How far is Boston, MA from Chesterfield, MA?
The driving distance from Boston, MA to Chesterfield, MA is about 110.6 miles (178 km), with a travel time of about 02h 29m by car.
- The straight-line flight distance is about 90.9 miles (146.3 km).
- For a round trip, plan for roughly 04h 58m 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 29m.
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.
Mostly Cloudy
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Boston and Chesterfield.
Turn-by-Turn Driving Directions
Step-by-step road directions between Boston and Chesterfield.
-
1
Start on Tremont Street
1.2 km · 3 min · Tremont Street
-
2
Continue on Tremont Street
92 m · 15 sec · Tremont Street
-
3
Continue on Tremont Street
147 m · 21 sec · Tremont Street
-
4
Turn right onto Marginal Road
96 m · 13 sec · Marginal Road
-
5
Take the ramp straight toward I 90 West, Massachusetts Turnpike Toll West
753 ft · 12 sec
-
6
Merge slight left onto Massachusetts Turnpike
54.8 mi · 1 hr 6 min · Massachusetts Turnpike
-
7
Keep slight left to continue on Massachusetts Turnpike
29.7 mi · 34 min · Massachusetts Turnpike
-
8
Take the exit slight right toward MA 33: Chicopee
1382 ft · 47 sec
-
9
Keep slight left
1823 ft · 57 sec
-
10
Keep slight right
41 m · 6 sec
-
11
Turn right onto Montgomery Street
528 ft · 24 sec · Montgomery Street
-
12
Turn sharp left onto Granby Road
41 m · 4 sec · Granby Road
-
13
Turn right onto McKinstry Avenue
3126 ft · 1 min · McKinstry Avenue
-
14
Turn right onto Grattan Street
2843 ft · 57 sec · Grattan Street
-
15
Take the ramp slight right
1748 ft · 43 sec
-
16
Merge slight left
1.4 km · 1 min
-
17
Keep slight left to continue on High Street
1196 ft · 20 sec
-
18
Continue on Resnic Boulevard
2159 ft · 46 sec · Resnic Boulevard
-
19
Continue on West Franklin Street
3079 ft · 1 min · West Franklin Street
-
20
At the end of the road, turn right onto Northampton Street
3137 ft · 1 min · Northampton Street
-
21
Turn left onto Easthampton Road West
2.3 mi · 3 min · Easthampton Road West
-
22
Continue on Mountain Road
1.5 km · 2 min · Mountain Road
-
23
Continue on Holyoke Street
1 mi · 2 min · Holyoke Street
-
24
Continue on Cottage Street
1458 ft · 25 sec · Cottage Street
-
25
Turn right onto Union Street
2031 ft · 41 sec · Union Street
-
26
At the end of the road, turn left onto Main Street
2972 ft · 51 sec · Main Street
-
27
Turn right onto Glendale Street
2612 ft · 52 sec · Glendale Street
-
28
Continue on Loudville Road
1.8 mi · 4 min · Loudville Road
-
29
Turn right onto Torrey Street
1612 ft · 33 sec · Torrey Street
-
30
Continue on Glendale Road
1.3 km · 1 min · Glendale Road
-
31
Continue on West Farms Road
1.2 km · 1 min · West Farms Road
-
32
Continue on Sylvester Road
2.2 mi · 4 min · Sylvester Road
-
33
Turn left onto Chesterfield Road
3.7 mi · 6 min · Chesterfield Road
-
34
Continue on East Street
3.2 mi · 6 min · East Street
-
35
Continue on South Street
1.4 mi · 2 min · South Street
-
36
Turn right onto Main Road
88 m · 6 sec · Main Road
-
37
Arrive at your destination
0 m · 1 sec · Main Road
Car Route Details
A richer read on the saved driving route between Boston and Chesterfield.
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
54.8 mi · 01h 06m
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.
Mostly Cloudy leaving Boston and Chance Rain Showers near Chesterfield.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Boston to Chesterfield?
The road trip is about 110.6 miles (178 km) and usually takes 02h 29m 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 55.2 miles from Boston and 55.4 miles from Chesterfield.
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 19.7 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 1:32 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.17 one way or $30.34 round trip. Estimated CO2 is about 34.7 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Cloudy around Boston and Chance Rain Showers near Chesterfield.
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 Boston and Chesterfield. Straight-line distance: 90.89 mi (146.27 km).
#1 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 |
#2 Chesterfield
Town in Massachusetts, USA
| Population | 1,250 |
| Coordinates | 42.3917500, -72.8398200 |
| Altitude | 433 |
| Country | United States |
End: Chesterfield (-72.83982, 42.39175)
Estimated Travel Time
Distance: 178 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 41m |
| 40 mph (64.37 km/h) | 02h 45m |
| 50 mph (80.47 km/h) | 02h 12m |
| 60 mph (96.56 km/h) | 01h 50m |
| 70 mph (112.65 km/h) | 01h 34m |
| 80 mph (129 km/h) | 01h 22m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $15.17 | $30.34 |
| Mid-grade | $4.40 | $17.15 | $34.30 |
| Premium | $4.80 | $18.72 | $37.43 |
| Diesel | $4.49 | $17.50 | $35.01 |
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.