How far is Milford, CT from Winsted, CT?
The driving distance from Milford, CT to Winsted, CT is about 55.2 miles (88.9 km), with a travel time of about 01h 14m by car.
- The straight-line flight distance is about 48.3 miles (77.7 km).
- For a round trip, plan for roughly 02h 29m 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 14m.
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.
The second most populous city in Connecticut.
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 Milford and Winsted.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford and Winsted.
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1
Start on Factory Lane
16 m · 7 sec · Factory Lane
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2
Turn right onto New Haven Avenue
42 m · 3 sec · New Haven Avenue
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3
Keep slight left to continue on Daniel Street
145 m · 11 sec · Daniel Street
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4
Turn right onto River Street
1233 ft · 29 sec · River Street
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5
Turn left onto West Main Street
17 m · 1 sec · West Main Street
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6
Keep slight right to continue on Plymouth Place
118 m · 8 sec · Plymouth Place
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7
Turn slight right onto North Street
1534 ft · 31 sec · North Street
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8
Keep slight left to continue on North Street
2 mi · 4 min · North Street
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9
Continue on Grassy Hill Road
3.7 mi · 7 min · Grassy Hill Road
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10
Turn left onto Derby Turnpike
2638 ft · 40 sec · Derby Turnpike
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11
Continue on New Haven Avenue
1.6 mi · 3 min · New Haven Avenue
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12
Continue on Derby Avenue
1324 ft · 33 sec · Derby Avenue
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13
Turn left onto Main Street
155 m · 9 sec · Main Street
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14
Take the exit straight toward CT 8 North: Waterbury
1740 ft · 43 sec
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15
Merge slight left
16.5 mi · 20 min
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16
Continue on I 84 East: Hartford
2109 ft · 1 min
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17
Continue on I 84 West: Danbury
28.4 mi · 35 min
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18
At the end of the road, turn right onto South Main Street
1752 ft · 53 sec · South Main Street
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19
Turn right onto Park Place
818 ft · 25 sec · Park Place
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20
Continue on Park Place
742 ft · 28 sec · Park Place
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21
Arrive at your destination
0 m · 1 sec · Park Place
Car Route Details
A richer read on the saved driving route between Milford and Winsted.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
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 Milford to Winsted?
The road trip is about 55.2 miles (88.9 km) and usually takes 01h 14m 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?
Waterbury is a useful midpoint, sitting about 27.7 miles from Milford and 27.6 miles from Winsted.
How much longer is the road route than the straight-line distance?
The direct path is about 48.3 miles (77.7 km), while the road route adds roughly 6.9 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 4:00 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.69 one way or $15.39 round trip. Estimated CO2 is about 17.3 kg one way.
What should you check before leaving?
Before arriving, the latest forecast around Winsted is Mostly Sunny.
Stop Ideas Near Waterbury
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 Waterbury.
Meriden Transit Center
Wallingford station
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Milford and Winsted. Straight-line distance: 48.29 mi (77.71 km).
#1 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| 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: 89 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 50m |
| 40 mph (64.37 km/h) | 01h 22m |
| 50 mph (80.47 km/h) | 01h 06m |
| 60 mph (96.56 km/h) | 00h 55m |
| 70 mph (112.65 km/h) | 00h 47m |
| 80 mph (129 km/h) | 00h 41m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.69 | $15.39 |
| Mid-grade | $4.46 | $8.69 | $17.38 |
| Premium | $4.86 | $9.47 | $18.95 |
| Diesel | $6.00 | $11.69 | $23.39 |
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.