How far is Chestertown, NY from Williston, VT?

The driving distance from Chestertown, NY to Williston, VT is about 88.7 miles (142.8 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 34m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EST.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
88.74 mi
02h 17m
Flight
65.31 mi
105.11 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Chestertown.

Flight Distance

Direct air line
65.31 mi
Kilometers
105.11 km
Flight Time
00h 07m

Driving Distance

Road route
88.74 mi
Kilometers
142.81 km
Drive Time
02h 17m

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.

Arrival Snapshot
Arrive in Williston
Sat, Nov 7, 4:11 PM EST
Return by in Chestertown
Sat, Nov 7, 6:28 PM EST
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Chestertown
2026-11-07T13:54
Arrive Williston
Sat, Nov 7, 4:11 PM EST
Route Timing
02h 17m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EST
Aim for a morning departure
Arrive between
10:17 AM to 12:17 PM EST

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
1:56 PM EST
Keeps a same-day return open with about 03h 00m at the destination.
Back in Chestertown
9:30 PM EST
Morning start is best

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.

Mid-route stop
Port Henry
NY

Village in New York, USA

From Chestertown
44.3 mi
01h 08m
To Williston
44.4 mi
01h 08m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
50°F
Saturday

Rain Showers

Starts
Sat, Nov 7 6:00 AM EST
Wind
5 mph N
Destination
55°F
Saturday

Scattered Rain Showers

Starts
Sat, Nov 7 6:00 AM EST
Wind
5 to 9 mph N

Driving Route Map

The map below follows the saved road route between Chestertown and Williston.

Turn-by-Turn Driving Directions

Step-by-step road directions between Chestertown and Williston.

  1. 1

    Start on Main Street

    1289 ft · 25 sec · Main Street

  2. 2

    Turn right onto State Highway 8

    1.6 mi · 2 min · State Highway 8

  3. 3

    Take the ramp left

    1261 ft · 27 sec

  4. 4

    Merge slight left onto Adirondack Northway

    15 mi · 17 min · Adirondack Northway

  5. 5

    Take the exit slight right toward NY 74 East: Ticonderoga Ferry, Crown Point

    1798 ft · 37 sec

  6. 6

    Turn right

    12 mi · 18 min

  7. 7

    Turn sharp left onto Corduroy Road

    3.3 mi · 5 min · Corduroy Road

  8. 8

    Continue on Creek Road

    5.1 mi · 8 min · Creek Road

  9. 9

    Turn left onto Factoryville Road

    2 mi · 3 min · Factoryville Road

  10. 10

    At the end of the road, turn left onto State Highway 9N

    1.7 mi · 2 min · State Highway 9N

  11. 11

    Turn right onto Bridge Road

    4.1 mi · 6 min · Bridge Road

  12. 12

    Continue on Vermont Route 17 West

    2.4 mi · 4 min · Vermont Route 17 West

  13. 13

    Continue on Vermont Route 17 West

    6 mi · 9 min · Vermont Route 17 West

  14. 14

    Turn left onto Vermont Route 22A

    4.9 mi · 8 min · Vermont Route 22A

  15. 15

    Continue on West Main Street

    1.5 mi · 4 min · West Main Street

  16. 16

    Turn right onto Monkton Road

    2547 ft · 1 min · Monkton Road

  17. 17

    Turn left onto U.S. Route 7

    1.4 km · 1 min · U.S. Route 7

  18. 18

    Continue on Ethan Allen Highway

    12.3 mi · 19 min · Ethan Allen Highway

  19. 19

    Continue on Shelburne Road

    6.6 mi · 13 min · Shelburne Road

  20. 20

    Take the exit slight right toward I 189: Montpelier, Saint Albans

    1315 ft · 32 sec

  21. 21

    Merge slight left onto I 89

    1 mi · 1 min

  22. 22

    Take the exit slight right toward I 89 South: Williston, Montpelier

    1699 ft · 42 sec

  23. 23

    Merge slight left

    3.1 mi · 4 min

  24. 24

    Take the exit slight right toward VT 2A: Williston, Essex Junction

    1016 ft · 31 sec

  25. 25

    Turn left onto Saint George Road

    1.2 km · 1 min · Saint George Road

  26. 26

    Turn right onto Williston Road

    2.3 mi · 5 min · Williston Road

  27. 27

    Continue on North Williston Road

    6 m · 1 sec · North Williston Road

  28. 28

    Arrive at your destination

    0 m · 1 sec · North Williston Road

Car Route Details

A richer read on the saved driving route between Chestertown and Williston.

OSRM road route
Drive Character

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.

Directions
28 steps
11 turns on the saved route
Ramps & Exits
8
3 merges, 5 ramps or exits
Navigation Density
31.6 / 100 mi
Decision points by distance
Main Roads
Adirondack Northway
15 mi · 17%
Ethan Allen Highway
12.3 mi · 14%
Vermont Route 17 West
8.38 mi · 9%
Shelburne Road
6.59 mi · 7%
Creek Road
5.06 mi · 6%
Vermont Route 22A
4.94 mi · 6%
Longest Stretch

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.

Trip Read

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.

Drive Time
02h 17m
Day trip friendly
Same-Day Return
04h 34m
Round-trip wheel time
Road vs Air
+23.4 mi
65.3 mi direct line
Halfway Stop
Port Henry
01h 08m from Chestertown
Leave By
1:56 PM EST
Morning start is best
Weather Watch

Rain Showers leaving Chestertown and Scattered Rain Showers near Williston.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Chestertown to Williston?

The road trip is about 88.7 miles (142.8 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 44.3 miles from Chestertown and 44.4 miles from Williston.

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 23.4 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 1:56 PM EST.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $13.43 one way or $26.87 round trip. Estimated CO2 is about 27.8 kg one way.

What should you check before leaving?

Before you leave, expect Rain Showers around Chestertown and Scattered Rain Showers near Williston.

Stop Ideas Near Port Henry

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Port Henry, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Port Henry.

RAIL

Port Henry station

2 mi away
20 Park Place
RAIL

Westport station

15 mi away
Hwy 9N and Ledge Hill Rd
RAIL

Ticonderoga station

22 mi away
NYS Hwy 74 and Sandy Redoubt
BUS

Lake Placid, New York

49 mi away
1 Mirror Lake Drive

Flight Path Map

This map shows the direct air route between Chestertown and Williston. Straight-line distance: 65.31 mi (105.11 km).

Photo coming soon

#1 Chestertown

Chestertown is a place in New York, United States.

Population0
Coordinates43.6525700, -73.8009600
Altitude257
CountryUnited States
Williston

#2 Williston

Town in Vermont, United States

Population10,263
Coordinates44.4375500, -73.0681800
Altitude151
CountryUnited States
Start: Chestertown (-73.80096, 43.65257)
End: Williston (-73.06818, 44.43755)

Estimated Travel Time

Distance: 143 km by road

SpeedTime
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.

One-way fuel
3.13 gal
11.85 L · about $13.43
Round trip
$26.87
6.26 gal · 23.7 L
Estimated CO2
27.8 kg one way
Round trip: 55.6 kg / 123 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.29 $13.43 $26.87
Mid-grade $4.86 $15.20 $30.39
Premium $5.25 $16.44 $32.88
Diesel $6.46 $20.21 $40.43

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 New York · Nov 07, 2026

There is no time difference between Chestertown and Williston. The current time is 13:54:23.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.