Origin
Woodbury, CT
Morning in Woodbury on Saturday
Local time
10:11 AM
EDT
Current temp
40°F
Unavailable
Live forecast
Trip from Woodbury, CT to Fairfield, CT
Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 18, 2026 · Editorial standards
Drive Time
53m
Distance
35.4 mi
57 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$6
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 49m
★
6 AM
0h 53m
8 AM
1h 2m
10 AM
0h 56m
12 PM
0h 56m
3 PM
0h 57m
5 PM
1h 2m
8 PM
0h 51m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Woodbury, CT
David Kanigan
Fairfield, CT
David Kanigan
Trip Overview
The drive from Woodbury, CT to Fairfield, CT covers 35.4 miles and takes about 53m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Main Street South, Main Street North, Southford Road for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $5.70 one way before food or hotel costs.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 53m. Total distance: 35.4 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
53m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Turn-heavy local drive route profile.
Drive Character
Expect a 53m drive with frequent turns across 35.4 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 15 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Main Street South is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Woodbury, CT to Fairfield, CT is easy. At 53m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Woodbury, CT to Fairfield, CT is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Main Street South | — | — |
| Main Street North | — | — |
| Southford Road | — | — |
| Oxford Road | — | — |
| West Street | — | — |
| Derby Avenue | — | — |
| CT 8 South | — | — |
| I 95 South | — | — |
Some road-level metrics are being recalculated.
Longest stretch:
Main Street South
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Woodbury, CT and Fairfield, CT.
1
Start on Judson Avenue
108 ft
·
7 sec
·
Judson Avenue
2
Turn right onto Main Street South
4.8 mi
·
7 min
·
Main Street South
3
Continue on Main Street North
0.2 mi
·
18 sec
·
Main Street North
4
Continue on Southford Road
3.0 mi
·
5 min
·
Southford Road
5
Continue on Oxford Road
6.1 mi
·
10 min
·
Oxford Road
6
Turn right onto West Street
0.7 mi
·
1 min
·
West Street
7
Turn right onto Derby Avenue
0.9 mi
·
1 min
·
Derby Avenue
8
Continue on CT 8 South
0.1 mi
·
17 sec
·
CT 8 South
9
Merge slight right
17 mi
·
21 min
10
Keep slight right to continue on I 95 South: New York City
0.3 mi
·
42 sec
·
I 95 South: New York City
11
Merge slight left
4.2 mi
·
5 min
12
Take the exit slight right toward Mill Plain Road
0.3 mi
·
42 sec
·
Mill Plain Road
13
Turn left onto Mill Plain Road
0.3 mi
·
39 sec
·
Mill Plain Road
14
Turn right onto Post Road
187 ft
·
3 sec
·
Post Road
15
Arrive at your destination
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 17.7 mi from Woodbury, CT · 26m into the drive
Mid-route town
Meal stop
18 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 35 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 17.7 miles from Woodbury, CT, which is a good place for a longer meal and fuel stop.
Arriving in Fairfield, CT
Allow a few extra minutes for the final approach into Fairfield, CT if you are unfamiliar with the area.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$5.70 one way
$11.40 round trip
$4.09/gal
25.4 MPG avg
12 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $6.27 | $12.54 |
| premium | $4.86 | $6.78 | $13.56 |
| diesel | $5.61 | $7.82 | $15.63 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$6
Estimated CO2 emission: 12.4 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 10.6 | 0 | $3.72 | $1.70 |
| Efficient EV | 8.9 | 0 | $3.10 | $1.42 |
| EV Truck/SUV | 14.2 | 0 | $4.96 | $2.27 |
Gas CO2
12 kg
EV CO2
4 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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
Fairfield, CT
Morning in Fairfield on Saturday
Local time
10:11 AM
EDT
Current temp
45°F
Unavailable
Live forecast
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
5 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
53m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Woodbury, CT to Fairfield, CT covers 35.4 miles and takes about 53m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Main Street South, Main Street North, Southford Road. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 17.7 miles from Woodbury, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $5.70 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Woodbury, CT to Fairfield, CT is easy. At 53m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Woodbury, CT to Fairfield, CT is straightforward, with well-signed roads and simple exits.
The route from Woodbury, CT to Fairfield, CT does not surface many named destination signs beyond the main corridor.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, and EIA for fuel prices. See our methodology for refresh cadence and limitations.
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