Windsor Vacations from $302

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Your Windsor Vacation

When a getaway to the city is calling your name, answer it with a vacation package to Windsor. With all your travel arrangements organized before you leave, all you have to do here is concentrate on making unforgettable memories. le Parc Historique de la Poudriere de Windsor is just one of the famous attractions to put on your itinerary during a trip to Windsor. No matter your travel plans or budget, organizing your ultimate tailored Windsor vacation is a walk in the park with Expedia.

The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (1,365 reviews)
Staff were very friendly and helpful. Room was very clean.

Reviewed on Jun 5, 2024

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 15 - Jul 18
found 8 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
8/10 Very Good! (1 review)
Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
North of Wilshire
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
6.8/10 (7 reviews)
Outstanding property for dog-travellers. Would do the Bungalows again, how many hotels have this much outdoor walking area?

Reviewed on Dec 27, 2022

Holiday Isle Yacht Club

Holiday Isle Yacht Club

2.5 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jul 11 - Jul 15
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9.2/10 Wonderful! (72 reviews)
I love this property, I will come back. They have everything that I need. I have a relaxing weekend.

Reviewed on Jun 1, 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Miami (MIA)
9/10 Wonderful! (1,004 reviews)
Beautiful property, the rooftop pool steals the show.

Reviewed on Jun 6, 2024

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

Windsor Hotel Deals

OTL Gouverneur Sherbrooke
OTL Gouverneur Sherbrooke
5 out of 5
3131 rue King Ouest, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is $153 per night from Jun 23 to Jun 24
$153
$182 total
includes taxes & fees
Jun 23 - Jun 24
9.6/10 Exceptional! (1,328 reviews)
"Enjoyed my stay, will definitely come back again"

Reviewed on Jun 5, 2024

OTL Gouverneur Sherbrooke
Hôtel Chéribourg
Hôtel Chéribourg
4 out of 5
2603 Chemin Du Parc, Orford, QC
Fully refundable
The price is $91 per night from Jun 9 to Jun 10
$91
$114 total
includes taxes & fees
Jun 9 - Jun 10
7.8/10 Good! (1,249 reviews)
"Very nice little place"

Reviewed on May 30, 2024

Hôtel Chéribourg
Manoir des Sables Hôtel & Golf
Manoir des Sables Hôtel & Golf
4 out of 5
90 Des Jardins Ave., Orford, QC
Fully refundable
The price is $100 per night from Jun 16 to Jun 17
$100
$124 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (1,011 reviews)
"Nice staff. They answered all my questions"

Reviewed on May 11, 2024

Manoir des Sables Hôtel & Golf
See all 149 properties in Windsor
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Explore the best of Windsor from as low as $302. We offer a great selection of hotels, flights and rental cars to suit every budget and style. Pick up even better deals when you add a few tours or activities to your package.
How do I get a cheap travel package to Windsor?
If you love bargains, combine your bookings into a Windsor vacation package. Whether you’re looking for flights, hotels, rental cars or activities, you can browse and book everything in one place. You’ll have endless choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 hotel options globally to choose from. Fly with who you want, stay wherever you like and save a bundle — now that’s the perfect vacation!
Where should I stay in Windsor?
There’s so much to do in Windsor, so spend your nights near its top sights and maximize your time sightseeing. Le Parc Historique de la Poudriere de Windsor is one place that should be on your itinerary.
How far in advance should I book my Windsor vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Windsor will sometimes occur a few weeks before departure.
What does an Expedia Windsor travel package include?
That mostly depends on you. You can select from a range of Windsor packages, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a rental car and a flight. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Whatever your dream Windsor vacation looks like, you’ll save!
What should I know before booking a Windsor travel package?
A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. How much you include is your call. Hotels, rental cars and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Windsor Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You’re in charge! We have access to more than 550 airline partners globally, so you have lots of choice when organizing your Windsor adventure.
If I'm not able to travel, can I cancel my Windsor vacation package?
Don’t stress if you’re rethinking your Windsor vacation package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’re here to help.

Discover the most popular places to visit in Windsor

Image for le Parc Historique de la Poudriere de 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.

le Parc Historique de la Poudriere de Windsor

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.