Windsor Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Windsor Vacation

The easiest way to experience this interesting city is with a customized Windsor vacation package. Stay in the neighborhood of Old Town Fort Collins, which is good for nightlife, bars and pubs and festivals or go someplace else — our packages are all about you. Fill your schedule with visits to Budweiser Events Center, The Ranch Events Complex and Northern Colorado Ice Center, some of the attractions you should see during a trip to Windsor. Whoever you're going away with and whether your budget is big or small, your dream Windsor vacation is just a few clicks away with Expedia.

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Aurora, CO – Medical Center

Motel 6 Aurora, CO – Medical Center

2.5 out of 5
City Center
Price was CA $1,064, price is now CA $844 per person
CA $844
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
6/10 (1,001 reviews)
,

Reviewed on Jul 14, 2026

Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
Downtown Aspen
Price was CA $7,431, price is now CA $5,452 per person
CA $5,452
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
9.6/10 Exceptional! (469 reviews)
Wonderful property A glitch at check in but staff went above and beyond to compensate! I would definitely return. Breakfast delicious & restaurant staff wonderful.

Reviewed on Jul 12, 2026

The Source Hotel

The Source Hotel

4.5 out of 5
River North Art District
Price was CA $1,761, price is now CA $1,358 per person
CA $1,358
per person
Sep 27 - Oct 2
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8.8/10 Excellent! (1,005 reviews)
Everything about our stay was amazing. Fantastic communication and service from the front desk as well as housekeeping. Upgrading to the suite was definitely worth it. If we visit Denver again, we will stay here.

Reviewed on Jul 14, 2026

One Ski Hill Place, a RockResort, by Vail Resorts

One Ski Hill Place, a RockResort, by Vail Resorts

4 out of 5
Peak 8
Price was CA $1,482, price is now CA $1,176 per person
CA $1,176
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.2/10 Wonderful! (852 reviews)
Excellent customer service from counter staff. Also, excellent customer service from staff at your restaurant/bar above the counter check in/out. Special mention to a young man who manned the midnight shift counter on 7/11/26. My husband and I, who are both seniors were having a hard time sleeping and breathing because of the elevation. At 1:00AM, we went downstairs for oxygen. We have never used oxygen before. This young man hooked us on the machine and after 15 minutes, we felt better. I did not get his name. He is a black young man. Thank you.

Reviewed on Jul 14, 2026

Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Price was CA $1,480, price is now CA $1,188 per person
CA $1,188
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.2/10 Wonderful! (1,127 reviews)
Coffee was good Check in and valet awkward. Asked for extra coffee pods three separate times and never got them. Couldn’t call anyone from the room. A coffee service in the morning was excellent. Resort fee in the summertime seems silly, and the hot tub was cold

Reviewed on Jul 14, 2026

Ready to book your vacation to Windsor?

 

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Windsor Hotel Deals

La Quinta Inn by Wyndham Fort Collins

La Quinta Inn by Wyndham Fort Collins

4 out of 5
3709 E Mulberry St Fort Collins CO
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Aug 10 to Aug 11
CA $129
CA $134 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,333 reviews)
"The rooms were ok but could be cleaner the bed was comfortable. The bar is not in service and that was one of the reasons I booked there. That should be taken off the website. The pool needs maintenance and should be cleaned every day. We just saw them cleaning on the 4 th day when we were leaving. ..."

Reviewed on Jul 14, 2026

La Quinta Inn by Wyndham Fort Collins
Americas Best Value Inn & Suites Ft. Collins E at I-25

Americas Best Value Inn & Suites Ft. Collins E at I-25

2 out of 5
4333 East Mulberry Street Fort Collins CO
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jul 22 to Jul 23
CA $88
CA $92 total
Jul 22 - Jul 23
includes taxes & fees
6.4/10 (1,016 reviews)
"You get what you pay for. Budget conscious but minimal amenities or updates. Has A/C."

Reviewed on Jul 14, 2026

Americas Best Value Inn & Suites Ft. Collins E at I-25
Wingate by Wyndham Loveland

Wingate by Wyndham Loveland

3 out of 5
5360 Ronald Reagan Blvd Loveland CO
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Aug 12 to Aug 13
CA $140
CA $154 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (1,159 reviews)
"The place was dirty and poorly maintained. There was a dirty floor mopping bucket left right next to the breakfast food serving area. There was broken glass on the bottom of the swimming pool. One of the kids even cut their foot. Management did not close the pool? The place just wasn’t well maintained. ..."

Reviewed on Jul 14, 2026

Wingate by Wyndham Loveland
See all 1,315 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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Stay near popular Windsor attractions

A frozen lake with numerous geese and ducks, industrial buildings, and leafless trees in the background.

Windsor Lake

8.8/10 (29 reviews)
Commune with nature and explore the great outdoors at Windsor Lake during your travels in Windsor. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from CA $844 on Expedia for your Windsor escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
If you're hoping to score a cheap Windsor vacation package, consider travelling in December, January and February. You'll generally find lower rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Windsor?
Generally, a handful of days is great for a Windsor vacation. With a well-planned itinerary, you can visit all the leading sights like Northern Colorado Ice Centre, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Windsor?
Windsor is a good vacation destination with attractions like Windsor Lake among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Windsor vacation promises a good time for everyone.
How to find the best Windsor package deals?
Bagging a cheap Windsor package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Windsor package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your next Windsor retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
How to plan a trip to Windsor?

  1. Pick your travel dates: What you want to do in Windsor and your favourite season can help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Windsor.
  3. Decide your trip length: Consider how much time you want to spend discovering Windsor. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Windsor vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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