Wellington Vacation Packages

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Your Wellington Vacation

Entertainment, history, art and more … There's so much to experience with a Wellington vacation package. And with the ability to customize your city getaway, you know it'll be one that's tough to forget. If a sightseeing tour is on the to-do list during your trip to Wellington, check out popular attractions like Doolhof Wine Estate, Diemersfontein Winery and Bosman Family Vineyards. Whatever your travel plans or budget, putting together a tailored Wellington vacation is a cinch with Expedia.

Top Wellington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mattanu Private Game Reserve

Mattanu Private Game Reserve

5 out of 5
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
10/10 Exceptional! (1 review)
21 Nettleton

21 Nettleton

5 out of 5
Clifton
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (12 reviews)
A great experience. This is a house turned to Hotel. It was a unique experience and a quite pleasant one. The location and the views are incredible. The service was very customizable and personal. And the hotel it’s self is an art gallery. I recommend.

Reviewed on Mar. 2, 2025

Kilima Private Game Reserve and Spa

Kilima Private Game Reserve and Spa

4.5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
per person
Aug 30 - Sep 3
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (359 reviews)
Overall service was enthusiastic and friendly. Breakfast was excellent but had a disappointing meal at Nobu. Facilities showing its age and could do with an update. Neighborhood was safe and nice restaurants within walking distance. There are probably better options at this price point.

Reviewed on Jul. 1, 2025

Labotessa Luxury Boutique Hotel

Labotessa Luxury Boutique Hotel

5 out of 5
Cape Town City Centre
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (35 reviews)
Spacious comfortable rooms. Nice location near Company Park. Caring and diligent service by Claudine, Rachel and the entire hotel staff. This hotel is highly recommended by us.

Reviewed on Apr. 23, 2024

Ready to book your vacation to Wellington?

 

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Wellington Hotel Deals

Oude Wellington

Oude Wellington

4 out of 5
Bainskloof (R301/3), Wellington, Western Cape
The price is CA $89 per night from Jul 22 to Jul 23
CA $89
CA $105 total
Jul 22 - Jul 23
includes taxes & fees
Beautiful rest in the country side
"Very beautiful place with very welcoming owners. This break at the end of the working day was very relaxing. For Europeans not used to loadshedding, bring mosquito repellent to protect yourself from their arrival when the fan stops! This will not stop me from coming back each time I will visit Paarl. ..."

Reviewed on Jan. 12, 2023

Oude Wellington
Sauvignon Country Lodge

Sauvignon Country Lodge

3.5 out of 5
165 Addy Rd, Erf 13747, Wellington, Western Cape
The price is CA $100 per night from Jul 25 to Jul 26
CA $100
CA $100 total
Jul 25 - Jul 26
includes taxes & fees
Great location and stay
"Will definitely recommend. Great spacious place. Everything you would need. Friendly service. Great outdoor leisure place. Easy access to town and surrounding wine farms."

Reviewed on Aug. 30, 2021

Sauvignon Country Lodge
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Pniel Road, Groot Drakenstein, Franschhoek, Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Jul 24 to Jul 25
CA $238
CA $279 total
Jul 24 - Jul 25
includes taxes & fees
9.4/10 Exceptional! (135 reviews)
"Absolutely spectacular — our favorite stay in South Africa! This has been by far the most spectacular place we stayed during our trip to South Africa. The customer service was incredible — every member of the team at Boschendal Farms made us feel so welcome. Our kids loved the day camps at the Tree ..."

Reviewed on Jul. 3, 2025

Boschendal Farm Estate
See all 397 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Wellington

Cape Town: Tandem Skydiving

Cape Town: Tandem Skydiving

CA $304
per adult
Cape Town: Tandem Skydiving
Big 5 Aquila Safari Full Day Tour and Lunch

Big 5 Aquila Safari Full Day Tour and Lunch

CA $226
per adult
Big 5 Aquila Safari Full Day Tour and Lunch
Aquila Reserve Safari with Lunch and Wine Tasting

Aquila Reserve Safari with Lunch and Wine Tasting

CA $76
per adult
Aquila Reserve Safari with Lunch and Wine Tasting
See all activities in Wellington

Frequently asked questions

How much does a Wellington vacation package cost?
You can snap up a vacation package to this popular destination from CA $2,326 on Expedia. But how much your vacation to Wellington costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Wellington?
Travel in the off-peak season and you're likely to find cheap Wellington vacation packages. Remember that public holidays and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Wellington?
Typically, a handful of days is enough to visit the top attractions during your Wellington vacation. But if you'd like to have more time to unwind or go on day tours, consider extending your trip.
How to find the best Wellington package deals?
Begin your search for a Wellington package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Wellington package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wellington escape off to a flying start.
Is it cheaper to book a Wellington vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Wellington vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Wellington?
If you've got your Wellington travel dates finalized, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Wellington?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Wellington.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could crop up during your trip to Wellington.
  3. Decide how long to go away for: Now that you're up to speed on Wellington, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Wellington vacation package that brings all your bookings together.

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