How far is Williston, VT from Chestertown, NY?
The driving distance from Williston, VT to Chestertown, NY is about 89 miles (143.2 km), with a travel time of about 02h 17m by car.
- The straight-line flight distance is about 65.3 miles (105.1 km).
- For a round trip, plan for roughly 04h 35m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EST.
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 17m.
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.
Village in New York, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Scattered Rain Showers
Rain Showers
Driving Route Map
The map below follows the saved road route between Williston and Chestertown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Williston and Chestertown.
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1
Start on North Williston Road
6 m · 1 sec · North Williston Road
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2
Continue on Williston Road
2.3 mi · 5 min · Williston Road
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3
Turn sharp left onto Saint George Road
1.1 km · 1 min · Saint George Road
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4
Take the ramp right
1077 ft · 26 sec
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5
Merge slight left
3.3 mi · 4 min
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6
Take the exit slight right toward I 189 West: Shelburne, Rutland
1416 ft · 40 sec
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7
Continue straight
1.4 mi · 2 min
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8
Turn left onto Shelburne Road
6.8 mi · 14 min · Shelburne Road
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9
Continue on Ethan Allen Highway
12.3 mi · 19 min · Ethan Allen Highway
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10
Continue on U.S. Route 7
1.4 km · 1 min · U.S. Route 7
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11
Turn right onto Monkton Road
2547 ft · 1 min · Monkton Road
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12
At the end of the road, turn left onto Main Street
1.5 mi · 4 min · Main Street
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13
Continue on Vermont Route 22A
4.9 mi · 8 min · Vermont Route 22A
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14
Turn right onto Vermont Route 17 West
8.4 mi · 13 min · Vermont Route 17 West
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15
Continue straight
4.1 mi · 7 min
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16
At the end of the road, turn left onto State Highway 9N
1.7 mi · 2 min · State Highway 9N
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17
Turn right onto Factoryville Road
2 mi · 3 min · Factoryville Road
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18
At the end of the road, turn right onto Creek Road
5.1 mi · 8 min · Creek Road
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19
Continue on Corduroy Road
3.3 mi · 5 min · Corduroy Road
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20
At the end of the road, turn right
12.1 mi · 18 min
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21
Take the ramp left
1600 ft · 27 sec
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22
Merge slight left onto Adirondack Northway
15 mi · 17 min · Adirondack Northway
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23
Take the exit slight right toward NY 8: Chestertown, Hague
880 ft · 21 sec
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24
Turn right onto State Highway 8
1.4 mi · 2 min · State Highway 8
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25
Turn left onto Main Street
1289 ft · 22 sec · Main Street
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26
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Williston and Chestertown.
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.
Adirondack Northway
Merge slight left onto Adirondack Northway
15 mi · 00h 17m
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.
Scattered Rain Showers leaving Williston and Rain Showers near Chestertown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Williston to Chestertown?
The road trip is about 89 miles (143.2 km) and usually takes 02h 17m 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?
Port Henry is a useful midpoint, sitting about 44.4 miles from Williston and 44.6 miles from Chestertown.
How much longer is the road route than the straight-line distance?
The direct path is about 65.3 miles (105.1 km), while the road route adds roughly 23.7 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 EST. If you want a more comfortable same-day return, try to leave by 1:54 PM EST.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.47 one way or $26.95 round trip. Estimated CO2 is about 27.9 kg one way.
What should you check before leaving?
Before you leave, expect Scattered Rain Showers around Williston and Rain Showers near Chestertown.
Stop Ideas Near Port Henry
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 Port Henry.
Port Henry station
Westport station
Ticonderoga station
Lake Placid, New York
Flight Path Map
This map shows the direct air route between Williston and Chestertown. Straight-line distance: 65.31 mi (105.11 km).
#1 Williston
Town in Vermont, United States
| Population | 10,263 |
| Coordinates | 44.4375500, -73.0681800 |
| Altitude | 151 |
| Country | United States |
#2 Chestertown
Chestertown is a place in New York, United States.
| Population | 0 |
| Coordinates | 43.6525700, -73.8009600 |
| Altitude | 257 |
| Country | United States |
End: Chestertown (-73.80096, 43.65257)
Estimated Travel Time
Distance: 143 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 57m |
| 40 mph (64.37 km/h) | 02h 13m |
| 50 mph (80.47 km/h) | 01h 46m |
| 60 mph (96.56 km/h) | 01h 28m |
| 70 mph (112.65 km/h) | 01h 16m |
| 80 mph (129 km/h) | 01h 06m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.29 | $13.47 | $26.95 |
| Mid-grade | $4.85 | $15.24 | $30.48 |
| Premium | $5.28 | $16.59 | $33.18 |
| Diesel | $6.33 | $19.88 | $39.76 |
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 · Nov 07, 2026