How far is Windsor, ME from South Portland, ME?
The driving distance from Windsor, ME to South Portland, ME is about 65.2 miles (104.9 km), with a travel time of about 01h 14m by car.
- The straight-line flight distance is about 56.7 miles (91.3 km).
- For a round trip, plan for roughly 02h 29m 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 14m.
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 Windsor and South Portland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor and South Portland.
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1
Start on South Belfast Road
41 m · 11 sec · South Belfast Road
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2
Turn left onto Ridge Road
2.4 mi · 4 min · Ridge Road
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3
Turn right onto Augusta-Rockland Road
1.8 mi · 3 min · Augusta-Rockland Road
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4
Continue on Augusta Road
1.5 km · 1 min · Augusta Road
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5
Continue on Eastern Avenue
1.1 mi · 2 min · Eastern Avenue
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6
Continue on Augusta Road
3098 ft · 59 sec · Augusta Road
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7
Turn left onto Togus Road
3.7 mi · 7 min · Togus Road
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8
Continue on Windsor Street
1.7 mi · 3 min · Windsor Street
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9
Turn right onto Water Street
1025 ft · 35 sec · Water Street
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10
Turn left onto Bridge Street
2616 ft · 48 sec · Bridge Street
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11
Continue on Brunswick Avenue
4.8 mi · 7 min · Brunswick Avenue
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12
Take the ramp left
1832 ft · 45 sec
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13
Merge slight left
42.7 mi · 48 min
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14
Take the exit slight right toward US 1A
2130 ft · 1 min
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15
Turn right onto Marginal Way
2795 ft · 1 min · Marginal Way
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16
Continue on State Street
1.6 km · 2 min · State Street
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17
Continue on Casco Bay Bridge
1.1 mi · 2 min · Casco Bay Bridge
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18
Continue on Broadway
1.6 km · 2 min · Broadway
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19
Turn sharp right onto Pine Street
18 m · 3 sec · Pine Street
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20
Arrive at your destination
0 m · 1 sec · Pine Street
Car Route Details
A richer read on the saved driving route between Windsor and South Portland.
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.
Brunswick Avenue
Merge slight left
42.7 mi · 00h 48m
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 Windsor 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 Windsor to South Portland?
The road trip is about 65.2 miles (104.9 km) and usually takes 01h 14m 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 32.4 miles from Windsor and 32.7 miles from South Portland.
How much longer is the road route than the straight-line distance?
The direct path is about 56.7 miles (91.3 km), while the road route adds roughly 8.5 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 4:00 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.07 one way or $18.15 round trip. Estimated CO2 is about 20.4 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Windsor 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 Windsor and South Portland. Straight-line distance: 56.71 mi (91.26 km).
#1 Windsor
Town in Kennebec County, Maine, United States
| Population | 2,620 |
| Coordinates | 44.3106300, -69.5806000 |
| Altitude | 90 |
| 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: 105 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 10m |
| 40 mph (64.37 km/h) | 01h 37m |
| 50 mph (80.47 km/h) | 01h 18m |
| 60 mph (96.56 km/h) | 01h 05m |
| 70 mph (112.65 km/h) | 00h 55m |
| 80 mph (129 km/h) | 00h 48m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $9.07 | $18.15 |
| Mid-grade | $4.46 | $10.25 | $20.50 |
| Premium | $4.86 | $11.17 | $22.35 |
| Diesel | $6.00 | $13.79 | $27.59 |
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 01, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.