How far is Winthrop, ME from South Portland, ME?
The driving distance from Winthrop, ME to South Portland, ME is about 66.3 miles (106.7 km), with a travel time of about 01h 11m by car.
- The straight-line flight distance is about 47.7 miles (76.8 km).
- For a round trip, plan for roughly 02h 23m 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 11m.
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 Maine, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Clear
Driving Route Map
The map below follows the saved road route between Winthrop and South Portland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winthrop and South Portland.
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1
Start on Depot Street
18 m · 10 sec · Depot Street
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2
Turn left onto Main Street
40 m · 3 sec · Main Street
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3
Turn left onto Route 133
2717 ft · 46 sec · Route 133
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4
Merge slight left onto US 202
6.6 mi · 7 min · US 202
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5
Continue on US Route 202
1.5 km · 1 min · US Route 202
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6
Continue on Route 202
2.7 mi · 3 min · Route 202
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7
Continue on US Route 202
1 km · 43 sec · US Route 202
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8
Continue on Route 202
3.8 mi · 4 min · Route 202
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9
Continue on Main Street
4.9 mi · 6 min · Main Street
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10
Continue on Court Street
2156 ft · 39 sec · Court Street
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11
Turn left onto Minot Avenue
1.1 km · 59 sec · Minot Avenue
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12
Turn slight left onto Washington Street
4.1 mi · 5 min · Washington Street
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13
Take the exit slight right
762 ft · 19 sec
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14
Keep slight left
2668 ft · 1 min
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15
Merge slight left onto Maine Turnpike
7.7 mi · 8 min · Maine Turnpike
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16
Keep slight left to continue on Maine Turnpike
14.6 mi · 16 min · Maine Turnpike
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17
Take the exit slight right toward ME 26, ME 100: West Falmouth
2933 ft · 1 min
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18
Keep slight right
46 m · 4 sec
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19
Turn straight onto Gray Road
2829 ft · 1 min · Gray Road
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20
Continue on Auburn Street
1.8 mi · 4 min · Auburn Street
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21
Turn right onto Allen Avenue
1.3 km · 2 min · Allen Avenue
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22
Turn left onto Forest Avenue
2.3 mi · 3 min · Forest Avenue
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23
Turn slight right
133 m · 16 sec
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24
Keep slight right
54 m · 8 sec
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25
Turn slight right onto State Street
1.5 km · 2 min · State Street
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26
Continue on Casco Bay Bridge
1.1 mi · 2 min · Casco Bay Bridge
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27
Continue on Broadway
1.6 km · 2 min · Broadway
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28
Turn sharp right onto Pine Street
18 m · 3 sec · Pine Street
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29
Arrive at your destination
0 m · 1 sec · Pine Street
Car Route Details
A richer read on the saved driving route between Winthrop 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.
Maine Turnpike
Keep slight left to continue on Maine Turnpike
14.6 mi · 00h 16m
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.
Mostly Sunny leaving Winthrop and Mostly Clear near South Portland.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winthrop to South Portland?
The road trip is about 66.3 miles (106.7 km) and usually takes 01h 11m 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?
New Gloucester is a useful midpoint, sitting about 28.7 miles from Winthrop and 37.6 miles from South Portland.
How much longer is the road route than the straight-line distance?
The direct path is about 47.7 miles (76.8 km), while the road route adds roughly 18.6 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 4:06 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.23 one way or $18.46 round trip. Estimated CO2 is about 20.8 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winthrop and Mostly Clear near South Portland.
Stop Ideas Near New Gloucester
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 New Gloucester.
Freeport
Brunswick Maine Street Station
Portland Transportation Center
Bath, Maine
Flight Path Map
This map shows the direct air route between Winthrop and South Portland. Straight-line distance: 47.69 mi (76.75 km).
#1 Winthrop
Town in Maine, United States
| Population | 6,029 |
| Coordinates | 44.3050700, -69.9770000 |
| Altitude | 70 |
| 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: 107 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 12m |
| 40 mph (64.37 km/h) | 01h 39m |
| 50 mph (80.47 km/h) | 01h 19m |
| 60 mph (96.56 km/h) | 01h 06m |
| 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 | $9.23 | $18.46 |
| Mid-grade | $4.46 | $10.43 | $20.86 |
| Premium | $4.86 | $11.37 | $22.74 |
| Diesel | $6.00 | $14.03 | $28.07 |
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 12, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.