How far is Fairfield, CT from Winsted, CT?
The driving distance from Fairfield, CT to Winsted, CT is about 64 miles (103 km), with a travel time of about 01h 21m by car.
- The straight-line flight distance is about 54.9 miles (88.4 km).
- For a round trip, plan for roughly 02h 43m 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 21m.
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
Driving Route Map
The map below follows the saved road route between Fairfield and Winsted.
Turn-by-Turn Driving Directions
Step-by-step road directions between Fairfield and Winsted.
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1
Start on Post Road
57 m · 12 sec · Post Road
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2
Turn left onto Mill Plain Road
1048 ft · 22 sec · Mill Plain Road
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3
Take the ramp right toward I 95 North
1126 ft · 27 sec
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4
Merge slight left
4.3 mi · 6 min
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5
Take the exit slight right toward CT 25, CT 8: Trumbull, Waterbury
1 km · 1 min
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6
Continue straight
3.2 mi · 3 min
-
7
Keep slight right to continue on CT 8 North: Waterbury, New Haven
26 mi · 32 min
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8
Continue on I 84 East: Hartford
2109 ft · 1 min
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9
Continue on I 84 West: Danbury
28.4 mi · 35 min
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10
At the end of the road, turn right onto South Main Street
1752 ft · 53 sec · South Main Street
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11
Turn right onto Park Place
818 ft · 25 sec · Park Place
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12
Continue on Park Place
742 ft · 28 sec · Park Place
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13
Arrive at your destination
0 m · 1 sec · Park Place
Car Route Details
A richer read on the saved driving route between Fairfield and Winsted.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
I 84 West
Continue on I 84 West: Danbury
28.4 mi · 00h 35m
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 near Winsted.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Fairfield to Winsted?
The road trip is about 64 miles (103 km) and usually takes 01h 21m 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 32 miles from Fairfield and 32 miles from Winsted.
How much longer is the road route than the straight-line distance?
The direct path is about 54.9 miles (88.4 km), while the road route adds roughly 9.1 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 3:46 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.92 one way or $17.83 round trip. Estimated CO2 is about 20.1 kg one way.
What should you check before leaving?
Before arriving, the latest forecast around Winsted is Mostly Sunny.
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 Fairfield and Winsted. Straight-line distance: 54.91 mi (88.37 km).
#1 Fairfield
Town in Connecticut, United States of America
| Population | 62,215 |
| Coordinates | 41.1412100, -73.2637300 |
| Altitude | 10 |
| Country | United States |
#2 Winsted
City in Connecticut, United States
| Population | 7,712 |
| Coordinates | 41.9212100, -73.0601100 |
| Altitude | 216 |
| Country | United States |
End: Winsted (-73.06011, 41.92121)
Estimated Travel Time
Distance: 103 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 07m |
| 40 mph (64.37 km/h) | 01h 36m |
| 50 mph (80.47 km/h) | 01h 16m |
| 60 mph (96.56 km/h) | 01h 04m |
| 70 mph (112.65 km/h) | 00h 54m |
| 80 mph (129 km/h) | 00h 47m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.92 | $17.83 |
| Mid-grade | $4.46 | $10.07 | $20.15 |
| Premium | $4.86 | $10.98 | $21.96 |
| Diesel | $6.00 | $13.55 | $27.11 |
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 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.