How far is Chester, MA from Boston, MA?
The driving distance from Chester, MA to Boston, MA is about 116.3 miles (187.1 km), with a travel time of about 02h 06m by car.
- The straight-line flight distance is about 98.2 miles (158 km).
- For a round trip, plan for roughly 04h 12m 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 06m.
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.
Slight Chance Rain Showers
Light Rain Likely
Driving Route Map
The map below follows the saved road route between Chester and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chester and Boston.
-
1
Start on Andrews Avenue
56 m · 19 sec · Andrews Avenue
-
2
Turn left onto Maple Street
529 ft · 28 sec · Maple Street
-
3
At the end of the road, turn left onto Route 20
6.4 mi · 7 min · Route 20
-
4
Continue on Russell Road
975 ft · 28 sec · Russell Road
-
5
Turn left onto Worthington Road
1016 ft · 28 sec · Worthington Road
-
6
Continue on East Main Street
1269 ft · 25 sec · East Main Street
-
7
Continue on Worthington Road
1 mi · 2 min · Worthington Road
-
8
Turn right onto Montgomery Road
1.4 km · 2 min · Montgomery Road
-
9
Continue on Main Road
5.2 mi · 9 min · Main Road
-
10
Continue on Montgomery Road
3.5 mi · 6 min · Montgomery Road
-
11
Continue on Montgomery Street
1.4 mi · 2 min · Montgomery Street
-
12
Turn left onto Notre Dame Street
2619 ft · 59 sec · Notre Dame Street
-
13
Turn left onto North Elm Street
2563 ft · 1 min · North Elm Street
-
14
Turn right
577 ft · 23 sec
-
15
Turn left onto Friendlys Way
108 m · 12 sec · Friendlys Way
-
16
Continue straight
785 ft · 19 sec
-
17
Keep slight right
1454 ft · 35 sec
-
18
Merge slight left onto Massachusetts Turnpike
93.5 mi · 1 hr 50 min · Massachusetts Turnpike
-
19
Take the exit slight left toward I 93: South Station, Concord New Hampshire, Quincy
156 m · 13 sec
-
20
Keep slight right to continue on South Station
1718 ft · 47 sec
-
21
Turn left onto Kneeland Street
525 ft · 22 sec · Kneeland Street
-
22
Turn right onto Lincoln Street
1345 ft · 53 sec · Lincoln Street
-
23
At the end of the road, turn left onto Summer Street
25 m · 4 sec · Summer Street
-
24
Turn right onto Devonshire Street
687 ft · 32 sec · Devonshire Street
-
25
Turn left onto Franklin Street
53 m · 8 sec · Franklin Street
-
26
Turn right onto Arch Street
141 m · 20 sec · Arch Street
-
27
Turn left onto Milk Street
84 m · 11 sec · Milk Street
-
28
Continue on Washington Street
737 ft · 33 sec · Washington Street
-
29
At the end of the road, turn left onto Court Street
144 m · 20 sec · Court Street
-
30
Turn left onto Tremont Street
102 m · 12 sec · Tremont Street
-
31
Arrive at your destination
0 m · 1 sec · Tremont Street
Car Route Details
A richer read on the saved driving route between Chester 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
93.5 mi · 01h 50m
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.
Slight Chance Rain Showers leaving Chester and Light Rain Likely near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chester to Boston?
The road trip is about 116.3 miles (187.1 km) and usually takes 02h 06m 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 57.7 miles from Chester and 58.6 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 98.2 miles (158 km), while the road route adds roughly 18.1 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 2:18 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.95 one way or $31.90 round trip. Estimated CO2 is about 36.4 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Rain Showers around Chester and Light Rain Likely 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 Chester and Boston. Straight-line distance: 98.18 mi (158.01 km).
#1 Chester
Town in Hampden County, Massachusetts, United States
| Population | 1,365 |
| Coordinates | 42.2792600, -72.9787100 |
| Altitude | 180 |
| 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: 187 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 52m |
| 40 mph (64.37 km/h) | 02h 54m |
| 50 mph (80.47 km/h) | 02h 19m |
| 60 mph (96.56 km/h) | 01h 56m |
| 70 mph (112.65 km/h) | 01h 39m |
| 80 mph (129 km/h) | 01h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $15.95 | $31.90 |
| Mid-grade | $4.40 | $18.03 | $36.06 |
| Premium | $4.80 | $19.68 | $39.35 |
| Diesel | $4.49 | $18.40 | $36.80 |
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 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.