Wellington Vacations from $1,855
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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.
The Sir David Boutique Guest House
Bloubergstrand
$1,855
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Nassau (NAS) to Cape Town (CPT)
9.8/10 Exceptional! (24 reviews)
such a well appointed room. the board room was a bonus area to work in and the beakfast room was beautiful
Reviewed on Jun 14, 2026
Cape Cadogan Boutique Hotel
Cape Town City Centre
$3,310
per person
Oct 25 - Oct 30
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
Stay near popular Wellington attractions
Breytenbach Centre
Enjoy an outing to Breytenbach Centre during your stay in Wellington. Visit the area's spas, or simply enjoy its wineries.
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.
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.
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.
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.
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.
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.
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.
What to do in Wellington
Uncork the Cape : Stellenboch Half Day Wine Tour
$54
per adult
Cape Town Full Day Cape Winelands Tour
$115
per traveler
92% of travellers recommend
Aquila Big Five Sunset Safari with food and transport
$170
per adult
Wellington Hotel Deals
Mont Rochelle Hotel & Vineyard
Dassenberg Road Franschhoek Western Cape
$430 nightly
$502 total
Aug 25 - Aug 26
Total with taxes and fees
@Franschhoek Hotel
R 45, La Brasserie Farm Franschhoek Western Cape
Fully refundableReserve now, pay when you stay
$121 nightly
$140 total
Sep 4 - Sep 5
Total with taxes and fees
Boschendal Farm Estate
Pniel Road Franschhoek Western Cape
$204 nightly
$238 total
Aug 21 - Aug 22
Total with taxes and fees
9.4/10 Exceptional! (181 reviews)
"Beautiful setting one feels like you are removed from city life . Kid friendly lots to do in the property and surrounding areas"
Reviewed on Jun 28, 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.
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 $1,855 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?
- Pick your travel dates: The things you'd like to do in Wellington and your preferred season will help you decide when to go.
- 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.
- 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.
- 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.
- 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.
- 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.
