How far is Winslow, ME from Portland, ME?

The driving distance from Winslow, ME to Portland, ME is about 75.3 miles (121.2 km), with a travel time of about 01h 18m by car.

  • The straight-line flight distance is about 69.2 miles (111.3 km).
  • For a round trip, plan for roughly 02h 36m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
75.34 mi
01h 18m
Flight
69.13 mi
111.26 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Winslow.

Flight Distance

Direct air line
69.13 mi
Kilometers
111.26 km
Flight Time
00h 08m

Driving Distance

Road route
75.34 mi
Kilometers
121.24 km
Drive Time
01h 18m

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 18m.

Arrival Snapshot
Arrive in Portland
Sat, May 2, 12:55 AM EDT
Return by in Winslow
Sat, May 2, 2:13 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Winslow
2026-05-01T23:37
Arrive Portland
Sat, May 2, 12:55 AM EDT
Route Timing
01h 18m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
9:18 AM to 11:18 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
3:54 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Winslow
9:30 PM EDT
Morning start is best

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.

Mid-route stop
Richmond
ME

Town in Maine, United States of America

From Winslow
37.7 mi
00h 39m
To Portland
37.7 mi
00h 39m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
52°F
Friday

Chance Rain Showers

Starts
Fri, May 1 6:00 AM EDT
Wind
5 to 10 mph W
Destination
51°F
Friday

Slight Chance Rain Showers

Starts
Fri, May 1 6:00 AM EDT
Wind
15 mph W

Driving Route Map

The map below follows the saved road route between Winslow and Portland.

Turn-by-Turn Driving Directions

Step-by-step road directions between Winslow and Portland.

  1. 1

    Start on Garand Street

    26 m · 6 sec · Garand Street

  2. 2

    Turn right onto Clinton Avenue

    1162 ft · 25 sec · Clinton Avenue

  3. 3

    Continue on Bridge Street

    127 m · 9 sec · Bridge Street

  4. 4

    Continue on Spring Street

    1958 ft · 47 sec · Spring Street

  5. 5

    At the end of the road, turn left onto Elm Street

    1461 ft · 32 sec · Elm Street

  6. 6

    Turn slight right onto Silver Street

    1.1 km · 1 min · Silver Street

  7. 7

    Continue on Kennedy Memorial Drive

    1.6 mi · 4 min · Kennedy Memorial Drive

  8. 8

    Take the ramp slight right

    1482 ft · 36 sec

  9. 9

    Merge slight left

    24.2 mi · 26 min

  10. 10

    Keep slight right to continue on I 295 South, ME 9, ME 126: Gardiner, Brunswick

    46.5 mi · 53 min

  11. 11

    Take the exit slight right toward US 1A

    1.2 km · 2 min

  12. 12

    Turn right onto Cumberland Avenue

    1853 ft · 51 sec · Cumberland Avenue

  13. 13

    Turn left onto Preble Street

    555 ft · 19 sec · Preble Street

  14. 14

    Turn left onto Congress Street

    48 m · 5 sec · Congress Street

  15. 15

    Arrive at your destination

    0 m · 1 sec · Congress Street

Car Route Details

A richer read on the saved driving route between Winslow and Portland.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
15 steps
6 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
19.9 / 100 mi
Decision points by distance
Main Roads
I 295 South
46.5 mi · 62%
Kennedy Memorial Drive
26.1 mi · 35%
US 1A
0.75 mi · 1%
Silver Street
0.71 mi · 1%
Spring Street
0.37 mi
Cumberland Avenue
0.35 mi
Longest Stretch

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.

Trip Read

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.

Drive Time
01h 18m
Day trip friendly
Same-Day Return
02h 36m
Round-trip wheel time
Road vs Air
+6.1 mi
69.2 mi direct line
Halfway Stop
Richmond
00h 39m from Winslow
Leave By
3:54 PM EDT
Morning start is best
Weather Watch

Chance Rain Showers leaving Winslow and Slight Chance Rain Showers near Portland.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Winslow to Portland?

The road trip is about 75.3 miles (121.2 km) and usually takes 01h 18m 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?

Richmond is a useful midpoint, sitting about 37.7 miles from Winslow and 37.7 miles from Portland.

How much longer is the road route than the straight-line distance?

The direct path is about 69.2 miles (111.3 km), while the road route adds roughly 6.1 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 3:54 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $10.49 one way or $20.99 round trip. Estimated CO2 is about 23.6 kg one way.

What should you check before leaving?

Before you leave, expect Chance Rain Showers around Winslow and Slight Chance Rain Showers near Portland.

Stop Ideas Near Richmond

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Richmond, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Richmond.

BUS

Wiscasset, Maine

14 mi away
279 Bath Rd.
BUS

Bath, Maine

19 mi away
10 State Rd
BUS

Damariscotta, Maine

22 mi away
167 Main St.
BUS

Brunswick Maine Street Station

23 mi away
101 Bath Rd.

Flight Path Map

This map shows the direct air route between Winslow and Portland. Straight-line distance: 69.13 mi (111.26 km).

Winslow

#1 Winslow

Town in Maine

Population7,654
Coordinates44.5470100, -69.6211600
Altitude43
CountryUnited States
Portland

#2 Portland

The most populous city in Cumberland County, Maine.

Population66,803
Coordinates43.6573700, -70.2589000
Altitude19
CountryUnited States
Start: Garand Street (-69.620903, 44.546971)
End: Congress Street (-70.259094, 43.657504)

Estimated Travel Time

Distance: 121 km by road

SpeedTime
30 mph (48.3 km/h)02h 30m
40 mph (64.37 km/h)01h 53m
50 mph (80.47 km/h)01h 30m
60 mph (96.56 km/h)01h 15m
70 mph (112.65 km/h)01h 04m
80 mph (129 km/h)00h 56m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
2.66 gal
10.06 L · about $10.49
Round trip
$20.99
5.32 gal · 20.12 L
Estimated CO2
23.6 kg one way
Round trip: 47.3 kg / 104 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.95 $10.49 $20.99
Mid-grade $4.46 $11.86 $23.71
Premium $4.86 $12.92 $25.84
Diesel $6.00 $15.95 $31.90

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

There is no time difference between Winslow and Portland. The current time is 23:37:18.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.