Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Our guide on where to stay in Windsor

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

2 out of top 10 points of interest in this area
4/5(191 area reviews)

Unique features of Invercargill City Centre include the theatres and bars. Make a stop by Civic Theatre or Otepuni Gardens while you're exploring the area.

Find hotels in Invercargill City Centre

Our pick of the best Windsor Hotel Deals

Heart of Windsor
Heart of Windsor
Invercargill
The price is NZ$377 per night from 7 July to 8 July
NZ$377
7 July - 8 July
includes taxes & fees
Great stay!
"Thanks we had a lovely time, house warm and a beautiful sunrise right from the kitchen window."

Reviewed on 14 May 2025

Heart of Windsor
Cosy and Warm. Centrally located to all Invercargill has to offer.
Cosy and Warm. Centrally located to all Invercargill has to offer.
Invercargill
8.8/10 Excellent! (8 reviews)
"This property was warm and delightful, just what we were after, very homely."

Reviewed on 2 Jun. 2025

Get rates
Cosy and Warm. Centrally located to all Invercargill has to offer.
Ascot Park Hotel
Ascot Park Hotel
4 out of 5
Corner of Tay Street & Racecourse Road, Invercargill
The price is NZ$158 per night from 29 June to 30 June
NZ$158
29 June - 30 June
includes taxes & fees
8.8/10 Excellent! (786 reviews)
"Great food, restaurant and bar options."

Reviewed on 16 Jun. 2025

Ascot Park Hotel
See all 79 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?
From as little as . Yes, you read that right. Our Windsor holiday 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 holiday 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 holiday?
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 holiday 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 organising a beach break in a villa or would rather stay in a cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Windsor Expedia holiday 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 holiday package?
Yes, you can. We understand that life happens, so we're happy to help if you need to make changes to your Windsor holiday 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.

Discover the most popular places to visit in Windsor

Burt Munro

4.5/5(52 reviews)

Find out about the history of Invercargill when you take a trip to Burt Munro. Wander the parks or discover the area's countryside.

Burt Munro

Southland Hospital

4/5(21 reviews)

If Southland Hospital is what brings you to town, hopefully you'll have a chance to explore more of Invercargill.

Southland Hospital

Civic Theatre

4.5/5(14 reviews)

You can get tickets for a performance at Civic Theatre during your stay in Invercargill. Discover the bars and entertainment venues in this walkable area.

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