How far is Winchester Center, CT from Fairfield, CT?
The driving distance from Winchester Center, CT to Fairfield, CT is about 61.8 miles (99.4 km), with a travel time of about 01h 25m by car.
- The straight-line flight distance is about 52.9 miles (85.1 km).
- For a round trip, plan for roughly 02h 51m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 25m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Winchester Center and Fairfield.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester Center and Fairfield.
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1
Start on West Road
23 m · 8 sec · West Road
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2
Turn right onto Newfield Road
5.9 mi · 15 min · Newfield Road
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3
Continue on Main Street
2654 ft · 52 sec · Main Street
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4
Turn left onto East Elm Street
2550 ft · 48 sec · East Elm Street
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5
Turn right onto Columbus Street
699 ft · 16 sec · Columbus Street
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6
Continue on CT 8 South: Waterbury
1026 ft · 25 sec
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7
Merge slight left
49.4 mi · 1 hr
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8
Keep slight right to continue on I 95 South: New York City
1719 ft · 42 sec
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9
Merge slight left
4.2 mi · 6 min
-
10
Take the exit slight right toward Mill Plain Road
1525 ft · 42 sec
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11
Turn left onto Mill Plain Road
1655 ft · 39 sec · Mill Plain Road
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12
Turn right onto Post Road
57 m · 3 sec · Post Road
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13
Arrive at your destination
0 m · 1 sec · Post Road
Car Route Details
A richer read on the saved driving route between Winchester Center and Fairfield.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
CT 8 South
Merge slight left
49.4 mi · 01h 00m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Mostly Sunny leaving Winchester Center and Mostly Sunny then Slight Chance Rain Showers near Fairfield.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester Center to Fairfield?
The road trip is about 61.8 miles (99.4 km) and usually takes 01h 25m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Naugatuck is a useful midpoint, sitting about 30.9 miles from Winchester Center and 30.9 miles from Fairfield.
How much longer is the road route than the straight-line distance?
The direct path is about 52.9 miles (85.1 km), while the road route adds roughly 8.9 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 3:38 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.60 one way or $17.20 round trip. Estimated CO2 is about 19.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winchester Center and Mostly Sunny then Slight Chance Rain Showers near Fairfield.
Stop Ideas Near Naugatuck
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Naugatuck.
Wallingford station
Meriden Transit Center
Union Station
Berlin
Flight Path Map
This map shows the direct air route between Winchester Center and Fairfield. Straight-line distance: 52.85 mi (85.06 km).
#1 Winchester Center
Town in Litchfield County, Connecticut, United States
| Population | 10,830 |
| Coordinates | 41.9001000, -73.1348300 |
| Altitude | 404 |
| Country | United States |
#2 Fairfield
Town in Connecticut, United States of America
| Population | 62,215 |
| Coordinates | 41.1412100, -73.2637300 |
| Altitude | 10 |
| Country | United States |
End: Fairfield (-73.26373, 41.14121)
Estimated Travel Time
Distance: 99 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 03m |
| 40 mph (64.37 km/h) | 01h 32m |
| 50 mph (80.47 km/h) | 01h 14m |
| 60 mph (96.56 km/h) | 01h 01m |
| 70 mph (112.65 km/h) | 00h 52m |
| 80 mph (129 km/h) | 00h 46m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.60 | $17.20 |
| Mid-grade | $4.46 | $9.72 | $19.43 |
| Premium | $4.86 | $10.59 | $21.18 |
| Diesel | $6.00 | $13.07 | $26.15 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Connecticut · Apr 15, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.