How far is Winchester, MA from Brockton, MA?
The driving distance from Winchester, MA to Brockton, MA is about 33.1 miles (53.2 km), with a travel time of about 00h 49m by car.
- The straight-line flight distance is about 26.2 miles (42.2 km).
- For a round trip, plan for roughly 01h 39m 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 00h 49m.
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.
Town in Massachusetts
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Winchester and Brockton.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Brockton.
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1
Start on Main Street
1.2 km · 1 min · Main Street
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2
Enter the roundabout and take exit 2 toward Main Street
26 m · 2 sec · Main Street
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3
Exit the roundabout onto Main Street
2683 ft · 45 sec · Main Street
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4
Continue on Winthrop Street
1.3 mi · 2 min · Winthrop Street
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5
Enter the roundabout and take exit 2 toward Winthrop Street
30 m · 4 sec · Winthrop Street
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6
Exit the roundabout onto Winthrop Street
760 ft · 28 sec · Winthrop Street
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7
Turn left onto Mystic Valley Parkway
2577 ft · 1 min · Mystic Valley Parkway
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8
Continue on Mystic Valley Parkway
608 ft · 10 sec · Mystic Valley Parkway
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9
Take the ramp slight left toward I 93: Boston, Concord New Hampshire
584 ft · 14 sec
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10
Keep slight right to continue on I 93 South: Boston
1322 ft · 32 sec
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11
Merge slight left
1.1 mi · 2 min
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12
Keep slight left to continue on Interstate 93 HOV lane
1.7 mi · 2 min · Interstate 93 HOV lane
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13
Keep slight left to continue on Interstate 93 HOV lane
1.4 km · 1 min · Interstate 93 HOV lane
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14
Merge slight right onto John F. Fitzgerald Expressway
3 mi · 5 min · John F. Fitzgerald Expressway
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15
Continue on Southeast Expressway
8 mi · 11 min · Southeast Expressway
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16
Keep slight right to continue on I 93 South, US 1 South: Providence Rhode Island
3.4 mi · 5 min
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17
Take the exit slight left toward MA 24 South: Fall River
1.1 km · 1 min
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18
Continue on Amvets Highway
7.3 mi · 8 min · Amvets Highway
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19
Take the exit slight right toward MA 27 South: Brockton
1728 ft · 59 sec
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20
Turn straight onto Reynolds Memorial Highway
130 m · 8 sec · Reynolds Memorial Highway
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21
Continue on Reynolds Memorial Highway
1.1 km · 1 min · Reynolds Memorial Highway
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22
Turn slight left onto Pleasant Street
1.2 mi · 2 min · Pleasant Street
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23
Turn right onto Warren Avenue
1394 ft · 51 sec · Warren Avenue
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24
Turn left onto West Elm Street
791 ft · 28 sec · West Elm Street
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25
Turn left onto Main Street
157 m · 14 sec · Main Street
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26
Turn right onto Church Street
125 m · 13 sec · Church Street
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27
Turn uturn
21 m · 8 sec
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28
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Winchester and Brockton.
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.
Southeast Expressway
Continue on Southeast Expressway
7.98 mi · 00h 11m
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 Cloudy leaving Winchester and Sunny near Brockton.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Brockton?
The road trip is about 33.1 miles (53.2 km) and usually takes 00h 49m 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?
Milton is a useful midpoint, sitting about 16.2 miles from Winchester and 16.8 miles from Brockton.
How much longer is the road route than the straight-line distance?
The direct path is about 26.2 miles (42.2 km), while the road route adds roughly 6.9 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 4:50 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $4.55 one way or $9.10 round trip. Estimated CO2 is about 10.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Cloudy around Winchester and Sunny near Brockton.
Stop Ideas Near Milton
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Cocobeet - Boston
Boston's Old City Hall
Brockton City Hall
City Hall Plaza
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Milton.
Route 128 station
Back Bay station
South Station
North Station
Flight Path Map
This map shows the direct air route between Winchester and Brockton. Straight-line distance: 26.2 mi (42.16 km).
#1 Winchester
Town in Middlesex County, Massachusetts, USA
| Population | 22,678 |
| Coordinates | 42.4523200, -71.1370000 |
| Altitude | 6 |
| Country | United States |
#2 Brockton
The second most populous city in Plymouth County, Massachusetts.
| Population | 95,770 |
| Coordinates | 42.0834300, -71.0183800 |
| Altitude | 35 |
| Country | United States |
End: (-71.018337, 42.083421)
Estimated Travel Time
Distance: 53 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 06m |
| 40 mph (64.37 km/h) | 00h 49m |
| 50 mph (80.47 km/h) | 00h 39m |
| 60 mph (96.56 km/h) | 00h 33m |
| 70 mph (112.65 km/h) | 00h 28m |
| 80 mph (129 km/h) | 00h 24m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $4.55 | $9.10 |
| Mid-grade | $4.40 | $5.14 | $10.29 |
| Premium | $4.80 | $5.61 | $11.23 |
| Diesel | $4.49 | $5.25 | $10.50 |
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 · 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.