How far is Milford, CT from New Fairfield, CT?
The driving distance from Milford, CT to New Fairfield, CT is about 39.3 miles (63.3 km), with a travel time of about 01h 00m by car.
- The straight-line flight distance is about 28 miles (45 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.
This departure sits inside the recommended comfort window for the route.
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 Milford and New Fairfield.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford and New Fairfield.
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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
105 m · 14 sec · North Street
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9
Turn left onto Boston Post Road
1378 ft · 25 sec · Boston Post Road
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10
Take the ramp slight right toward New York City, Hartford
2.2 mi · 3 min
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11
Keep slight right to continue on Wheelers Farms Road
2609 ft · 1 min
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12
Merge slight left onto Wilbur Cross Parkway
1958 ft · 24 sec · Wilbur Cross Parkway
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13
Continue on Merritt Parkway
5 mi · 6 min · Merritt Parkway
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14
Take the exit slight right toward CT 25 North: Danbury
1.1 km · 1 min
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15
Merge slight left
14.5 mi · 25 min
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16
Turn right
14 m · 2 sec
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17
Turn right onto Church Hill Road
1.1 mi · 1 min · Church Hill Road
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18
Take the exit left toward I 84 West: Danbury
2300 ft · 56 sec
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19
Merge slight left
8.7 mi · 10 min
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20
Take the exit slight right toward CT 37: New Fairfield
939 ft · 23 sec
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21
Keep slight right to continue on CT 37: New Fairfield
74 m · 8 sec
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22
Turn slight right onto North Street
130 m · 14 sec · North Street
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23
Continue on Padanaram Road
1.3 mi · 2 min · Padanaram Road
-
24
Continue on Pembroke Road
3.2 mi · 6 min · Pembroke Road
-
25
Turn right
61 m · 15 sec
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26
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Milford and New Fairfield.
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.
CT 25 North
Merge slight left
14.5 mi · 00h 25m
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 Milford and Rain Showers near New Fairfield.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Milford to New Fairfield?
The road trip is about 39.3 miles (63.3 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?
Monroe is a useful midpoint, sitting about 19.6 miles from Milford and 19.7 miles from New Fairfield.
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 11.3 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 $5.48 one way or $10.97 round trip. Estimated CO2 is about 12.4 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around Milford and Rain Showers near New Fairfield.
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 Milford and New Fairfield. Straight-line distance: 27.93 mi (44.95 km).
#1 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| Country | United States |
#2 New Fairfield
Town in Connecticut, United States
| Population | 13,792 |
| Coordinates | 41.4664800, -73.4856800 |
| Altitude | 182 |
| Country | United States |
End: New Fairfield (-73.48568, 41.46648)
Estimated Travel Time
Distance: 63 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 18m |
| 40 mph (64.37 km/h) | 00h 59m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 33m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.48 | $10.97 |
| Mid-grade | $4.46 | $6.20 | $12.39 |
| Premium | $4.86 | $6.75 | $13.51 |
| Diesel | $6.00 | $8.34 | $16.67 |
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.