How far is Brattleboro, VT from Chester, VT?
The driving distance from Brattleboro, VT to Chester, VT is about 37.4 miles (60.2 km), with a travel time of about 00h 51m by car.
- The straight-line flight distance is about 28.5 miles (45.9 km).
- For a round trip, plan for roughly 01h 43m 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 00h 51m.
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.
Town in Vermont, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers then Mostly Sunny
Slight Chance Rain Showers then Mostly Sunny
Driving Route Map
The map below follows the saved road route between Brattleboro and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Brattleboro and Chester.
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1
Start on the route
34 m · 9 sec
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2
Turn left onto Canal Street
16 m · 4 sec · Canal Street
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3
Turn left onto Main Street
154 m · 24 sec · Main Street
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4
Turn left onto Elliot Street
642 ft · 20 sec · Elliot Street
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5
Turn right onto Church Street
109 m · 16 sec · Church Street
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6
Turn slight left onto Green Street
1459 ft · 1 min · Green Street
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7
Continue on Western Avenue
3208 ft · 2 min · Western Avenue
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8
Take the ramp slight right
2782 ft · 1 min
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9
Merge slight left
24.9 mi · 29 min
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10
Take the exit slight right toward US 5: Rockingham, Rutland
2553 ft · 60 sec
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11
Turn left onto Rockingham Road
7.3 mi · 11 min · Rockingham Road
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12
Continue on Vermont Route 103 South
2.5 mi · 5 min · Vermont Route 103 South
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13
Continue on South Main Street
2517 ft · 1 min · South Main Street
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14
Turn left onto Grafton Street
22 m · 2 sec · Grafton Street
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15
Arrive at your destination
0 m · 1 sec · Grafton Street
Car Route Details
A richer read on the saved driving route between Brattleboro and Chester.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Western Avenue
Merge slight left
24.9 mi · 00h 29m
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 then Mostly Sunny leaving Brattleboro and Slight Chance Rain Showers then Mostly Sunny near Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Brattleboro to Chester?
The road trip is about 37.4 miles (60.2 km) and usually takes 00h 51m 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?
Westminster is a useful midpoint, sitting about 18.7 miles from Brattleboro and 18.7 miles from Chester.
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 8.9 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 4:46 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 Chance Rain Showers then Mostly Sunny around Brattleboro and Slight Chance Rain Showers then Mostly Sunny near Chester.
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 Brattleboro and Chester. Straight-line distance: 28.52 mi (45.9 km).
#1 Brattleboro
Town in Windham County, Vermont, United States
| Population | 11,257 |
| Coordinates | 42.8509200, -72.5578700 |
| Altitude | 67 |
| Country | United States |
#2 Chester
Town in Windsor County, Vermont, United States
| Population | 3,018 |
| Coordinates | 43.2628500, -72.5950900 |
| Altitude | 185 |
| Country | United States |
End: Chester (-72.59509, 43.26285)
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 28m |
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 11, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.