Wellington Vacations from $2,852

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Wellington vacation packages

Price found within the past 48 hours. Click for updated prices.
Kilima Franschhoek

Kilima Franschhoek

5 out of 5
Price was $4,022, price is now $2,852 per person
$2,852
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
Babylonstoren

Babylonstoren

5 out of 5
Price was $5,283, price is now $3,977 per person
$3,977
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (78 reviews)
Great place to stay but the cottages lack good lighting in the living room and comfy seating outside. That said we enjoyed our stay

Reviewed on Feb 27, 2026

Leeu Estates

Leeu Estates

5 out of 5
Price was $5,771, price is now $4,670 per person
$4,670
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.8/10 Exceptional! (30 reviews)
All I can say is wow! We stayed one night in the hotel and it was epic, every attention to detail you could imagine. The staff fell over themselves to be helpful, food was incredible and breakfast in the morning was another level. I wish we had booked for longer but we will be back

Reviewed on May 17, 2026

Sante Wellness Retreat & Spa

Sante Wellness Retreat & Spa

5 out of 5
Price was $3,639, price is now $2,965 per person
$2,965
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (36 reviews)
Really lovely hotel, wonderful staff and beautiful spa. Rooms are gorgeous too

Reviewed on May 19, 2026

Delaire Graff Lodges & Spa

Delaire Graff Lodges & Spa

5 out of 5
Price was $8,567, price is now $7,018 per person
$7,018
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
Gorgeous estate about an hour from Capetown. Top of the line amenities, lodging and excellent restaurants. Sunset views, vineyards and mountains. Staff was very well trained and no nickel and diming . Quiet and peaceful stay after a few hectic days in Capetown. Highly recommend.

Reviewed on Mar 25, 2026

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Discover the most popular places to visit in Wellington

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

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.

Welvanpas Family Vineyards

Breytenbach Centre

Enjoy an outing to Breytenbach Centre during your stay in Wellington. Visit the area's spas, or simply enjoy its wineries.

Breytenbach Centre

What to do in Wellington

Uncork the Cape : Stellenboch Half Day Wine Tour

Uncork the Cape : Stellenboch Half Day Wine Tour

$55
per adult
Uncork the Cape : Stellenboch Half Day Wine Tour
Beautiful views on the winelands day tour in Cape Town, South Africa

Cape Town Full Day Cape Winelands Tour

$118
per traveler
92% of travellers recommend
Cape Town Full Day Cape Winelands Tour
Aquila Afternoon Safari and Wine Tasting

Cape Town: Sunset Safari & Wine Tasting Adventure*

$110
per adult
Cape Town: Sunset Safari & Wine Tasting Adventure*
See all activities in Wellington

Wellington Hotel Deals

Oude Wellington

Oude Wellington

4 out of 5
Bainskloof (R301/3) Wellington Western Cape
$80 nightly
The price is $94 total per night from Jun 14 to Jun 15
$94 total
Jun 14 - Jun 15
Total with taxes and fees
8/10 Very Good! (36 reviews)
"The pool was very small and covered, so didn't use. The breakfast average to good. The room was small but contained all amenities, the beds very good - good mattresses and bedding. Lovely dogs and nice outdoor seating areas"

Reviewed on Mar 24, 2026

Oude Wellington
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Pniel Road Franschhoek Western Cape
$219 nightly
The price is $258 total per night from Jul 12 to Jul 13
$258 total
Jul 12 - Jul 13
Total with taxes and fees
9.4/10 Exceptional! (176 reviews)
"The views are spectacular from all areas on the property"

Reviewed on Jun 13, 2026

Boschendal Farm Estate
Clouds Estate

Clouds Estate

5 out of 5
Helshoogte Road Stellenbosch Western Cape
$189 nightly
The price is $218 total per night from Jun 21 to Jun 22
$218 total
Jun 21 - Jun 22
Total with taxes and fees
9.6/10 Exceptional! (299 reviews)
"I will stay at Clouds Estate again and again. The estate is beautiful and the views are just stunning!!! They were very helpful in helping me arrange half-day vineyard tour and very responsive to my inquiries."

Reviewed on Jun 4, 2026

Clouds Estate
See all 405 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.

Find the Best Wellington Vacation Packages

Wellington Essential Information

Language
Afrikaans
Currency
South African rands
Population
55,500
Max Temp Winter
65ºF
Max Temp Summer
80ºF
Top Sights
Bovlei, Diemersfontein Winery and Doolhof Wine Estate

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Frequently asked questions

How much does a Wellington vacation package cost?
Offering excellent value package deals from $2,852 on Expedia, you'll be surprised at how little a vacation to Wellington costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Wellington?
If you'd like to book a cheap Wellington vacation package, consider visiting in July, November and December. You'll generally find lower prices on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Wellington?
With a well-planned itinerary, you can easily visit the main Wellington sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Wellington vacation for longer.
How to find the best Wellington package deals?
Begin your search for a Wellington package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Wellington package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wellington adventure underway.
Is it cheaper to book a Wellington vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can personalize your Wellington getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Wellington?
If you're planning an impromptu Wellington trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Wellington?

  1. Pick your travel dates: The things you'd like to do in Wellington and your preferred season will help you decide when to go.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Wellington. Then, choose a hotel that works with your budget, whether that's an affordable option or a deluxe getaway.
  3. Discover Wellington with our trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Wellington. You can also save your favorite places, collaborate with friends and family and manage all your plans in one place.
  4. Determine how many days away: Start by making a list of all the attractions you want to experience in Wellington. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Wellington vacation package.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in Wellington in Wellington. Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Wellington vacation packages?
Your Wellington trip should be a relaxing escape from your daily routine, not a reason for money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.