How far is Chesterfield, MA from Boston, MA?
The driving distance from Chesterfield, MA to Boston, MA is about 119.1 miles (191.7 km), with a travel time of about 02h 08m by car.
- The straight-line flight distance is about 90.9 miles (146.3 km).
- For a round trip, plan for roughly 04h 17m 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 08m.
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.
City in Worcester County, Massachusetts, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Chesterfield and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesterfield and Boston.
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1
Start on Main Road
88 m · 12 sec · Main Road
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2
Turn left onto South Street
1.4 mi · 2 min · South Street
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3
Continue on East Street
3.2 mi · 6 min · East Street
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4
Continue on Chesterfield Road
3.7 mi · 6 min · Chesterfield Road
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5
Turn right onto Sylvester Road
2.2 mi · 4 min · Sylvester Road
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6
Continue on West Farms Road
1.2 km · 1 min · West Farms Road
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7
Continue on Glendale Road
1.3 km · 1 min · Glendale Road
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8
Continue on Torrey Street
1466 ft · 29 sec · Torrey Street
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9
Turn left onto Loudville Road
1.8 mi · 4 min · Loudville Road
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10
Continue on Glendale Street
2612 ft · 55 sec · Glendale Street
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11
At the end of the road, turn left onto Main Street
2945 ft · 52 sec · Main Street
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12
Turn right onto Union Street
2026 ft · 35 sec · Union Street
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13
Continue on Cottage Street
1456 ft · 25 sec · Cottage Street
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14
Continue on Holyoke Street
1 mi · 2 min · Holyoke Street
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15
Continue on Mountain Road
1.6 km · 2 min · Mountain Road
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16
Continue on Easthampton Road
2.3 mi · 4 min · Easthampton Road
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17
Turn slight right
68 m · 8 sec
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18
Turn slight right onto Northampton Street
2165 ft · 43 sec · Northampton Street
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19
Turn left onto West Franklin Street
3035 ft · 1 min · West Franklin Street
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20
Continue on Resnic Boulevard
2242 ft · 50 sec · Resnic Boulevard
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21
Take the ramp straight
1351 ft · 21 sec
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22
Continue straight
1 mi · 1 min
-
23
Take the exit slight right toward MA 141 East: Chicopee Falls
1515 ft · 52 sec
-
24
Turn straight onto Grattan Street
1.2 km · 1 min · Grattan Street
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25
Turn left onto McKinstry Avenue
3246 ft · 1 min · McKinstry Avenue
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26
Turn right onto Montgomery Street
153 m · 19 sec · Montgomery Street
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27
Turn left
1797 ft · 1 min
-
28
Take the ramp straight
538 ft · 18 sec
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29
Keep slight left
2214 ft · 1 min
-
30
Merge slight left onto Massachusetts Turnpike
85.1 mi · 1 hr 41 min · Massachusetts Turnpike
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31
Take the exit slight left toward I 93: South Station, Concord New Hampshire, Quincy
156 m · 13 sec
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32
Keep slight right to continue on South Station
1718 ft · 47 sec
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33
Turn left onto Kneeland Street
525 ft · 22 sec · Kneeland Street
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34
Turn right onto Lincoln Street
1345 ft · 53 sec · Lincoln Street
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35
At the end of the road, turn left onto Summer Street
25 m · 4 sec · Summer Street
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36
Turn right onto Devonshire Street
687 ft · 32 sec · Devonshire Street
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37
Turn left onto Franklin Street
53 m · 8 sec · Franklin Street
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38
Turn right onto Arch Street
141 m · 20 sec · Arch Street
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39
Turn left onto Milk Street
84 m · 11 sec · Milk Street
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40
Continue on Washington Street
737 ft · 33 sec · Washington Street
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41
At the end of the road, turn left onto Court Street
144 m · 20 sec · Court Street
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42
Turn left onto Tremont Street
102 m · 12 sec · Tremont Street
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43
Arrive at your destination
0 m · 1 sec · Tremont Street
Car Route Details
A richer read on the saved driving route between Chesterfield and Boston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Massachusetts Turnpike
Merge slight left onto Massachusetts Turnpike
85.1 mi · 01h 41m
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.
Chance Rain Showers leaving Chesterfield and Mostly Cloudy near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesterfield to Boston?
The road trip is about 119.1 miles (191.7 km) and usually takes 02h 08m 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?
Sturbridge is a useful midpoint, sitting about 55.9 miles from Chesterfield and 63.3 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 90.9 miles (146.3 km), while the road route adds roughly 28.2 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 2:12 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $16.34 one way or $32.68 round trip. Estimated CO2 is about 37.3 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Chesterfield and Mostly Cloudy near Boston.
Stop Ideas Near Sturbridge
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 Sturbridge.
Union Station
Springfield Union Station
Amherst, Massachusetts
Windsor Locks
Flight Path Map
This map shows the direct air route between Chesterfield and Boston. Straight-line distance: 90.89 mi (146.27 km).
#1 Chesterfield
Town in Massachusetts, USA
| Population | 1,250 |
| Coordinates | 42.3917500, -72.8398200 |
| Altitude | 433 |
| 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: 192 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 58m |
| 40 mph (64.37 km/h) | 02h 58m |
| 50 mph (80.47 km/h) | 02h 22m |
| 60 mph (96.56 km/h) | 01h 59m |
| 70 mph (112.65 km/h) | 01h 42m |
| 80 mph (129 km/h) | 01h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $16.34 | $32.68 |
| Mid-grade | $4.40 | $18.47 | $36.93 |
| Premium | $4.80 | $20.16 | $40.31 |
| Diesel | $4.49 | $18.85 | $37.70 |
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 · May 13, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.