How far is Chester, VT from Brattleboro, VT?
The driving distance from Chester, VT to Brattleboro, VT is about 37.3 miles (60.1 km), with a travel time of about 00h 40m by car.
- The straight-line flight distance is about 28.5 miles (45.9 km).
- For a round trip, plan for roughly 01h 21m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Reverse, save, or send this route
This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.
This is an easy same-day return drive.
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 00h 40m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
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.
Town in Vermont, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Snow Showers then Mostly Cloudy
Chance Snow Showers then Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Chester and Brattleboro.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chester and Brattleboro.
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1
Start on Grafton Street
22 m · 7 sec · Grafton Street
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2
Turn right onto South Main Street
2517 ft · 1 min · South Main Street
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3
Continue on Vermont Route 103 South
2.5 mi · 5 min · Vermont Route 103 South
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4
Continue on Rockingham Road
6.3 mi · 9 min · Rockingham Road
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5
Take the exit slight right toward I 91 South: Brattleboro
2103 ft · 51 sec
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6
Merge slight left
25.8 mi · 30 min
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7
Take the exit slight right toward VT 9 West: Brattleboro, Bennington
2705 ft · 1 min
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8
At the end of the road, turn left onto Western Avenue
1.1 km · 2 min · Western Avenue
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9
Continue on High Street
2292 ft · 1 min · High Street
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10
At the end of the road, turn right onto Main Street
942 ft · 38 sec · Main Street
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11
At the end of the road, turn right onto Canal Street
16 m · 2 sec · Canal Street
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12
Turn right
34 m · 8 sec
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13
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Chester and Brattleboro.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 91 South
Merge slight left
25.8 mi · 00h 30m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Slight Chance Snow Showers then Mostly Cloudy leaving Chester and Chance Snow Showers then Mostly Cloudy near Brattleboro.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chester to Brattleboro?
The road trip is about 37.3 miles (60.1 km) and usually takes 00h 40m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
What is the halfway point on this route?
Westminster is a useful midpoint, sitting about 18.6 miles from Chester and 18.7 miles from Brattleboro.
How much longer is the road route than the straight-line distance?
The direct path is about 28.5 miles (45.9 km), while the road route adds roughly 8.8 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 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:08 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.21 one way or $10.41 round trip. Estimated CO2 is about 11.7 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Snow Showers then Mostly Cloudy around Chester and Chance Snow Showers then Mostly Cloudy near Brattleboro.
Stop Ideas Near Westminster
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 Westminster.
Bellows Falls station
Union Station
Claremont
Okemo, Vermont
Flight Path Map
This map shows the direct air route between Chester and Brattleboro. Straight-line distance: 28.52 mi (45.9 km).
#1 Chester
Town in Windsor County, Vermont, United States
| Population | 3,018 |
| Coordinates | 43.2628500, -72.5950900 |
| Altitude | 185 |
| Country | United States |
#2 Brattleboro
Town in Windham County, Vermont, United States
| Population | 11,257 |
| Coordinates | 42.8509200, -72.5578700 |
| Altitude | 67 |
| Country | United States |
End: (-72.557897, 42.850732)
Estimated Travel Time
Distance: 60 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 14m |
| 40 mph (64.37 km/h) | 00h 56m |
| 50 mph (80.47 km/h) | 00h 44m |
| 60 mph (96.56 km/h) | 00h 37m |
| 70 mph (112.65 km/h) | 00h 32m |
| 80 mph (129 km/h) | 00h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.21 | $10.41 |
| Mid-grade | $4.46 | $5.88 | $11.77 |
| Premium | $4.86 | $6.41 | $12.83 |
| Diesel | $6.00 | $7.92 | $15.83 |
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 Vermont · 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.