Driving
Upper Stewiacke to Windsor
Updated: 30 May 2026
The journey from Upper Stewiacke to Windsor covers approximately 95 kilometers. You will travel via Highway 289 to Truro, then Highway 102 South, and finally Highway 101 West toward the Annapolis Valley. This trip typically takes 1 hour. You will pass through the scenic Annapolis Valley. Expect beautiful agricultural landscapes and historic town charm.
Total Distance: 95 km driving distance; 70 km straight-line air distance.
Fastest Way
Driving via the 102 and 101 highways is the fastest, taking 1 hour.
Cheapest Way
Driving your own vehicle is the most cost-effective method at 20-25 CAD.
Compare Upper Stewiacke to Windsor Routes
Driving
Direct
Duration
1 hour
Avg Price
20-25 CAD in fuel
Operator
Personal Vehicle
Route
Highway 289 to Highway 102 South, then Highway 101 West.
Windsor is known as the birthplace of hockey.
Travel Tips
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TrafficHighway 101 can be busy during weekends.
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FuelGas stations are plentiful in the Valley.
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WeatherThe Valley can have different weather than the coast; check local forecasts.
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Route PlanningUse GPS to navigate the highway interchanges.
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Rest StopsStop in Windsor for a break.
Safety Tips
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SpeedingHighway 101 has many curves; adjust speed accordingly.
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FatigueTake a break if you feel tired.
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EmergencyKeep a first aid kit in your vehicle.
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WildlifeWatch for deer, especially near wooded areas.
People Also Ask
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Is there a train?No, there is no passenger rail service to Windsor.
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How long is the drive?It takes about 1 hour.
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Are there tolls?No, there are no tolls on this route.
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Is it a safe route?Yes, it is a major highway route.
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What is the best time to leave?Mid-morning to avoid rush hour.
Quick Info
- From Upper Stewiacke, Nova Scotia, Canada
- To Windsor, Nova Scotia, Canada
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Modes
Best Time to Travel
September to October for the harvest season.
Things to Do in Windsor
1
Haliburton House Museum
Visit this historic home and learn about the author of Sam Slick.
2
Windsor Hockey Heritage Centre
Explore the history of hockey in its birthplace.
3
Fort Edward National Historic Site
See the oldest surviving blockhouse in Canada.
4
Windsor Waterfront
Enjoy a walk along the riverbank.
Tags
Upper Stewiacke to Windsor drive
Highway 101 route
Nova Scotia travel
Windsor transport
driving in Nova Scotia
Upper Stewiacke commute
Windsor road trip
Nova Scotia highway travel
