How far is Milford, CT from Windsor, CT?
The driving distance from Milford, CT to Windsor, CT is about 54.1 miles (87.1 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 48.5 miles (78.1 km).
- For a round trip, plan for roughly 02h 24m 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 12m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
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 Milford and Windsor.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford and Windsor.
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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
2 mi · 4 min · Grassy Hill Road
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10
Take the ramp left
561 ft · 16 sec
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11
At the end of the road, turn right onto Wilbur Cross Parkway
23.2 mi · 29 min · Wilbur Cross Parkway
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12
Take the exit slight right toward I 91 North, CT 66 East: Hartford, Middletown
1815 ft · 39 sec
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13
Merge slight left
17.7 mi · 21 min
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14
Keep slight right
6.7 mi · 9 min
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15
Take the exit slight right toward CT 305: Bloomfield Avenue, Windsor Center
1167 ft · 32 sec
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16
Turn right onto Bloomfield Avenue
1.6 km · 3 min · Bloomfield Avenue
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17
At the end of the road, turn right onto Poquonock Avenue
120 m · 15 sec · Poquonock Avenue
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18
Continue on Broad Street
17 m · 2 sec · Broad Street
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19
Arrive at your destination
0 m · 1 sec · Broad Street
Car Route Details
A richer read on the saved driving route between Milford and Windsor.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Wilbur Cross Parkway
At the end of the road, turn right onto Wilbur Cross Parkway
23.2 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 Milford to Windsor?
The road trip is about 54.1 miles (87.1 km) and usually takes 01h 12m 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 Milford and 27 miles from Windsor.
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 5.6 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 4:06 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.53 one way or $15.07 round trip. Estimated CO2 is about 17 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 Milford and Windsor. Straight-line distance: 48.5 mi (78.05 km).
#1 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| Country | United States |
#2 Windsor
Town in Connecticut, United States
| Population | 28,647 |
| Coordinates | 41.8526000, -72.6437000 |
| Altitude | 17 |
| Country | United States |
End: Windsor (-72.6437, 41.8526)
Estimated Travel Time
Distance: 87 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 48m |
| 40 mph (64.37 km/h) | 01h 21m |
| 50 mph (80.47 km/h) | 01h 04m |
| 60 mph (96.56 km/h) | 00h 54m |
| 70 mph (112.65 km/h) | 00h 46m |
| 80 mph (129 km/h) | 00h 40m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.53 | $15.07 |
| Mid-grade | $4.46 | $8.51 | $17.03 |
| Premium | $4.86 | $9.28 | $18.56 |
| Diesel | $6.00 | $11.45 | $22.91 |
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.