Trip from Plymouth, MA to Winchendon, MA

Last recalculated Apr 15, 2026

Drive Time

2h 16m

Distance

107.3 mi

173 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$17

one way

Best Time to Leave

Save up to 29 min

4 AM

2h 7m ★

6 AM

2h 17m

8 AM

2h 36m

10 AM

2h 23m

12 PM

2h 22m

3 PM

2h 24m

5 PM

2h 35m

8 PM

2h 11m

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

Best Time Drive vs Fly

Google Maps Waze Apple Maps

Download GPX

Plymouth, MA

Wikimedia Commons

Winchendon, MA

Khoa Võ

Trip Overview

The drive from Plymouth, MA to Winchendon, MA covers 107.3 miles and takes about 2h 16m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on I 495, US 44, Concord Turnpike for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 54.9 miles on I 495. At current regular gas prices, budget about $17.17 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

53.7 miles from Plymouth, MA

A natural place for your longest stop of the day , about 1h 4m into the drive .

Drive Character

This is a 2h 16m highway drive covering 107.3 miles, with most of the trip on I 495 and US 44. The longest continuous stretch is about 54.9 miles on I 495.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.

There are about 26 navigation steps in the underlying route data, so the final approach matters more than the middle miles.

I 495 is the longest continuous segment at about 54.9 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on I 495 and US 44. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 1.7 miles in near US 44.

Route Complexity 8/10

Demanding - plan breaks and stay ahead of the key maneuvers

This is a demanding drive. With 16 significant decision points across 107.3 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.

Where does it get tricky?

The main spots that need attention: at 1.7 miles (US 44): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 17.1 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 17.5 miles (I 495): Merge point - match speed before joining. Lane positioning matters here.

Critical Maneuvers

5 of 16 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

1.7 mi into trip | ~3m in | US 44

Take the exit onto US 44 toward US 44 West: Taunton, Providence Rhode Island

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the left / straight lanes. Exit 16 Toward US 44 West: Taunton, Providence Rhode Is...

17.1 mi into trip | ~21m in

Take the exit toward I 495 North: Marlboro, Boston

Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one

Toward I 495 North: Marlboro, Boston

17.5 mi into trip | ~22m in | I 495

Merge onto I 495

Merge point - match speed before joining. Lane positioning matters here

Use the straight / slight right lanes.

72.5 mi into trip | ~1h 25m in

Take the exit toward MA 117: Bolton, Stow

Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one

Exit 70 Toward MA 117: Bolton, Stow

72.6 mi into trip | ~1h 26m in

Keep slight right at fork toward MA 117: Bolton, Stow

Highway fork - watch signs carefully. Multiple destination signs - pick the right one

Exit 70 Toward MA 117: Bolton, Stow

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Plymouth, MA and Winchendon, MA, road signs point toward Boston, Stow and Fitchburg.

Boston

17.1 mi in | ~21m

Stow

72.5 mi in | ~1h 25m

Fitchburg

82.6 mi in | ~1h 43m | via I 190

Main Roads

Road	Distance	Duration
I 495	54.9 mi	1h 3m
US 44	15.5 mi	18m
Concord Turnpike	11.3 mi	16m
Main Street	6.6 mi	11m
West Main Street	6.1 mi	7m
Gardner Road	3.4 mi	3m
I 190	2.5 mi	3m
Spring Street	2.3 mi	2m

Longest stretch: I 495 — 54.9 mi, about 1h 3m

Turn-by-Turn Driving Directions

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

Start on MA 3A

0.2 mi · 42 sec · Court Street

Turn left onto US 44

0.7 mi · 1 min · Samoset Street

Take the ramp onto US 44

0.3 mi · 39 sec · US 44

Toward MA 3 North: Kingston, Boston

Merge onto US 44; MA 3

0.5 mi · 40 sec · Pilgrims Highway

Take the exit onto US 44

15 mi · 17 min · US 44

Exit 16 Toward US 44 West: Taunton, Providence Rhode Island Use the left / straight lanes.

Enter roundabout onto US 44

256 ft · 3 sec · Harding Street

Continue on US 44

0.1 mi · 13 sec · Harding Street

Take the exit

0.4 mi · 52 sec

Toward I 495 North: Marlboro, Boston

Merge onto I 495

55 mi · 1 hr 3 min · I 495

Use the straight / slight right lanes.

Take the exit

0.2 mi · 29 sec

Exit 70 Toward MA 117: Bolton, Stow

Keep slight right at fork

377 ft · 12 sec

Exit 70 Toward MA 117: Bolton, Stow

Turn straight onto MA 117

3.6 mi · 6 min · Main Street

Continue on MA 117

1.5 mi · 2 min · Seven Bridge Road

Continue on MA 70; MA 117

3.0 mi · 5 min · Main Street

Take the ramp

0.3 mi · 41 sec

Merge onto I 190

1.5 mi · 1 min · I 190

Continue on I 190

1.0 mi · 1 min · I 190

Exit 19A Toward Fitchburg

Merge onto MA 2

11 mi · 16 min · Concord Turnpike

Take the exit onto MA 140

0.3 mi · 43 sec · MA 140

Exit 90B Toward MA 140 North: Winchendon

Merge onto MA 140

6.1 mi · 7 min · West Main Street

Continue on MA 140

3.4 mi · 3 min · Gardner Road

Continue on MA 12

2.3 mi · 2 min · Spring Street

Turn right onto Central Street

0.4 mi · 41 sec · Central Street

Turn right

133 ft · 9 sec

Keep slight right at fork

21 ft · 1 sec

Arrive at 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 53.7 miles from Plymouth, MA, or about 1h 4m into the drive.

The longest continuous stretch on this route runs about 54.9 miles.

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 24 miles or 29m in

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

Halfway reset

Around 53.7 miles or 1h 4m 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 51m

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 Plymouth, MA so your first major turns are already loaded.

Leave with enough water and a charging cable within reach, not packed away.

Check your fuel range against the first long segment, especially if you are starting outside city service areas.

Day 1

Settle into the route from Plymouth, MA

This is one driving day of about 107.3 miles and 2h 16m.

Your first comfortable stop window is around 24 miles from Plymouth, MA.

This route can stay practical as a one-day drive if traffic stays reasonable.

The longest stretch is on I 495 for about 54.9 miles.

Where to Stop

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

Halfway Point

Midpoint

About 53.7 mi from Plymouth, MA · 1h 4m into the drive

Mid-route town

Meal stop

Berlin, MA

54 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

Raynham, MA

Fuel and coffee

A short stop after about 24 miles helps settle the day before fatigue starts building.

Westborough, MA

Meal break

The midpoint is around 53.7 miles from Plymouth, 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.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Winchendon, MA.

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

Fuel & Cost

Regular Gas

$17.17 one way

$34.34 round trip

$4.07/gal 25.4 MPG avg 38 kg CO₂

Fuel Type	$/gal	One Way	Round Trip
midgrade	$4.43	$18.73	$37.45
premium	$4.82	$20.37	$40.75
diesel	$5.61	$23.69	$47.38

Estimated Tolls: $0.79

Concord Turnpike (11.3 mi) $0.79

Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.

Estimated Trip Cost (one way, 1 person)

Fuel

$17

Tolls

Meals

$25–$50

Total

$43–$68

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

Estimated CO2 emission: 37.5 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $11 in charging · 0 stops · 66% less CO₂

Vehicle Type	kWh	DC Fast	Home Charge
Average EV	32.2	$11.27	$5.15
Efficient EV	26.8	$9.39	$4.29
EV Truck/SUV	42.9	$15.02	$6.87

Gas CO2

38 kg

EV CO2

13 kg (66% 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

Plymouth, MA

Evening in Plymouth on Wednesday

Local time

6:59 PM

EDT

Current temp

41°F

Unavailable

Live forecast

Destination

Winchendon, MA

Evening in Winchendon on Wednesday

Local time

6:59 PM

EDT

Current temp

38°F

Unavailable

Live forecast

39°F

Berlin, MA

54 mi in

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

3 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

2h 16m 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 Plymouth, MA to Winchendon, MA covers 107.3 miles and takes about 2h 16m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.

The main roads are I 495, US 44, Concord Turnpike. Most of the drive stays on highways, so watch for ramps and exits.

This is a comfortable same-day trip.

The midpoint is about 53.7 miles from Plymouth, MA. Look for rest areas, gas stations, or food options near the halfway mark.

At current regular gas prices, expect to spend about $17.17 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.

Between Plymouth, MA and Winchendon, MA, road signs point toward Boston, Stow and Fitchburg.

Was this route helpful?

Thanks for your feedback!

Your tip has been submitted. Thanks!

/500

Explore More

More from Plymouth, MA

Nantucket, MA 61.5 mi · 3h 6m Sudbury, MA 58.1 mi · 1h 21m Lexington, MA 53 mi · 1h 14m Boston, MA 39.2 mi · 54m Taunton, MA 23.8 mi · 31m Brockton, MA 23.1 mi · 43m

Explore more options from Plymouth, MA or browse trips ending in Winchendon, MA.

Looking for more statewide routes? Browse MA road trips.

Explore maps for Plymouth, MA or Winchendon, MA on MapSof.net.