Driving
Caledonia to Windsor
Updated: 31 May 2026
The drive from Caledonia to Windsor is approximately 90 kilometers. You will travel north through the Annapolis Valley using Highway 8 and Highway 101. The trip takes about 1 hour. Windsor is known as the birthplace of hockey and its annual pumpkin festival.
Total Distance: 90 km driving distance; 70 km straight-line air distance.
Fastest Way
Driving via Highway 8 and 101 takes about 1 hour.
Cheapest Way
Driving is the most practical and cheapest option.
Compare Caledonia to Windsor Routes
Driving
Direct
Duration
1 hour
Avg Price
20-30 CAD
Operator
Personal Vehicle
Route
Highway 8 to Highway 101.
Windsor is a great stop for history lovers.
Travel Tips
-
RoadsHighway 8 is a secondary road.
-
NavigationFollow signs for the 101.
-
ParkingParking is available in town.
-
DiningThere are several local cafes.
-
EventsCheck the town website for events.
Safety Tips
-
WildlifeWatch for deer on Highway 8.
-
SpeedingAdhere to speed limits.
-
WeatherBe cautious of winter conditions.
-
EmergencyKeep your phone charged.
People Also Ask
-
Is it the birthplace of hockey?Yes, Windsor claims this title.
-
Is there a pumpkin festival?Yes, it is a major annual event.
-
Is it safe?Yes, it is a safe and friendly town.
-
What is the best route?Highway 8 to 101 is the standard route.
-
Are there hotels?Yes, there are several hotels and inns.
Quick Info
- From Caledonia, Nova Scotia, Canada
- To Windsor, Nova Scotia, Canada
-
Modes
Best Time to Travel
October for the Pumpkin Festival.
Things to Do in Windsor
1
Haliburton House Museum
Explore the historic home of Thomas Chandler Haliburton.
2
Windsor Hockey Heritage Centre
Learn about the history of hockey.
3
Pumpkin Festival
A famous annual event in the fall.
4
Fort Edward National Historic Site
A historic fort with great views.
Tags
Caledonia to Windsor
driving to Windsor
Annapolis Valley travel
Caledonia to Windsor distance
Windsor road trip
best route to Windsor
Nova Scotia highways
traveling in NS
