How far is Winchester, MA from Worcester, MA?
The driving distance from Winchester, MA to Worcester, MA is about 50.6 miles (81.5 km), with a travel time of about 01h 03m by car.
- The straight-line flight distance is about 36.4 miles (58.6 km).
- For a round trip, plan for roughly 02h 06m 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.
A census-designated place (CDP) in Framingham, Massachusetts.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Light Rain then Chance Rain Showers
Chance Light Rain then Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Winchester and Worcester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Worcester.
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1
Start on Main Street
31 m · 3 sec · Main Street
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2
Enter the roundabout and take exit 4 toward Church Street
110 m · 7 sec · Church Street
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3
Exit the roundabout onto Church Street
1.5 km · 2 min · Church Street
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4
Turn left onto Cambridge Street
1.3 km · 58 sec · Cambridge Street
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5
Continue on Mystic Street
1.6 mi · 2 min · Mystic Street
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6
Continue on Pleasant Street
2.9 mi · 6 min · Pleasant Street
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7
Turn straight onto Trapelo Road
1419 ft · 36 sec · Trapelo Road
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8
Turn left onto Waverley Oaks Road
1.3 mi · 2 min · Waverley Oaks Road
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9
Continue on Linden Street
2172 ft · 41 sec · Linden Street
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10
Turn right onto Main Street
1.3 mi · 2 min · Main Street
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11
Turn left onto Weston Street
54 m · 3 sec · Weston Street
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12
Turn left onto South Street
1.8 mi · 4 min · South Street
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13
Continue on River Road
1.2 km · 1 min · River Road
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14
Take the ramp left toward I 90, Mass Pike: Boston, Albany New York
939 ft · 23 sec
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15
Keep slight right to continue on I 90 West, Mass Pike West: Warcester, Albany New York
73 m · 6 sec
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16
Continue on I 90 West, Mass Pike West: Warcester, Albany New York
120 m · 10 sec
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17
Continue straight
1 km · 1 min
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18
Merge slight left onto Massachusetts Turnpike
26.1 mi · 30 min · Massachusetts Turnpike
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19
Take the exit slight right toward MA 122: Millbury, Worcester
1 km · 2 min
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20
Keep slight left
53 m · 11 sec
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21
Turn left onto Grafton Road
2091 ft · 53 sec · Grafton Road
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22
Continue on Grafton Street
2.9 mi · 3 min · Grafton Street
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23
Enter the roundabout and take exit 3 toward Grafton Street
38 m · 2 sec · Grafton Street
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24
Exit the roundabout onto Grafton Street
2390 ft · 39 sec · Grafton Street
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25
Continue on Grafton Street
1352 ft · 31 sec · Grafton Street
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26
Enter the roundabout and take exit 3 toward Washington Square
84 m · 5 sec · Front Street
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27
Exit the rotary onto Front Street
130 m · 11 sec · Front Street
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28
Turn right onto Foster Street
2007 ft · 45 sec · Foster Street
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29
Turn left onto Main Street
870 ft · 17 sec · Main Street
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30
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Winchester and Worcester.
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.
Massachusetts Turnpike
Merge slight left onto Massachusetts Turnpike
26.1 mi · 00h 30m
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.
Slight Chance Light Rain then Chance Rain Showers leaving Winchester and Chance Light Rain then Chance Rain Showers near Worcester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Worcester?
The road trip is about 50.6 miles (81.5 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?
Framingham Center is a useful midpoint, sitting about 22.2 miles from Winchester and 28.5 miles from Worcester.
How much longer is the road route than the straight-line distance?
The direct path is about 36.4 miles (58.6 km), while the road route adds roughly 14.2 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 4:24 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.96 one way or $13.93 round trip. Estimated CO2 is about 15.9 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Light Rain then Chance Rain Showers around Winchester and Chance Light Rain then Chance Rain Showers near Worcester.
Stop Ideas Near Framingham Center
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Framingham Center.
Framingham station
Route 128 station
Union Station
Back Bay station
Flight Path Map
This map shows the direct air route between Winchester and Worcester. Straight-line distance: 36.41 mi (58.6 km).
#1 Winchester
Town in Middlesex County, Massachusetts, USA
| Population | 22,678 |
| Coordinates | 42.4523200, -71.1370000 |
| Altitude | 6 |
| Country | United States |
#2 Worcester
The second most populous city in Massachusetts.
| Population | 184,570 |
| Coordinates | 42.2625900, -71.8022900 |
| Altitude | 147 |
| Country | United States |
End: Main Street (-71.802507, 42.262637)
Estimated Travel Time
Distance: 81 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 41m |
| 40 mph (64.37 km/h) | 01h 15m |
| 50 mph (80.47 km/h) | 01h 00m |
| 60 mph (96.56 km/h) | 00h 50m |
| 70 mph (112.65 km/h) | 00h 43m |
| 80 mph (129 km/h) | 00h 37m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $6.96 | $13.93 |
| Mid-grade | $4.40 | $7.87 | $15.74 |
| Premium | $4.80 | $8.59 | $17.18 |
| Diesel | $4.49 | $8.03 | $16.07 |
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.