How far is Woodbury, CT from Milford, CT?
The driving distance from Woodbury, CT to Milford, CT is about 28.4 miles (45.7 km), with a travel time of about 00h 50m by car.
- The straight-line flight distance is about 23.6 miles (38 km).
- For a round trip, plan for roughly 01h 41m 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 50m.
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 Connecticut
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Woodbury and Milford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Woodbury and Milford.
-
1
Start on Judson Avenue
33 m · 7 sec · Judson Avenue
-
2
Turn right onto Main Street South
4.8 mi · 7 min · Main Street South
-
3
Continue on Main Street North
830 ft · 18 sec · Main Street North
-
4
Continue on Southford Road
3 mi · 5 min · Southford Road
-
5
Continue on Oxford Road
6.1 mi · 11 min · Oxford Road
-
6
Turn right onto West Street
1.2 km · 1 min · West Street
-
7
Turn right onto Derby Avenue
1.4 km · 2 min · Derby Avenue
-
8
Continue on CT 8 South
690 ft · 17 sec
-
9
Merge slight right
4.5 mi · 6 min
-
10
Take the exit slight right toward CT 34: Derby, New Haven
708 ft · 33 sec
-
11
Turn right onto Main Street
936 ft · 16 sec · Main Street
-
12
Turn right onto Derby Avenue
1356 ft · 34 sec · Derby Avenue
-
13
Continue on New Haven Avenue
1.6 mi · 2 min · New Haven Avenue
-
14
Continue on Derby Turnpike
2613 ft · 38 sec · Derby Turnpike
-
15
Turn right onto Grassy Hill Road
3.7 mi · 7 min · Grassy Hill Road
-
16
Continue on North Street
2.4 mi · 5 min · North Street
-
17
At the end of the road, turn right onto River Street
1324 ft · 30 sec · River Street
-
18
Arrive at your destination
0 m · 1 sec · Factory Lane
Car Route Details
A richer read on the saved driving route between Woodbury 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.
Oxford Road
Continue on Oxford Road
6.07 mi · 00h 11m
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.
Partly Sunny leaving Woodbury and Partly Sunny near Milford.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Woodbury to Milford?
The road trip is about 28.4 miles (45.7 km) and usually takes 00h 50m 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?
Seymour is a useful midpoint, sitting about 14.6 miles from Woodbury and 13.7 miles from Milford.
How much longer is the road route than the straight-line distance?
The direct path is about 23.6 miles (38 km), while the road route adds roughly 4.8 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 4:48 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $3.95 one way or $7.89 round trip. Estimated CO2 is about 8.9 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Woodbury and Partly Sunny near Milford.
Stop Ideas Near Seymour
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 Seymour.
Union Station
Wallingford station
Bridgeport
Meriden Transit Center
Flight Path Map
This map shows the direct air route between Woodbury and Milford. Straight-line distance: 23.62 mi (38.02 km).
#1 Woodbury
Town in Litchfield County, Connecticut, United States
| Population | 9,453 |
| Coordinates | 41.5445400, -73.2090000 |
| Altitude | 79 |
| 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: 46 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 56m |
| 40 mph (64.37 km/h) | 00h 42m |
| 50 mph (80.47 km/h) | 00h 34m |
| 60 mph (96.56 km/h) | 00h 28m |
| 70 mph (112.65 km/h) | 00h 24m |
| 80 mph (129 km/h) | 00h 21m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $3.95 | $7.89 |
| Mid-grade | $4.46 | $4.46 | $8.91 |
| Premium | $4.86 | $4.86 | $9.72 |
| Diesel | $6.00 | $6.00 | $11.99 |
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 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.