How far is Windham, CT from Milford, CT?
The driving distance from Windham, CT to Milford, CT is about 76.8 miles (123.6 km), with a travel time of about 01h 23m by car.
- The straight-line flight distance is about 57.1 miles (91.9 km).
- For a round trip, plan for roughly 02h 46m 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 23m.
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.
City in Connecticut, United States of America
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 Windham and Milford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windham and Milford.
-
1
Start on Scotland Road
61 m · 14 sec · Scotland Road
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2
Turn sharp left onto Windham Center Road
1.7 mi · 3 min · Windham Center Road
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3
Turn left onto Windham Road
1.7 mi · 3 min · Windham Road
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4
Continue on Route 32
7.1 mi · 12 min · Route 32
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5
Continue on Franklin Turnpike
1160 ft · 17 sec · Franklin Turnpike
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6
Continue on West Town Street
1944 ft · 27 sec · West Town Street
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7
Take the exit slight right toward CT 2 East, CT 32 South: Norwich
1.1 mi · 2 min
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8
Take the exit slight right toward I 395 South: New Haven
1466 ft · 31 sec
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9
Merge slight left
13.6 mi · 15 min
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10
Merge slight left
49.3 mi · 1 hr 2 min
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11
Take the exit slight right toward US 1 South
1279 ft · 55 sec
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12
Turn straight onto Boston Post Road
697 ft · 14 sec · Boston Post Road
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13
Keep slight right to continue on Boston Post Road
1.1 km · 1 min · Boston Post Road
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14
Turn left onto Orange Avenue
112 m · 7 sec · Orange Avenue
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15
Turn straight onto North Street
2225 ft · 47 sec · North Street
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16
At the end of the road, turn right onto River Street
1324 ft · 30 sec · River Street
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17
Arrive at your destination
0 m · 1 sec · Factory Lane
Car Route Details
A richer read on the saved driving route between Windham and Milford.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 395 South
Merge slight left
49.3 mi · 01h 02m
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 Windham to Milford?
The road trip is about 76.8 miles (123.6 km) and usually takes 01h 23m 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?
Saybrook Manor is a useful midpoint, sitting about 38.5 miles from Windham and 38.3 miles from Milford.
How much longer is the road route than the straight-line distance?
The direct path is about 57.1 miles (91.9 km), while the road route adds roughly 19.7 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 3:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.69 one way or $21.38 round trip. Estimated CO2 is about 24.1 kg one way.
Stop Ideas Near Saybrook Manor
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 Saybrook Manor.
Old Saybrook station
New London Union Station
Mystic station
Foxwoods Casino, Connecticut
Flight Path Map
This map shows the direct air route between Windham and Milford. Straight-line distance: 57.07 mi (91.85 km).
#1 Windham
Town in Connecticut
| Population | 24,463 |
| Coordinates | 41.6998200, -72.1570200 |
| Altitude | 86 |
| 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: 124 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 33m |
| 40 mph (64.37 km/h) | 01h 55m |
| 50 mph (80.47 km/h) | 01h 32m |
| 60 mph (96.56 km/h) | 01h 16m |
| 70 mph (112.65 km/h) | 01h 05m |
| 80 mph (129 km/h) | 00h 57m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $10.69 | $21.38 |
| Mid-grade | $4.46 | $12.08 | $24.16 |
| Premium | $4.86 | $13.17 | $26.33 |
| Diesel | $6.00 | $16.25 | $32.50 |
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.