Wellington Vacations from $2,137

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Grande Roche Hotel

Grande Roche Hotel

5 out of 5
Price was $2,836, price is now $2,137 per person
$2,137
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.2/10 Wonderful! (143 reviews)
Beautiful estate in Paarl. It actually has its own vineyards, and wine. Beautiful rooms. Would love to enjoy the hotel in summer. Their pool looks wonderful. Restaurant was superb. Perfect hotel to enjoy the ambience of the Western Cape

Reviewed on Aug 26, 2026

An African Story by RETURN Africa

An African Story by RETURN Africa

4.5 out of 5
Camps Bay
Price was $6,007, price is now $4,702 per person
$4,702
per person
Jan 18 - Jan 22
found 3 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Cape Town (CPT)
No reviews

Le Petit Manoir Boutique Hotel

Le Petit Manoir Boutique Hotel

4.5 out of 5
Price was $2,943, price is now $2,377 per person
$2,377
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.8/10 Exceptional! (19 reviews)
Truly gracious experience. Amenities that typically cost extra were included, such as wine, sodas and snacks in the room. The host accommodated a late checkout on our departure day so we had a place to rest up before our flight. A truly first rate, first class experience. We look forward to returning

Reviewed on Nov 5, 2026

Perfect Family Holiday Villa in Camps Bay Spindrift

Perfect Family Holiday Villa in Camps Bay Spindrift

2.5 out of 5
Camps Bay
Price was $7,258, price is now $5,918 per person
$5,918
per person
Jan 17 - Jan 22
found 4 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Cape Town (CPT)
No reviews

Ludus Magnus

Ludus Magnus

3.5 out of 5
Price was $3,982, price is now $3,266 per person
$3,266
per person
Jan 28 - Feb 2
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9/10 Wonderful! (4 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Wellington
View all trips

Stay near popular Wellington attractions

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.
See properties

What to do in Wellington

Cape Town Wine Tour: Stellenbosch & Franschhoek +Tastings & Lunch

Cape Town Wine Tour: Stellenbosch & Franschhoek +Tastings & Lunch

$118
per adult
100% of travellers recommend
Cape Town Wine Tour: Stellenbosch & Franschhoek +Tastings & Lunch
Full-Day South African Wine Tour

African Story Wine Tours in the Cape Winelands

$130
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
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
$118 nightly
The price is $135 total per night from Nov 26 to Nov 27
$135 total
Nov 26 - Nov 27
Total with taxes and fees
8.4/10 Very Good! (68 reviews)
"Nice clean room. Comfortable bedding. Clean and bright building. Delicious breakfast and amazing views and location. Staff were incredibly helpful and friendly. WIshed we could have stayed longer"

Reviewed on Aug 6, 2026

Val Du Charron Wine & Leisure Estate
Ross Farms Self-Catering Cottages.

Ross Farms Self-Catering Cottages.

Wellington WC
Get rates
Ross Farms Self-Catering Cottages.
Babylonstoren

Babylonstoren

5 out of 5
Babylonstoren Road Franschhoek Western Cape
$523 nightly
The price is $602 total per night from Nov 18 to Nov 19
$602 total
Nov 18 - Nov 19
Total with taxes and fees
Babylonstoren
See all 437 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wellington vacation package cost?
Offering excellent value package deals from $2,137 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.