Windsor Holidays

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    Better together

    Save up to NZ$616 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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    Plan, book, and manage your trip all in one place

Windsor Holiday

Our pick of the best Windsor Hotel Deals

Lancaster Arts Hotel

Lancaster Arts Hotel

3.5 out of 5
300 Harrisburg Ave, Lancaster, PA
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 20 July to 21 July
NZ$237
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Vibey and classy! Thoughtful provisions in the bathroom 🌻"

Reviewed on 15 Jul. 2025

Lancaster Arts Hotel
Eden Resort and Suites, BW Premier Collection

Eden Resort and Suites, BW Premier Collection

3.5 out of 5
222 Eden Road, Lancaster, PA
9/10 Wonderful! (1,002 reviews)
"Great"

Reviewed on 15 Jul. 2025

Get rates
Eden Resort and Suites, BW Premier Collection
Lancaster Marriott at Penn Square

Lancaster Marriott at Penn Square

3.5 out of 5
25 South Queen Street, Lancaster, PA
Fully refundableReserve now, pay when you stay
The price is NZ$334 per night from 27 July to 28 July
NZ$334
27 July - 28 July
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Was such a great area and close to everything"

Reviewed on 17 Jul. 2025

Lancaster Marriott at Penn Square
See all 458 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 excellent value package deals on Expedia, you'll be surprised at how little a holiday to Windsor costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Windsor?
January, February and March are great times to search for cheap Windsor holiday packages. Opting to travel in quieter periods means you can generally find lower prices on flights and hotels.
How many days is enough for Windsor?
Generally, a handful of days is enough to visit the top sights during your Windsor holiday. But if you prefer to have some time to unwind or go on day trips, think about extending your trip.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Windsor package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windsor escape underway.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your next Windsor break by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Windsor?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Windsor getaway.
How to plan a trip to Windsor?

  1. Pick your travel dates: The things you want to do in Windsor and your favourite season can help you decide when to go.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to save for your trip to Windsor. Then, choose a property that matches your budget, whether that's a low-cost stay or a high-end getaway.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Windsor. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Windsor holiday package.

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