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.
Chic Loft In The Heart Of Cape Town
Cape Town City Centre
CA $2,752
per person
Oct 11 - Oct 17
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
10/10 Exceptional! (1 review)
The location, apartment and facilities were excellent and the hospitality was on the same standard.
Situated close to the V&A waterfront and Bo Kaap, there was little need for taxis or public transport, and there are plenty of coffee shops, supermarkets and excellent restaurants within 2 or 3 minutes walk.
If we're in Cape Town again, we will seek out the loft.
Reviewed on Aug 19, 2026
Dock House Boutique Hotel & Spa by NEWMARK
Victoria and Alfred Waterfront
CA $4,043
per person
Nov 2 - Nov 7
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (93 reviews)
The staff were incredible throughout, we loved them and their friendly helpful ways and will miss them.
The situation is also excellent with many amenities nearby.
Room service was also excellent BUT the noise from the Irish pub over the road was awful and completely disrupted our sleep on the 2nd night which was a Friday night, and partially disrupted it on the Saturday night.
Breakfast at the Dock House Boutique hotel was also really uninspiring - small room felt claustrophobic and the food was very plain with croissants and bread that seemed a couple days old.
I think we could have done better at another local hotel.
Reviewed on Jul 22, 2026
Radisson Collection Hotel, Waterfront Cape Town
Mouille Point
CA $3,745
per person
Oct 10 - Oct 16
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9/10 Wonderful! (531 reviews)
Beautiful, clean, lovely staff. Careful of the seagulls if eating breakfast outside, and the bar closes at 10.30pm so order ahead if you want anything after being out for dinner etc.
Reviewed on Aug 21, 2026
Ready to book your vacation to Wellington?
Wellington Hotel Deals
Mont Rochelle Hotel & Vineyard
Dassenberg Road Franschhoek Western Cape
CA $611
CA $715 total
Aug 31 - Sep 1
includes taxes & fees
9.8/10 Exceptional! (110 reviews)
"Beautiful estate and outstanding hospitality. The room was clean and cosy, had a neat little balcony for you to sit outside in the evening. Breakfast was always hearty and generous in portions. There was also a tennis court onsite which we didn’t know about, so that was a good surprise. The estate ..."
Reviewed on Aug 20, 2026
@Franschhoek Hotel
R 45, La Brasserie Farm Franschhoek Western Cape
Fully refundableReserve now, pay when you stay
CA $168
CA $194 total
Sep 6 - Sep 7
includes taxes & fees
Boschendal Farm Estate
Pniel Road Franschhoek Western Cape
CA $311
CA $361 total
Aug 26 - Aug 27
includes taxes & fees
9.4/10 Exceptional! (184 reviews)
"Overall greatness!"
Reviewed on Aug 23, 2026
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.
Stay near popular Wellington attractions
Bosman Family Vineyards
You can enjoy a tasting or tour at Bosman Family Vineyards during your travels to Wellington. Take in the theater scene and mountain views in the area.
Wellington Museum
You can spend an afternoon exploring the galleries in Wellington Museum during your travels in Wellington. Take in the theater scene and mountain views in the area.
Welvanpas Family Vineyards
You can enjoy a tasting or tour at Welvanpas Family Vineyards during your travels to Wellington. Take in the theater scene and mountain views in the area.
Bovlei
You can enjoy a tasting or tour at Bovlei during your travels to Wellington. Visit the area's spas, or simply enjoy its wineries.
Bain's Whisky Distillery
You can take time to visit Bain's Whisky Distillery during your travels to Wellington. Take in the theater scene and mountain views in the area.
Bains MTB Trails
Commune with nature and explore the great outdoors at Bains MTB Trails during your travels in Wellington. Discover the area's mountain views and wineries.
Breytenbach Centre
Enjoy an outing to Breytenbach Centre during your stay in Wellington. Visit the area's spas, or simply enjoy its wineries.
Cape Wine Cellars
You can enjoy a tasting or tour at Cape Wine Cellars during your travels to Wellington. Discover the area's mountain views and wineries.
What to do in Wellington
From CapeTown: Stellenbosch Half Day Wine Tour
CA $79
per adult
98% of travellers recommend
Uncork the Cape : Stellenboch Half Day Wine Tour
CA $76
per adult
Frequently asked questions
How much does a Wellington vacation package cost?
You can snap up a vacation package to this popular destination from CA $2,752 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?
- 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.
- 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.
- 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.
- 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.
