How far is Boston, MA from Chester, MA?
The driving distance from Boston, MA to Chester, MA is about 114.8 miles (184.8 km), with a travel time of about 02h 27m by car.
- The straight-line flight distance is about 98.2 miles (158 km).
- For a round trip, plan for roughly 04h 55m 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 27m.
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.
Partly Sunny
Driving Route Map
The map below follows the saved road route between Boston and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Boston and Chester.
-
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
38.1 mi · 44 min · Massachusetts Turnpike
-
8
Take the exit slight right toward US 202, MA 10: Westfield, Northampton
1.1 km · 2 min
-
9
Keep slight right
80 m · 6 sec
-
10
Merge slight left onto Southampton Road
111 m · 8 sec · Southampton Road
-
11
Continue on North Elm Street
2425 ft · 1 min · North Elm Street
-
12
Turn right onto Notre Dame Street
2619 ft · 53 sec · Notre Dame Street
-
13
At the end of the road, turn right onto Montgomery Street
1.4 mi · 2 min · Montgomery Street
-
14
Continue on Montgomery Road
3.5 mi · 6 min · Montgomery Road
-
15
Continue on Main Road
5.2 mi · 9 min · Main Road
-
16
Continue on Montgomery Road
1.4 km · 2 min · Montgomery Road
-
17
Turn left onto Worthington Road
1 mi · 2 min · Worthington Road
-
18
Continue on East Main Street
1269 ft · 25 sec · East Main Street
-
19
Continue on Worthington Road
930 ft · 23 sec · Worthington Road
-
20
At the end of the road, turn right onto Russell Road
6.5 mi · 8 min · Russell Road
-
21
Turn right onto Maple Street
529 ft · 25 sec · Maple Street
-
22
Turn right onto Andrews Avenue
56 m · 13 sec · Andrews Avenue
-
23
Arrive at your destination
0 m · 1 sec · Andrews Avenue
Car Route Details
A richer read on the saved driving route between Boston and Chester.
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.
Partly Sunny near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Boston to Chester?
The road trip is about 114.8 miles (184.8 km) and usually takes 02h 27m 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 57.3 miles from Boston and 57.5 miles from Chester.
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 16.6 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 1:34 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.75 one way or $31.51 round trip. Estimated CO2 is about 36 kg one way.
What should you check before leaving?
Before leaving, the latest forecast around Boston is Partly Sunny.
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 Chester. Straight-line distance: 98.18 mi (158.01 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 Chester
Town in Hampden County, Massachusetts, United States
| Population | 1,365 |
| Coordinates | 42.2792600, -72.9787100 |
| Altitude | 180 |
| Country | United States |
End: Chester (-72.97871, 42.27926)
Estimated Travel Time
Distance: 185 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 49m |
| 40 mph (64.37 km/h) | 02h 52m |
| 50 mph (80.47 km/h) | 02h 17m |
| 60 mph (96.56 km/h) | 01h 54m |
| 70 mph (112.65 km/h) | 01h 38m |
| 80 mph (129 km/h) | 01h 25m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $15.75 | $31.51 |
| Mid-grade | $4.40 | $17.81 | $35.62 |
| Premium | $4.80 | $19.44 | $38.87 |
| Diesel | $4.49 | $18.18 | $36.35 |
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.