Windsor Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Windsor
The Lodge at Geneva-on-the-Lake
4888 North Broadway (SR 534) Geneva-on-the-Lake OH
Fully refundableReserve now, pay when you stay
€186
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (980 reviews)
"Beautiful lake eerie property. Large pool with lots to do there. Bikes for trail are free, golf carts available at reasonable price. Outdoor firepits and free s'more kits. Hotel restaurant was some of best food and drink ive had! Parking easy. Just a lovely place."
Reviewed on 9 Oct 2026
Holiday Inn Express Mentor Banquet Center by IHG
5783 Heisley Rd Mentor OH
€110
25 Oct - 26 Oct
includes taxes & fees
8.4/10 Very good! (511 reviews)
"It was really irritating that (1) despite listing a coffeemaker in every room, it had none; (2) it had zero cups of any sort. The Front Desk's reply to these was that these were the new policy, a corporate (or "brand") decision. Really?? No cheap little plastic cup to rinse out toothpaste or get ..."
Reviewed on 6 Oct 2026
Best Western Plus Mentor-Cleveland Northeast
8434 Mentor Avenue Mentor OH
Fully refundableReserve now, pay when you stay
€104
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I was in the door at 9pm and out by 7am, About all I really saw of the property was the entrance which had interesting display material about Pres James Garfield, the hallways and the bed, (which was quite comfortable)."
Reviewed on 10 Oct 2026
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.
Stay near popular Windsor attractions
Windsor Mills Covered Bridge
10.0/10 (3 reviews)
This 1867 Town Lattice truss bridge spans Phelps Creek, surrounded by hardwoods and hemlocks. Drive across this National Historic landmark or photograph its stone abutments during autumn's vibrant display.
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?
- 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.
- 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.
- 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.
- 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.
