How far is Winchendon, MA from Plymouth, MA?
The driving distance from Winchendon, MA to Plymouth, MA is about 108.5 miles (174.6 km), with a travel time of about 02h 19m by car.
- The straight-line flight distance is about 86.4 miles (139.1 km).
- For a round trip, plan for roughly 04h 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 02h 19m.
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 Worcester County, Massachusetts, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny then Chance Showers And Thunderstorms
Partly Sunny
Driving Route Map
The map below follows the saved road route between Winchendon and Plymouth.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchendon and Plymouth.
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1
Start on the route
123 m · 32 sec
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2
Turn right
48 m · 17 sec
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3
At the end of the road, turn left onto Maple Street
46 m · 7 sec · Maple Street
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4
Turn left onto Central Street
2570 ft · 44 sec · Central Street
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5
At the end of the road, turn left onto Front Street
29 m · 7 sec · Front Street
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6
Turn slight left onto Spring Street
2.3 mi · 3 min · Spring Street
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7
Continue on Gardner Road
3.4 mi · 4 min · Gardner Road
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8
Continue on Green Street
6.2 mi · 8 min · Green Street
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9
Take the exit slight right
11.7 mi · 17 min
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10
Keep slight left to continue on Concord Turnpike
2.5 mi · 3 min · Concord Turnpike
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11
Take the exit slight right toward MA 70: Lancaster, Lunenburg
146 m · 12 sec
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12
Keep slight right
30 m · 3 sec
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13
Turn right onto Old Turnpike Road
113 m · 13 sec · Old Turnpike Road
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14
Enter the roundabout and take exit 3 toward Lunenburg Road
56 m · 8 sec · Lunenburg Road
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15
Exit the roundabout onto Lunenburg Road
3.5 mi · 6 min · Lunenburg Road
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16
At the end of the road, turn left onto North Main Street
1507 ft · 43 sec · North Main Street
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17
Continue on Seven Bridge Road
1.5 mi · 3 min · Seven Bridge Road
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18
Continue on Main Street
3.4 mi · 6 min · Main Street
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19
Take the ramp slight right toward I 495 South: Marlborough
1637 ft · 40 sec
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20
Merge slight left
55 mi · 1 hr 3 min
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21
Take the exit slight right toward US 44: Middleboro, Plymouth
1268 ft · 36 sec
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22
Turn right onto Harding Street
1959 ft · 35 sec · Harding Street
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23
Enter the roundabout and take exit 3 toward Middleborough Rotary
136 m · 6 sec
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24
Exit the rotary
14.6 mi · 16 min
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25
Keep slight right to continue on MA 3 South, US 44 East: Cape Cod
2239 ft · 55 sec
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26
Merge slight left onto Pilgrims Highway
3007 ft · 47 sec · Pilgrims Highway
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27
Take the exit slight right toward US 44 West: Samoset Street, Carver
1311 ft · 47 sec
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28
Turn straight onto Samoset Street
77 m · 10 sec · Samoset Street
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29
Continue on Samoset Street
1.4 km · 2 min · Samoset Street
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30
Turn right onto Court Street
1029 ft · 35 sec · Court Street
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31
Arrive at your destination
0 m · 1 sec · Court Street
Car Route Details
A richer read on the saved driving route between Winchendon and Plymouth.
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.
I 495 South
Merge slight left
55 mi · 01h 03m
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 Chance Showers And Thunderstorms leaving Winchendon and Partly Sunny near Plymouth.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchendon to Plymouth?
The road trip is about 108.5 miles (174.6 km) and usually takes 02h 19m 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?
Milford is a useful midpoint, sitting about 54.2 miles from Winchendon and 54.3 miles from Plymouth.
How much longer is the road route than the straight-line distance?
The direct path is about 86.4 miles (139.1 km), while the road route adds roughly 22.1 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 1:50 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.90 one way or $29.80 round trip. Estimated CO2 is about 34 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny then Chance Showers And Thunderstorms around Winchendon and Partly Sunny near Plymouth.
Stop Ideas Near Milford
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 Milford.
Framingham station
Union Station
Route 128 station
Providence station
Flight Path Map
This map shows the direct air route between Winchendon and Plymouth. Straight-line distance: 86.45 mi (139.13 km).
#1 Winchendon
Town in Massachusetts
| Population | 10,835 |
| Coordinates | 42.6862000, -72.0439700 |
| Altitude | 304 |
| Country | United States |
#2 Plymouth
County seat town in Plymouth County, Massachusetts, United States
| Population | 62,654 |
| Coordinates | 41.9584400, -70.6672600 |
| Altitude | 23 |
| Country | United States |
End: Plymouth (-70.66726, 41.95844)
Estimated Travel Time
Distance: 175 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 36m |
| 40 mph (64.37 km/h) | 02h 42m |
| 50 mph (80.47 km/h) | 02h 10m |
| 60 mph (96.56 km/h) | 01h 48m |
| 70 mph (112.65 km/h) | 01h 33m |
| 80 mph (129 km/h) | 01h 21m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $14.90 | $29.80 |
| Mid-grade | $4.40 | $16.84 | $33.68 |
| Premium | $4.80 | $18.38 | $36.76 |
| Diesel | $4.49 | $17.19 | $34.38 |
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 15, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.