How far is Milford, CT from Simsbury, CT?
The driving distance from Milford, CT to Simsbury, CT is about 52.2 miles (84 km), with a travel time of about 01h 18m by car.
- The straight-line flight distance is about 47 miles (75.7 km).
- For a round trip, plan for roughly 02h 36m 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 18m.
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 Connecticut
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Milford and Simsbury.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford and Simsbury.
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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
10.3 mi · 13 min · Wilbur Cross Parkway
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12
Take the exit slight right toward Whitney Avenue, Hamden
1323 ft · 47 sec
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13
Turn right onto Whitney Avenue
5.5 mi · 7 min · Whitney Avenue
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14
Continue on South Main Street
3.1 mi · 4 min · South Main Street
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15
Continue on Highland Avenue
4.4 mi · 5 min · Highland Avenue
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16
Continue on Cheshire Road
1069 ft · 14 sec · Cheshire Road
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17
Continue on Norton Street
2138 ft · 30 sec · Norton Street
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18
Continue on South Main Street
3.6 mi · 5 min · South Main Street
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19
Continue on Queen Street
2.4 mi · 3 min · Queen Street
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20
Continue on East Street
1.7 mi · 2 min · East Street
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21
Continue on Farmington Avenue
1.4 mi · 2 min · Farmington Avenue
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22
Continue on Main Street
2.7 mi · 3 min · Main Street
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23
Continue on Waterville Road
5.6 mi · 11 min · Waterville Road
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24
Turn left onto East Main Street
1.2 km · 2 min · East Main Street
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25
Turn right onto Simsbury Road
1.3 km · 1 min · Simsbury Road
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26
Continue on Hopmeadow Street
4.2 mi · 9 min · Hopmeadow Street
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27
Arrive at your destination
0 m · 1 sec · Hopmeadow Street
Car Route Details
A richer read on the saved driving route between Milford and Simsbury.
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.
Wilbur Cross Parkway
At the end of the road, turn right onto Wilbur Cross Parkway
10.3 mi · 00h 13m
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.
Chance Rain Showers leaving Milford and Slight Chance Rain Showers near Simsbury.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Milford to Simsbury?
The road trip is about 52.2 miles (84 km) and usually takes 01h 18m 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?
Cheshire is a useful midpoint, sitting about 26.1 miles from Milford and 26.1 miles from Simsbury.
How much longer is the road route than the straight-line distance?
The direct path is about 47 miles (75.7 km), while the road route adds roughly 5.2 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 3:54 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.26 one way or $14.52 round trip. Estimated CO2 is about 16.4 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Milford and Slight Chance Rain Showers near Simsbury.
Stop Ideas Near Cheshire
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 Cheshire.
Wallingford station
Meriden Transit Center
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Milford and Simsbury. Straight-line distance: 47.05 mi (75.72 km).
#1 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| Country | United States |
#2 Simsbury
Town in Hartford County, Connecticut, United States
| Population | 25,437 |
| Coordinates | 41.8759300, -72.8012100 |
| Altitude | 63 |
| Country | United States |
End: Simsbury (-72.80121, 41.87593)
Estimated Travel Time
Distance: 84 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 44m |
| 40 mph (64.37 km/h) | 01h 18m |
| 50 mph (80.47 km/h) | 01h 02m |
| 60 mph (96.56 km/h) | 00h 52m |
| 70 mph (112.65 km/h) | 00h 44m |
| 80 mph (129 km/h) | 00h 39m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.26 | $14.52 |
| Mid-grade | $4.46 | $8.20 | $16.40 |
| Premium | $4.86 | $8.94 | $17.88 |
| Diesel | $6.00 | $11.03 | $22.07 |
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 · May 02, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.