Windsor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
New Zealand Invercargill Town Centre

Invercargill City Centre

2 out of top 10 points of interest in this area
3.5/5(3 area reviews)

Unique features of Invercargill City Centre include the theaters and bars. Make a stop by Civic Theatre or Classic Motorcycle Mecca while you're exploring the area.

Find hotels in Invercargill City Centre

Windsor Hotel Deals

Windsor Haven - A cosy Home away from Home

Windsor Haven - A cosy Home away from Home

Invercargill Southland Region
The price is CA $161 per night from Jun 9 to Jun 10
CA $161
CA $239 total
Jun 9 - Jun 10
includes taxes & fees
Windsor Haven - A cosy Home away from Home
Heart of Windsor

Heart of Windsor

Invercargill Southland
The price is CA $234 per night from Jun 8 to Jun 9
CA $234
CA $354 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (3 reviews)
"The houses location was good and access to the key was easy. The kitchen was modern. Had a comfortable living area. The hot water pressure was lacking."

Reviewed on Jan 2, 2026

Heart of Windsor
The Langlands Hotel

The Langlands Hotel

4.5 out of 5
59 Dee St Invercargill Southland
The price is CA $163 per night from Jun 9 to Jun 10
CA $163
CA $188 total
Jun 9 - Jun 10
includes taxes & fees
9.4/10 Exceptional! (319 reviews)
"360 was the tops"

Reviewed on May 23, 2026

The Langlands Hotel
See all 111 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
From as little as . Yes, you read that right. Our Windsor vacation packages are an awesome way to make your budget stretch further. Bundle your preferred flights, hotels and rental car and get out and see this destination your way.
How do I get a cheap travel package to Windsor?
You'll save a ton of money if you bundle your flights, car rentals and hotels into a Windsor vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Windsor?
We recommend staying near the action. Many visitors favor hotels around popular attractions, such as Southland Hospital, Bill Richardson Transport World and Stadium Southland.
How far in advance should I book my Windsor vacation?
It can be hard to know when is the ideal time to book your Windsor trip. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels nearly a year prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are great bargains featured on Expedia every single day.
What does an Expedia Windsor travel package include?
From airfares and hotels to rental cars, Expedia can help you put together a Windsor package that's perfect for you. Heading away for a week or two? Give some thought to a flight, hotel and rental car bundle. If you're taking a short break, a hotel and flight deal may suit you better. Tours and activities can be added once you've made your booking. Our vacation packages make it a cinch to save and plan.
What should I know before booking a Windsor travel package?
When you book your hotels, flights and car rentals together, you'll pick up amazing discounts. Whether you're organizing a beach break in a villa or would rather stay in a cozy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Windsor Expedia vacation package?
Yes, and with more than 550 airlines to choose from across the globe, you have plenty of choice. Look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Windsor vacation package?
Yes, you can. We understand that life happens, so we're happy to help if you need to make changes to your Windsor vacation package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Things to do

Tex the TEXACO Tanker 1940

Bill Richardson Transport World Museum Ticket

CA $37
per adult
Bill Richardson Transport World Museum Ticket
See all activities in Invercargill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.