Origin
Milford, CT
Late night in Milford on Tuesday
Local time
5:23 AM
EDT
Current temp
43°F
Unavailable
Live forecast
Trip from Milford, CT to Woodbury, 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
29.1 mi
47 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$5
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 45m
★
6 AM
0h 49m
8 AM
0h 57m
10 AM
0h 52m
12 PM
0h 51m
3 PM
0h 52m
5 PM
0h 57m
8 PM
0h 47m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Milford, CT
Wikimedia Commons
Woodbury, CT
David Kanigan
Trip Overview
Milford to Woodbury is 29.1 miles and takes about 49m via Oxford Road and CT 8, with a fuel budget near $5 and enough daylight to finish in a day. This short trip stays within Connecticut, moving you from the Northeast region to another part of the Northeast. It's a straightforward drive, mostly on surface roads, making it a good option for a quick excursion or a way to connect two points without much fuss. Consider this route if you're looking for a simple and efficient way to get from Milford to Woodbury, keeping travel time and cost to a minimum.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Oxford Road | 6.1 mi | 10m |
| Main Street North | 4.9 mi | 7m |
| CT 8 | 4.2 mi | 5m |
| Grassy Hill Road | 3.7 mi | 6m |
| Southford Road | 3 mi | 5m |
| North Street | 2.3 mi | 4m |
| New Haven Avenue | 1.6 mi | 2m |
| Derby Avenue | 0.9 mi | 1m |
Longest stretch:
Oxford Road
— 6.1 mi, about 10m
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford, CT and Woodbury, CT.
1
Start on Factory Lane
53 ft
·
7 sec
·
Factory Lane
2
Turn right onto CT 162
137 ft
·
2 sec
·
New Haven Avenue
3
Keep slight left at fork onto Daniel Street
475 ft
·
10 sec
·
Daniel Street
4
Turn right onto River Street
0.2 mi
·
29 sec
·
River Street
5
Turn left onto West Main Street
57 ft
·
1 sec
·
West Main Street
6
Keep slight right at fork onto Plymouth Place
387 ft
·
7 sec
·
Plymouth Place
7
Turn slight right onto North Street
0.3 mi
·
30 sec
·
North Street
8
Keep slight left at fork onto North Street
2.0 mi
·
3 min
·
North Street
9
Continue on CT 121
3.7 mi
·
6 min
·
Grassy Hill Road
10
Turn left onto CT 34
0.5 mi
·
40 sec
·
Derby Turnpike
11
Continue on CT 34
1.6 mi
·
2 min
·
New Haven Avenue
12
Continue on CT 34
0.3 mi
·
33 sec
·
Derby Avenue
Use the straight lane.
13
Turn left onto CT 34
508 ft
·
8 sec
·
Main Street
Use the left lane.
14
Take the exit
0.3 mi
·
42 sec
Toward CT 8 North: Waterbury
Use the slight right lane.
15
Merge onto CT 8
4.2 mi
·
5 min
·
CT 8
Use the straight / slight right lanes.
16
Take the exit
0.2 mi
·
29 sec
Exit 17
Toward Derby Avenue
Use the slight right lane.
17
Turn straight onto Derby Avenue
0.7 mi
·
1 min
·
Derby Avenue
18
Turn left onto West Street
0.7 mi
·
1 min
·
West Street
19
At end of road, turn left onto CT 67
6.1 mi
·
10 min
·
Oxford Road
20
Continue on CT 67
3.0 mi
·
5 min
·
Southford Road
21
Continue on US 6; CT 67
4.9 mi
·
7 min
·
Main Street North
Use the straight / right lanes.
22
Turn left onto Judson Avenue
108 ft
·
4 sec
·
Judson Avenue
23
Arrive at destination
Judson Avenue
Heads-up: tricky spots
5 of 135 decision points cluster between mile 0 and 13.5 — 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 162 / New Haven Avenue
Turn right onto CT 162 / New Haven Avenue
Navigation decision point
5
0 mi into trip
|
~0m in
|
Daniel Street
Keep slight left at fork onto Daniel Street
Highway fork - watch signs carefully
6
8.8 mi into trip
|
~15m in
|
CT 34 / Main Street
Turn left onto CT 34 / Main Street
Lane positioning matters here
Use the left lane.
6
8.9 mi into trip
|
~15m in
Take the exit toward CT 8 North: Waterbury
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Toward CT 8 North: Waterbury
7
13.5 mi into trip
|
~22m in
Take the exit toward Derby Avenue
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 17
Toward Derby Avenue
Fuel & Cost
Regular Gas
$4.68 one way
$9.37 round trip
$4.09/gal
25.4 MPG avg
10 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $5.15 | $10.31 |
| premium | $4.86 | $5.57 | $11.15 |
| diesel | $5.61 | $6.42 | $12.85 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$5
Estimated CO2 emission: 10.2 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $3 in charging · 0 stops · 70% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 8.7 | 0 | $3.06 | $1.40 |
| Efficient EV | 7.3 | 0 | $2.55 | $1.16 |
| EV Truck/SUV | 11.6 | 0 | $4.07 | $1.86 |
Gas CO2
10 kg
EV CO2
3 kg (70% 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
Woodbury, CT
Late night in Woodbury on Tuesday
Local time
5:23 AM
EDT
Current temp
58°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.
Temperature spread
15 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
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?
This route is primarily surface roads, with highway driving making up only 16% of the total distance. You'll experience a longest stretch of 6.1 miles on Oxford Road. Expect to transition from any limited-access sections onto local streets fairly early in your drive. The feel will likely be more about navigating town centers and local traffic patterns than open highway cruising.
Only 16% highway — the rest is turn-by-turn surface driving.
23 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 6.1 mi on Oxford Road.
How Hard Is This Drive?
9/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near CT 162 / New Haven Avenue.
Driving Effort
9/10
Focused - lots of decisions in a short distance, but it is over quickly
Balances navigation complexity with total wheel time.
This is a short but busy drive. With 13 decision points packed into just 29.1 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 49m.
Where does it get tricky?
The main spots that need attention: near the start (CT 162 / New Haven Avenue): Navigation decision point; near the start (Daniel Street): Highway fork - watch signs carefully; at 8.8 miles (CT 34 / Main Street): Lane positioning matters here.
About the Cities
Starting 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: 29.1 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.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 6.1 miles on Oxford Road. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Woodbury, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
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 162 / New Haven Avenue): Navigation decision point; near the start (Daniel Street): Highway fork - watch signs carefully; at 8.8 miles (CT 34 / Main Street): 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 Woodbury, 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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