Origin
Plainville, CT
Late night in Plainville on Tuesday
Local time
4:47 AM
EDT
Current temp
--
Unavailable
Trip from Plainville, CT to Milford, CT
Pin this tripCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards
Drive Time
49m
Distance
36.6 mi
59 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$6
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 46m
★
6 AM
0h 50m
8 AM
0h 58m
10 AM
0h 53m
12 PM
0h 52m
3 PM
0h 53m
5 PM
0h 58m
8 PM
0h 47m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Plainville, CT
MART PRODUCTION
Milford, CT
Wikimedia Commons
Trip Overview
If you are looking to travel from Plainville to Milford, you are in for a straightforward 45.3-mile journey through the heart of Connecticut. Expect to spend about 47 minutes behind the wheel, making this an ideal day trip that requires no overnight stay. You will navigate primarily via East Street, Queen Street, and North Main Street, keeping your travel costs efficient with a fuel budget of approximately $7. Since both towns reside within the Northeast, you will experience a consistent regional feel throughout the entire excursion. This route is best suited for drivers who prefer local transit over highway travel, offering a practical way to connect these two communities without the complexity of a long-haul trip.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Wilbur Cross Parkway | 10 mi | 12m |
| Whitney Avenue | 5.4 mi | 7m |
| Highland Avenue | 4.4 mi | 5m |
| Main Street | 3.1 mi | 3m |
| Queen Street | 2.4 mi | 3m |
| North Street | 2.4 mi | 4m |
| North Main Street | 2.4 mi | 3m |
| Grassy Hill Road | 2.2 mi | 3m |
Longest stretch:
Wilbur Cross Parkway
— 10 mi, about 12m
Turn-by-Turn Driving Directions
Step-by-step road directions between Plainville, CT and Milford, CT.
1
Start on CT 372
62 ft
·
3 sec
·
New Britain Avenue
2
Turn left onto CT 10
1.7 mi
·
2 min
·
East Street
Use the straight / right lanes.
3
Continue on CT 10
2.4 mi
·
3 min
·
Queen Street
Use the straight / right lanes.
4
Continue on CT 10
2.4 mi
·
3 min
·
North Main Street
Use the straight / right lanes.
5
Continue on CT 10
1.2 mi
·
1 min
·
South Main Street
Use the straight / right lanes.
6
Continue on CT 10
0.4 mi
·
27 sec
·
Norton Street
7
Turn straight onto CT 10
0.2 mi
·
15 sec
·
Cheshire Road
8
Continue on CT 10
4.4 mi
·
5 min
·
Highland Avenue
Use the straight / right lanes.
9
Continue on CT 10; CT 68; CT 70
3.1 mi
·
3 min
·
Main Street
Use the straight / right lanes.
10
Continue on CT 10
5.4 mi
·
7 min
·
Whitney Avenue
Use the straight / right lanes.
11
Take the ramp
0.2 mi
·
26 sec
12
Merge onto CT 15
10 mi
·
12 min
·
Wilbur Cross Parkway
Use the straight / right lanes.
13
Take the exit
258 ft
·
10 sec
Exit 41
Toward CT 121: Orange
Use the straight / right lanes.
14
Turn right
0.2 mi
·
22 sec
15
At end of road, turn right onto CT 121
2.2 mi
·
3 min
·
Grassy Hill Road
16
Continue on CT 121
2.4 mi
·
4 min
·
North Street
17
At end of road, turn right onto River Street
0.3 mi
·
29 sec
·
River Street
18
Arrive at destination
Factory Lane
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
18 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 36.6 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 18.3 miles from Plainville, CT, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 75 decision points cluster between mile 0 and 31.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
0 mi into trip
|
~0m in
|
CT 10 / East Street
Turn left onto CT 10 / East Street
Lane positioning matters here
Use the straight / right lanes.
5
21.5 mi into trip
|
~27m in
|
CT 15 / Wilbur Cross Parkway
Merge onto CT 15 / Wilbur Cross Parkway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / right lanes.
7
31.6 mi into trip
|
~40m in
Take the exit toward CT 121: Orange
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / right lanes.
Exit 41
Toward CT 121: Orange
4
31.6 mi into trip
|
~40m in
Turn right
Navigation decision point
5
31.8 mi into trip
|
~40m in
|
CT 121 / Grassy Hill Road
At end of road, turn right onto CT 121 / Grassy Hill Road
Navigation decision point
Fuel & Cost
Regular Gas
$5.89 one way
$11.78 round trip
$4.09/gal
25.4 MPG avg
13 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $6.48 | $12.97 |
| premium | $4.86 | $7.01 | $14.02 |
| diesel | $5.61 | $8.08 | $16.16 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$6
Estimated CO2 emission: 12.8 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging · 0 stops · 69% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 11 | 0 | $3.84 | $1.76 |
| Efficient EV | 9.2 | 0 | $3.20 | $1.46 |
| EV Truck/SUV | 14.6 | 0 | $5.12 | $2.34 |
Gas CO2
13 kg
EV CO2
4 kg (69% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Milford, CT
Late night in Milford on Tuesday
Local time
4:47 AM
EDT
Current temp
43°F
Unavailable
Live forecast
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Road read
49m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
Prepare for a turn-heavy local drive that keeps you engaged from start to finish. Because the route relies entirely on local roads, you will find a 0% highway share, meaning you will navigate surface streets rather than cruising on an interstate. This personality makes for a more hands-on driving experience where your focus remains on the immediate surroundings. Without any long, uninterrupted highway stretches, the pace remains steady but requires constant attention to turning points. You will find that the road conditions reflect a typical local transit experience, prioritizing direct connections between neighborhoods over high-speed travel.
Only 27% highway — the rest is turn-by-turn surface driving.
18 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 10 mi on Wilbur Cross Parkway.
How Hard Is This Drive?
4/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way. The trickiest moment comes early in the drive near CT 10 / East Street.
Driving Effort
4/10
Easy - simple navigation with a manageable amount of wheel time
Balances navigation complexity with total wheel time.
This is a straightforward 49m drive. You will face about 7 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
The main spots that need attention: near the start (CT 10 / East Street): Lane positioning matters here; at 21.5 miles (CT 15 / Wilbur Cross Parkway): Merge point - match speed before joining. Lane positioning matters here; at 31.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
About the Cities
Arriving in Milford, CT
Full guide →Milford is a city in New Haven County, Connecticut. It is bordered to the south by Long Island sound, to the west by the Housatonic river, to the North by the town of Orange, and to the east by the town of West Haven. Milford is approximately 70 miles east of New York City. Milford is home of the Subway chain of restaurants and the Bic company.
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 49m. Total distance: 36.6 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
49m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (27%). Straightforward navigation.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 10 miles on Wilbur Cross Parkway. The full list of main roads is in the Roads section above.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: near the start (CT 10 / East Street): Lane positioning matters here; at 21.5 miles (CT 15 / Wilbur Cross Parkway): Merge point - match speed before joining. Lane positioning matters here; at 31.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Yes — Weir Farm National Historical Park. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Milford, CT before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
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