How far is Windsor, CT from Milford, CT?
The driving distance from Windsor, CT to Milford, CT is about 55.6 miles (89.5 km), with a travel time of about 01h 00m by car.
- The straight-line flight distance is about 48.5 miles (78.1 km).
- For a round trip, plan for roughly 02h 01m 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 00m.
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 most populous city in New Haven County, Connecticut.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Windsor and Milford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor and Milford.
-
1
Start on Broad Street
17 m · 11 sec · Broad Street
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2
Continue on Broad Street
1.1 km · 2 min · Broad Street
-
3
Continue on Windsor Avenue
2066 ft · 53 sec · Windsor Avenue
-
4
Turn right onto Park Avenue
1.2 km · 2 min · Park Avenue
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5
Take the ramp left toward I 91 South: Hartford
1132 ft · 28 sec
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6
Merge slight left
23.5 mi · 29 min
-
7
Take the exit slight right toward CT 15 South
1825 ft · 35 sec
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8
Keep slight left to continue on CT 15 South
133 m · 8 sec
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9
Merge slight left
23 mi · 28 min
-
10
Take the exit slight right toward CT 121: Orange
79 m · 10 sec
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11
Turn right
856 ft · 23 sec
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12
At the end of the road, turn right onto Grassy Hill Road
2.2 mi · 4 min · Grassy Hill Road
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13
Continue on North Street
2.4 mi · 5 min · North Street
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14
At the end of the road, turn right onto River Street
1324 ft · 30 sec · River Street
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15
Arrive at your destination
0 m · 1 sec · Factory Lane
Car Route Details
A richer read on the saved driving route between Windsor and Milford.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
I 91 South
Merge slight left
23.5 mi · 00h 29m
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.
Forecast cards are syncing for this route.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windsor to Milford?
The road trip is about 55.6 miles (89.5 km) and usually takes 01h 00m 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?
Meriden is a useful midpoint, sitting about 27 miles from Windsor and 28.6 miles from Milford.
How much longer is the road route than the straight-line distance?
The direct path is about 48.5 miles (78.1 km), while the road route adds roughly 7.1 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 4:28 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.73 one way or $15.46 round trip. Estimated CO2 is about 17.4 kg one way.
Stop Ideas Near Meriden
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 Meriden.
Meriden Transit Center
Wallingford station
Berlin
Hartford Union Station
Flight Path Map
This map shows the direct air route between Windsor and Milford. Straight-line distance: 48.5 mi (78.05 km).
#1 Windsor
Town in Connecticut, United States
| Population | 28,647 |
| Coordinates | 41.8526000, -72.6437000 |
| Altitude | 17 |
| Country | United States |
#2 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| Country | United States |
End: Factory Lane (-73.056608, 41.222268)
Estimated Travel Time
Distance: 90 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 51m |
| 40 mph (64.37 km/h) | 01h 23m |
| 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 | $7.73 | $15.46 |
| Mid-grade | $4.46 | $8.74 | $17.47 |
| Premium | $4.86 | $9.52 | $19.04 |
| Diesel | $6.00 | $11.75 | $23.51 |
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.