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Trip from South Portland, ME to South Windham, ME

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards

Drive Time

26m

Distance

14.3 mi

23 km

Drive Score

6/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$2

one way

EV Charging

Unknown

Best Time to Leave

Save up to 7 min
4 AM
0h 24m ★
6 AM
0h 26m
8 AM
0h 31m
10 AM
0h 28m
12 PM
0h 28m
3 PM
0h 28m
5 PM
0h 31m
8 PM
0h 25m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

city in Cumberland County, Maine, United States

South Portland, ME

Wikimedia Commons

Downtown South Windham, ME, ME

South Windham, ME

Wikimedia Commons

Trip Overview

South Portland, ME to South Windham, ME is 14.3 miles and takes about 26 minutes via Mosher Road, Stroudwater Street, and Congress Street, with a fuel budget near $2 and enough daylight to finish in a day. This short hop stays within Maine and the Northeast region, making it an easy local excursion. It's a straightforward drive that doesn't require much planning, perfect for a quick trip or adding onto another journey in the area. You'll find this route to be a practical way to get from point A to point B without extensive travel time.

Main Roads

Road Distance Duration
Mosher Road 2.9 mi 4m
Stroudwater Street 1.7 mi 3m
Congress Street 1.5 mi 2m
Main Street 1.5 mi 2m
Westbrook Street 1.2 mi 2m
Casco Bay Bridge 1.1 mi 1m
Broadway 1 mi 1m
Park Avenue 0.9 mi 1m
Longest stretch: Mosher Road — 2.9 mi, about 4m

Turn-by-Turn Driving Directions

Step-by-step road directions between South Portland, ME and South Windham, ME.

1

Start on Pine Street

60 ft · 9 sec · Pine Street
2

Turn sharp left onto Broadway

1.0 mi · 1 min · Broadway
3

Continue on ME 77

1.1 mi · 1 min · Casco Bay Bridge
4

Turn straight onto ME 77

0.1 mi · 18 sec · York Street
5

Turn left onto ME 77

0.6 mi · 1 min · High Street
6

Turn left onto Park Avenue

0.9 mi · 1 min · Park Avenue
7

Continue on Congress Street

1.5 mi · 2 min · Congress Street
8

Turn right onto Westbrook Street

1.2 mi · 2 min · Westbrook Street
9

Continue on Stroudwater Street

1.7 mi · 3 min · Stroudwater Street
10

Turn left onto William B Clarke Drive

0.1 mi · 17 sec · William B Clarke Drive
11

Turn right onto Spring Street

324 ft · 13 sec · Spring Street
Use the straight / right lanes.
12

Turn left onto ME 25 Business

0.5 mi · 53 sec · Main Street
Use the left lane.
13

Turn right onto ME 25

0.4 mi · 47 sec · William B Clarke Drive
14

Continue on ME 25

0.3 mi · 38 sec · Conant Street
15

Continue on Main Street

1.0 mi · 1 min · Main Street
Use the straight lane.
16

Turn right onto Mosher Road

2.9 mi · 4 min · Mosher Road
Use the right lane.
17

Enter roundabout onto US 202; ME 4

80 ft · 4 sec · Gray Road
Toward Windham
18

Continue on US 202; ME 4

0.5 mi · 1 min · Gray Road
Toward Windham
19

Turn right onto Depot Street

0.1 mi · 31 sec · Depot Street
20

Turn left

190 ft · 13 sec
21

Arrive at destination

Heads-up: tricky spots

5 of 11

5 decision points cluster between mile 0 and 13.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0 mi into trip | ~0m in | Broadway

Turn sharp left onto Broadway

Sharp turn - reduce speed on approach

7
8.5 mi into trip | ~15m in | Spring Street

Turn right onto Spring Street

Lane positioning matters here

Use the straight / right lanes.
5
8.5 mi into trip | ~15m in | ME 25 Business / Main Street

Turn left onto ME 25 Business / Main Street

Lane positioning matters here

Use the left lane.
5
10.8 mi into trip | ~19m in | Mosher Road

Turn right onto Mosher Road

Lane positioning matters here

Use the right lane.
6
13.7 mi into trip | ~24m in | US 202; ME 4 / Gray Road

Enter roundabout onto US 202; ME 4 / Gray Road toward Windham

Roundabout - know your exit number before entering

Toward Windham

Fuel & Cost

Regular Gas

$2.30 one way

$4.60 round trip

$4.09/gal 25.4 MPG avg 5 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.50 $2.53 $5.07
premium $4.86 $2.74 $5.48
diesel $5.61 $3.16 $6.31

Estimated Tolls: $7.00

Bay Bridge $7.00

Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.

Drive Cost (one way)

Fuel

$2

Tolls

$7

Total

$9

Estimated CO2 emission: 5 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $2 in charging · 0 stops · 60% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 4.3 0 $1.50 $0.69
Efficient EV 3.6 0 $1.25 $0.57
EV Truck/SUV 5.7 0 $2.00 $0.92

Gas CO2

5 kg

EV CO2

2 kg (60% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 16, 2026

Origin

South Portland, ME

Morning in South Portland on Sunday

Local time

10:52 AM

EDT

Current temp

--

Unavailable

Destination

South Windham, ME

Morning in South Windham on Sunday

Local time

10:52 AM

EDT

Current temp

57°F

Unavailable

Live forecast

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Road read

26m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

What kind of drive is this?

This is a turn-heavy local drive with a 0% highway share, meaning you'll be navigating through town and neighborhood streets for the entire 14.3 miles. The longest uninterrupted stretch you'll encounter is 2.9 miles on Mosher Road. Expect frequent turns and changes in road character as you traverse Mosher Road, Stroudwater Street, and Congress Street. This route prioritizes local access over speed, so keep an eye out for varying speed limits and residential areas.

Only 0% highway — the rest is turn-by-turn surface driving.
21 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 2.9 mi on Mosher Road.

How Hard Is This Drive?

5/10

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. You will hit about 11 points where you need to pay attention to lane position or signs. The trickiest moment comes early in the drive near Broadway.

Driving Effort 5/10

Moderate - straightforward overall, but long enough or busy enough to require pacing

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 14.3 miles you will encounter 11 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: near the start (Broadway): Sharp turn - reduce speed on approach; at 8.5 miles (Spring Street): Lane positioning matters here; at 8.5 miles (ME 25 Business / Main Street): Lane positioning matters here.

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 26m. Total distance: 14.3 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

26m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

First-Time Driver

Mostly highway driving (0%). Some complex stretches to watch for.

Scenic Drive

Mostly surface roads route profile.

Frequently Asked Questions

The longest stretch is about 2.9 miles on Mosher Road. The full list of main roads is in the Roads section above.

Expect about $7.00 in tolls one way, starting with Bay Bridge. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.

Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.

Mostly yes along the main roads, but rural stretches through ME can have sparse or no coverage. Before you leave, download offline Google Maps or Apple Maps for the route, and consider downloading music or podcasts instead of streaming. If you depend on data for navigation, keep a paper backup of the turn-by-turn directions.

The main spots that need attention: near the start (Broadway): Sharp turn - reduce speed on approach; at 8.5 miles (Spring Street): Lane positioning matters here; at 8.5 miles (ME 25 Business / Main Street): Lane positioning matters here.

Yes. A round trip is manageable in a single day if you plan a break at South Windham, ME before heading back.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, and EIA for fuel prices. See our methodology for refresh cadence and limitations.

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