Windsor Holidays

Photo by James Hays
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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Windsor

Super 8 by Wyndham Windsor
Super 8 by Wyndham Windsor
2 out of 5
1265 Main St, Windsor, CO
Fully refundableReserve now, pay when you stay
The price is S$124 per night from 14 Jul to 15 Jul
S$124
14 Jul - 15 Jul
includes taxes & fees
8.2/10 Very Good! (905 reviews)
"Good"

Reviewed on 8 Jul, 2025

Super 8 by Wyndham Windsor
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 S$144 per night from 15 Jul to 16 Jul
S$144
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (1,777 reviews)
"Awesome"

Reviewed on 8 Jul, 2025

La Quinta Inn by Wyndham Fort Collins
Travelodge by Wyndham Longmont
Travelodge by Wyndham Longmont
2 out of 5
3820 State Highway 119, Longmont, CO
Fully refundableReserve now, pay when you stay
The price is S$77 per night from 11 Aug to 12 Aug
S$77
11 Aug - 12 Aug
includes taxes & fees
6.6/10 (834 reviews)
"Nothing special but OK for a night or two."

Reviewed on 7 Jul, 2025

Travelodge by Wyndham Longmont
See all 1,167 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.

Frequently asked questions

How much does a Windsor holiday package cost?
You'll find cheap prices on Expedia for your Windsor break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Windsor costs.
What are the cheapest months to go to Windsor?
December, January and February are the best times to search for cheap Windsor holiday packages. Opting to travel in quieter periods means you can usually find better prices on flights and accommodation.
How many days is enough for Windsor?
Generally, a few days is great for a Windsor holiday. With a carefully crafted itinerary, you can check out all the leading attractions like Windsor Lake, as well as discover some hidden treasures along the way.
Is it worth booking a holiday package to Windsor?
Windsor has everything you need for an unforgettable escape. Begin your Windsor holiday on a high note by checking out popular attractions like Windsor Lake.
How to find the best Windsor package deals?
Landing a cheap Windsor package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Windsor package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can tailor your Windsor escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Windsor?
If you're planning a spontaneous Windsor trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Windsor.
  2. Set a budget: Factor in expenses like flights, meals and transportation when working out how much to put aside for your trip to Windsor. Then, choose a hotel that matches your budget, whether that's a low-cost option or a swankier retreat.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to experience in Windsor. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, lock in the right Windsor holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.