How far is Plymouth, MA from Winchendon, MA?
The driving distance from Plymouth, MA to Winchendon, MA is about 107.3 miles (172.7 km), with a travel time of about 02h 16m by car.
- The straight-line flight distance is about 86.4 miles (139.1 km).
- For a round trip, plan for roughly 04h 33m 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 16m.
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
Partly Sunny then Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Plymouth and Winchendon.
Turn-by-Turn Driving Directions
Step-by-step road directions between Plymouth and Winchendon.
-
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
2605 ft · 40 sec · Pilgrims Highway
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5
Take the exit slight right toward US 44 West: Taunton, Providence Rhode Island
15.2 mi · 17 min
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6
Enter the roundabout and take exit 2 toward Middleborough Rotary
78 m · 3 sec · Harding Street
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7
Exit the rotary onto Harding Street
774 ft · 13 sec · Harding Street
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8
Take the exit slight right toward I 495 North: Marlboro, Boston
2124 ft · 52 sec
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9
Merge slight left
54.9 mi · 1 hr 3 min
-
10
Take the exit slight right toward MA 117: Bolton, Stow
867 ft · 30 sec
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11
Keep slight right to continue on MA 117: Bolton, Stow
115 m · 13 sec
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12
Turn straight onto Main Street
3.6 mi · 6 min · Main Street
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13
Continue on Seven Bridge Road
1.5 mi · 3 min · Seven Bridge Road
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14
Continue on Main Street
3 mi · 6 min · Main Street
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15
Take the ramp slight right
1703 ft · 42 sec
-
16
Merge slight left
1.5 mi · 2 min
-
17
Continue on Fitchburg
1.6 km · 1 min
-
18
Merge slight right onto Concord Turnpike
11.3 mi · 16 min · Concord Turnpike
-
19
Take the exit slight right toward MA 140 North: Winchendon
1527 ft · 43 sec
-
20
Merge slight left onto West Main Street
6.1 mi · 8 min · West Main Street
-
21
Continue on Gardner Road
3.4 mi · 4 min · Gardner Road
-
22
Continue on Spring Street
2.3 mi · 3 min · Spring Street
-
23
Turn right onto Central Street
2359 ft · 42 sec · Central Street
-
24
Turn right
40 m · 10 sec
-
25
Keep slight right
7 m · 2 sec
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26
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Plymouth and Winchendon.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 495 North
Merge slight left
54.9 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 leaving Plymouth and Partly Sunny then Chance Showers And Thunderstorms near Winchendon.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Plymouth to Winchendon?
The road trip is about 107.3 miles (172.7 km) and usually takes 02h 16m 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 53.6 miles from Plymouth and 53.7 miles from Winchendon.
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 20.9 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 1:56 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.74 one way or $29.49 round trip. Estimated CO2 is about 33.7 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Plymouth and Partly Sunny then Chance Showers And Thunderstorms near Winchendon.
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 Plymouth and Winchendon. Straight-line distance: 86.45 mi (139.13 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 Winchendon
Town in Massachusetts
| Population | 10,835 |
| Coordinates | 42.6862000, -72.0439700 |
| Altitude | 304 |
| Country | United States |
End: Winchendon (-72.04397, 42.6862)
Estimated Travel Time
Distance: 173 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 34m |
| 40 mph (64.37 km/h) | 02h 40m |
| 50 mph (80.47 km/h) | 02h 08m |
| 60 mph (96.56 km/h) | 01h 47m |
| 70 mph (112.65 km/h) | 01h 31m |
| 80 mph (129 km/h) | 01h 20m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $14.74 | $29.49 |
| Mid-grade | $4.40 | $16.66 | $33.33 |
| Premium | $4.80 | $18.19 | $36.38 |
| Diesel | $4.49 | $17.01 | $34.02 |
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.