How far is Winchendon, MA from Boston, MA?
The driving distance from Winchendon, MA to Boston, MA is about 70.9 miles (114.1 km), with a travel time of about 01h 22m by car.
- The straight-line flight distance is about 55 miles (88.5 km).
- For a round trip, plan for roughly 02h 45m 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 22m.
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
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny then Chance Showers And Thunderstorms
Partly Sunny then Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Winchendon and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchendon and Boston.
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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
12.6 mi · 17 min · Concord Turnpike
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11
Continue on Captain Isaac Davis Highway
6.3 mi · 9 min · Captain Isaac Davis Highway
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12
Continue on Union Turnpike
3019 ft · 2 min · Union Turnpike
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13
Enter the roundabout and take exit 2 toward Concord Rotary
100 m · 4 sec · Elm Street
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14
Exit the rotary onto Elm Street
1635 ft · 35 sec · Elm Street
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15
Continue on Concord Turnpike
3.7 mi · 5 min · Concord Turnpike
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16
Continue on Cambridge Turnpike Rte 2
3.5 mi · 5 min · Cambridge Turnpike Rte 2
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17
Continue on Concord Highway
3.4 mi · 5 min · Concord Highway
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18
Continue on Concord Turnpike
3.5 mi · 5 min · Concord Turnpike
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19
Take the exit slight left toward MA 16 East, US 3 North: Medford, Woburn
144 m · 14 sec
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20
Merge slight right onto Alewife Brook Parkway
1.5 km · 3 min · Alewife Brook Parkway
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21
Turn right onto Powder House Boulevard
1.5 km · 2 min · Powder House Boulevard
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22
Enter the roundabout and take exit 4 toward Powder House Square
71 m · 5 sec
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23
Exit the rotary
8 m · 1 sec
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24
Continue on Warner Street
914 ft · 20 sec · Warner Street
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25
Continue on Harvard Street
1 km · 1 min · Harvard Street
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26
Turn right onto Mystic Avenue
1.3 mi · 3 min · Mystic Avenue
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27
Take the ramp straight toward I 93 South: Boston
734 ft · 18 sec
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28
Keep slight left to continue on I 93 South: Boston
1599 ft · 39 sec
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29
Merge slight left
2 mi · 3 min
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30
Take the exit slight right toward MA 1A Toll: Airport, Government Center
889 ft · 22 sec
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31
Keep slight right to continue on Government Center
1028 ft · 31 sec
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32
Turn straight onto John F. Fitzgerald Surface Road
598 ft · 27 sec · John F. Fitzgerald Surface Road
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33
Turn right onto State Street
1486 ft · 55 sec · State Street
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34
Continue on Court Street
144 m · 20 sec · Court Street
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35
Turn left onto Tremont Street
102 m · 12 sec · Tremont Street
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36
Arrive at your destination
0 m · 1 sec · Tremont Street
Car Route Details
A richer read on the saved driving route between Winchendon and Boston.
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.
Concord Turnpike
Keep slight left to continue on Concord Turnpike
12.6 mi · 00h 17m
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 then Chance Rain Showers near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchendon to Boston?
The road trip is about 70.9 miles (114.1 km) and usually takes 01h 22m 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?
Harvard is a useful midpoint, sitting about 32.7 miles from Winchendon and 38.2 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 55 miles (88.5 km), while the road route adds roughly 15.9 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 3:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.73 one way or $19.45 round trip. Estimated CO2 is about 22.2 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 then Chance Rain Showers near Boston.
Stop Ideas Near Harvard
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
City Hall - Internet Backbone Point
Leominster City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Harvard.
Framingham station
Union Station
Nashua, NH
Anderson Regional Transportation Center
Flight Path Map
This map shows the direct air route between Winchendon and Boston. Straight-line distance: 55 mi (88.51 km).
#1 Winchendon
Town in Massachusetts
| Population | 10,835 |
| Coordinates | 42.6862000, -72.0439700 |
| Altitude | 304 |
| Country | United States |
#2 Boston
The twenty-first most populous city in the United States and the center of the Boston metropolitan area.
| Population | 691,531 |
| Coordinates | 42.3584300, -71.0597700 |
| Altitude | 14 |
| Country | United States |
End: Tremont Street (-71.060061, 42.358547)
Estimated Travel Time
Distance: 114 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 21m |
| 40 mph (64.37 km/h) | 01h 46m |
| 50 mph (80.47 km/h) | 01h 25m |
| 60 mph (96.56 km/h) | 01h 10m |
| 70 mph (112.65 km/h) | 01h 00m |
| 80 mph (129 km/h) | 00h 53m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $9.73 | $19.45 |
| Mid-grade | $4.40 | $10.99 | $21.99 |
| Premium | $4.80 | $12.00 | $24.00 |
| Diesel | $4.49 | $11.22 | $22.44 |
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.