Windsor Vacations

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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

Oamaru Motor Lodge
Oamaru Motor Lodge
4 out of 5
391 Thames Highway, Oamaru
Fully refundableReserve now, pay when you stay
The price is AED 322 per night from Mar 27 to Mar 28
AED 322
AED 370 total
includes taxes & fees
27 Mar - 28 Mar
9.4/10 Exceptional! (659 reviews)
"Great clean and spacious Onsite parking"

Reviewed on 19 March 2025

Oamaru Motor Lodge
Brydone Hotel Oamaru
Brydone Hotel Oamaru
3.5 out of 5
115 Thames Street, Oamaru
The price is AED 307 per night from Apr 7 to Apr 8
AED 307
AED 356 total
includes taxes & fees
7 Apr - 8 Apr
8.4/10 Very Good! (512 reviews)
"Old world charm. Booked a suite. Highly Recommended for extra space. And they gave me the room with a view to the sea. Fabulous hospitality in the restaurant.. great plus. Overall better than expected. And the town is a plus re old world buildings."

Reviewed on 16 March 2025

Brydone Hotel Oamaru
Ascot Oamaru Motel
Ascot Oamaru Motel
3 out of 5
500a Thames Highway, Oamaru
Fully refundableReserve now, pay when you stay
The price is AED 368 per night from Mar 28 to Mar 29
AED 368
AED 423 total
includes taxes & fees
28 Mar - 29 Mar
7.4/10 Good! (426 reviews)
"Great location. Excellent staff. Very nice and clean room. Would definitely recommend"

Reviewed on 20 March 2025

Ascot Oamaru Motel
See all 73 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 vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Windsor?
February, November and December are the best times to look for cheap Windsor vacation packages. Opting to travel in less busy periods means you can generally find lower prices on hotels and flights.
How to find the best Windsor package deals?
Landing a cheap Windsor package deal is a breeze with Expedia. Once you’ve entered your travel dates and destination under our “Packages” tab, set your maximum budget, add a few filters and browse what’s available. You can personalize your search by “Popular locations,” “Property type,” “Guest rating” and more. Order the results by “Price: low to high” to discover the most pocket-friendly Windsor package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your Windsor retreat by booking a customized vacation package. Check the “Package” heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Windsor?
If you’ve got your Windsor travel dates finalized, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Windsor?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Windsor.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will probably be the biggest expense during your trip to Windsor.
  3. Decide how long to go away for: Now that you know more about Windsor, you can figure out the perfect length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Windsor vacation package.