Wellington Vacations from $1,392

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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.
Urban Elephant Express The Flamingo

Urban Elephant Express The Flamingo

4 out of 5
Sea Point
Price was $1,669, price is now $1,392 per person
$1,392
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
No reviews
It was a fine stay. Value for money. The shower is great with strong water pressure. Will stay again if i ever visit again.

Reviewed on Dec 6, 2025

O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was $2,796, price is now $2,098 per person
$2,098
per person
Mar 8 - Mar 14
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
Cute boutique. Lobby smelled great. Jug of ice cold water flavored with lemon or cucumbers or strawberries, nice touch. Great decor. Staff friendly and receptive and helpful. The room although small had great windows, view of golf course. Terrace view of ocean. Shower very hot which was outstanding. . Thin walls could hear shower next door. Terrace close together could smell smoke from room next door. Would prefer no smoking Period.

Reviewed on Jul 13, 2025

Lawhill Luxury Apartments

Lawhill Luxury Apartments

5 out of 5
Victoria and Alfred Waterfront
Price was $2,777, price is now $2,356 per person
$2,356
per person
Mar 8 - Mar 14
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.2/10 Wonderful! (163 reviews)
Everything from the staff to the apartment was absolutely top class!!

Reviewed on Dec 10, 2025

The Alexander Estate

The Alexander Estate

4 out of 5
Good Hope
Price was $4,497, price is now $3,866 per person
$3,866
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
No reviews
The Hyde All-Suite Hotel

The Hyde All-Suite Hotel

4 out of 5
Sea Point
Price was $2,221, price is now $1,912 per person
$1,912
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Cape Town (CPT)
8.6/10 Excellent! (349 reviews)
This hotels location is amazing it’s one block to the promenade. The breakfast needs some help, staff never refilled any of the juices etc. and to be honest the staff were the most unfriendly I’ve encountered. The kids club is a nice touch if you have children. The upper desk has a beautiful view.

Reviewed on Sep 24, 2025

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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

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

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

What to do in Wellington

Beautiful views on the winelands day tour in Cape Town, South Africa

Cape Town Full Day Cape Winelands Tour

$113
per traveler
92% of travellers recommend
Cape Town Full Day Cape Winelands Tour
Uncork the Cape : Stellenboch Half Day Wine Tour

Uncork the Cape : Stellenboch Half Day Wine Tour

$54
per adult
Uncork the Cape : Stellenboch Half Day Wine Tour
Taste the Winelands: Wine Tram and Tastings at Franschhoek, Stellenbosch, Paarl

Taste + Tram the Winelands Tour: Franschhoek, Stellenbosch, Paarl

$130
per adult
Taste + Tram the Winelands Tour: Franschhoek, Stellenbosch, Paarl
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
8.4/10 Very Good! (63 reviews)
Disappointing stay and lack of management
I recently stayed at this hotel, and while I wasn’t expecting luxury, I did at least expect the basics to be as advertised. Unfortunately, that wasn’t the case. First off, the service was bearable—the waiters and staff did their best, but it was clear that there was no real management overseeing ...

Reviewed on Feb 12, 2025

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Val Du Charron Wine & Leisure Estate
Sauvignon Country Lodge

Sauvignon Country Lodge

3.5 out of 5
165 Addy Rd Wellington Western Cape
$79 nightly
The price is $79 total per night from Dec 25 to Dec 26
$79 total
Dec 25 - Dec 26
Total with taxes and fees
Great location and stay
Will definitely recommend. Great spacious place. Everything you would need. Friendly service. Great outdoor leisure place. Easy access to town and surrounding wine farms.

Reviewed on Aug 30, 2021

Sauvignon Country Lodge
Oude Wellington

Oude Wellington

4 out of 5
Bainskloof (R301/3) Wellington Western Cape
Beautiful rest in the country side
Very beautiful place with very welcoming owners. This break at the end of the working day was very relaxing. For Europeans not used to loadshedding, bring mosquito repellent to protect yourself from their arrival when the fan stops! This will not stop me from coming back each time I will visit Paarl. ...

Reviewed on Jan 12, 2023

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Oude Wellington
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 $1,392 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.