Windsor Holidays

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Your Windsor Holiday

Immerse yourself in all this neighbourhood has to offer with a tailor-made Windsor holiday package. However you picture yourself spending your time here, you'll find countless opportunities for relaxation, fun and adventure. When it's time to get out and explore, you'll find plenty of awesome attractions nearby including Stadium Southland, Bill Richardson Transport World and Southland Museum and Art Gallery. Visit one, two or all during your trip to Windsor. No matter your travel goals or budget, booking your ideal Windsor holiday is simple with Expedia.

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
A historic clock tower with a statue on top, surrounded by a landscaped garden and a road intersection.

Invercargill City Centre

2 out of top 10 points of interest in this area

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

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Water Tower at Invercargill

Turnbull Thompson Park

Turnbull Thompson Park is well liked for its parks. If you'd like to do some sightseeing in the greater Invercargill area, you might plan a trip to Bill Richardson Transport World or Stadium Southland.

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Richmond

Richmond is well liked for its parks. If you'd like to do some sightseeing in the greater Invercargill area, you might plan a trip to Civic Theatre or Classic Motorcycle Mecca.

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Glengarry

2 out of top 10 points of interest in this area

Travellers like the parks in Glengarry, and Surrey Park is a top attraction you might want to visit.

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Georgetown

2 out of top 10 points of interest in this area

Travellers like the parks in Georgetown, and Rugby Park Stadium is a top attraction you might want to visit.

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Top hotels in Windsor

Windsor Haven - A cosy Home away from Home

Windsor Haven - A cosy Home away from Home

Invercargill Southland Region
£134
18 Aug - 19 Aug
includes taxes & fees
9.6/10 Exceptional! (5 reviews)
"Ideal for 2 adults & 2 children. Heat pump keeps the whole unit cosy. Parking was suitable for a large SUV or 2 small cars. Everything was spotlessly clean without you getting the feeling you don't want to touch anything. Well appointed with all the kitchen equipment. The only possible drawback is ..."

Reviewed on 16 Jul 2026

Windsor Haven - A cosy Home away from Home
Heart of Windsor

Heart of Windsor

Invercargill Southland
£180
19 Aug - 20 Aug
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 2 Jan 2026

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 Southland
9/10 Wonderful! (12 reviews)
"Lovely warm clean cosy house with everything you need for a great stay in Southland.Proximity to good shops and eateries a plus .Excellent hosts who care."

Reviewed on 19 Mar 2026

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Cosy and Warm. Centrally located to all Invercargill has to offer.
See all 107 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.
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Frequently asked questions

How much does a Windsor travel package cost?
Handcraft your Windsor travel package from an affordable . Pick from any combination of rental cars, flights and hotels to create the getaway you've been dreaming about for ages. Don't forget to add on one or two experiences!
If I'm not able to travel, can I cancel my Windsor travel package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Windsor travel package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Windsor?
Browse and lock in everything in the one place with our Windsor travel packages. We have deals on hotels, flights, tours and more that'll keep your credit card happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties globally to select from, you'll have endless opportunities to mix and match all you want.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Expedia has partnered with online lender Klarna to make booking your next trip a bit easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Browse these flexible payment options:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Pressing the "book now" button is easier with this option. Simply put down a small deposit on your booking and then start working on your travel plans.
Where should I stay in Windsor?
With popular attractions like Southland Hospital and Bill Richardson Transport World in this area, look for a hotel positioned near either of them. Civic Theatre is another Windsor sight that people flock to.
What are the top hotels in Windsor?
Quest Invercargill Serviced Apartments and Homestead Villa Motel are a couple of the most well-known properties in Windsor. Why not look up the facilities and amenities at each and then make a decision?
How far in advance should I book my Windsor holiday?
To bag cheap prices, book nice and early. Air carriers generally start selling tickets, along with some of the lowest fares, nearly a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway to Windsor, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Windsor travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and activities and watch your savings grow. When it comes to planning your Windsor holiday, the choice is all yours!
What should I know before booking a Windsor travel package?
We already have low prices. However, you'll enjoy even better deals when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Windsor Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply pick your preferred carrier and create your ideal Windsor getaway.

Stay near popular Windsor attractions

Burt Munro

9.4/10 (177 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.