How far is New Fairfield, CT from Milford, CT?
The driving distance from New Fairfield, CT to Milford, CT is about 36.8 miles (59.3 km), with a travel time of about 00h 56m by car.
- The straight-line flight distance is about 28 miles (45 km).
- For a round trip, plan for roughly 01h 53m 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 00h 56m.
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 Fairfield County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers
Rain Showers
Driving Route Map
The map below follows the saved road route between New Fairfield and Milford.
Turn-by-Turn Driving Directions
Step-by-step road directions between New Fairfield and Milford.
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1
Start on the route
61 m · 20 sec
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2
Turn left onto Pembroke Road
3.2 mi · 6 min · Pembroke Road
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3
Continue on Padanaram Road
1.3 mi · 2 min · Padanaram Road
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4
Continue on North Street
955 ft · 37 sec · North Street
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5
Take the ramp left toward I 84 East, US 7 North, US 6 East, US 202 East: Waterbury, New Milford
1177 ft · 29 sec
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6
Merge slight left
1.2 mi · 2 min
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7
Keep slight right to continue on Waterbury
7.8 mi · 9 min
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8
Take the exit slight right toward US 6 West: Newtown, Sandy Hook
1844 ft · 1 min
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9
Turn left onto Church Hill Road
1.1 km · 59 sec · Church Hill Road
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10
Turn left onto Queen Street
1.5 km · 2 min · Queen Street
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11
At the end of the road, turn right onto Mile Hill Road
601 ft · 22 sec · Mile Hill Road
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12
Turn left onto South Main Street
13.5 mi · 23 min · South Main Street
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13
Take the exit slight right toward CT 15: Hartford, New York City
1128 ft · 39 sec
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14
Keep slight left to continue on CT 15 North: Merritt Parkway, Hartford
1.1 mi · 2 min
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15
Merge slight left onto Merritt Parkway
4.9 mi · 7 min · Merritt Parkway
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16
Take the exit slight right toward I 95, US 1: Milford, New London
1.6 mi · 2 min
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17
Keep slight right to continue on US 1 South
636 ft · 17 sec
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18
Turn right onto Boston Post Road
1031 ft · 25 sec · Boston Post Road
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19
Turn left onto High Street
1298 ft · 32 sec · High Street
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20
Turn left onto West Main Street
1462 ft · 29 sec · West Main Street
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21
Turn right onto West River Street
1736 ft · 45 sec · West River Street
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22
Arrive at your destination
0 m · 1 sec · Factory Lane
Car Route Details
A richer read on the saved driving route between New Fairfield and Milford.
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.
South Main Street
Turn left onto South Main Street
13.5 mi · 00h 23m
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.
Rain Showers leaving New Fairfield and Rain Showers near Milford.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from New Fairfield to Milford?
The road trip is about 36.8 miles (59.3 km) and usually takes 00h 56m 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?
Monroe is a useful midpoint, sitting about 19.3 miles from New Fairfield and 17.6 miles from Milford.
How much longer is the road route than the straight-line distance?
The direct path is about 28 miles (45 km), while the road route adds roughly 8.8 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 4:36 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.13 one way or $10.26 round trip. Estimated CO2 is about 11.6 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around New Fairfield and Rain Showers near Milford.
Stop Ideas Near Monroe
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Danbury Fair
Bridgeport City Hall
Edmond Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Monroe.
Bridgeport
Union Station
Wallingford station
Meriden Transit Center
Flight Path Map
This map shows the direct air route between New Fairfield and Milford. Straight-line distance: 27.93 mi (44.95 km).
#1 New Fairfield
Town in Connecticut, United States
| Population | 13,792 |
| Coordinates | 41.4664800, -73.4856800 |
| Altitude | 182 |
| 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: 59 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 13m |
| 40 mph (64.37 km/h) | 00h 55m |
| 50 mph (80.47 km/h) | 00h 44m |
| 60 mph (96.56 km/h) | 00h 36m |
| 70 mph (112.65 km/h) | 00h 31m |
| 80 mph (129 km/h) | 00h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.13 | $10.26 |
| Mid-grade | $4.46 | $5.79 | $11.59 |
| Premium | $4.86 | $6.32 | $12.63 |
| Diesel | $6.00 | $7.80 | $15.59 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.