Windsor Holidays

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Your Windsor Holiday

Reserve a Windsor holiday package and get set to experience this interesting city the easy way. Think about staying in the neighbourhood of East York, which is good for shopping and history. You'll want to do a little exploring during your trip to Windsor. Make time for big-name attractions such as Heritage Hill Golf Course, AvalancheXpress and Samuel S. Lewis State Park. Whatever your travel plans or budget, putting together a tailored Windsor holiday is simple with Expedia.

Windsor Holiday

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Harrisburg Intl. Airport (MDT)
Population
1,500
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Moon Dancer Winery, York Little Theatre and DreamWrights Youth and Family Theatre

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 AU$216 per night from 20 July to 21 July
AU$216
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (1,000 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
Fully refundableReserve now, pay when you stay
The price is AU$289 per night from 23 July to 24 July
AU$289
23 July - 24 July
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Pools and food and cleanliness were awesome and one hour adult time in the morning pool time"

Reviewed on 14 Jul. 2025

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 AU$305 per night from 23 July to 24 July
AU$305
23 July - 24 July
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Near the market!"

Reviewed on 10 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.