How far is Plymouth, MA from Winchester, MA?
The driving distance from Plymouth, MA to Winchester, MA is about 47.4 miles (76.3 km), with a travel time of about 01h 05m by car.
- The straight-line flight distance is about 41.8 miles (67.2 km).
- For a round trip, plan for roughly 02h 11m 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 05m.
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 Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Plymouth and Winchester.
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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
8.4 mi · 11 min
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6
Continue on John F. Fitzgerald Expressway
3.2 mi · 5 min · John F. Fitzgerald Expressway
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7
Keep slight right to continue on I 93 North: Concord NH
3.1 mi · 4 min
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8
Take the exit slight right toward MA 16 West: Mystic Valley Parkway, Arlington
1293 ft · 32 sec
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9
Continue on Mystic Valley Parkway
1.1 mi · 2 min · Mystic Valley Parkway
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10
Turn right onto Winthrop Street
760 ft · 22 sec · Winthrop Street
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11
Enter the roundabout and take exit 3 toward Winthrop Street
36 m · 2 sec · Winthrop Street
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12
Exit the roundabout onto Winthrop Street
1.3 mi · 2 min · Winthrop Street
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13
Continue on Main Street
2682 ft · 46 sec · Main Street
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14
Enter the roundabout and take exit 2 toward Main Street
11 m · 1 sec · Main Street
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15
Exit the roundabout onto Main Street
1.2 km · 1 min · Main Street
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16
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Plymouth and Winchester.
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 Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Plymouth to Winchester?
The road trip is about 47.4 miles (76.3 km) and usually takes 01h 05m 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 23.7 miles from Plymouth and 23.7 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 41.8 miles (67.2 km), while the road route adds roughly 5.6 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 4:18 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.50 one way or $12.99 round trip. Estimated CO2 is about 14.8 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 Winchester.
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
Chelsea 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 Winchester. Straight-line distance: 41.74 mi (67.18 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 Winchester
Town in Middlesex County, Massachusetts, USA
| Population | 22,678 |
| Coordinates | 42.4523200, -71.1370000 |
| Altitude | 6 |
| Country | United States |
End: Winchester (-71.137, 42.45232)
Estimated Travel Time
Distance: 76 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 34m |
| 40 mph (64.37 km/h) | 01h 11m |
| 50 mph (80.47 km/h) | 00h 56m |
| 60 mph (96.56 km/h) | 00h 47m |
| 70 mph (112.65 km/h) | 00h 40m |
| 80 mph (129 km/h) | 00h 35m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $6.50 | $12.99 |
| Mid-grade | $4.40 | $7.34 | $14.69 |
| Premium | $4.80 | $8.01 | $16.03 |
| Diesel | $4.49 | $7.49 | $14.99 |
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.