No direct train from Annapolis Royal; you would need to reach Halifax or Moncton first.

How long is the drive?

It takes about 24 hours of pure driving time.

Yes, flying is much faster for a short trip.

The 407 ETR is a toll highway; avoid it if you want to save money.

What is the best time to visit?

Summer and early autumn are the most pleasant times.

Annapolis Royal

Windsor

Flight Driving

Annapolis Royal to Windsor

Updated: 31 May 2026

The distance from Annapolis Royal to Windsor is approximately 2,200 km. By car, this is a 24-hour drive along the Trans-Canada Highway. For most travelers, the most practical option is to drive to Halifax (200 km) and take a direct flight to Toronto Pearson International Airport (YYZ), then take a connecting flight or rental car to Windsor (3 hours). Windsor is known for its automotive industry and its proximity to Detroit.

Total Distance: Driving distance is 2,200 km; air distance is 1,800 km.

Fastest Way

Flying from Halifax (YHZ) is the fastest way to reach Windsor.

Cheapest Way

Driving is cheaper for groups, but flying is more time-efficient.

Compare Annapolis Royal to Windsor Routes

	Flight Direct	Driving Direct
Duration	8 hours (including drive to YHZ and transfer)	24 hours
Avg Price	$400 - $800 CAD	$450 - $600 CAD in fuel
Operator	Air Canada / WestJet	Personal Vehicle
Route	Drive to Halifax (YHZ), fly to Toronto Pearson (YYZ), fly or drive to Windsor.	Trans-Canada Highway 2 to Highway 401.
Tip	Windsor is a 3-hour drive from Pearson Airport.	This is a multi-day drive; plan for stops in Montreal and Toronto.

Travel Tips

Traffic
Windsor traffic can be heavy; use major highways like the 401 carefully.
Transit
Transit Windsor is the local bus system; it connects well with the city.
Dining
Windsor has a diverse culinary scene; explore the various restaurants in the downtown core.
Parking
Most shopping centers and public areas have ample parking.
Weather
Windsor experiences hot summers and cold, snowy winters.