Windsor Vacations from $412

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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.
Mayfair House Hotel & Garden

Mayfair House Hotel & Garden

4.5 out of 5
Coconut Grove
Save 100% on your flight
per person
Jul 23 - Jul 27
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9/10 Wonderful! (502 reviews)
The room needed better lighting. Other than that, the hotel was great!

Reviewed on May 14, 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
Aug 12 - Aug 15
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Aug 12 - Aug 15
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9/10 Wonderful! (1,006 reviews)
Beach was clean, compare to other resorts with private beach in miami!!! However we notice that all pool area were small for hotel quality 😉

Reviewed on May 13, 2024

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Jul 8 - Jul 15
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Nice little hotel steps from the beach. Staff is friendly and accommodating. It's an older building so the elevator is a bit janky. The breakfast was pretty meh but that shouldn't be a deal breaker. I would stay here again.

Reviewed on May 11, 2024

Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
North of Wilshire
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Dallas (DFW) 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

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 May 20 to May 21
$153
$183 total
includes taxes & fees
May 20 - May 21
9.6/10 Exceptional! (1,300 reviews)
"The hotel deserves 5 stars. Everything was perfect. Since it’s new, I hope the quality remains good in the future."

Reviewed on May 15, 2024

OTL Gouverneur Sherbrooke
Hôtel Chéribourg
Hôtel Chéribourg
4 out of 5
2603 Chemin Du Parc, Orford, QC
Fully refundableReserve now, pay when you stay
The price is $74 per night from May 20 to May 21
$74
$95 total
includes taxes & fees
May 20 - May 21
7.8/10 Good! (1,225 reviews)
"The toilet faucet is not working properly There was water staying in the bath after taking a shower.The plumbing is very old. But the place is very beautiful and the stuff is very nice. Thank you."

Reviewed on May 6, 2024

Hôtel Chéribourg
Hôtel Le Président
Hôtel Le Président
3 out of 5
3535, rue King Ouest, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is $110 per night from May 19 to May 20
$110
$131 total
includes taxes & fees
May 19 - May 20
8/10 Very Good! (1,001 reviews)
"All good"

Reviewed on Apr 28, 2024

Hôtel Le Président
See all 150 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.

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Frequently asked questions

How much does a Windsor vacation package cost?
Explore the best of Windsor from as low as $412. 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.