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Trip from Oyster Bay, NY to Caledonia, NY

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 20, 2026 · Editorial standards

Drive Time

7h 30m

Distance

364.3 mi

586 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$60

one way

EV Charging

Excellent

13 DC fast

Best Time to Leave

Save up to 30 min
4 AM
7h 21m ★
6 AM
7h 31m
8 AM
7h 51m
10 AM
7h 38m
12 PM
7h 36m
3 PM
7h 39m
5 PM
7h 50m
8 PM
7h 25m

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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Download GPX
town on Long Island, New York, United States

Oyster Bay, NY

Wikimedia Commons

Downtown Caledonia, NY, NY

Caledonia, NY

Renan Tagliaferro

Trip Overview

The drive from Oyster Bay, NY to Caledonia, NY covers 364.3 miles and takes about 7h 30m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on I 86, Christopher Columbus Highway, I 81 for much of the mileage, and the overall profile is mostly highway. The longest uninterrupted segment is about 100 miles on I 86. At current regular gas prices, budget about $59.97 one way before food or hotel costs.

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

2 planned breaks

Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Midpoint

182.2 miles from Oyster Bay, NY

A natural place for your longest stop of the day , about 3h 50m into the drive .

Main Roads

Road Distance Duration
I 86 100 mi 1h 56m
Christopher Columbus Highway 68.2 mi 1h 20m
I 81 58.1 mi 1h 9m
Genesee Expressway 38.6 mi 44m
I 380 27.7 mi 30m
Keystone Shortway 17.3 mi 24m
Northern Boulevard 13.4 mi 22m
Cross Bronx Expressway 6.6 mi 8m
Longest stretch: I 86 — 100 mi, about 1h 56m

Turn-by-Turn Driving Directions

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

1

Start on Berry Hill Road

288 ft · 21 sec · Berry Hill Road
2

Turn sharp left onto NY 106

429 ft · 9 sec · South Street
3

Continue on NY 106

0.9 mi · 1 min · Pine Hollow Road
4

Continue on NY 106

0.7 mi · 1 min · Oyster Bay Road
5

Turn right onto NY 25A

13 mi · 22 min · Northern Boulevard
Use the left lane.
6

Take the ramp

0.2 mi · 28 sec
Toward Cross Island Parkway North, Whitestone Bridge Use the right lane.
7

Merge onto CI

2.3 mi · 3 min · Cross Island Parkway
Use the straight / slight right lanes.
8

Take the exit

0.6 mi · 1 min
Exit 33 Toward I 295 North: Throgs Neck Bridge, Bronx, New England Use the straight / slight right lanes.
9

Merge onto I 295

1.8 mi · 3 min · Throgs Neck Bridge
10

Continue on I 295

0.7 mi · 1 min · Throgs Neck Expressway
Use the straight / slight right lanes.
11

Keep slight left at fork onto I 295

6.6 mi · 8 min · Cross Bronx Expressway
Use the straight / slight right lanes.
12

Keep slight left at fork onto I 95; US 1

0.7 mi · 1 min · Trans-Manhattan Expressway
Toward Upper Level
13

Continue on I 95; US 1

0.6 mi · 59 sec · George Washington Bridge (upper level)
14

Continue on I 95 EXPR; US 1 EXPR; US 9 EXPR

0.5 mi · 48 sec · I 95 EXPR; US 1 EXPR; US 9 EXPR
15

Keep slight left at fork onto I 95 EXPR; US 1 EXPR; US 9 EXPR

0.6 mi · 39 sec · I 95 EXPR; US 1 EXPR; US 9 EXPR
Use the straight / slight right lanes.
16

Keep slight left at fork onto I 95 EXPR; NJTP

0.1 mi · 8 sec · I 95 EXPR; NJTP
17

Take the exit

0.2 mi · 22 sec
Toward I 95 South, NJTP South: Hackensack Use the straight / slight right lanes.
18

Keep slight left at fork

0.4 mi · 29 sec
Toward I 95 South, NJTP South: Hackensack Use the slight left / slight right lanes.
19

Merge onto I 95; NJTP

2.0 mi · 2 min · New Jersey Turnpike
Use the straight / slight right lanes.
20

Take the exit

0.8 mi · 1 min
Exit 69 Toward I 80 West: Paterson, Hackensack Use the straight / slight right lanes.
21

Continue on I 80

68 mi · 1 hr 20 min · Christopher Columbus Highway
Use the straight / slight right lanes.
22

Keep slight left at fork onto I 80

5.5 mi · 8 min · Keystone Shortway
Use the straight / slight right lanes.
23

Keep slight left at fork onto I 80

12 mi · 15 min · Keystone Shortway
24

Take the exit

0.7 mi · 46 sec
Exit 293 Toward I 380 North: Scranton
25

Continue on I 380

28 mi · 30 min · I 380
Use the straight lane.
26

Merge onto I 81

58 mi · 1 hr 9 min · I 81
Use the straight lane.
27

Keep slight left at fork onto I 86; NY 17

100 mi · 1 hr 56 min · I 86; NY 17
Toward I 86: Corning
28

Keep slight left at fork onto I 390

39 mi · 44 min · Genesee Expressway
Toward I 390: Rochester
29

Take the exit

0.4 mi · 50 sec
Exit 7 Toward NY 408, NY 63: Mount Morris, Letchworth Park
30

Turn right onto NY 408

0.1 mi · 10 sec · Mount Morris-Geneseo Road
31

Continue on NY 63

3.3 mi · 4 min · Geneseo-Mount Morris Road
32

Continue on US 20A; NY 39

0.6 mi · 1 min · Mount Morris Road
33

Continue on US 20A; NY 39

0.1 mi · 25 sec · South Street
34

Turn left onto NY 39

0.2 mi · 27 sec · Main Street
35

Enter roundabout onto NY 39

67 ft · 2 sec · Main Street
36

Continue on NY 39

0.3 mi · 40 sec · Main Street
37

Continue on NY 39

4.5 mi · 7 min · Avon Road
38

Continue on NY 39

3.3 mi · 4 min · Avon-Geneseo Road
39

Continue on NY 39

1.0 mi · 1 min · Wadsworth Avenue
40

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

0.5 mi · 31 sec · West Main Street
41

Continue on US 20; NY 5

5.7 mi · 8 min · Caledonia-Avon Road
42

Continue on NY 5

0.7 mi · 1 min · State Street
43

Enter roundabout onto NY 5; NY 36

44 ft · 0 sec · NY 5; NY 36
44

Arrive at destination

NY 5; NY 36

Trip Plan

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 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 182.2 miles from Oyster Bay, NY, or about 3h 50m into the drive.
The longest continuous stretch on this route runs about 100 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 80 miles or 1h 47m in

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

Halfway reset

Around 182.2 miles or 3h 50m in

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

Final approach

Final hour starts around 6h 13m

Traffic, exits, and arrival timing usually matter more near Caledonia, NY than in the middle of the route.

Before You Leave

+

Open the route before leaving Oyster Bay, 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.

+

Pick one backup stop option before the midpoint in case traffic changes your pacing.

Day 1

Settle into the route from Oyster Bay, NY

This is one driving day of about 364.3 miles and 7h 30m.

Your first comfortable stop window is around 80 miles from Oyster Bay, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 86 for about 100 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

182 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

Ramapo, NY

Fuel and coffee

A short stop after about 80 miles helps settle the day before fatigue starts building.

Vestal, NY

Meal break

The midpoint is around 182.2 miles from Oyster Bay, NY, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 86 if your tank is already low. That segment runs about 100 miles.

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

Heads-up: tricky spots

5 of 27

5 decision points cluster between mile 15.1 and 32.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

7
15.1 mi into trip | ~25m in

Take the ramp toward Cross Island Parkway North, Whitestone Bridge

Lane positioning matters here. Multiple destination signs - pick the right one

Use the right lane. Toward Cross Island Parkway North, Whitestone B...
8
17.6 mi into trip | ~29m in

Take the exit toward I 295 North: Throgs Neck Bridge, Bronx, New England

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

Use the straight / slight right lanes. Exit 33 Toward I 295 North: Throgs Neck Bridge, Bronx,...
8
29.8 mi into trip | ~47m in

Take the exit toward I 95 South, NJTP South: Hackensack

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

Use the straight / slight right lanes. Toward I 95 South, NJTP South: Hackensack
8
30.1 mi into trip | ~48m in

Keep slight left at fork toward I 95 South, NJTP South: Hackensack

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight left / slight right lanes. Toward I 95 South, NJTP South: Hackensack
8
32.4 mi into trip | ~51m in

Take the exit toward I 80 West: Paterson, Hackensack

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

Use the straight / slight right lanes. Exit 69 Toward I 80 West: Paterson, Hackensack

Fuel & Cost

Regular Gas

$59.97 one way

$119.93 round trip

$4.18/gal 25.4 MPG avg 128 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.52 $64.84 $129.69
premium $4.92 $70.61 $141.22
diesel $5.61 $80.43 $160.87

Estimated Tolls: $22.83

George Washington Bridge $16.00
Throgs Neck Bridge $6.55
New Jersey Turnpike (2 mi) $0.28

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

$60

Tolls

$23

Meals

$25–$50

Total

$108–$133

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

Estimated CO2 emission: 127.5 kg one way. Prices: EIA weekly data, 2026-04-13.

EV Charging Along Route

13 DC fast chargers · Coverage: excellent

Nanking - Tesla Supercharger

North New Hyde Park, NY

Tesla

20 DCFC

Jericho Commons - Tesla Supercharger

Jericho, NY

Tesla

12 DCFC

Parkway Plaza - Tesla Supercharger

Carle Place, NY

Tesla

12 DCFC

Roosevelt Field - Tesla Supercharger

Garden City, NY

Tesla

12 DCFC

Carle Place Commons - Tesla Supercharger

Carle Place, NY

Tesla

12 DCFC

Jericho Turnpike Shopping Center - Tesla Supercharger

Syosset, NY

Tesla

8 DCFC

Willis Row - Tesla Supercharger

Roslyn Heights, NY

Tesla

8 DCFC

Garden City Park

Garden City Park, NY

eVgo Network

6 DCFC

Tesla: 7 eVgo Network: 2 RED_E: 1 Electrify America: 1 BP_PULSE: 1 CHARGESMART_EV: 1

Station data from NREL Alternative Fuel Stations database.

Driving Electric?

About $38 in charging · 1 stop · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 109.3 1 $38.25 $17.49
Efficient EV 91.1 1 $31.88 $14.57
EV Truck/SUV 145.7 1 $51.00 $23.32

Gas CO2

127 kg

EV CO2

43 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 Apr 20, 2026

Origin

Oyster Bay, NY

Late night in Oyster Bay on Monday

Local time

12:26 AM

EDT

Current temp

39°F

Slight Chance Rain Showers then Mostly Clear

W 5 to 13 mph 20% chance Live forecast

Flood Warning

Flood Warning issued April 19 at 3:17PM EDT by NWS Binghamton NY

Freeze Warning

Freeze Warning issued April 19 at 2:18PM EDT until April 21 at 9:00AM EDT by NWS Upton NY

Destination

Caledonia, NY

Late night in Caledonia on Monday

Local time

12:26 AM

EDT

Current temp

41°F

Unavailable

Live forecast

63°F

Ramapo, NY

182 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

2 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

7h 30m 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.

What kind of drive is this?

364.3 mi in 7h 30m, mostly highway — 100 mi of that is on I 86.

65% highway — fuel and pacing are the main things to plan.
44 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 100 mi on I 86.

How Hard Is This Drive?

10/10

This is a straightforward highway drive that stays mostly on I 86 and Christopher Columbus Highway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 15.1 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 27 significant decision points across 364.3 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 15.1 miles: Lane positioning matters here. Multiple destination signs - pick the right one; at 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.

Towns Mentioned on Route Signs

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

Between Oyster Bay, NY and Caledonia, NY, road signs point toward Upper Level, Njtp South: Hackensack, Hackensack and Letchworth Park.

Upper Level

27.3 mi in | ~43m | via I 95; US 1

Njtp South: Hackensack

29.8 mi in | ~47m

Hackensack

32.4 mi in | ~51m

Letchworth Park

343.8 mi in | ~6h 59m

Discover Along the Route

Interesting stops within a short detour of your drive.

Starbucks

Cafe

Early in the drive, short detour

1.7 mi from route ~4 min detour mile 121.4

Mount Pocono, PA

Cuisine: coffee_shop

Hours: Mo-Su 05:00-22:00

Visit website

Heavenly Cup

Cafe

Later in the drive, short detour

1.8 mi from route ~5 min detour mile 283.4

Painted Post, NY

Cuisine: coffee_shop

Hours: Mo-Fr 07:00-16:00; Sa 08:00-16:00

Visit website

Good Karma Vapor

Cafe

Near the start, short detour

2.2 mi from route ~5 min detour mile 40.5

Fair Lawn

Cuisine: vapor_lounge

Hours: 12:00-09:00

Visit website

Athens Coffee Shop

Cafe

Near the start, short detour

2.5 mi from route ~6 min detour mile 40.5

Strange Brew Cafe

Cafe

Around the midpoint, short detour

3.2 mi from route ~8 min detour mile 202.4

Binghamton, NY

Hours: Mo-Th 07:00-18:00; Fr 07:00-24:00; Sa 08...

Visit website

Soul Full Cup

Cafe

Later in the drive, short detour

3.2 mi from route ~8 min detour mile 283.4

Corning, NY

Cuisine: coffee_shop

Hours: Mo-Th 07:00-17:00; Fr 07:00-18:00; Sa 08...

Visit website

Cozy Kitchen

Restaurant

Near the end, right off the route

0.1 mi from route mile 364.3

Caledonia, NY

Hours: Th-Su 08:00-14:00

Visit website

Maritza Delicias

Fast_food

Early in the drive, right off the route

0.4 mi from route ~1 min detour mile 121.4

Pocono Summit, PA

Cuisine: juice

Visit website

Dunkin'

Fast_food

Near the start, right off the route

0.4 mi from route ~1 min detour

Oyster Bay, NY

Cuisine: donut;coffee_shop

Hours: 05:00-21:00

Visit website

Coach Bar and Grill

Restaurant

Near the start, right off the route

0.1 mi from route

Cuisine: american

Saucy's Caribbean Restaurant

Restaurant

Early in the drive, right off the route

0.4 mi from route ~1 min detour mile 121.4

Pocono Summit, PA

Roberto's

Restaurant

Early in the drive, right off the route

0.3 mi from route ~1 min detour mile 121.4

Cuisine: pizza

Route 80 East Scenic Overlook

Viewpoint

Early in the drive, right off the route

0.5 mi from route ~1 min detour mile 81

Waverly Stadium

Park

Later in the drive, short detour

1.3 mi from route ~3 min detour mile 242.9

Brandes Field Playground

Park

Near the start, short detour

1.9 mi from route ~5 min detour mile 40.5

Sullivan Park

Park

Around the midpoint, short detour

2 mi from route ~5 min detour mile 202.4

Wrigley Park

Park

Near the start, short detour

2.2 mi from route ~5 min detour mile 40.5

Shephard Park

Park

Later in the drive, short detour

2.2 mi from route ~6 min detour mile 242.9

Big Springs Historical Museum

Museum

Near the end, right off the route

0.1 mi from route mile 364.3

NY

Hours: Mo 09:00-12:00; Su 13:00-16:00

Visit website

Theodore Roosevelt Rough Rider

Monument

Near the start, right off the route

0 mi from route

Caledonia Civil War Monument

Monument

Near the end, right off the route

0 mi from route mile 364.3

Phillip W. Scudder Bridge

Memorial

Later in the drive, right off the route

0.5 mi from route ~1 min detour mile 283.4

Painted Post Monument

Monument

Later in the drive, short detour

1.2 mi from route ~3 min detour mile 283.4

Sayre Historical Society

Museum

Later in the drive, short detour

1.6 mi from route ~4 min detour mile 242.9
Visit website

Del Motel

Motel

Around the midpoint, right off the route

0.2 mi from route mile 202.4

Americas Best Value Inn

Motel

Later in the drive, short detour

1.3 mi from route ~3 min detour mile 283.4

Mount Pocono Motel

Motel

Early in the drive, short detour

2.5 mi from route ~6 min detour mile 121.4

Mount Pocono, PA

Mountaintop Lodge at Lake Naomi

Hotel

Early in the drive, short detour

2.7 mi from route ~7 min detour mile 121.4

Pocono Pines, PA

Staybridge Suites

Hotel

Later in the drive, short detour

2.9 mi from route ~7 min detour mile 283.4

The Grand Royale Hotel

Hotel

Around the midpoint, short detour

3.1 mi from route ~8 min detour mile 202.4

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

About the Cities

Starting 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

Arriving in Caledonia, NY

Full guide →

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 7h 30m. Total distance: 364.3 miles.

Family Friendly

Moderate complexity with 2 natural rest stops along the way.

Solo Traveler

7h 30m drive, plan rest stops for pacing.

Frequently Asked Questions

The longest stretch is about 100 miles on I 86. The full list of main roads is in the Roads section above.

Expect about $22.83 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 Caledonia, 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 2 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.

The main spots that need attention: at 15.1 miles: Lane positioning matters here. Multiple destination signs - pick the right one; at 17.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 29.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.

Not recommended in a single day. At 7.5 hours each way, a round trip means 15.0 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Caledonia, 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, NREL for EV charging, and NPS for national parks. See our methodology for refresh cadence and limitations.

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