Windsor Vacation Packages

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Top Holiday Package Deals in Windsor

Price found within the past 48 hours. Click for updated prices.
Element Denver Downtown East

Element Denver Downtown East

3 out of 5
Civic Center
per person
Sep 27 - Sep 30
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
9/10 Wonderful! (903 reviews)
We were only here for one night but it was great! Super clean, huge and comfortable lobby area. Parking is safe, easy to access, and similar in price to other options. The bartender at the happy hour reception was friendly, gave us some great recommendations for food, and was excellent company.

Reviewed on Jul. 12, 2025

Laurelwood Condominiums

Laurelwood Condominiums

3 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.2/10 Wonderful! (1,347 reviews)
We had a summer stay so it was not crowded. We made daily use of the hot tubs which were really nice and beautifully landscaped…but intimate which was perfect for us at the time but would probably not accommodate more than a dozen people at busier times. The shopping/dining area and gondola to the lower village was an easy walk. The suite was comfortable but cosmetically outdated. Could use a refresh. The staff was helpful and polite. The bike trails were easy to access. Overall a very nice trip.

Reviewed on Jul. 7, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Save 100% on your flight
per person
Sep 5 - Sep 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.4/10 Exceptional! (1,395 reviews)
This property is beautiful and quiet. The shuttle to downtown is very convenient. The room is basically an apartment with fridge, stove, oven, microwave and everything a person would need.

Reviewed on Jul. 13, 2025

Manor Vail Lodge

Manor Vail Lodge

4.5 out of 5
Vail Village
Save 100% on your flight
per person
Sep 5 - Sep 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.4/10 Exceptional! (694 reviews)
Location was outstanding. Spacious and cozy condos and very good breakfast for guests. Gorgeous scenery!

Reviewed on Jul. 11, 2025

Hilton Garden Inn Boulder

Hilton Garden Inn Boulder

3 out of 5
Central Boulder
Save 100% on your flight
per person
Sep 5 - Sep 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9/10 Wonderful! (1,003 reviews)
Pool and hot tub across the lot, was odd.

Reviewed on Jul. 14, 2025

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Downtown Denver featuring modern architecture

Downtown Denver

2 out of top 10 points of interest in this area
4.5/5(103 area reviews)

Dive into this bustling financial and entertainment hub, featuring the 16th Street pedestrian mall, Larimer Square, and the Theatre District. Catch a game at Coors Field or Ball Arena, and explore the neighborhood's vibrant dining scene.

Find hotels in Downtown Denver

Windsor Hotel Deals

Hilton Denver City Center
Hilton Denver City Center
4 out of 5
1701 California St, Denver, CO
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jul 31 to Aug 1
CA $206
CA $238 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (1,027 reviews)
"Staff were excellent, I also used them to book a taxi for an early departure which was no hassle. Rooms were nice, beds comfortable, bathroom was clean and the in-house restaurant had some excellent chicken wings and a spicy chicken sandwich."

Reviewed on Jul. 13, 2025

Hilton Denver City Center
DoubleTree by Hilton Hotel Denver
DoubleTree by Hilton Hotel Denver
4 out of 5
3203 Quebec St, Denver, CO
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jul 27 to Jul 28
CA $134
CA $155 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (694 reviews)
"Lovely, clean hotel."

Reviewed on Jul. 12, 2025

DoubleTree by Hilton Hotel Denver
Magnolia Hotel Denver, A Tribute Portfolio Hotel
Magnolia Hotel Denver, A Tribute Portfolio Hotel
4 out of 5
818 17th St, Denver, CO
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 31 to Aug 1
CA $152
CA $176 total
Jul 31 - Aug 1
includes taxes & fees
8.6/10 Excellent! (1,119 reviews)
"Great for our little dog. I couldn’t figure out parking (they don’t offer it, but suggest parking across the street) and paid twice. But I’m sure that was user error. I also wish they would have had a place for the dogs to go potty. But other than that it was great!"

Reviewed on Jul. 9, 2025

Magnolia Hotel Denver, A Tribute Portfolio Hotel
See all 4,464 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

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Maybe less than you might think --- from as low as CA $840, as a matter of fact! By bundling hotels, flights and car rentals into your own custom-made vacation package, your trip to Windsor is just clicks away.
How do I get a cheap travel package to Windsor?
Book everything in one place with our Windsor vacation packages. You'll discover deals on hotels, flights and more that'll keep your pocketbook happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 hotel options globally to select from, you'll have endless opportunities to mix and match.
Where should I stay in Windsor?
It makes sense to stay near the action. Many travelers like to book hotels around popular attractions, such as Wings Over the Rockies Air and Space Museum, Infinity Stadium and Park and Four Mile House Historic Park.
How far in advance should I book my Windsor vacation?
It can be hard to know exactly when is the ideal time to book your Windsor trip. But usually the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels up to 12 months prior to departure. If you're eager to escape on a last-minute getaway, no need to fret! There are terrific deals featured on Expedia all the time.
What does an Expedia Windsor travel package include?
Choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to planning your dream Windsor escape.
What should I know before booking a Windsor travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've made your booking, you can add on activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
With a vacation package, you're in charge. Whether you're looking to fly to Windsor in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Windsor vacation package?
Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Windsor vacation package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in Windsor

Union Station

Union Station

4.5/5(61 reviews)

You can learn more about the history of Denver when you make a stop at a well-known site like Union Station. Discover the top-notch restaurants and fascinating museums in this vibrant area.

Union Station
Red Rocks Amphitheater featuring theatre scenes and snow

Red Rocks Amphitheater

5/5(33 reviews)

This legendary rock concert venue boasts outstanding acoustics thanks to soaring rock walls that hug the stage.

Red Rocks Amphitheater
Coors Field

Coors Field

4.5/5(24 reviews)

Catch an event at Coors Field during your trip to Denver. Amble around this vibrant area's picturesque gardens or attend a sporting event.

Coors Field

Things to do

Denver: Get High on a Mountain Tour with Sunset Views

Denver: Get High on a Mountain Tour with Sunset Views

CA $122
per adult
88% of travellers recommend
Denver: Get High on a Mountain Tour with Sunset Views
Denver CityPASS: Admission to 3, 4, or 5 of Denver's Top Attractions

Denver CityPASS®: Admission to Top 3, 4, or 5 Denver Attractions

CA $71
per adult
92% of travellers recommend
Denver CityPASS®: Admission to Top 3, 4, or 5 Denver Attractions
Denver: BEYOND Light Show and Meditation

Denver: BEYOND Light Show and Meditation

CA $34
per adult
Denver: BEYOND Light Show and Meditation
See all activities in Denver
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.