How far is Winslow, ME from South Portland, ME?
The driving distance from Winslow, ME to South Portland, ME is about 78.5 miles (126.3 km), with a travel time of about 01h 20m by car.
- The straight-line flight distance is about 69.7 miles (112.2 km).
- For a round trip, plan for roughly 02h 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 01h 20m.
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.
City in Sagadahoc County, Maine, United States of America
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 Winslow and South Portland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winslow and South Portland.
-
1
Start on Garand Street
26 m · 6 sec · Garand Street
-
2
Turn right onto Clinton Avenue
1162 ft · 25 sec · Clinton Avenue
-
3
Continue on Bridge Street
127 m · 9 sec · Bridge Street
-
4
Continue on Spring Street
1958 ft · 47 sec · Spring Street
-
5
At the end of the road, turn left onto Elm Street
1461 ft · 32 sec · Elm Street
-
6
Turn slight right onto Silver Street
1.1 km · 1 min · Silver Street
-
7
Continue on Kennedy Memorial Drive
1.6 mi · 4 min · Kennedy Memorial Drive
-
8
Take the ramp slight right
1482 ft · 36 sec
-
9
Merge slight left
24.2 mi · 26 min
-
10
Keep slight right to continue on I 295 South, ME 9, ME 126: Gardiner, Brunswick
46.5 mi · 53 min
-
11
Take the exit slight right toward US 1A
2130 ft · 1 min
-
12
Turn right onto Marginal Way
2795 ft · 1 min · Marginal Way
-
13
Continue on State Street
1.6 km · 2 min · State Street
-
14
Continue on Casco Bay Bridge
1.1 mi · 2 min · Casco Bay Bridge
-
15
Continue on Broadway
1.6 km · 2 min · Broadway
-
16
Turn sharp right onto Pine Street
18 m · 3 sec · Pine Street
-
17
Arrive at your destination
0 m · 1 sec · Pine Street
Car Route Details
A richer read on the saved driving route between Winslow and South Portland.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 295 South
Keep slight right to continue on I 295 South, ME 9, ME 126: Gardiner, Brunswick
46.5 mi · 00h 53m
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 Winslow and Slight Chance Rain Showers near South Portland.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winslow to South Portland?
The road trip is about 78.5 miles (126.3 km) and usually takes 01h 20m 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?
Bowdoinham is a useful midpoint, sitting about 39.1 miles from Winslow and 39.3 miles from South Portland.
How much longer is the road route than the straight-line distance?
The direct path is about 69.7 miles (112.2 km), while the road route adds roughly 8.8 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 3:48 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.93 one way or $21.86 round trip. Estimated CO2 is about 24.6 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Winslow and Slight Chance Rain Showers near South Portland.
Stop Ideas Near Bowdoinham
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 Bowdoinham.
Bath, Maine
Brunswick Maine Street Station
Wiscasset, Maine
Freeport
Flight Path Map
This map shows the direct air route between Winslow and South Portland. Straight-line distance: 69.72 mi (112.2 km).
#1 Winslow
Town in Maine
| Population | 7,654 |
| Coordinates | 44.5470100, -69.6211600 |
| Altitude | 43 |
| Country | United States |
#2 South Portland
City in Cumberland County, Maine, USA
| Population | 25,950 |
| Coordinates | 43.6414700, -70.2408800 |
| Altitude | 7 |
| Country | United States |
End: Pine Street (-70.240981, 43.641461)
Estimated Travel Time
Distance: 126 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 36m |
| 40 mph (64.37 km/h) | 01h 57m |
| 50 mph (80.47 km/h) | 01h 34m |
| 60 mph (96.56 km/h) | 01h 18m |
| 70 mph (112.65 km/h) | 01h 07m |
| 80 mph (129 km/h) | 00h 58m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $10.93 | $21.86 |
| Mid-grade | $4.46 | $12.35 | $24.69 |
| Premium | $4.86 | $13.46 | $26.91 |
| Diesel | $6.00 | $16.61 | $33.22 |
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 Maine · 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.