Wellington Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Wellington

Val du Charron Guest House & Wine Estate
Val du Charron Guest House & Wine Estate
4 out of 5
Bovlei Road, Wellington, Western Cape
The price is S$179 per night from 23 Nov to 24 Nov
S$179
includes taxes & fees
23 Nov - 24 Nov
8.4/10 Very Good! (57 reviews)
"It was a pleasant stay and very friendly and helpful knowledgeable staff."

Reviewed on 16 Oct,2024

Val du Charron Guest House & Wine Estate
Diemersfontein Wine and Country Estate
Diemersfontein Wine and Country Estate
3 out of 5
Jan van Riebeck Drive (R301), Wellington, Western Cape
The price is S$141 per night from 11 Dec to 12 Dec
S$141
includes taxes & fees
11 Dec - 12 Dec
6.6/10 (15 reviews)
Disappointing
"We booked the manor. Without informing us they placed us in a garden room. When we noticed this they informed us that the room in the manor was claimed by the owner. At the end they solved it well they gave us a house. In general Diemersfontein is outdated. Staff is very friendly and the food in ..."

Reviewed on 1 Feb,2020

Diemersfontein Wine and Country Estate
Wellington Country House
Wellington Country House
4 out of 5
27 Richter Avenue, Wellington, Western Cape
9.6/10 Exceptional! (6 reviews)
Fantastic
"This is a great place to stay. The staff is great and breakfast superb. The view from the sundeck is amazing"

Reviewed on 25 Feb,2023

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Wellington Country House
See all 409 properties in Wellington
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 Wellington holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Wellington from just . And the more you bundle, the more dollars you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Wellington?
Book everything all in one place with our Wellington holiday packages. You’ll find bargains on flights, hotels and more that’ll keep your credit card happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotel options throughout the world to choose from, you have countless opportunities to mix and match as you please.
Where should I stay in Wellington?
With popular attractions such as Diemersfontein Winery and Bains Whisky Distillery in this neighbourhood, look for a hotel situated near them. Bosman Family Vineyards is another Wellington hot spot that visitors flock to.
What are the top hotels in Wellington?
Get your escape off to an excellent start by reserving a room at Wellington Country House. It’s one of most popular properties in Wellington. Another comfortable option is Country Family House With Big Pool.
How far in advance should I book my Wellington holiday?
It can be hard to know exactly when is the perfect time to book your Wellington holiday. But usually the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels up to 12 months prior to your departure date. If you’re thinking of a last-minute getaway, no need to fret! There are fantastic bargains featured on Expedia every day.
What does an Expedia Wellington travel package include?
Expedia has all you need to plan your Wellington escape, but how you structure your package depends on you. Choose from any combination of flights, rental cars and hotels. After some tours or activities to keep you on the go? Once you’ve made your booking, you can add them on too. No matter your style, there’s a package deal to suit your needs.
What should I know before booking a Wellington travel package?
Booking all the parts of your trip together is a simple way to save. Combine your airfares, rental cars and hotels into a handy little package. But your options don’t end at hotels. Expedia has all kinds of properties, including holiday rentals like mountain cabins and city residences. The list goes on!
Can I choose my airline with a Wellington Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You get to decide. We have more than 550 airline partners globally, so you have loads of choice when planning your Wellington escape.
If I'm not able to travel, can I cancel my Wellington holiday package?
We get it — life can throw you the odd curveball. If you’ve locked in a Wellington holiday package and have to change or cancel it, we’re here to help. It’s always worth taking a look at our Customer Service Portal first for information. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it’s been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Popular places to visit

Doolhof Wine Estate

You can enjoy a tasting or tour at Doolhof Wine Estate during your travels to Wellington. Discover the area's mountain views and wineries.

Doolhof Wine Estate

What to do in Wellington

Cape Town: Tandem Skydiving

Cape Town: Tandem Skydiving

S$260
Per adult
Cape Town: Tandem Skydiving
Aquila Reserve Safari with Lunch and Wine Tasting

Aquila Reserve Safari with Lunch and Wine Tasting

S$60
Per adult
Aquila Reserve Safari with Lunch and Wine Tasting
Male Lion At Aquila Game Reserve Safari

Aquila Game Reserve Safari with Park Fees, Transport & Lunch

S$347
Per adult
Aquila Game Reserve Safari with Park Fees, Transport & Lunch
See all activities in Wellington

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.