
Windsor Vacations from $1,442
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Your Windsor Vacation
When you book a vacation package to Windsor, all the organizing is taken care of beforehand. This gives you more time to discover some of the best things about this riverfront city, such as its cosmopolitan vibe, diversity and friendly locals. You'll want to sightsee during your trip to Windsor. Carve out some time for big-name attractions such as Detroit Windsor Tunnel, Caesars Casino and Caesars Windsor. Expedia is here to help you escape your routine. Tailor your vacation to Windsor to suit your travel style, whatever that may look like.
The Latest Windsor vacation packages

Nicklin House
Reviewed on Jul 21, 2025


Caesars Windsor
Reviewed on Jul 30, 2025

Park Bungalow #4 - Seacliff Beach Suites
Reviewed on Jul 28, 2025

Coastal #1 and Cozy #2 - Seacliff Beach Suites
Reviewed on Mar 15, 2025
Where to stay in Windsor

Downtown Windsor
If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.
Discover the most popular places to visit in Windsor

Caesars Casino
Why not try your luck with a visit to Caesars Casino during your time in Windsor? Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.

Ambassador Bridge
You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

Windsor Riverfront
After visiting Windsor Riverfront, make a plan to see the other sights and activities in Windsor.
What to do in Windsor

Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
Windsor Hotel Deals

Best Western Plus Waterfront Hotel
Reviewed on Jul 27, 2025

Caesars Windsor
Reviewed on Jul 30, 2025

DoubleTree by Hilton Windsor Hotel & Suites
Reviewed on Jul 31, 2025
More vacations you might like
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- Hotels near Detroit Windsor Tunnel
- Hotels near Chinatown
- Hotels near Caesars Windsor
- Hotels near Caesars Casino
- Hotels near Adventure Bay Family Water Park
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- Hotels near Windsor
- Flights from Windsor
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- Car rentals near Detroit Windsor Tunnel
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- Car rental Windsor Airport (YQG)