How far is Worcester, MA from Winchester, MA?
The driving distance from Worcester, MA to Winchester, MA is about 44.8 miles (72.1 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 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.
A census-designated place (CDP) in Framingham, Massachusetts.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Worcester and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Worcester and Winchester.
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1
Start on Main Street
89 m · 12 sec · Main Street
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2
Turn right onto Front Street
2166 ft · 51 sec · Front Street
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3
Enter the roundabout and take exit 1 toward Washington Square
7 m · 1 sec · Grafton Street
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4
Exit the rotary onto Grafton Street
1219 ft · 34 sec · Grafton Street
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5
Continue on Grafton Street
2603 ft · 42 sec · Grafton Street
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6
Enter the roundabout and take exit 1 toward Grafton Street
12 m · 1 sec · Grafton Street
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7
Exit the roundabout onto Grafton Street
2.9 mi · 3 min · Grafton Street
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8
Continue on Grafton Road
2091 ft · 59 sec · Grafton Road
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9
Take the exit right
2318 ft · 57 sec
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10
Keep slight left
2974 ft · 1 min
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11
Merge slight left onto Massachusetts Turnpike
26.1 mi · 30 min · Massachusetts Turnpike
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12
Take the exit slight right toward I 95: Portsmouth New Hampshire, Providence Rhode Island
2059 ft · 50 sec
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13
Continue straight
1157 ft · 28 sec
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14
Continue straight
915 ft · 22 sec
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15
Keep slight left to continue on I 95 North: Waltham, Portsmouth New Hampshire
2698 ft · 1 min
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16
Keep slight right to continue on MA 30: Newton, Weston
719 ft · 20 sec
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17
Keep slight right to continue on MA 30 East: Newton
40 m · 4 sec
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18
Turn slight right onto Commonwealth Avenue
1.3 km · 1 min · Commonwealth Avenue
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19
Turn left onto Lexington Street
1.6 km · 2 min · Lexington Street
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20
Continue on Moody Street
1.1 mi · 3 min · Moody Street
-
21
Turn right onto Main Street
3240 ft · 1 min · Main Street
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22
Turn left onto Linden Street
1946 ft · 33 sec · Linden Street
-
23
Keep slight right to continue on Waverley Oaks Road
1.3 mi · 2 min · Waverley Oaks Road
-
24
Turn right onto Trapelo Road
1691 ft · 42 sec · Trapelo Road
-
25
Turn left onto Pleasant Street
2.8 mi · 6 min · Pleasant Street
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26
Continue on Mystic Street
1.6 mi · 2 min · Mystic Street
-
27
Continue on Cambridge Street
1.3 km · 1 min · Cambridge Street
-
28
Turn right onto Church Street
1.5 km · 2 min · Church Street
-
29
Enter the roundabout and take exit 1 toward Main Street
25 m · 2 sec · Main Street
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30
Exit the roundabout onto Main Street
32 m · 2 sec · Main Street
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31
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Worcester 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.
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.
Partly Sunny leaving Worcester 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 Worcester to Winchester?
The road trip is about 44.8 miles (72.1 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 22.4 miles from Worcester and 22.4 miles from Winchester.
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 8.4 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 $6.15 one way or $12.29 round trip. Estimated CO2 is about 14 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Worcester and Partly Sunny near Winchester.
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 Worcester and Winchester. Straight-line distance: 36.41 mi (58.6 km).
#1 Worcester
The second most populous city in Massachusetts.
| Population | 184,570 |
| Coordinates | 42.2625900, -71.8022900 |
| Altitude | 147 |
| 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: 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 | $6.15 | $12.29 |
| Mid-grade | $4.40 | $6.95 | $13.89 |
| Premium | $4.80 | $7.58 | $15.16 |
| Diesel | $4.49 | $7.09 | $14.18 |
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.