Oyster Bay to Stockbridge is 255.2 miles and takes about 5h 35m via NY 17 and State Highway 8, with a fuel budget near $47 and enough daylight to finish in a day. This trip stays within New York, connecting the Northeast region from its starting point to its destination. Given its mostly highway profile, expect a relatively straightforward drive for a single-day adventure. The total duration suggests you can comfortably complete this route without needing an overnight stop.
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
127.6 miles from Oyster Bay, NY
A natural place for your longest stop of the day
, about 2h 51m into the drive
.
Main Roads
Road
Distance
Duration
NY 17
119.5 mi
2h 27m
State Highway 8
36.8 mi
42m
NJ 17
14.7 mi
18m
Northern Boulevard
13.4 mi
22m
State Highway 12
10.2 mi
15m
West Street
8.3 mi
9m
NJ 4
6.7 mi
9m
Cross Bronx Expressway
6.6 mi
8m
Longest stretch:
NY 17
— 119.5 mi, about 2h 27m
Traffic on I-95
Hour-of-day weekday pattern from 26 FHWA count stations on your route.
Peak
7 AM
~4,060 veh/hr typical
Quietest
2 AM
~1,244 veh/hr
Peak-to-quiet ratio
3.3×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 72 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 Oyster Bay, NY and Stockbridge, 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 BridgeUse 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 33Toward I 295 North: Throgs Neck Bridge, Bronx, New EnglandUse 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: HackensackUse the straight / slight right lanes.
18
Keep slight right at fork
0.2 mi·23 sec
Exit 72AToward NJ 4 West: ParamusUse the slight left / slight right lanes.
19
Merge onto NJ 4
6.7 mi·9 min·NJ 4
Use the slight right lane.
20
Take the exit
0.2 mi·26 sec
Toward GSP South, NJ 17 South, GSP North, NJ 17 North: Grand State Plaza, Newark, MahwahUse the straight lane.
21
Keep slight right at fork
0.2 mi·36 sec
Toward NJ 17 North: MahwahUse the straight / slight right lanes.
22
Merge onto NJ 17
3.3 mi·4 min·NJ 17
Use the straight / slight right lanes.
23
Continue on NJ 17
7.3 mi·9 min·NJ 17
Use the straight / right lanes.
24
Continue on NJ 17
0.7 mi·50 sec·NJ 17
25
Continue on NJ 17
3.3 mi·4 min·NJ 17
26
Continue on I 287; NY 17
0.2 mi·10 sec·I 287; NY 17
27
Keep slight left at fork onto NY 17
14 mi·16 min·NY 17
Toward I 87 North, NY 17 North, New York State Thruway North: Albany
28
Take the exit
1.5 mi·3 min
Exit 16Toward US 6, NY 17: HarrimanUse the slight right lane.
29
Continue on this road
152 ft·3 sec·this road
Use the straight / slight right lanes.
30
Keep slight left at fork
0.4 mi·30 sec
Toward NY 17 West: BinghamtonUse the straight / slight right lanes.
31
Continue on NY 17
105 mi·2 hr 11 min·NY 17
Use the straight / slight right lanes.
32
Take the exit
0.4 mi·1 min
Exit 84Toward NY 8, NY 10: Deposit, Walton
33
Turn right onto NY 8; NY 10
0.2 mi·14 sec·State Highway 10
34
Continue on NY 8; NY 10
0.3 mi·18 sec·Oak Street
35
Turn straight onto NY 8; NY 10
19 mi·21 min·State Highway 8
36
Continue on NY 8
0.4 mi·29 sec·Airport Road
37
Continue on NY 8
18 mi·20 min·State Highway 8
38
Turn left onto NY 23
8.3 mi·9 min·West Street
39
Turn right onto NY 12
0.6 mi·1 min·North Broad Street
40
Continue on NY 12
10 mi·15 min·State Highway 12
41
Continue on NY 12
1.4 mi·2 min·South Main Street
42
Continue on NY 12B
3.7 mi·5 min·State Highway 12B
43
Continue on NY 12B
1.4 mi·2 min·South Main Street
44
Continue on NY 12B
4.6 mi·6 min·State Route 12B
45
Continue on NY 12B
1.1 mi·1 min·Broad Street
46
Continue on NY 12B
1.1 mi·1 min·Utica Street
47
Continue on NY 12B
2.0 mi·2 min·State Route 12B
48
Continue on NY 46
1.4 mi·2 min·State Route 46
49
Turn left onto US 20; NY 46
0.2 mi·21 sec·US 20; NY 46
50
Turn straight onto NY 46
5.9 mi·8 min·Bear Path Road
51
Continue on NY 46
1.0 mi·1 min·Main Street
52
Continue on NY 46
0.6 mi·1 min·State Route 46
53
Turn sharp right onto CR 38
37 ft·4 sec·Haslauer Road
54
Turn left onto CR 33
74 ft·2 sec·Middle Road
55
Arrive at destination
CR 33
Trip Plan
Given the 5h 35m estimated drive time, leaving Oyster Bay in the morning should get you to Stockbridge with plenty of daylight to spare. You'll have one main stretch of 119.5 miles on NY 17, so plan your first break after that segment. With a fuel cost estimate of $47, it's wise to fill up before you start or at the beginning of the longest highway stretch. Since this is a one-day trip, you have flexibility to adjust your schedule, but keep an eye on the transition from highway to surface roads to manage your pace.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 127.6 miles from Oyster Bay, NY, or about 2h 51m into the drive.
The longest continuous stretch on this route runs about 119.5 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 56 miles or 1h 21m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 127.6 miles or 2h 51m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 30m
Traffic, exits, and arrival timing usually matter more near Stockbridge, 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.
Day 1
Settle into the route from Oyster Bay, NY
This is one driving day of about 255.2 miles and 5h 35m.
Your first comfortable stop window is around 56 miles from Oyster Bay, 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 NY 17 for about 119.5 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 26
5 decision points cluster between mile 17.6 and 66.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
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
9
30.1 mi into trip|~48m in
Keep slight right at fork toward NJ 4 West: Paramus
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Exit 72A
Toward NJ 4 West: Paramus
8
37.1 mi into trip|~57m in
Keep slight right at fork toward NJ 17 North: Mahwah
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward NJ 17 North: Mahwah
8
66.5 mi into trip|~1h 33m in
Take the exit toward US 6, NY 17: Harriman
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 16
Toward US 6, NY 17: Harriman
Fuel & Cost
Regular Gas
$44.67 one way
$89.34 round trip
$4.45/gal25.4 MPG avg89 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.82
$48.41
$96.82
premium
$5.23
$52.55
$105.09
diesel
$6.28
$63.06
$126.11
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
$45
Tolls
$23
Meals
$25–$50
Total
$92–$117
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 89.3 kg one way.
Prices: EIA weekly data, 2026-10-19.
Driving Electric?
About $27 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
76.6
0
$26.80
$12.25
Efficient EV
63.8
0
$22.33
$10.21
EV Truck/SUV
102.1
1
$35.73
$16.33
Gas CO2
89 kg
EV CO2
30 kg (66% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Oct 19, 2026
Origin
Oyster Bay, NY
Morning
in Oyster Bay on Thursday
Local time
7:02 AM
EDT
Current temp
62°F
Sunny
NE 6 to 9 mph0% chanceLive forecast
Destination
Stockbridge, NY
Morning
in Stockbridge on Thursday
Local time
7:02 AM
EDT
Current temp
65°F
Sunny
W 1 to 5 mph0% chanceLive forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
3 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 35m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
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...
3 mi from route
~9 min detour
Free
near mile 26.4
Caution: Lower Crypt Access Subject to Safe Conditions
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...
Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...
9 mi from route
~22 min detour
Free
near mile 26.4
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 26.4
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 26.4
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 26.4
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
With 83% of this drive on highways, you'll spend most of your time on the open road. The longest continuous stretch without a major change in road type is 119.5 miles on NY 17. You'll transition from highway cruising to surface roads as you approach your destination, indicated by the highway share decreasing past that point. Expect a high number of exits and merges during the highway portions.
83% highway — fuel and pacing are the main things to plan.
55 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 119.5 mi on NY 17.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on NY 17 and State Highway 8. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 17.6 miles in.
Driving Effort10/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 26 significant decision points across 255.2 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 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; at 30.1 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Elevation Profile
Gently rolling terrain
1,694 ft-5 ft
Total Climb
2,154 ft
Total Descent
1,525 ft
Highest Point
1,694 ft
~127.6 mi in
Elevation Range
1,699 ft
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 Stockbridge, NY, road signs point toward Cross Island Parkway North, Bronx, New England, Upper Level, Njtp South: Hackensack and Gsp South - among others.
Cross Island Parkway North
15.1 mi in|~25m
Bronx
17.6 mi in|~29m
New England
17.6 mi in|~29m
Upper Level
27.3 mi in|~43m|via I 95; US 1
Njtp South: Hackensack
29.8 mi in|~47m
Gsp South
36.9 mi in|~57m
Gsp North
36.9 mi in|~57m
Newark
36.9 mi in|~57m
Mahwah
36.9 mi in|~57m
New York State Thruway North: Albany
52.2 mi in|~1h 17m|via NY 17
Walton
173.6 mi in|~3h 49m
Detours Along the Way
Tagged by where each one fits in your drive — first break, midpoint, final stretch.
Oyster Bay is one of three towns in Nassau County, on Long Island, New York.
The town of Oyster Bay comprises a large portion of eastern Nassau County and includes a slew of villages and other communities. This article covers North Oyster Bay – the area closest to Oyster Bay itself (in other words, everything that is north of the Long Island Expressway). See South Oyster Bay for the southern half of the town (in other words, the area south of the expressway). See the article for Glen Cove for communities in the northwest part of the town that are closest to that city.
Doable as a same-day drive at 5h 35m. Total distance: 255.2 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 35m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (83%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 119.5 miles on NY 17. 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 8 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 Stockbridge, 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 8 rest areas along the route for bathroom stops.
The main spots that need attention: 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; at 30.1 miles: Highway fork - watch signs carefully. Lane positioning matters here.
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 5.6 hours each way, a round trip means 11.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Stockbridge, NY before the return drive.
