 hours

+15704652974

Visit website

EVgo Charging Station

3.6 ★ ★ ★ ★ ☆

Around the midpoint, short detour

2.2 mi from route ~6 min detour mile 132.3

New Milford, Pennsylvania

Hours: Open 24 hours

+15704652974

Visit website

IONNA Charging Station

4.2 ★ ★ ★ ★ ☆

Around the midpoint, short detour

3 mi from route ~7 min detour mile 154.4

Scranton, Pennsylvania

Hours: Open 24 hours

+18334662474

Visit website

Tesla Supercharger

4.3 ★ ★ ★ ★ ☆

Later in the drive, short detour

3.1 mi from route ~8 min detour mile 242.6

Rockaway, New Jersey

Hours: Open 24 hours

Visit website

EVolve NY Charging Station

5.0 ★ ★ ★ ★ ★

Near the start, ~9 min detour

3.7 mi from route ~9 min detour

Phelps, New York

Hours: Open 24 hours

+18336322778

Visit website

Theodore Roosevelt Memorial Park

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

0.8 mi from route ~2 min detour mile 308.8

Oyster Bay, New York

+15166246202

Visit website

CNY Living History Center

4.8 ★ ★ ★ ★ ★

Early in the drive, short detour

2.9 mi from route ~7 min detour mile 66.2

Cortland, New York

Hours: Closed

+16072994185

Visit website

Claremont Park

4.2 ★ ★ ★ ★ ☆

Near the end, ~11 min detour

4.5 mi from route ~11 min detour mile 286.7

Bronx, NY

Hours: 6 am–10 pm

+12126399675

Visit website

St. Mary's Park

4.2 ★ ★ ★ ★ ☆

Near the end, ~12 min detour

4.6 mi from route ~12 min detour mile 286.7

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

5 mi from route ~12 min detour mile 286.7

Bronx, New York

Hours: 11 am–6 pm

+17186816000

Visit website

Museum of History - Wayne County, NY

4.7 ★ ★ ★ ★ ★

Near the start, ~11 min detour

4.6 mi from route ~11 min detour

Lyons, New York

+13159464943

Visit website

Cayuga Museum of History & Art

4.7 ★ ★ ★ ★ ★

Near the start, ~12 min detour

4.9 mi from route ~12 min detour mile 22.1

Auburn, New York

Hours: 10 am–5 pm

+13152538051

Visit website

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

Heads-up: tricky spots

5 of 39

5 decision points cluster between mile 11.1 and 285.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

8
11.1 mi into trip | ~18m in

Take the exit toward NY 414: Waterloo, Clyde

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 41 Toward NY 414: Waterloo, Clyde
9
161.4 mi into trip | ~3h 34m 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
275.9 mi into trip | ~5h 50m 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
276.2 mi into trip | ~5h 51m 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
285.6 mi into trip | ~6h 5m 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

$50.83 one way

$101.66 round trip

$4.18/gal 25.4 MPG avg 108 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $54.96 $109.93
premium $4.92 $59.85 $119.70
diesel $5.61 $68.18 $136.36

Estimated Tolls: $22.87

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
New York State Thruway (6.3 mi) $0.32

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

$99–$124

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

Estimated CO2 emission: 108 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $32 in charging · 1 stop · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 92.6 1 $32.42 $14.82
Efficient EV 77.2 0 $27.02 $12.35
EV Truck/SUV 123.5 1 $43.23 $19.76

Gas CO2

108 kg

EV CO2

36 kg (67% 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 Apr 18, 2026

Origin

Thompson, NY

Late night in Thompson on Sunday

Local time

12:24 AM

EDT

Current temp

59°F

Unavailable

Live forecast

Destination

Oyster Bay, NY

Late night in Oyster Bay on Sunday

Local time

12:24 AM

EDT

Current temp

63°F

Patchy Fog then Mostly Sunny

E 6 to 10 mph 0% chance Live forecast

Wind Advisory

Wind Advisory issued April 18 at 2:37AM EDT until April 19 at 12:00AM EDT by NWS Burlington VT

49°F

Ramapo, NY

154 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

4 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 43m 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 ~10 min detour Free near mile 276.9
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 276.9
View on nps.gov
Harriet Tubman National Historical Park

Harriet Tubman National Historical Park

National Historical Park

Harriet Tubman was guided by a deep faith and devotion to family, freedom, and community. After emancipating herself and members of her family, she moved them from Ontario, Canada to Fleming and Aubur...

5 mi from route ~11 min detour Free near mile 31.9
View on nps.gov
Women's Rights National Historical Park

Women's Rights National Historical Park

National Historical Park

Women’s Rights National Historical Park tells the story of the first Women’s Rights Convention, held in Seneca Falls, New York on July 19-20, 1848. It is a story of struggles for civil rights, human r...

5 mi from route ~12 min detour Free near mile 10.6
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 276.9
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...

11 mi from route ~26 min detour Free near mile 276.9
View on nps.gov

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

What kind of drive is this?

Expect a varied driving experience on this route. While 52% of the journey is on highways like I-81 and I-380, the profile is described as a 'Turn-heavy local drive.' This suggests that you'll encounter a mix of faster highway stretches and more winding, potentially slower, local roads. The longest uninterrupted stretch is 98.8 miles on I-81, offering a period of consistent speed before transitioning. Be prepared for frequent turns and changes in road type as you progress towards your destination.

Only 52% highway — the rest is turn-by-turn surface driving.
62 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 98.8 mi on I 81.

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 11.1 miles in.

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 39 significant decision points across 308.8 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 11.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 161.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 275.9 miles: 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 Thompson, 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

161.4 mi in | ~3h 34m | via US 6

Milford

162.2 mi in | ~3h 35m | via I 84; I 380

New York City

275.9 mi in | ~5h 50m

Leonia

276.2 mi in | ~5h 51m

Teaneck

276.2 mi in | ~5h 51m

George Washington Bridge Upper Level

278.5 mi in | ~5h 55m

About the Cities

Starting in Thompson, NY

Full guide →

Top landmarks

  • • Anshei Glen Wild Synagogue — historic building in Glen Wild, New York, United States

Arriving in Oyster Bay, NY

Full guide →

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.

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 43m. Total distance: 308.8 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

6h 43m drive, plan rest stops for pacing.

Scenic Drive

Mostly surface roads route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 98.8 miles on I 81. The full list of main roads is in the Roads section above.

Expect about $22.87 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.

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 11.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 161.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 275.9 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 Harriet Tubman National Historical Park (6 total within detour distance). See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 6.7 hours each way, a round trip means 13.4 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, and NPS for national parks. See our methodology for refresh cadence and limitations.

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