Origin
Canandaigua, NY
Afternoon in Canandaigua on Thursday
Local time
3:56 PM
EDT
Current temp
37°F
Unavailable
Live forecast
Trip from Canandaigua, NY to Oyster Bay, NY
Last recalculated Apr 16, 2026
Drive Time
6h 57m
Distance
315.8 mi
508 km
Drive Score
9/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$52
one way
EV Charging
Unknown
Best Time to Leave
4 AM
6h 46m
★
6 AM
6h 57m
8 AM
7h 20m
10 AM
7h 5m
12 PM
7h 3m
3 PM
7h 6m
5 PM
7h 19m
8 PM
6h 50m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Canandaigua, NY
Wikimedia Commons
Oyster Bay, NY
Wikimedia Commons
Trip Overview
The drive from Canandaigua, NY to Oyster Bay, NY covers 315.8 miles and takes about 6h 57m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Keystone Shortway, I 81, I 380 for much of the mileage, and the overall profile is turn-heavy local drive. The longest uninterrupted segment is about 80 miles on Keystone Shortway. At current regular gas prices, budget about $51.98 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
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
157.9 miles from Canandaigua, NY
A natural place for your longest stop of the day , about 3h 36m into the drive .
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 57m. Total distance: 315.8 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 57m drive, plan rest stops for pacing.
Drive Character
Expect a 6h 57m drive with frequent turns across 315.8 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 74 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Keystone Shortway is the longest continuous segment at about 80 miles.
Elevation Profile
Gently rolling terrain
1,902 ft
46 ft
Total Climb
1,825 ft
Total Descent
2,575 ft
Highest Point
1,902 ft
~180.5 mi in
Elevation Range
1,856 ft
Notable High Points
1,902 ft at ~180.5 miles
+578 ft prominence
How Hard Is This Drive?
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 115 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 40 significant decision points across 315.8 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 115 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 168.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 282.9 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 40 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
7
115 mi into trip
|
~2h 45m 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
168.4 mi into trip
|
~3h 48m 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
282.9 mi into trip
|
~6h 4m 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
283.2 mi into trip
|
~6h 4m 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
292.6 mi into trip
|
~6h 19m 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
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Canandaigua, 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
168.4 mi in
|
~3h 48m
|
via US 6
Milford
169.1 mi in
|
~3h 49m
|
via I 84; I 380
New York City
282.9 mi in
|
~6h 4m
Leonia
283.2 mi in
|
~6h 4m
Teaneck
283.2 mi in
|
~6h 4m
George Washington Bridge Upper Level
285.5 mi in
|
~6h 9m
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 96A | 17.1 mi | 23m |
| State Highway 79 | 15.2 mi | 17m |
| Northern Boulevard | 14.5 mi | 24m |
| Routes 5 and 20 | 11.2 mi | 17m |
| Slaterville Road | 11.1 mi | 16m |
Longest stretch:
Keystone Shortway
— 80 mi, about 1h 37m
Turn-by-Turn Driving Directions
Step-by-step road directions between Canandaigua, NY and Oyster Bay, NY.
1
Start on this road
41 ft
·
3 sec
·
this road
2
Turn right
114 ft
·
8 sec
3
Turn right
350 ft
·
31 sec
4
Turn left onto Parrish Street
0.2 mi
·
41 sec
·
Parrish Street
5
Turn left onto Middle Cheshire Road
0.2 mi
·
27 sec
·
Middle Cheshire Road
6
Turn left onto US 20; NY 5; NY 21
1.0 mi
·
1 min
·
Western Boulevard
7
Continue on US 20; NY 5
2.0 mi
·
3 min
·
Eastern Boulevard
Use the left / straight / right lanes.
8
Continue on US 20; NY 5
11 mi
·
17 min
·
Routes 5 and 20
9
Continue on US 20; NY 5
0.6 mi
·
1 min
·
Canandaigua Road
10
Continue on US 20; NY 5
1.4 mi
·
3 min
·
Hamilton Street
11
Continue on US 20; NY 5
1.1 mi
·
1 min
·
Lake Front Drive
12
Continue on US 20; NY 5
1.6 mi
·
2 min
·
Waterloo-Geneva Road
13
Turn right onto NY 96A
10 mi
·
14 min
·
State Highway 96A
14
Keep slight left at fork onto NY 96A
6.7 mi
·
9 min
·
State Highway 96A
15
Continue on NY 96A
0.2 mi
·
26 sec
·
North Street
16
Continue on NY 96
485 ft
·
13 sec
·
North Town Line Road
17
Continue on NY 96
3.0 mi
·
4 min
·
State Highway 96
18
Turn left onto Center Road
1.4 mi
·
1 min
·
Center Road
19
Turn right onto NY 89
3.4 mi
·
4 min
·
State Highway 89
20
Turn right onto CR 141
0.9 mi
·
1 min
·
County Road 141
21
Continue on CR 141A
1.5 mi
·
2 min
·
Powell Road
22
Turn left onto NY 96
4.0 mi
·
5 min
·
State Highway 96
23
Continue on NY 96
0.1 mi
·
11 sec
·
Trumansburg Road
24
Continue on NY 96
1.4 mi
·
2 min
·
West Main Street
25
Continue on NY 96
8.7 mi
·
12 min
·
Trumansburg Road
26
Continue on NY 96
1.0 mi
·
2 min
·
Cliff Street
27
Continue on NY 96
0.2 mi
·
22 sec
·
West Buffalo Street
28
Turn right onto Taughannock Boulevard
523 ft
·
24 sec
·
Taughannock Boulevard
29
Turn left onto NY 79
510 ft
·
11 sec
·
West State Street
30
Turn right onto NY 13; NY 34; NY 96; NY 79
345 ft
·
12 sec
·
South Fulton Street
Use the right lane.
31
Turn left onto NY 79
0.8 mi
·
2 min
·
West Green Street
Use the slight left lane.
32
Continue on NY 79
1.1 mi
·
2 min
·
East State Street
33
Continue on NY 79
11 mi
·
16 min
·
Slaterville Road
34
Continue on NY 79
15 mi
·
17 min
·
State Highway 79
35
Continue on NY 79
3.1 mi
·
3 min
·
Main Street
36
Turn right onto NY 26
0.6 mi
·
47 sec
·
NY 26
37
Take the exit
0.3 mi
·
40 sec
Toward I 81 South
38
Merge onto I 81
20 mi
·
24 min
·
I 81
39
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.
40
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.
41
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.
42
Keep slight right at fork onto I 380
24 mi
·
25 min
·
I 380
Exit 4
Toward I 380 South: Mount Pocono
43
Keep slight left at fork
1.0 mi
·
1 min
Exit 1B
Toward I 80 East: Stroudsburg
44
Merge onto I 80
80 mi
·
1 hr 37 min
·
Keystone Shortway
Use the straight / right lanes.
45
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.
46
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.
47
Keep slight right at fork
0.4 mi
·
38 sec
Exit 70A-B
Toward Leonia, Teaneck
Use the slight right lane.
48
Turn right
0.2 mi
·
35 sec
Exit 70A
Toward Leonia
Use the straight / slight right lanes.
49
Turn straight onto CR 56
454 ft
·
9 sec
·
Degraw Avenue
50
Continue on CR 56
1.1 mi
·
2 min
·
Fort Lee Road
Use the straight / right lanes.
51
Continue on CR 56
469 ft
·
13 sec
·
Main Street
52
Take the ramp
472 ft
·
12 sec
Toward George Washington Bridge
53
Merge onto US 1; US 9; US 46
0.3 mi
·
28 sec
·
Bergen Boulevard
Use the straight / slight right lanes.
54
Take the exit
312 ft
·
4 sec
Toward George Washington Bridge Upper Level
55
Merge onto I 95 EXPR
0.3 mi
·
20 sec
·
I 95 EXPR
Use the straight / slight right lanes.
56
Keep slight left at fork onto I 95 EXPR
0.8 mi
·
1 min
·
I 95 EXPR
57
Continue on I 95; US 1; US 9
0.6 mi
·
1 min
·
George Washington Bridge (upper level)
Use the straight / slight right lanes.
58
Continue on I 95; US 1
0.7 mi
·
1 min
·
Trans-Manhattan Expressway
59
Continue on I 95; US 1
4.7 mi
·
6 min
·
Cross Bronx Expressway
Use the straight / slight right lanes.
60
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.
61
Merge onto I 295
0.6 mi
·
58 sec
·
Throgs Neck Expressway
62
Continue on I 295
2.0 mi
·
3 min
·
Throgs Neck Bridge
Use the straight / slight right lanes.
63
Continue on I 295
2.0 mi
·
2 min
·
Clearview Expressway
Use the straight / slight right lanes.
64
Take the exit
0.2 mi
·
32 sec
Exit 5
Toward NY 25A: Northern Boulevard
Use the straight / slight right lanes.
65
Continue on Clearview Expressway
457 ft
·
17 sec
·
Clearview Expressway
66
Turn left onto NY 25A
15 mi
·
24 min
·
Northern Boulevard
Use the left lane.
67
Turn left onto NY 106
0.3 mi
·
29 sec
·
Jericho Oyster Bay Road
68
Turn straight onto NY 106
0.5 mi
·
46 sec
·
Oyster Bay Road
69
Keep slight left at fork onto NY 106
260 ft
·
4 sec
·
Oyster Bay Road
70
Continue on NY 106
0.9 mi
·
1 min
·
Pine Hollow Road
Use the left lane.
71
Continue on NY 106
105 ft
·
5 sec
·
South Street
72
Turn right onto Berry Hill Road
112 ft
·
9 sec
·
Berry Hill Road
73
Continue on Berry Hill Road
64 ft
·
2 sec
·
Berry Hill Road
74
Arrive at destination
Berry Hill Road
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 1 meaningful break for fuel, food, and rest.
The halfway point lands around 157.9 miles from Canandaigua, NY, or about 3h 36m 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 69 miles or 1h 47m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 157.9 miles or 3h 36m 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 35m
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 Canandaigua, 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 Canandaigua, NY
This is one driving day of about 315.8 miles and 6h 57m.
Your first comfortable stop window is around 69 miles from Canandaigua, 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.
Halfway Point
Midpoint
About 157.9 mi from Canandaigua, NY · 3h 36m into the drive
Mid-route town
Meal stop
158 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
Fuel and coffee
A short stop after about 69 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 157.9 miles from Canandaigua, NY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before Keystone Shortway if your tank is already low. That segment runs about 80 miles.
Arriving in Oyster Bay, NY
The final approach into Oyster Bay, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Oyster Bay, NY.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$51.98 one way
$103.97 round trip
$4.18/gal
25.4 MPG avg
111 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.52 | $56.21 | $112.42 |
| premium | $4.92 | $61.21 | $122.42 |
| diesel | $5.61 | $69.72 | $139.45 |
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
$52
Tolls
$23
Meals
$25–$50
Total
$100–$125
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 110.5 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $33 in charging · 1 stop · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 94.7 | 1 | $33.16 | $15.16 |
| Efficient EV | 79 | 0 | $27.63 | $12.63 |
| EV Truck/SUV | 126.3 | 1 | $44.21 | $20.21 |
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.
Destination
Oyster Bay, NY
Afternoon in Oyster Bay on Thursday
Local time
3:56 PM
EDT
Current temp
45°F
Unavailable
Live forecast
57°F
Ramapo, NY
158 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
8 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 57m 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.
Frequently Asked Questions
The drive from Canandaigua, NY to Oyster Bay, NY covers 315.8 miles and takes about 6h 57m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, I 81, I 380. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 157.9 miles from Canandaigua, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $51.98 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a demanding drive. With 40 significant decision points across 315.8 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.
The main spots that need attention: at 115 miles (I 81): Highway fork - watch signs carefully. Lane positioning matters here; at 168.4 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 282.9 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Canandaigua, NY and Oyster Bay, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level.
Gently rolling terrain. The route ranges from 46 ft to 1,902 ft elevation with about 1,825 ft of total climbing. There is 1 notable high point along the way.
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