Wellington Vacations from $1,439

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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.

The Latest Wellington vacation packages

Price found within the past 48 hours. Click for updated prices.
Point B Guest House

Point B Guest House

4 out of 5
Green Point
Price was $1,681, price is now $1,439 per person
$1,439
per person
Sep 16 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9/10 Wonderful! (16 reviews)
Lovely wee accomodation option for staying in Cape Town. Close to the waterfront - only a short taxi ride away. Lovely outdoor area to relax and have breakfast. Staff were lovely and very welcoming.

Reviewed on Mar 2, 2018

Babylonstoren

Babylonstoren

5 out of 5
Price was $3,468, price is now $2,837 per person
$2,837
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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

21 Nettleton

21 Nettleton

5 out of 5
Clifton
Price was $10,293, price is now $8,729 per person
$8,729
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Cape Town (CPT)
10/10 Exceptional! (15 reviews)
Outstanding experience

Reviewed on Feb 12, 2026

Sea Mount

Sea Mount

4 out of 5
Camps Bay
Price was $2,064, price is now $1,794 per person
$1,794
per person
Sep 16 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.8/10 Exceptional! (69 reviews)
Fantastic suite gorgeous view, lovely owner who gave us an early check in with wine! Lovely house keeper, small heated pool and an easy walk down the hill to Camps Bay and short easy Uber ride back. Would love to return !

Reviewed on Feb 25, 2024

Sante Wellness Retreat & Spa

Sante Wellness Retreat & Spa

5 out of 5
Price was $2,654, price is now $2,320 per person
$2,320
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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

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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.
See properties

What to do in Wellington

Full-Day South African Wine Tour

African Story Wine Tours in the Cape Winelands

$132
per adult
100% of travellers recommend
African Story Wine Tours in the Cape Winelands
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
See all activities in Wellington

Wellington Hotel Deals

Clouds Estate

Clouds Estate

5 out of 5
Helshoogte Road Stellenbosch Western Cape
$187 nightly
The price is $215 total per night from Jul 9 to Jul 10
$215 total
Jul 9 - Jul 10
Total with taxes and fees
9.6/10 Exceptional! (301 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
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Pniel Road Franschhoek Western Cape
$212 nightly
The price is $250 total per night from Jul 14 to Jul 15
$250 total
Jul 14 - Jul 15
Total with taxes and fees
9.4/10 Exceptional! (177 reviews)
"The views are spectacular from all areas on the property"

Reviewed on Jun 13, 2026

Boschendal Farm Estate
Babylonstoren

Babylonstoren

5 out of 5
Klapmuts - Simondium Road Paarl Western Cape
$679 nightly
The price is $781 total per night from Jul 22 to Jul 23
$781 total
Jul 22 - Jul 23
Total with taxes and fees
9.6/10 Exceptional! (78 reviews)
"Everything perfect"

Reviewed on Apr 17, 2026

Babylonstoren
See all 415 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 $1,439 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.