Windsor Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to HK$1,282 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Windsor

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

2 out of 5
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is HK$552 per night from 27 Jul to 28 Jul
HK$552
HK$636 total
27 Jul - 28 Jul
includes taxes & fees
7.2/10 Good! (1,009 reviews)
Dog and budget friendly
"Decent dog friendly hotel. Nice staff, comfortable room. Cleanliness could be better, but overall a good place to stop for the night with good price."

Reviewed on 18 Jul 2025

Red Roof Inn Cleveland - Mentor/ Willoughby
The Lodge at Geneva

The Lodge at Geneva

3.5 out of 5
4888 N. Broadway, Geneva, OH
Fully refundableReserve now, pay when you stay
The price is HK$1,801 per night from 14 Aug to 15 Aug
HK$1,801
HK$2,185 total
14 Aug - 15 Aug
includes taxes & fees
9.2/10 Wonderful! (718 reviews)
"Liked everything"

Reviewed on 17 Jul 2025

The Lodge at Geneva
Towneplace Suites By Marriott Geneva

Towneplace Suites By Marriott Geneva

3 out of 5
5327 Spire Circle, Geneva, OH
The price is HK$863 per night from 10 Aug to 11 Aug
HK$863
HK$991 total
10 Aug - 11 Aug
includes taxes & fees
9.4/10 Exceptional! (274 reviews)
"Very nice property"

Reviewed on 17 Jul 2025

Towneplace Suites By Marriott Geneva
See all 514 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?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Windsor costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Windsor?
If you're hoping to score a cheap Windsor holiday package, consider planning a trip in January, February and November. You're likely to find lower rates on flights and accommodation during these months — ideal for a budget-friendly break.
How many days is enough for Windsor?
Generally, a handful of days is enough to tick off the main attractions during your Windsor holiday. However, if you prefer to have more time to unwind or go on day trips, consider extending your itinerary.
How to find the best Windsor package deals?
Use Expedia's filters to help you find some tempting Windsor package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Windsor package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Windsor holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Windsor holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Windsor?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Windsor break.
How to plan a trip to Windsor?

  1. Choose when to go: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Windsor.
  2. Set a budget: Factor in costs like flights, meals and transportation when working out how much to put aside for your trip to Windsor. Then, pick a property that fits your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Windsor, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Windsor holiday package.

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