Windsor Vacations from $288
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Your Windsor Vacation
When a city stay is calling, answer it with a Windsor vacation package. With all your travel needs in place before you leave, all you have to do here is concentrate on having fun. Every trip to Windsor should include a little sightseeing. le Parc Historique de la Poudriere de Windsor is a superb place to kick off your exploring. Your Windsor vacation is just a few clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.
The Latest Windsor vacation packages
Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper
South Beach
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9.6/10 Exceptional! (4 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.
Reviewed on May 31, 2025
Treasure Island - TI Las Vegas Hotel & Casino
Las Vegas Strip
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8.4/10 Very Good! (28,660 reviews)
The property was ok. The rooms were clean. They didn't have room service after 8pm. Which I thought was weird.
Reviewed on Jun 28, 2025
Discover the most popular places to visit in Windsor
le Parc Historique de la Poudriere de Windsor
Find out about the history of Windsor with a stop at le Parc Historique de la Poudriere de Windsor. You can enjoy the restaurants while in the area.
Windsor Hotel Deals
OTL Gouverneur Sherbrooke
3131 rue King Ouest, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $190 total per night from Jul 1 to Jul 2
$190 total
Jul 1 - Jul 2
Total includes taxes and fees
9.6/10 Exceptional! (1,540 reviews)
"Lovely people, lovely hotel. All the modern conveniences, but lots of nice touches and amenities. I appreciated the No-language-needed guide to the shower! And an excellent breakfast included as well!"
Reviewed on Jun 26, 2025
Manoir des Sables Hôtel & Golf
90 Des Jardins Ave., Orford, QC
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $106 total per night from Jun 30 to Jul 1
$106 total
Jun 30 - Jul 1
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"We liked everything very much, the hotel and entertainment are thought out for any weather, the room is comfortable, everything was super that we even decided to extend our stay for 1 day"
Reviewed on Jun 20, 2025
Grand Times Hotel Sherbrooke
1, rue Belvedere Sud, Sherbrooke, QC
Fully refundable
$123 nightly
The price is $146 total per night from Jun 30 to Jul 1
$146 total
Jun 30 - Jul 1
Total includes taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Location near the Lac du Nations, cleanliness, quiet, artwork, everything seemed new."
Reviewed on Jun 5, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Windsor Vacation Packages
Windsor Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Population | 5,400 |
Top Sights | Centre dInterpretation de lArdoise, Centre dInterprétation de lHistoire de Sherbrooke and Sherbrooke Golf Club |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.