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Trip from Boston, MA to Winchendon, MA

Last recalculated Apr 15, 2026

Drive Time

1h 36m

Distance

64.9 mi

104 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$10

one way

Best Time to Leave

Save up to 22 min
4 AM
1h 29m ★
6 AM
1h 36m
8 AM
1h 51m
10 AM
1h 41m
12 PM
1h 40m
3 PM
1h 42m
5 PM
1h 50m
8 PM
1h 32m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

capital and largest city of Massachusetts, United States

Boston, MA

Wikimedia Commons

Downtown Winchendon, MA, MA

Winchendon, MA

Khoa Võ

Trip Overview

The drive from Boston, MA to Winchendon, MA covers 64.9 miles and takes about 1h 36m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on Beacon Street, Somerset Street, Ashburton Place for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $10.39 one way before food or hotel costs.

Trip Pace

Same-day drive is realistic

A same-day return is realistic if you keep stops short.

Break Rhythm

0 planned breaks

A short stop every 2 to 3 hours is enough for this drive.

Midpoint

32.4 miles from Boston, MA

A natural place for your longest stop of the day , about 48m into the drive .

Drive Character

Expect a 1h 36m drive with frequent turns across 64.9 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 37 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Beacon Street is one of the defining roads on this drive.

How Hard Is This Drive?

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.

Route Complexity 1/10

Very easy - short and simple to drive

The drive from Boston, MA to Winchendon, MA is easy. At 1h 36m with 0% highway, most drivers will find it relaxed and low-stress.

Where does it get tricky?

This route does not have any notably tricky sections. Most of the drive from Boston, MA to Winchendon, MA is straightforward, with well-signed roads and simple exits.

Main Roads

Road Distance Duration
Beacon Street
Somerset Street
Ashburton Place
Bowdoin Street
Cambridge Street
Sudbury Street
I 93 North
MA 28

Some road-level metrics are being recalculated.

Longest stretch: Beacon Street — detailed segment metrics are refreshing.

Turn-by-Turn Driving Directions

Step-by-step road directions between Boston, MA and Winchendon, MA.

1

Start on Tremont Street

230 ft · 11 sec · Tremont Street
2

Turn right onto Beacon Street

302 ft · 11 sec · Beacon Street
3

Turn right onto Somerset Street

341 ft · 13 sec · Somerset Street
4

Turn left onto Ashburton Place

210 ft · 7 sec · Ashburton Place
5

Keep slight right to continue on Ashburton Place

253 ft · 9 sec · Ashburton Place
6

Turn straight onto Bowdoin Street

0.1 mi · 24 sec · Bowdoin Street
7

Turn right onto Cambridge Street

440 ft · 22 sec · Cambridge Street
8

Turn left onto Sudbury Street

0.3 mi · 1 min · Sudbury Street
9

Take the ramp left toward I 93 North: Concord NH

1.1 mi · 2 min · I 93 North: Concord NH
10

Merge slight left

1.3 mi · 1 min
11

Take the exit slight right toward MA 28, MA 38: Somerville, Medford

0.1 mi · 20 sec · MA 28, MA 38: Somerville, Medford
12

Keep slight left to continue on MA 28 South, MA 38 North: Somerville, Medford

0.1 mi · 18 sec · MA 28 South, MA 38 North: Somerville, Medford
13

Turn straight onto Mystic Avenue

1.2 mi · 2 min · Mystic Avenue
14

Turn left onto Harvard Street

0.7 mi · 1 min · Harvard Street
15

Continue on Warner Street

0.2 mi · 20 sec · Warner Street
16

Enter the roundabout and take exit 2 toward Powder House Square

128 ft · 3 sec · Powder House Square
17

Exit the rotary onto Powder House Boulevard

0.9 mi · 1 min · Powder House Boulevard
18

At the end of the road, turn left onto Alewife Brook Parkway

1.0 mi · 2 min · Alewife Brook Parkway
19

Turn right onto Concord Turnpike

4.1 mi · 5 min · Concord Turnpike
20

Continue on Concord Highway

2.9 mi · 3 min · Concord Highway
21

Continue on Cambridge Turnpike

3.3 mi · 5 min · Cambridge Turnpike
22

Continue on Concord Turnpike

3.9 mi · 6 min · Concord Turnpike
23

Continue on Elm Street

0.3 mi · 35 sec · Elm Street
24

Enter the roundabout and take exit 3 toward Concord Rotary

407 ft · 5 sec · Concord Rotary
25

Exit the rotary onto Union Turnpike

0.6 mi · 39 sec · Union Turnpike
26

Continue on Massachusetts Avenue

6.2 mi · 9 min · Massachusetts Avenue
27

Continue on George W Stanton Highway

0.3 mi · 22 sec · George W Stanton Highway
28

Continue on Captain Isaac Davis Highway

11 mi · 15 min · Captain Isaac Davis Highway
29

Keep slight left to continue on Concord Turnpike

12 mi · 17 min · Concord Turnpike
30

Take the exit slight right toward MA 140 North: Winchendon

0.3 mi · 43 sec · MA 140 North: Winchendon
31

Merge slight left onto West Main Street

6.1 mi · 7 min · West Main Street
32

Continue on Gardner Road

3.4 mi · 3 min · Gardner Road
33

Continue on Spring Street

2.3 mi · 2 min · Spring Street
34

Turn right onto Central Street

0.4 mi · 42 sec · Central Street
35

Turn right

131 ft · 10 sec
36

Keep slight right

23 ft · 2 sec
37

Arrive at your destination

Trip Plan

Morning Departure

Leave by 9 AM and you'll arrive before lunch.

Evening Departure

Even a 4 PM departure gets you there before dark in summer.

You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 32.4 miles from Boston, MA, or about 48m into the drive.

This is a comfortable same-day trip.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 14 miles or 20m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 32.4 miles or 48m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Final hour starts around 1h 21m

Traffic, exits, and arrival timing usually matter more near Winchendon, MA than in the middle of the route.

Before You Leave

+

Open the route before leaving Boston, MA so your first major turns are already loaded.

Day 1

Settle into the route from Boston, MA

This is one driving day of about 64.9 miles and 1h 36m.

Your first comfortable stop window is around 14 miles from Boston, MA.
This route can stay practical as a one-day drive if traffic stays reasonable.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 32.4 mi from Boston, MA · 48m into the drive

town in Middlesex County, Massachusetts

Mid-route town

Meal stop

Boxborough, MA

32 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Arlington, MA

Fuel and coffee

A short stop after about 14 miles helps settle the day before fatigue starts building.

Boxborough, MA

Meal break

The midpoint is around 32.4 miles from Boston, MA, which is a good place for a longer meal and fuel stop.

Arriving in Winchendon, MA

The final approach into Winchendon, MA usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$10.39 one way

$20.77 round trip

$4.07/gal 25.4 MPG avg 23 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.43 $11.33 $22.65
premium $4.82 $12.32 $24.65
diesel $5.61 $14.33 $28.66

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$10

Meals

$25–$50

Total

$35–$60

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 22.7 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $7 in charging · 0 stops · 65% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 19.5 0 $6.81 $3.12
Efficient EV 16.2 0 $5.68 $2.60
EV Truck/SUV 26 0 $9.09 $4.15

Gas CO2

23 kg

EV CO2

8 kg (65% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 15, 2026

Origin

Boston, MA

Evening in Boston on Wednesday

Local time

7:01 PM

EDT

Current temp

40°F

Unavailable

Live forecast

Destination

Winchendon, MA

Evening in Winchendon on Wednesday

Local time

7:01 PM

EDT

Current temp

38°F

Unavailable

Live forecast

Seasonal Notes

Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.

Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.

Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

2 degrees cooler at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

1h 36m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Boston, MA to Winchendon, MA covers 64.9 miles and takes about 1h 36m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Beacon Street, Somerset Street, Ashburton Place. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 32.4 miles from Boston, MA. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $10.39 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Boston, MA to Winchendon, MA is easy. At 1h 36m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Boston, MA to Winchendon, MA is straightforward, with well-signed roads and simple exits.
The route from Boston, MA to Winchendon, MA does not surface many named destination signs beyond the main corridor.

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