How far is Milton, VT from Chester, VT?
The driving distance from Milton, VT to Chester, VT is about 147.8 miles (237.9 km), with a travel time of about 03h 02m by car.
- The straight-line flight distance is about 98.5 miles (158.6 km).
- For a round trip, plan for roughly 06h 05m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 03h 02m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Rain Showers then Partly Sunny
Slight Chance Rain Showers then Mostly Sunny
Driving Route Map
The map below follows the saved road route between Milton and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milton and Chester.
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1
Start on Main Street
774 ft · 28 sec · Main Street
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2
At the end of the road, turn left onto River Street
1.1 mi · 3 min · River Street
-
3
Continue on River Street
75 m · 7 sec · River Street
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4
Turn right onto Railroad Street
99 m · 9 sec · Railroad Street
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5
Turn straight onto U.S. Route 7 South
4.3 mi · 8 min · U.S. Route 7 South
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6
Turn right onto U.S. Route 2
1240 ft · 23 sec · U.S. Route 2
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7
Take the ramp slight right
1135 ft · 28 sec
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8
Merge slight left
97.3 mi · 1 hr 53 min
-
9
Take the exit slight right toward I 91: Brattleboro, White River
1351 ft · 33 sec
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10
Keep slight right to continue on I 91 South: Brattleboro
860 ft · 21 sec
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11
Merge slight left
34.4 mi · 40 min
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12
Take the exit slight right toward US 5, VT 103: Rockingham, Bellows Falls
1174 ft · 42 sec
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13
At the end of the road, turn left onto Rockingham Road
6.5 mi · 10 min · Rockingham Road
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14
Continue on Vermont Route 103 South
2.5 mi · 5 min · Vermont Route 103 South
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15
Continue on South Main Street
2517 ft · 1 min · South Main Street
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16
Turn left onto Grafton Street
22 m · 2 sec · Grafton Street
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17
Arrive at your destination
0 m · 1 sec · Grafton Street
Car Route Details
A richer read on the saved driving route between Milton and Chester.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
U.S. Route 2
Merge slight left
97.3 mi · 01h 53m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Slight Chance Rain Showers then Partly Sunny leaving Milton 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 Milton to Chester?
The road trip is about 147.8 miles (237.9 km) and usually takes 03h 02m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Randolph is a useful midpoint, sitting about 73.9 miles from Milton and 73.9 miles from Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 98.5 miles (158.6 km), while the road route adds roughly 49.3 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:54 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $20.55 one way or $41.11 round trip. Estimated CO2 is about 46.3 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Rain Showers then Partly Sunny around Milton and Slight Chance Rain Showers then Mostly Sunny near Chester.
Stop Ideas Near Randolph
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 Randolph.
Randolph station
Montpelier station
White River Junction
Rutland station
Flight Path Map
This map shows the direct air route between Milton and Chester. Straight-line distance: 98.53 mi (158.57 km).
#1 Milton
Town in Vermont, United States
| Population | 10,907 |
| Coordinates | 44.6397700, -73.1104100 |
| Altitude | 91 |
| 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: 238 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 04h 55m |
| 40 mph (64.37 km/h) | 03h 41m |
| 50 mph (80.47 km/h) | 02h 57m |
| 60 mph (96.56 km/h) | 02h 27m |
| 70 mph (112.65 km/h) | 02h 06m |
| 80 mph (129 km/h) | 01h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $20.55 | $41.11 |
| Mid-grade | $4.46 | $23.22 | $46.44 |
| Premium | $4.86 | $25.31 | $50.62 |
| Diesel | $6.00 | $31.24 | $62.49 |
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.