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 ₩107,519 per night from Aug 1 to Aug 2
₩107,519
₩123,647 total
Aug 1 - Aug 2
includes taxes & fees
9.4/10 Exceptional! (679 reviews)
"Nice place to stay"

Reviewed on Jul 23, 2025

Oamaru Motor Lodge
The Mews Oamaru

The Mews Oamaru

4.5 out of 5
26 Exe Street, Oamaru
Fully refundableReserve now, pay when you stay
The price is ₩125,113 per night from Jul 30 to Jul 31
₩125,113
₩143,880 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (346 reviews)
"The motel is very good, I think it is the best choice in Oamaru. It has spa bath, very clean and all the other details are also very good. Definitely will come back."

Reviewed on Jul 13, 2025

The Mews Oamaru
Poshtel

Poshtel

5 out of 5
126 Thames Street, Oamaru, Otago
Fully refundableReserve now, pay when you stay
The price is ₩111,559 per night from Jul 31 to Aug 1
₩111,559
₩128,293 total
Jul 31 - Aug 1
includes taxes & fees
9.4/10 Exceptional! (314 reviews)
Fabulous!
"Another fabulous stay at this fantastic hotel. Love the themed rooms and interesting decor throughout the place. Fabulous breakfast. It would be good if there was recycling in the kitchen area - no where to put cleaned yogurt pottels etc. In the rooms recycling is promoted but not in the kitchen ..."

Reviewed on Jul 27, 2025

Poshtel
See all 72 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 many days is enough for Windsor?
With a well-organized itinerary, you can easily visit the most popular Windsor attractions in a handful of days. But if you want to explore off the beaten track or take day trips, think about booking your Windsor vacation for longer.
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.

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