How far is Plymouth, MA from Winthrop, MA?
The driving distance from Plymouth, MA to Winthrop, MA is about 44.9 miles (72.3 km), with a travel time of about 01h 03m by car.
- The straight-line flight distance is about 33 miles (53.1 km).
- For a round trip, plan for roughly 02h 07m 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 03m.
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.
The most populous city in Norfolk County, Massachusetts.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny then Slight Chance Rain Showers
Partly Sunny
Driving Route Map
The map below follows the saved road route between Plymouth and Winthrop.
Turn-by-Turn Driving Directions
Step-by-step road directions between Plymouth and Winthrop.
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1
Start on Court Street
1029 ft · 42 sec · Court Street
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2
Turn left onto Samoset Street
1.1 km · 2 min · Samoset Street
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3
Take the ramp slight right toward MA 3 North: Kingston, Boston
1618 ft · 39 sec
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4
Merge slight left onto Pilgrims Highway
27.5 mi · 35 min · Pilgrims Highway
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5
Continue on I 93 North: Boston
8.2 mi · 11 min
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6
Take the exit slight right toward Massachusetts Avenue, Roxbury, Frontage Road
575 ft · 14 sec
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7
Turn straight onto Frontage Road Northbound
1362 ft · 29 sec · Frontage Road Northbound
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8
Continue on Frontage Road Northbound
1665 ft · 37 sec · Frontage Road Northbound
-
9
Take the ramp slight right toward I 90 East
1.5 km · 2 min
-
10
Keep slight left to continue on I 90 East
1406 ft · 34 sec
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11
Merge slight left onto Massachusetts Turnpike
2083 ft · 39 sec · Massachusetts Turnpike
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12
Continue on Ted Williams Tunnel
1.6 mi · 3 min · Ted Williams Tunnel
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13
Continue on Massachusetts Turnpike
1.1 mi · 2 min · Massachusetts Turnpike
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14
Merge slight left onto East Boston Expressway
1799 ft · 34 sec · East Boston Expressway
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15
Continue on McClellan Highway
1.1 km · 1 min · McClellan Highway
-
16
Turn right onto Boardman Street
2114 ft · 47 sec · Boardman Street
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17
Enter the roundabout and take exit 2 toward Saratoga Street
26 m · 2 sec · Saratoga Street
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18
Exit the roundabout onto Saratoga Street
1.2 km · 1 min · Saratoga Street
-
19
Continue on Main Street
2339 ft · 53 sec · Main Street
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20
Turn right onto Hermon Street
1928 ft · 53 sec · Hermon Street
-
21
Continue on Winthrop Street
809 ft · 16 sec · Winthrop Street
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22
Arrive at your destination
0 m · 1 sec · Winthrop Street
Car Route Details
A richer read on the saved driving route between Plymouth and Winthrop.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Pilgrims Highway
Merge slight left onto Pilgrims Highway
27.5 mi · 00h 35m
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.
Partly Sunny then Slight Chance Rain Showers leaving Plymouth and Partly Sunny near Winthrop.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Plymouth to Winthrop?
The road trip is about 44.9 miles (72.3 km) and usually takes 01h 03m 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?
Weymouth is a useful midpoint, sitting about 22.4 miles from Plymouth and 22.5 miles from Winthrop.
How much longer is the road route than the straight-line distance?
The direct path is about 33 miles (53.1 km), while the road route adds roughly 11.9 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 4:22 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.19 one way or $12.37 round trip. Estimated CO2 is about 14.1 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny then Slight Chance Rain Showers around Plymouth and Partly Sunny near Winthrop.
Stop Ideas Near Weymouth
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Cocobeet - Boston
Boston's Old City Hall
Brockton City Hall
Marriage Certificates Registry
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Weymouth.
Route 128 station
South Station
Back Bay station
North Station
Flight Path Map
This map shows the direct air route between Plymouth and Winthrop. Straight-line distance: 33.01 mi (53.13 km).
#1 Plymouth
County seat town in Plymouth County, Massachusetts, United States
| Population | 62,654 |
| Coordinates | 41.9584400, -70.6672600 |
| Altitude | 23 |
| Country | United States |
#2 Winthrop
City in Massachusetts
| Population | 18,446 |
| Coordinates | 42.3751000, -70.9828300 |
| Altitude | 11 |
| Country | United States |
End: Winthrop (-70.98283, 42.3751)
Estimated Travel Time
Distance: 72 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 29m |
| 40 mph (64.37 km/h) | 01h 07m |
| 50 mph (80.47 km/h) | 00h 53m |
| 60 mph (96.56 km/h) | 00h 44m |
| 70 mph (112.65 km/h) | 00h 38m |
| 80 mph (129 km/h) | 00h 33m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $6.19 | $12.37 |
| Mid-grade | $4.40 | $6.99 | $13.98 |
| Premium | $4.80 | $7.63 | $15.26 |
| Diesel | $4.49 | $7.14 | $14.27 |
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 Massachusetts · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.