Driving

Head of Chezzetcook to Windsor

Updated: 31 May 2026

The journey from Head of Chezzetcook to Windsor is 90 kilometers. You will travel via Highway 107 and Highway 101. The drive takes approximately 1 hour. This route takes you through the Annapolis Valley. It is a popular route for those visiting the historic town of Windsor.

Total Distance: 90 km driving distance; 70 km straight-line air distance.
Fastest Way
Driving via Highway 101 is the fastest option, taking 1 hour.
Cheapest Way
Driving your own vehicle is the most economical way to reach Windsor.
Compare Head of Chezzetcook to Windsor Routes
Driving
Direct
Duration
1 hour
Avg Price
$15-$25 CAD
Operator
Personal Vehicle
Route
Highway 107 to Highway 101 West.

Follow signs for Windsor.

Travel Tips
  • Rest Stops
    Halifax is a great place to stop for a break.
  • Fuel
    Fill up in Halifax before heading out.
  • Navigation
    Use a GPS to navigate the highway interchanges.
  • Local Events
    Check the city calendar for festivals and events.
  • Parking
    Downtown parking is available in several public lots.
Safety Tips
  • Fatigue
    Take regular breaks on this drive.
  • Weather
    Be prepared for changing weather conditions in the valley.
  • Emergency
    Keep a roadside emergency kit in your trunk.
  • Visibility
    Use your lights during the day for safety.
People Also Ask
  • How long is the drive?
    The drive takes about 1 hour.
  • Is there a bus?
    Maritime Bus provides service to Windsor.
  • Are there tolls?
    No, there are no tolls on this route.
  • What is the best route?
    Highway 101 is the best route.
  • Is it a safe drive?
    Yes, it is a major, well-maintained highway.
Quick Info
  • From Head of Chezzetcook, Nova Scotia, Canada
  • To Windsor, Nova Scotia, Canada
  • Modes
Best Time to Travel

Autumn for the apple harvest and beautiful fall colors.

Things to Do in Windsor
1
Fort Edward National Historic Site
Visit this historic site and learn about the military history.
2
Haliburton House Museum
Tour this historic home and learn about the local history.
3
Windsor Waterfront
Enjoy the scenic views and local shops.
4
Pumpkin Festival
Visit during the festival for local food and entertainment.
Tags
Head of Chezzetcook to Windsor Nova Scotia travel driving to Windsor Highway 101 travel Windsor road trip travel guide Nova Scotia transport Windsor travel
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