Wellington Vacations from $492

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.
Boord Guest House

Boord Guest House

3 out of 5
Die Boord
Save 100% on your flight
Price was $889, price is now $492 per person
$492
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
8.8/10 Excellent! (19 reviews)
Angala Boutique Hotel

Angala Boutique Hotel

5 out of 5
Save 100% on your flight
Price was $3,104, price is now $2,028 per person
$2,028
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.8/10 Exceptional! (82 reviews)
Fantastic Hotel. Beautiful and the staff were excellent. Great Food. Highly recommend visiting!

Reviewed on Jan 4, 2024

Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Save 100% on your flight
Price was $1,724, price is now $1,183 per person
$1,183
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (269 reviews)
Always friendly staff - you feel like being at Home

Reviewed on May 12, 2025

Spanish Farm Boutique Hotel & Villas

Spanish Farm Boutique Hotel & Villas

5 out of 5
Somerset West
Save 100% on your flight
Price was $1,881, price is now $1,460 per person
$1,460
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
8.8/10 Excellent! (26 reviews)
STUNNING views. Amazing staff. Great accomodations. Distance from Cape Town will require a car or Uber. Very peaceful property.

Reviewed on Oct 23, 2022

Delaire Graff Lodges & Spa

Delaire Graff Lodges & Spa

5 out of 5
Save 100% on your flight
Price was $7,006, price is now $5,517 per person
$5,517
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (47 reviews)
The best of the places we’ve stayed in the Stellenbosch area over the past 10 years

Reviewed on Sep 26, 2024

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Discover the most popular places to visit in Wellington

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

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

What to do in Wellington

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

Cape Town Full Day Cape Winelands Tour

$103
per traveler
92% of travellers recommend
Cape Town Full Day Cape Winelands Tour
Half Day Wine Tour from Cape Town

Half Day Wine Tour from Cape Town

$52
per adult
Half Day Wine Tour from Cape Town
Tasting Room

Shared Tour To The Wineries Stellenbosch Paarl + Cheese Tasting from Cape Town

$102
per adult
Shared Tour To The Wineries Stellenbosch Paarl + Cheese Tasting from Cape Town
See all activities in Wellington

Wellington Hotel Deals

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

Get rates
Oude Wellington
Sauvignon Country Lodge

Sauvignon Country Lodge

3.5 out of 5
165 Addy Rd, Erf 13747, Wellington, Western Cape
$81 nightly
The price is $81 total per night from Oct 20 to Oct 21
$81 total
Oct 20 - Oct 21
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
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Pniel Road, Groot Drakenstein, Franschhoek, Western Cape
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $353 total per night from Nov 5 to Nov 6
$353 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (143 reviews)
"Just wonderful! We loved staying in the farmhouse. The farm is great and beautiful. The staff are so helpful and kind. We loved every minute of our stay."

Reviewed on Aug 19, 2025

Boschendal Farm Estate
See all 390 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.

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 $492 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.