How far is Windsor, ME from City of Portland, ME?
The driving distance from Windsor, ME to City of Portland, ME is about 65.9 miles (106.1 km), with a travel time of about 05h 17m by car.
- The straight-line flight distance is about 54.4 miles (87.5 km).
- For a round trip, plan for roughly 10h 35m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 05h 17m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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 City of Portland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor and City of 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
1.1 mi · 3 min
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15
Continue on Maine State Pier
668 ft · 29 sec · Maine State Pier
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16
Turn slight right
57 m · 14 sec
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17
Turn straight onto Portland - Peaks Island
2.5 mi · 20 min · Portland - Peaks Island
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18
Continue straight
65 m · 16 sec
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19
Continue on Welch Street
1078 ft · 50 sec · Welch Street
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20
Turn right onto Oakland Avenue
594 ft · 26 sec · Oakland Avenue
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21
Turn slight left onto Whitehead Street
107 m · 15 sec · Whitehead Street
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22
Continue on Seashore Avenue
1046 ft · 46 sec · Seashore Avenue
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23
Continue on Seashore Avenue
3044 ft · 2 min · Seashore Avenue
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24
Arrive at your destination
0 m · 1 sec · Seashore Avenue
Car Route Details
A richer read on the saved driving route between Windsor and City of 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 longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Chance Rain Showers leaving Windsor and Slight Chance Rain Showers near City of Portland.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windsor to City of Portland?
The road trip is about 65.9 miles (106.1 km) and usually takes 05h 17m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Bowdoinham is a useful midpoint, sitting about 32.9 miles from Windsor and 33 miles from City of Portland.
How much longer is the road route than the straight-line distance?
The direct path is about 54.4 miles (87.5 km), while the road route adds roughly 11.5 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 6:24 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.19 one way or $18.38 round trip. Estimated CO2 is about 20.7 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Windsor and Slight Chance Rain Showers near City of 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 City of Portland. Straight-line distance: 54.36 mi (87.49 km).
#1 Windsor
Town in Kennebec County, Maine, United States
| Population | 2,620 |
| Coordinates | 44.3106300, -69.5806000 |
| Altitude | 90 |
| Country | United States |
#2 City of Portland
The twenty-eighth most populous city in the United States and the center of the Portland metropolitan area.
| Population | 653,115 |
| Coordinates | 43.6470800, -70.1682300 |
| Altitude | 36 |
| Country | United States |
End: Seashore Avenue (-70.181795, 43.65347)
Estimated Travel Time
Distance: 106 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 11m |
| 40 mph (64.37 km/h) | 01h 38m |
| 50 mph (80.47 km/h) | 01h 19m |
| 60 mph (96.56 km/h) | 01h 05m |
| 70 mph (112.65 km/h) | 00h 56m |
| 80 mph (129 km/h) | 00h 49m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $9.19 | $18.38 |
| Mid-grade | $4.46 | $10.38 | $20.77 |
| Premium | $4.86 | $11.32 | $22.64 |
| Diesel | $6.00 | $13.97 | $27.95 |
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.