Wellington Vacations from $708

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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 Hyde All-Suite Hotel

The Hyde All-Suite Hotel

4 out of 5
Sea Point
Price was $880, price is now $708 per person
$708
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
8.6/10 Excellent! (369 reviews)
Clean and with really friendly staff. 3rd floor room was quiet. Breakfast was tasty. Nothing wrong with the hotel for a family stay for a couple of nights. My only issue was with the pool, the wood around it was old and it was easy to get splinters / there was lots of metal bits screwed into it that you could catch your foot on.

Reviewed on Feb 17, 2026

Babylonstoren

Babylonstoren

5 out of 5
Save 100% on your flight
Price was $2,452, price is now $1,797 per person
$1,797
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (77 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

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
Price was $2,665, price is now $2,118 per person
$2,118
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (378 reviews)
Relaxing atmosphere near the Waterfront where you have all the activity; great service

Reviewed on Mar 2, 2026

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was $1,370, price is now $1,095 per person
$1,095
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (166 reviews)
The property and grounds are so beautiful. The staff were very helpful. The spa is stand out some of the best therapists and treatments we have ever had.

Reviewed on Mar 31, 2026

Radisson Collection Hotel, Waterfront Cape Town

Radisson Collection Hotel, Waterfront Cape Town

5 out of 5
Mouille Point
Price was $1,077, price is now $871 per person
$871
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9/10 Wonderful! (506 reviews)
Absolutely loved this hotel. Staff was great and breakfast was amazing!

Reviewed on Apr 13, 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

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.

Bosman Family Vineyards

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.

Bain's Whisky Distillery

What to do in Wellington

Uncork the Cape : Stellenboch Half Day Wine Tour

Uncork the Cape : Stellenboch Half Day Wine Tour

$50
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

$114
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*

$108
per adult
Cape Town: Sunset Safari & Wine Tasting Adventure*
See all activities in Wellington

Wellington Hotel Deals

Val Du Charron Wine & Leisure Estate

Val Du Charron Wine & Leisure Estate

4 out of 5
Bovlei Road Wellington Western Cape
$110 nightly
The price is $127 total per night from May 1 to May 2
$127 total
May 1 - May 2
Total with taxes and fees
8.4/10 Very Good! (67 reviews)
Very nice pool and super friendly staff

Reviewed on Mar 18, 2026

Val Du Charron Wine & Leisure Estate
Sauvignon Country Lodge

Sauvignon Country Lodge

3.5 out of 5
165 Addy Rd Wellington Western Cape
$92 nightly
The price is $92 total per night from Apr 17 to Apr 18
$92 total
Apr 17 - Apr 18
Total with taxes and fees
Sauvignon Country Lodge
Clouds Estate

Clouds Estate

5 out of 5
Helshoogte Road Stellenbosch Western Cape
$228 nightly
The price is $265 total per night from May 9 to May 10
$265 total
May 9 - May 10
Total with taxes and fees
9.6/10 Exceptional! (289 reviews)
It was our second stay at this amazing hotel. It’s a spectacular location with views across the mountains and vineyards. Lovely room with some really nice touches (e.g. free bottle of their wine). The owners and staff are very friendly and go out of their way to be helpful. Overall, an outstanding ...

Reviewed on Mar 12, 2026

Clouds Estate
See all 389 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 $708 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.